Michelle and Christine (Some Erotic Content)
Michelle and Christine
Table of Contents
Chapter 1 – Michelle and Christine meet online.
Chapter 2 – All about Michelle
Chapter 3 – All about Christine
Chapter 4 – Michelle and Christine decide to meet.
Chapter 5 – The next morning.
Chapter 6 – Breakfast with Sarah?
Chapter 7 – One word! Shopping!
Chapter 8 – Let’s have some lunch.
Chapter 9 – We continue to shop.
Chapter 10 – Back at the Hotel.
Chapter 11 – Dinner, Drinks and Sarah again.
Chapter 12 – Back at the hotel lobby.
Chapter 13 – It was a night to remember.
Chapter 14 – The next morning.
All characters and corporations or establishments appearing in this work are fictitious. Any resemblance to real people, living or dead, is purely coincidental.
Chapter 1 – Michelle and Christine meet online.
Once upon a time in the vibrant world of social media, two souls found each other through the magical realm of Instagram. James, who now went by the name Michelle, was a young man who had always felt a little different from his peers. He loved expressing himself through fashion and makeup, but deep down, he felt a strong yearning to explore his feminine side – he was a male-to-female crossdresser.
One fateful day, Michelle stumbled upon a mesmerizing profile named "Christine G." The person behind it was Marty, who now preferred to be called Christine, an enchanting spirit who shared Michelle's passion for crossdressing. Christine's posts exuded confidence, grace, and an unapologetic embrace of her true self. Michelle felt an instant connection as she marveled at Christine's stunning outfits and the way she effortlessly blended femininity and masculinity.
Unable to resist the pull of curiosity and the desire to connect with someone who truly understood her, Michelle mustered up the courage to slide into Christine's DMs. She sent a simple, heartfelt message, introducing herself and sharing her own journey of self-discovery.
To Michelle's delight, Christine responded warmly, offering a virtual hand of friendship. They quickly discovered they had more in common than just their love for crossdressing; they both faced the challenges of living authentically in a world that often struggled to understand their identities.
As their conversations deepened, Michelle and Christine exchanged stories about their personal triumphs and struggles. They celebrated each other's successes and lifted each other up during moments of doubt. They became each other's confidantes, support systems, and cheerleaders.
As their bond grew stronger, Michelle and Christine decided to take their friendship to the next level. They arranged a meetup in a nearby city, both eager to share their crossdressing experiences in person. The excitement and nervousness were palpable as the day of their meeting approached.
Chapter 2 – All about Michelle
As he entered adulthood, James grappled with questions about his identity. Was he transgender? Was crossdressing a form of self-expression that didn't require a complete transition? It was a period of soul-searching, with James trying to understand who he truly was and where he belonged in the world.
During this introspective journey, James discovered online communities and forums where people shared their stories and offered support to those struggling with gender identity and crossdressing. These communities became a lifeline for him, as he connected with others who understood his feelings on a deep level.
With an enormous amount of encouragement from her newfound friends, Michelle decided to finally head out of the house fully dressed.
Michelle was a mix of nervousness and excitement. She carefully chose a chic, knee-length dress that flattered her figure and paired it with comfortable yet elegant heels. With a touch of makeup to enhance her features and a stylish purse, Michelle felt like she was stepping into a new chapter of her life.
As she walked out of her home, a wave of anxiety washed over her. The fear of judgment and misunderstanding weighed on her mind, but the desire to embrace her true self was stronger. Michelle took a deep breath, reminding herself that she deserved to be seen and accepted for who she was.
As she drove over to the shopping center, she kept on telling herself, “You got this Girl!” and “You deserve this!”
Upon arriving at the shopping center, Michelle's heart raced with every step she took. As she browsed through the stores, she couldn't help but feel a mix of self-consciousness and empowerment. The world looked different through Michelle's eyes – she felt alive, authentic, and free.
To her delight, people around her seemed accepting, and she received a couple of compliments on her outfit and style. Each kind word and positive interaction bolstered her confidence, reinforcing the importance of self-acceptance.
As the day unfolded, Michelle's first nervousness gave way to a newfound sense of pride. She realized that being true to herself was the most empowering choice she could make. Michelle's first shopping experience as her authentic self was a significant milestone, marking the beginning of a beautiful journey of self-discovery and self-love.
With newfound support and acceptance, James gained the courage to gradually introduce Michelle to a select few close friends. To his surprise, the response was overwhelmingly positive. His friends appreciated his authenticity and admired his bravery in sharing such an intimate aspect of his life.
Feeling more confident and accepted, James gradually began integrating Michelle into his daily life. This included going to his work as Michelle and, once again, the response was very positive.
The line between James and Michelle blurred as he realized that crossdressing was an essential part of his identity, one that he could no longer suppress or hide away.
Embracing Michelle allowed James to feel complete and true to himself. She became an integral part of his life, not just in private but also in social settings and special events. James discovered that Michelle was a source of strength, empowering him to face the world with a newfound sense of self-assurance and self-love.
Chapter 3 – All about Christine
Marty's journey in becoming Christine was a process of self-discovery that began in childhood. From an early age, Marty felt a deep curiosity and attraction towards feminine clothing and expressions. This inclination didn't align with societal expectations of masculinity, causing him confusion and occasional shame.
Growing up, Marty had an older sister named Kelly, who was both his confidante and partner in crime. Kelly noticed her brother's fascination with girl's clothes and the way he would admire her outfits with an undeniable envy. Instead of judging him or teasing him, Kelly sensed that Marty needed understanding and support.
One day, when they were alone in their shared bedroom, Kelly approached Marty with a smile. She had an idea that would provide him with a safe space to explore his curiosity about dressing up in girl's clothes. With genuine compassion and empathy, she gently asked him if he wanted to try on one of her dresses.
At first, Marty hesitated, unsure of how she would react. However, Kelly's warmth and reassurance gave him the courage to accept her offer. She fetched one of her favorite dresses and helped him put it on, explaining how to fasten buttons and tie ribbons. As he stood in front of the mirror, he saw a reflection that resonated with his true self, and it filled him with a sense of joy and completeness.
From that moment on, Kelly and Marty formed a special bond over their shared secret. Whenever they had the chance, they would play dress-up together, with Kelly encouraging him to experiment with different outfits and accessories. These moments became a cherished escape from the pressures of conforming to traditional gender norms.
As Marty grew older, he continued to explore his interest in crossdressing privately. However, he felt conflicted about embracing this aspect of himself openly. Fear of judgment and rejection from others hindered him from fully embracing his authentic identity as Christine.
It wasn't until later in his teenage years that Marty found the courage to talk to Kelly about his true desires and emotions. To his relief, she was incredibly supportive, reminding him that there was no shame in being true to himself. With Kelly's unwavering encouragement, Marty began to embrace his identity as Christine more openly and confidently.
In college, Christine found an online community of like-minded individuals who shared their crossdressing experiences and journeys. This community offered a space where she could express herself without judgment and connect with others who understood her struggles and triumphs.
Christine's amazing first time out in college was a life-changing experience that filled her with a sense of liberation and empowerment. After months of exploring her identity in the privacy of her dorm room, she decided it was time to venture outside and embrace the world as her authentic self.
On a bright and sunny Saturday morning, Christine carefully selected her outfit for the day—a stylish floral dress that flowed elegantly around her, a pair of strappy sandals that accentuated her legs, and accessories that complemented her look. With a touch of makeup that highlighted her features, she felt radiant and ready to take on the world.
As she stepped out of her dorm room, a mix of excitement and nervousness bubbled inside her. The campus was abuzz with activity, and Christine couldn't help but wonder how people would react to her true self. However, she reminded herself that this was a significant moment in her journey, and she deserved to feel proud and confident in her identity.
With every step she took, Christine felt a newfound sense of freedom. As the wind gently caressed her dress, she realized that being true to herself was the most beautiful and empowering feeling she had ever experienced.
As she strolled through the college grounds, Christine received a couple of curious glances, but to her delight, most people simply went about their day without judgment. Most students if they noticed, smiled at her, appreciating the confidence and authenticity she radiated.
Throughout the day, Christine attended classes, enjoyed lunch with friends, and took part in various campus activities, all while embracing her true self. The more she interacted with others as Christine, the more she realized that people respected her for who she was. It was a revelation that shattered the fear of judgment she had carried for so long.
During the evening, Christine and her friends attended a college event. To her surprise, students approached her with compliments, admiring her fashion sense and applauding her courage to be herself. Christine's heart swelled with happiness, knowing that her authenticity was not only accepted but celebrated.
As the night ended, Christine felt an overwhelming sense of accomplishment and joy. She had conquered her fear, shattered the walls of self-doubt, and appeared as her true self in a world that could sometimes be unkind to those who dare to be different.
In the days that followed, Christine shared the story of her amazing first time out with her newfound online friends in the crossdressing community. The response was overwhelmingly positive and heartwarming. They flooded her inbox with messages of encouragement and support, celebrating her bravery and authenticity.
"Congratulations, Christine! You looked stunning, and your confidence is truly inspiring!"
"I'm so proud of you for embracing who you are, Christine. You're an inspiration to all of us!"
"Your first-time out story brought tears to my eyes. Thank you for sharing this beautiful journey with us!"
Christine was deeply touched by the outpouring of love and encouragement from her online friends. They shared their own stories of self-discovery and offered valuable advice on navigating the challenges of embracing one's identity. They reminded her that she was not alone in this journey and that the crossdressing community was a loving and supportive space.
Encouraged by their words, Christine continued to be her authentic self both online and offline. She posted more photos of her outings, showing off her fabulous fashion sense and confidence. Her online friends cheered her on with every post, and together, they celebrated the beauty of self-expression and individuality.
As her friendship with these amazing individuals blossomed, Christine found a strong sense of belonging within the online community. They became her virtual cheerleaders, supplying strength during moments of doubt and celebrating her triumphs, no matter how small.
Through their support, Christine learned that self-acceptance and embracing her identity were the most powerful tools she had. She no longer feared judgment or rejection, knowing that she had a loving community that accepted her for who she was.
Embracing the name Christine, she started experimenting with different styles, makeup techniques, and hairstyles. Each step of this journey allowed her to feel more empowered and authentic, shedding the weight of societal expectations and becoming comfortable in her skin.
As Christine continued to grow and evolve, she found acceptance and support from her friends and family, who recognized the bravery and strength it took to embrace her newfound identity. Through her experiences, Christine became an advocate for self-expression, inspiring others to embrace their authentic selves and celebrate the beauty of individuality. Kelly's love and acceptance played an integral role in Christine's journey, proving the power of unconditional support in fostering self-acceptance and personal growth.
Chapter 4 – Michelle and Christine decide to meet.
It is Friday night, and both Michelle and Christine arrive at the hotel they decided to meet at. We check in and get to our separate rooms. Both of us quickly put on something casual, make ourselves look as we can and head down to the bar. I get there a little earlier and wait at the bar. As I am waiting, a guy and a couple approach me. I must turn down their offers for a drink as I tell them that I am waiting for someone, but I tell them that me and my girlfriend are staying here for the weekend so look for us another time.
Just as the couple are walking away, I turn my head and see you walk into the bar. You look stunning. A huge smile comes over both of our faces as we make eye contact. I quickly jumped off my chair. As you approach, I open my arms and wait for you to come in for a huge hug. I tell you that you look amazing in a beautiful blouse and a matching knee-high skirt. I cannot stop giggling as I try to ask, "I thought we were going to meet up in something casual?" You giggle back, "Ohhh thissss!" and give me this devilish smile.
For the rest of the evening, we sit in the bar and talk about anything and everything. We talk about tomorrow's shopping spree and what each of us are looking for. We find out if there is anything necessary (need) or is it what we want (wishing for). As the evening ends, you look at me with your beautiful eyes and ask me, "would you like to come up to my room?" I look at you. Right at that moment, I wanted to say, "Hell yeah!" but I say to you instead, "Thank you sweetie but not tonight. We have a long day tomorrow and I want to get some rest." Even though I know that I am not going to get much sleep because I know that I am going to be too excited about our adventures the next day.
"OK, we agreed that we will meet at your room and 8 o'clock for you to do my make-up in the morning. Unless you want to make it later?"
You quickly reply, "8 is fine with me. The mall doesn't open until 10 so that should give us enough time to put on your make-up, have some breakfast and then head out."
As we are walking to the elevator, I grab your hand. You look at me and smile. When we get to the elevator, we turn to each other. You say to me, "Good night sweetie!". I reply, "You too my dear." We come together for a nice hug as we kiss each other's cheeks. The elevator door opens, and we go in. We each press our floor. As the door closes, I look at you and your beautiful eyes. I lean forward as you do the same as we embrace in a soft kiss. As we finish, you giggle "Well Michelle, I didn't expect that." I quickly apologize and say "Oh I am sorry. I just looked at you and wanted to give you a kiss. Did I do something wrong?" You reply, "Oh no. I have been wanting to do that all night, but I was too chicken." Both of us giggle as the elevator doors open for my floor. I walk out, turn around and quickly say, "Good night. See you in the morning."
Chapter 5 – The next morning.
I think I only got a couple of hours of sleep that night. I was just so excited with the anticipation of the following day. I was checking the TV for the weather for tomorrow to see if there were any changes. The weather forecast was perfect. Partly Cloudy with sunny breaks with a high of 20C/68F with no chance of rain. Not too hot. Not too cold either.
I checked my wardrobe and clothes for the next day. I had packed a couple of outfits with me. The first outfit was very casual. Jeans, a white camisole, and a flowery blouse to wear over top of the camisole. The second outfit was a little more formal but still casual. It was a simple green and blue dress that came up just above my knees. The last outfit I was thinking about wearing on Saturday night. That was a V-neck tiered black dress that went past the knee. With that I would wear a white button front long sleeved cardigan. If we found something great during our shopping spree, I would change it all and wear that instead.
I also packed some thigh-high stockings (both white and black) and a garter belt. Also included is my hip and butt shapewear to give me some hips and butt. Normally I sleep in just my panties, but I also brought along a night shirt and shorts. Perfect for lounging around in either one of our rooms. As for shoes, I packed some simple flats (good for walking around in), simple black pumps with chunky heels (no stilettos for me) and my favorite suede ankle boots. Finally, I packed my only wig that I had.
I wanted to text or call to see if Christine was awake, but I didn’t want to bother her if she were sleeping.
Finally, between 3 and 4, I fell asleep only for the alarm to go off at 6:30. I hop in the shower, shave my legs, chest, and face. I put on my panties and bra, get my forms into place. I put on both of my shapewears. One for my stomach and other for my hips and butt. Then I put on the black stockings and the garter. I am trying to think if I really want to be wearing this garter all day. Unfortunately, I didn’t bring any normal stockings, so it is these or none. Then I finally decided to put on the jeans, white camisole with a flowered top. I pack up my bag so I can bring the other outfits up to your room. I wasn’t sure what you were going to wear so I brought them along, just in case. We can drop off my bag in my room later or I can just leave it in Christine’s room for the day.
I get in the elevator and go to Christine's room floor. My heart is pounding as I walk up to her door. With no hesitation, I knocked on the door. I hear the door open and there she is standing in front of me in just a bra, panties, black thigh-high stockings and a garter. My immediate thoughts were “DAMN GIRL! You look hot!” and “WOW! What a way to greet me! I love it!”
Almost at once, we embrace in a warm hug and look at each other and we both lean in for a deep passionate kiss. This is the kiss we should have had last night so we both had high anticipation and expectations. It was amazing.
I pull away and say, “Ok. Let us not get too excited right now. We will never get anything done today.” We both have a little giggle.
“So, I hope you don’t mind me meeting you at the door like this. I didn’t know what to wear and I wanted to see what you were wearing too.” I laughed and said, “I was thinking the same thing. This is why I brought up my bag.”
“I like what you are wearing so let’s go with that theme. We can dress up later tonight if we want. Let me take off these stockings and garter.” I laugh again. “I have stockings and a garter underneath here too. I don’t think I want to wear this all day, but I didn’t bring some normal stockings.” You quickly blurt out as you are walking to the washroom, “See my bag... Check on the inside, there is a panel...I brought some extra new ones... You should see the packages... Take one. I always bring extra because I will always get a run in one of them. I’ll be back. Just need to use the lady’s room.”
I checked your bag, and I found the stockings. While looking through your bag, I accidentally find a couple of naughty toys including a very life-like dildo. These are the dildos that are life-like soft skin on the outside yet get hard on the inside. I also see a butt plug and what looks like is a long toy and it comes with a remote. I think to myself, “Naughty Naughty! Damm, girl! You know how to turn someone on.” Then, and I don’t know why, I start to blush a little. I try to think if I should bring up that I found these or not.
I take off my jeans, the stockings and garter as you walk back into the room to find me just in my shapewear, bra, and panties. “Oh, I am sorry.” you say. I quickly say, “It is ok sweetie.”
“That is a really nice shapewear you are wearing.”
“I like it, but it is a little short for my body. This is something that I am looking for today is something that is a little longer in the body … These fits but it is a little short.”
“Let’s see what we can find.”
Both of us have changed. So, as we are putting on our clothes, I say, "Thank you for letting me use these stockings." You quickly answer, "No problem."
"So, while I was looking, I hope you don't mind but I accidentally found some toys that you brought along."
"Oh yes." I really think you meant for me to find them.
"So, I know what 2 of them are but what may I ask is this?" As I hold up a pink U-shaped toy. "Oh that. That is my Lovense. Have you heard about it?"
I think I have seen it before but didn't know much about it. (Actually, I know what a Lovense is, and I want to get one badly!). "Well, it is a battery-operated toy that is blue-tooth compatible! You can slide it inside of you and then remotely control it with the remote or even your phone."
"No way! That sounds fun. Have you tried it?" "Actually, I just bought it for this trip. I was thinking if you were up for it, maybe we can share it today and if it works out, maybe we can share it again tonight. You up for it? They say that you can get up to 8-10 hours off of one charge."
"You bet!" I answer with enthusiasm. You ask me, "Who wants to go first?" I say, "Hey, it's your toy and you haven't used it. I think the choice should be up to you. We will switch maybe around lunch time."
"OK. You first!" Christine passes it to Michelle, and I head to the washroom. I am surprised at how easily it slides in. I fix my panties, shapewear and stockings and come out. "Ok it is in. It feels nice. Can you notice anything" You shake your head and look at your phone. A smile comes over your face as you hit your screen. Immediately, I feel vibrations deep inside me. "OMG! Holy crap that feels good."
I look at you and remind you. "Remember that we are going to share this so remember that whatever you do to me, I can do to you and even worse."
"Oh, crap you are right." As the thought of what I can do with the toy when I get the app/remote. "Let us try not to go too overboard with our new toy. Agreed?" "Agreed!"
You are wearing something like what I am wearing which is about the same shapewear for your stomach and hips/butt, black stockings, jeans with a light blue graphic tee and a light cardigan sweater. I mention that you might not need the sweater for later, but you say that you will carry it or put it into one of our eventual bags that we will be carrying. We laughed about that. I am also thinking it might be too warm for the stockings. We both agree and take them off and slide our jeans back on. I quickly say, "There are things that a girl will do but I am sorry, I am not about to boil to death just because I am wearing stockings."
"I agree with you 100%!"
For the next ½ hour or so, you show me how to and you put on my make-up. I don’t want to get into too many details, but I was so surprised at how pretty you made me. Nothing over the top but everything worked out amazingly. This would be the first time I would go out fully dressed in make-up and a wig.
I looked at myself in the mirror and a little tear came to my eye. You softly said, “Is everything OK sweetie?”
“Yeah.”, I responded back. “I have just never seen myself like this before. It was a little overwhelming. Thank you so much sweetie for making me look so pretty!”
“Oh, stop it! You are going to make me cry now.” as we embrace in a wonderful hug.
I turn to you and say, “Ok GIRL! Are you ready to take on this town?” Christine nods your head, and we head out of the hotel room.
Chapter 6 – Breakfast with Sarah?
The hotel we are staying at offers a free breakfast, so we start to head down. Waiting at the elevator, I feel a short but powerful vibration deep inside of me. My legs buckle for just a second as I look at you and say "Really!" You giggle and say, "Just making sure it is working." I quickly reply, "Oh yes, it is. Very much so!"
The elevator doors open to a busy elevator. There is an elderly couple, a younger man and younger woman. Standing on opposite sides of the elevator, it's my gut feeling that they don't are a not a couple. The elderly gentleman says "Good morning" as his wife gives each of us a weird but funny look. Both of us looked at her and just smiled. You gently say, "Good morning." The younger woman looks at the both of us and gives us both a wonderful smile. The door closes and I am looking at you as I notice the young guy checking us out. From head to toe. Then he starts to smile as he likes what he sees. The elevator doors open as we all exit and each one of us walks forward and then turns towards the breakfast area.
The breakfast area is a small room with about 8 small tables. 4 tables in the middle that hold 4 people and 4 on the outside that can accommodate 2 people. We grab one of the outside tables and sit down. We look at what they have available. It is very typical for a hotel chain's free breakfast. There is:
Coffee, Tea, and Juices to drink.
A choice of fruit and yogurt.
A couple of different types of cereal with different types of milk.
Bagels and Pastries
A waffle maker to make individual waffles.
I look at the waffle maker and say, "OMG. I haven't had a waffle in ages. That's what I am having. What about you?"
"I think I'll have a bagel with PB and jam. Maybe some fruit."
We quickly got up as I headed over to the waffle maker. I follow the simple instructions and pour the batter into the maker and turn it on. As my waffle is cooking the young woman from the elevator comes over and says, "Having a waffle, are you? I thought when the last time was, I had one of those. Go to have one."
"I thought the same thing. Hi there. I think we briefly met in the elevator. I'm Michelle and that is my friend Christine over there. What brings you here?"
"Hi!" as she smiles. "I'm Sarah. Nice to meet you. I needed a break, so I came up for the weekend. Need some me time."
"Oh, I understand that. We are here for a weekend away. Do some shopping. Have some fun."
I was really impressed with Sarah. She stood approximately 5'7" with a nice figure. Nice boobs and not that big of an ass. She wasn't dressed over the top but still had some class to her. She was wearing a pink flowered blouse with a nice white skirt. She had some colored bras on, but you couldn't get the color, but it stood out nicely. She talked very softly. She just seemed (by first impressions) to be a nice girl. She talked to me in such a way that made me comfortable. Maybe she knew that I was a trans/crossdresser, but it really didn't bother her. That's what made it comfortable to talk to her.
As you walk by me with your plate full of food, I say, "Christine, this is Sarah. We saw each other briefly in the elevator. She, too, has a craving for waffles." Each one of us giggles as the waffle iron beeps to tell me that my breakfast is ready.
"Nice to meet you." As you shake her hand gently. "Are you here alone or with somebody?"
"All alone and happy. Needed to get out for the weekend. As I was telling Michelle, I needed some nice me time."
I was thinking the same thing as you asked Sarah, "Would you like to join us for breakfast?"
"Oh no. I don't want to intrude on you girls."
I quickly reply, "Nope not at all. We would love the company."
"Oh" as she pauses, "Ok. Let me get my waffle and I will be right over."
"Let us move to one of the middle tables as our table is too small."
After getting my waffle ready, I headed back to the table. A few minutes later, Sarah joins us. Throughout the whole breakfast we talk about where we are from, what we like to do for fun and lots of other stuff.
Through our conversation we found out that she is married and has a young 6-year-old boy. She is a stay-at-home mom and is home-schooling her son. Her husband has been taking care of him over the weekend and told her to go and have some fun. She goes away 2-3 times a year. Normally her best friend (or a friend) joins her, but she had to cancel because they came down with Covid or some type of flu bug. So, she decided to come alone.
As we are finishing up, Sarah says, "Well, I have a spa appointment that I have to get to. I am treating myself to the Works! Hair cut including some highlights, pedicure and manicure and I might get some make-up done. See how the day goes! Will I see you girls around here later tonight?"
"Yeah, we will probably go down at the bar here or in a bar somewhere around here tonight. Not too far. There are lots of places around here so no need for a cab or Uber. That's why we picked this place. Keep it nice and close but also right beside the mall too."
"Well, you girls have a great day shopping. Thank you for inviting me over for breakfast. It was nice getting to know each other. Hopefully we will see each other later tonight."
As Sarah leaves, I turn to you and say, "She is a sweetie!"
"She is. I hope we can meet up with her later. She would be nice to hang out with later for some drinks." After a brief pause, "Are you ready to go do some shopping?"
"You bet!"
You wink at me as I feel a short lighter vibration deep inside of me again.
"Oh my God you are bad. I am so glad you didn't do that during breakfast." Both of us laughed out loud. We get up and walk out of the breakfast area and out of the hotel.
Chapter 7 – One word! Shopping!
We headed over to the mall. Being early in the morning, the stores are quiet but there are still people walking around and doing their shopping.
We stopped in a couple of different stores and looked around. When we see an outfit (blouse, skirt, jeans and/or dress) we decide to try it on. The reaction from different associates is very different from store to store. A couple of stores wanted to try on some clothes but the reaction of the associates in the store made us feel a little uncomfortable, so we decided to put the clothes back and leave the store right away. One store’s reaction from one of the associates was so bad, I decided to see if I could talk to the manager.
The manager approaches me, and I say in a calm voice, "Good day ma'am. I hope you are having a good day so far. I just wanted to let you know that me and my friend wanted to try on some clothes but the reaction of one of your associates was so atrocious, so we decided to leave. I wanted to tell you this because I don't know what your company’s policy is with dealing with transgender women needs to be seriously dealt with. You don't need to tell me anything because we have made up our minds already. I just wanted to let you know." I turned around and walked out of the store.
The reaction of the manager was pretty much expected, but I don't know what their policy is, but I hope that they will eventually change.
As we leave the store, I turn to you and say "I don't want today to be a downer in any way. How about this... when we walk into any more stores, if we are not greeted with a friendly smile and a nice Hello, how about we just turn around and leave. Sounds like a plan. Maybe we might want to note the store name and let other people in our community of CDH know. I don't want this to happen to other CDs and transgender women."
"Sounds like a great plan. They are not going to bring us down today."
The same reaction happens in a couple of stores, and we walk out. In many other stores we are greeted with a huge smile and Hello as we enter. We shop around, try on some clothes, and enjoy our time. Eventually, you pick up a blouse and I do the same.
Chapter 8 – Let’s have some lunch.
We decided to go to a restaurant in the mall instead of just the food court. I had done a little research and I found out that Appleby’s in the mall is lgbtq2s+ friendly so we decided to go there. In my research, the store even asks if you need to use a washroom, to use one for people with disabilities, one which is non-gender or, if it is in use, we can use the gender specific washroom and there shouldn't be any problems. The girl at the front greets us and takes us to our table. With a couple of shopping bags in hand we ask if we can use a booth instead of a table.
As they perused the menu, Claire, their server, approached the ladies. “Good afternoon, ladies. Welcome. I have to say that the both of you look amazing today. Can I get a drink to start?”
Claire was a bright and cheerful young woman with a warm smile that lit up the room. Her friendly demeanor put everyone at ease, creating a welcoming atmosphere for all the diners. She was attentive and efficient, effortlessly balancing multiple tasks while making each customer feel valued and special. With her professional yet approachable nature, Claire became a favorite among the patrons, leaving a lasting impression on everyone she served.
"So, Christine, I think you have told me this before, but I wanted to ask you, how did you come up with your feminine name?" Michelle inquired, curious about the origins of the enchanting moniker.
Christine smiled, her eyes sparkling. "Oh, it's a name I've always loved since I was a child. It reflects the elegance and femininity I cherish. When I created my online presence, it felt natural to embrace the name Christine as my persona."
Michelle nodded, feeling a deeper understanding of Christine's identity. "It suits you perfectly," she remarked. "You truly embody the essence of elegance and grace."
Christine's cheeks flushed with a hint of blush, and she playfully replied, "Why, thank you, Michelle. Your charm and confidence are equally captivating. How did you come up with your feminine name?"
“I think our stories are close. I have always liked the name Michelle. If I had it my way, my own daughter would have been called Michelle instead of her name right now, but my ex-wife didn’t like the name.”
As they continued to share laughter and compliments, their food arrived, and they indulged in delectable dishes with gusto. The conversation flowed effortlessly, as if they were old friends catching up after years apart.
We had a lovely lunch and discussed our shopping experience so far. We discussed what stores we would like to still go to and there is only one last store that we wanted to go to and that was Torrid.
As Michelle and Christine enjoyed their lunch, savoring the delicious flavors and lost in their engaging conversation, a well-dressed man approached their table. He flashed a charming smile and began showering them with compliments.
"Excuse me, ladies," the man said, his tone confident. "I couldn't help but notice how stunning both of you look. You truly stand out in this place."
Michelle and Christine exchanged knowing glances, feeling flattered but also aware of the man's intentions. With grace and poise, Christine responded, "Thank you for the kind words. We appreciate the compliment."
The man seemed undeterred, and with a twinkle in his eye, he continued, "So, how about we make this lunch a little more special? I'd love to treat one of you, or the both of you, to a lovely, romantic dinner tonight."
Both Michelle and Christine shared a subtle smile, appreciating the offer but also feeling a sense of camaraderie in navigating such situations.
Michelle, ever the diplomat, responded diplomatically, "That's very kind of you, but we're here as friends catching up today. We're enjoying our time together, and we're not looking for anything more at the moment."
Christine chimed in with a friendly nod, reinforcing their shared stance. "We value our friendship and appreciate your interest, but we're just enjoying each other's company today."
The man nodded understandingly, taking the response graciously. "Fair enough. Can't blame a guy for trying," he said with a hint of humor.
Michelle and Christine exchanged a smile, appreciating the man's lightheartedness. They bid him farewell as he went on his way, feeling pleased with how they had managed the situation with confidence and tact.
As the man walks away, Michelle turns to Christine and whispers in her ear, “OMG! Has that ever happened to you before?”
“No but I’ll be honest, it felt really nice to get a nice compliment from someone who actually noticed us.”
Throughout the rest of their lunch, Michelle and Christine continued their delightful conversation, reflecting on the moment with amusement and reaffirming the strength of their friendship. It was yet another moment of bonding, reinforcing the special connection they shared and the power of being true to themselves in all aspects of their lives.
I became awkward at first, but Michelle demanded to pay for their lunch. As the ladies finished up, Christine turned to Michelle and says, “Ok, before we go, I would like to freshen up in the ladies’ room.” Michelle nodded her head.
I turn to Christine and ask, "Thank you for lunch. Oh, BTW, would you like to switch now?"
You know exactly what I am thinking about and say "Sure." I mention to you that I am going to the washroom, and I will be right back. I get up and as I am walking to the washroom, I feel one last long strong vibration. My knees wobble a bit as I keep on walking. The handicapped washroom is being used so I head into the lady’s washroom.
I think to myself, this is the first time I have ever done this in public. I walk in and there are 2 ladies washing their hands. Both look at me and smile. One of them even says, "Hello". I reply with a gentle "Hello". I go to one of the stalls, pull down my jeans, unclip my shapewear and sit down. I quickly pee and then slide the toy out from my ass. I clean myself up and get everything back up and leave the stall. This is where I am pleasantly hoping that no one is in the washroom, and it is empty. I wash my hands and then wash the toy with warm soap and water. I slide it in my purse and exit the restroom and head back to our booth.
I pass it to Christine as she heads over to the washroom. A couple of minutes later, Christine came out of the lady’s washroom and came back to our table. She has a huge smile on your face as she knows what is deep inside of her. I look at Christine and smile and then tap my phone. Christine feels a short but powerful vibration deep inside her. "Oh my! That does feel good."
"It does, doesn't it? I was just making sure it was working. Ready to go? Christine nodded as we headed out of the restaurant.
Michelle turns to Christine and says, “Well that was a first for me and using a ladies’ washroom in public like this. It felt right! Agreed?”
Christine quickly nodded her head and said, “Yes Girl. It did feel right. So, what are we going to do now?” Michelle starts to giggle and says two words to Christine, “More Shopping?”
Christine grabs Michelle’s hand and says, “Let’s go!” as the girls walk out of the restaurant, together and ready to tackle more stores together.
Chapter 9 – We continue to shop.
After walking through the mall and stopping off at a couple of small boutique stores, we walked into the Torrid store. As expected, we are greeted with a huge smile and cheerful Hello. As we walk in, one of the associates walks up to us and says, "Hello ladies. Is one of you Michelle?" I nod and she says, "We are expecting you."
Christine looks at me with this puzzled look and says, "Expecting us?"
"I called ahead and talked to the manager to see if they could pull some clothes for us to try on and to make sure there were two stalls available for us. I have forgotten your bra size, so we have to pick out a nice bra for you to try on today." You pick out a bra and one of the associates says, "Come here ladies. Follow me." We head back into the changerooms which are very busy for a Saturday but there are 2 stalls with our names.
We head in and see an array of different clothes. For the next couple of hours, we are trying on all the different clothes and giving all the girls and associates a grand fashion show. Each associate and even client gave us their open and honest opinion. There were some duds but there were a couple of outfits that each of us absolutely loved.
With Christine's keen eye for fashion, she picked out a breathtaking dress for Michelle that accentuated her curves and complemented her radiant personality. The moment Michelle slipped into the dress and looked at herself in the mirror, she felt like a queen.
"Oh, Christine, this dress is just perfect!" Michelle exclaimed, twirling around with joy.
"You look absolutely breathtaking, Michelle," Christine beamed. "It suits you like it was made for you."
Encouraged by their mutual admiration and laughter, they continued their shopping spree, helping each other select outfits that highlighted their unique personalities. They tried on various ensembles, sharing honest feedback and celebrating each other's beauty.
After their delightful shopping spree at Torrid, Michelle and Christine decided to explore more clothing stores to find unique pieces that expressed their individual styles. Their next stop was a trendy boutique known for its eclectic mix of bohemian and vintage-inspired fashion.
Inside the boutique, the atmosphere was whimsical and inviting, with racks adorned with flowing dresses, patterned tops, and eye-catching accessories. Michelle and Christine browsed through the curated choice, each finding pieces that resonated with their personal tastes.
Christine picked out a stunning maxi dress with intricate embroidery, while Michelle fell in love with a retro-style polka dot blouse. They giggled as they tried on their selections, twirling in front of the mirrors, and capturing the essence of the boutique's unique style.
After leaving the boutique, Michelle and Christine made their way to a popular department store with a reputation for offering a wide range of fashion brands. They roamed through the sprawling store, exploring different sections and enjoying the variety of choices.
In the women's section, Michelle found a tailored blazer that exuded sophistication, while Christine discovered a chic jumpsuit that perfectly highlighted her elegant flair. They shared an excited exchange of "you should try this!" and "this would look amazing on you!" as they went through the racks.
Finally, it was time to fulfill their shoe cravings at a boutique shoe store nearby. The store was a haven for footwear enthusiasts, offering an extensive collection of stylish heels, sandals, and boots.
Michelle couldn't resist trying on a pair of bold, red stilettos that added a fierce touch to any outfit. Meanwhile, Christine found a pair of elegant ankle boots with intricate lace detailing that exuded timeless charm.
As they stood side by side, wearing their fabulous new shoes, Michelle and Christine exchanged approving nods. The footwear choices perfectly complemented their personalities, further enhancing the confidence they felt in each other's company.
With their arms full of shopping bags and hearts full of joy, Michelle and Christine concluded their unforgettable day of shopping. They couldn't wait to flaunt their new finds and, most importantly, to continue their journey of friendship and self-expression, knowing that they had found in each other a kindred spirit and a shopping companion for life.
“Why don’t we head back to my hotel room and drop off these bags. I think I am going to change into that dress we found at Torrid.”
“That sounds like a great plan” exclaimed Christine. “Give our sore feet a little rest and we can freshen up a little. If you don’t mind, I might even have a quick shower.”
I exclaim, “Just wait! We came here looking for some shapewear for you and we didn’t find any. There are a couple of other stores that we can try.”
Christine quickly replies, “Oh, sweetie! My feet are very tired, and I think I have spent enough money today so it can pass. I just want to get back and have a rest and that shower.”
Feeling a little frisky and complete euphoria from the wonderful day, Michelle softly said, “I have no problem with that. You might have to stop me from joining you though.” Both girls giggled a little as they started to leave the mall and head back to the Hotel.
Chapter 10 – Back at the Hotel.
We returned to the hotel after a full day of walking and shopping. As we enter the hotel, I turn to you and say, “I am bushed. I don’t think I have ever walked a full day in heels.”
“Me too.”
“I think I am going to go back to my room and have a little nap.”
You quickly reply, “Well your bag is still in my room. Why don’t you come back to my room, and we can both have a rest. When we wake up, you can pop into the shower first and then I will go. After, we can get ready together and then we can figure out where and what we are having for dinner.”
“Sounds like a good plan to me.”
We head up to your room and as we enter the room, both of us take off our shoes, take off our wigs and gasp, “Oh my god! Does that feel good!” Both of us have a quick chuckle and laugh.
Both of us go ahead into the washroom and couple of minutes later, with our makeup off, we go back into the main room. While in the washroom, Christine pulls the Lovense out of her ass and exclaims, “WOW! That is an incredible toy! I have never felt that way before. Are we going to bring it along tonight? If we are we should charge it while we rest.”
“I would love to wear it later tonight such that you can tease me all night long. To tell you right now that I am horny is an understatement. Every will of me is trying not to make love to you right now but I want to wait for tonight.”
“I feel the same way, sweetie!”
We head back into the main room, and I start to take off my clothes as you look at me. I look back and say, “I hope you don’t mind me unchanging. I want to get out of these clothes while I rest.”
You look at me and say, “I don’t mind. I was going to do the same thing.”
I am all the way down to my shapewear, bra and panties and I take off my shapewear and bra. You can now see me, all the way down to my “knickers” and I look at you and all you do is give me a big smile. “Well, at least I know that you are comfortable being around me.” You give a small giggle and laugh.
“With all that we have talked about before, I would say that I am pretty comfortable around you.” Then I start to look at you as you strip down to your panties. Then it hits us, we are wearing the exact same panties, Fruit-of-the-Loom Light Blue Cotton Panties! I look at you and you look at me and we just start to laugh out loud. “Oh my god! What are the chances!”
I plop myself onto the bed and give a big sigh, “Oh my, this feels good.” You climb on top of the bed beside me and say “Oh wow. It does.”
“Ok. So, it is 5:00. I think we should set ourselves a time to wake up. What time?”
“6:30 sound good. We don’t need to eat that early. It might take us about an hour and a half or so to get ready so we will leave here at about 8:00.”
“Let’s make it 6:00 and try to be out of here by 7:30. If we go to a restaurant and it is busy, we might have to wait a half hour to get a table and then we are looking at 9:00. That to me is a little late to be eating. Also, if I don’t get food inside of me by a certain time, I get ‘hangry’, and I don’t want that to happen today.”
“You make a good point. 6:00 sounds good. An hour of rest should be good.” You set the alarm on your phone as I roll over onto my side and close my eyes.
You do the same as the both of us fall asleep.
As we are sleeping, I feel you roll over and your hand and arm rest on top of my waist area. I don’t think anything bad about it. It feels very comfortable with your arm holding me.
About 50 minutes later, I slowly woke up from our nap and rolled onto my back. You are lying on your back too. I look at you. Staring at your body. Us lying there in the same panties and I have a little chuckle and think, “what are the chances of this happening.”
As I am looking at you, my eyes move down your body, and I start to look at your groin area. I put my hand on your chest very gently and start to move my hand slowly down your chest to your stomach and then to the edge of your panties. My hand moves lower as I grab the edge of your panties and my hand starts to pull back the fabric. You move slightly but don’t wake up. Finally, I can see your lovely cock. Looking at your beautiful cock, I shift my body a little such that my head moves down towards your groin area.
I am thinking to myself that I have never done this with a grown man before, my instincts are that I want that cock inside my mouth. I lean over, use my hand to hold onto it and pull it up a little and then my mouth slides over you. It is a wonderful feeling having your cock inside my mouth. I can even feel it start to get harder as I slide my mouth up and down your shaft. I take it out of my mouth and start to lick the shaft and the tip. Then back into my mouth as I feel you start to thrust your hips upwards such that your cock goes deeper inside my mouth. Then I feel your hand on top of my head. I suck your cock, up and down, stopping to lick the shaft and tip. I can now hear you clearly moaning with pleasure as that turns me on even more. Your moaning becomes louder and louder. Your cock as hard as it is going to get. Then I can taste the pre-cum in my mouth.
I slowly pull off and turn to you, “Well Hi there. Did we sleep well? Did you like my little wake up surprise?”
“Ummm, hell yeah! That was amazing! Why did you stop?”
“I could taste that you were starting to get close, and I want to be honest with you, I want one thing and I wanted another.”
“And that is?”
“I WANT to tease the crap out of you. Also, I want to feel your cum shoot deep inside of my ass and then I will clean up all your cum with my mouth afterwards.”
“Oh really. Well, your first want worked because now I want you even more. As for your second want, that would be incredible, but I do want to talk to you more about that later.”
I said, “OK.” I pull up and flop my head on the pillow. Then you lean over to give me a deep kiss. We have kissed before, but this kiss was much more enthusiastic than any other. I feel your hand on my body as your hand starts to slide down my chest and stomach. I want you to feel my cock, but I know if I let you, we are never going to get ready.
I slowly pull away from the kiss, not to offend you too much but I did want it to end. “Ok. If we continue, we will never get out of here and we will be eating late.”
“Oh my god! You are a big tease aren’t you.”
“Would you like me to stop?”
“Yes and no. Yes, I want you to stop so I can make love to you and no I don’t want you to stop teasing me because it is driving me crazy, and I love it.”
“So, no it is. Let’s get ready. Would you like to go take a shower first? A little cold to start?” You look at me and get up from the bed. I can see that you are a little upset, but it really isn’t bothering you that much. As you walk to the washroom, I giggle as I watch you shake your head back and forth.
I wait for you to finish your shower and as I hear it finish, I strip down to nothing and walk into the washroom. You look at me and give a long look at my cock. “Did that shower feel good?”
“Yes, it did, thank you.”
I pass you in the washroom facing you and gently rub my cock against your body and your hand. I go over to the tub and lean over very slowly to allow you to look at my small ass. “Damn, you really are a tease, aren’t you?”
“Who me?” I giggle.
I turn on the water and the shower and head in. I take my shower and get out. I get a towel to start to dry myself off as you now come into the washroom, wearing nothing, and ask, “Need any help drying off?”
“I can always need some help doing that.” I pass you the towel as you start to rub my body all over. When it comes to the area around my cock and ass, you slow down and gently massage the area. I can feel your warm hands on my cock as you brush the towel gently around. You whisper in my ear, “I can tease too.”
“I can see that, and I love it.”
You ask me to stand in front of the toilet as you sit down. You rub the towel up my left leg. Stop at my cock and then starting at the toes, start to rub my right leg. My cock in-front of your face, you drop the towel and slide your hands up my legs until you get to my balls and cock. You carefully place your hands on my cock and then I watch as my cock disappears into your mouth. It normally takes awhile for me to get hard, but I can feel the blood rushing to my cock as it starts to get hard at once. I even comment, “WOW. that has never happened before.”
You suck my cock, taking it in and out of your mouth. You stop and pull away to then lick the shaft, my balls (very gently) and the tip.
I pull away and say, “If we continue, we will never get out of here. Yes, I can be a tease too! Touché!”
I step back and leave the washroom.
For the next hour or so, we get changed and after trying on at least 2 or 3 different outfits, we finally decide on what outfits each is going to wear. You put on your makeup and then help me put mine on.
Before we are about to leave, I remember that I was going to put the Lovense inside of me such that Christine can tease me all night long. I grab the toy and head into the washroom and within a minute, I come back out and say, “Ok! Ready?” We walk out of your room door and head down for some much-needed dinner.
Chapter 11 – Dinner, Drinks and Sarah again.
So, we decided that we would eat dinner close to the hotel. There was no reason for us to go very far as we picked the hotel because of the restaurants and bars close by.
We headed down to the lobby, and we checked out the restaurant attached to the hotel. It seems to be bustling but not too busy and we decided to stay here. There are a couple of restaurants close, including a couple in the mall across the street but we decided to stay here.
We entered the restaurant and were greeted by a young girl. She asks, “Table for 2?” Both of us nodded our heads and she at once grabbed 2 menus and said, “Follow me please.” The restaurant is more like a small pub. There was a long bar with 6 to 8 taps of beer and a large selection of different liquors along the back wall. There are 4 large screen TVs showing different sporting events. Throughout the bar there are sections of tables, a large banquet seating along 1 wall and 4 booths. The young girl takes us to one of the open booths. “Is this OK for you ladies?” “Yes, it is perfect. Thank you, sweetie.”
“Karen will be your server and she will be right there to take any drink orders. Tonight, is wing night so our wings are half price tonight. You can ask Karen if there are any drink specials.”
“Thanks again.” We take our seats. I quickly mention to you, “Wasn’t it nice for her to say ladies? Did you catch that?”
“I did and it was nice.”
We look at the menus and Karen comes by to take our drink order. We both order some fancy girly drinks and our food. The food was surprisingly very good. We sat there for about an hour and a half after ordering each other a couple more drinks. The drinks were flowing, and we were enjoying ourselves.
Just as we were finishing up eating, Sarah walked by our table, and I noticed her. “Hey girl!”
“Oh my god. I didn’t see you come in earlier. How are you doing?”
You quickly answer, “We are doing great! Just finished our dinner and just relaxing after a busy day of shopping. Oh, by the way, you look amazing! How was your spa day? Was “the Works” worth it because, GIRL, you are glowing!”
Sarah blushes a little and softly says, “Oh my GOD! It was amazing.” She quickly sits down beside me and continues, “I have never been treated that well in my whole life. If I come back here, I will go there again.” She catches her breath and continues, “The best thing about this spa is that there was absolutely no rush at all. If you wanted to stay in the jacuzzi for another 5, 10 or 15 minutes, then you could. The massage was unrushed and, Oh My God, that girl’s hands did some magic. When she was done on my back, she whispered in my ear if I would like to turn over. It was optional and up to me. I quickly rolled over and said for her to continue.”
As she explained the next part of the message you could see she was getting a little flustered and blushing a lot. She explained that the massage went from the tips of her toes to the top of her head and EVERYTHING in between. She said that she has never had a frontal massage like that, and she enjoyed every minute of it. The girl’s fingers played with her breasts and nipples. She massaged the inside of her thighs, and she told us that she naturally spread her legs. “Oh my god, I can’t believe that I told you that. I guess those drinks at dinner have made me quite relaxed.”
“Hey sweetie, it was an incredible event that you were probably thinking about all day and wanted to share it with someone.” I gently told her. “It is up to you if you want to continue or not. We don’t mind either way.”
“Well, I have told you this much, I might as well continue. After spreading my legs, the girl played with her clitoris like no one has ever done that. I was so excited, and I think I was moaning quite loudly.” She giggles, “I swear it was only minutes and I had an amazing orgasm. The way she touched me, I have never been touched like that before.”
I can remember that as she was explaining the message, I was starting to get very excited as she explained herself. I looked over at Christine and it seemed that she looked like you were getting excited too. I blurted it out, really without thinking, “Well that must have felt amazing. It looks like you really enjoyed it. You will have to have that done again next time. Sooner than later.” She looks at me and gives me a sweet, nice smile and says, “Well that would be really nice and for sure, sooner than later.”
So, you ask Sarah, “So what are your plans for tonight?”
“After the day I had, I think I am going to go out for maybe a couple of hours, have some more drinks and then head back up to my room. What are your plans tonight ladies?” as she says in a quiet but sexy voice.
“I think it's probably the same. We are going to hit a couple of bars around here. See what the nightlife is like and have some drinks and then eventually, do the same, and head back up to our room.”
“Well, if you are back early and you want some company, try, and see if I’m back. I am in room 710. Come by or call my room and I will drop by.” She briefly pauses and says, “I can’t believe I told you what happened today. You girls are nice and easy to talk to. I guess that’s the reason why.”
“Well thank you, I guess. I find that she is just a great listener”
Christine blurts out, “As is Michelle. That’s why we get along with each other so well.”
“Well, call me if you want. If I don’t pick up, I am either still out or I could be sleeping.” Everyone laughs a little. “I guess you had such a busy and frantic day.” I say with a smirk.
As she winks and says, “Oh very busy but also very exhausting too.”
Sarah leaves our table as I look at you, “Can you believe what she just told us. It was hard for me not to do or say something I would regret afterwards.”
“Me too. Oh my god. Well let’s get the bill and head out. We can talk later about it if you want to call her.”
For the rest of the evening, we hop from one bar to another. We would have a drink or 2 and then head out. At one bar, both of us are hit on by 3 different guys. Thinking about it, other than this afternoon, this was the first time ever at a bar than someone, male or female, has ever hit on either one of us.
Finally, we head over to “Chastity’s” which, by a little research, was a local gay bar. We knew that we wanted to go there but we didn’t want to go there too early as we wanted to get there when it was busy and worth it.
Chastity's is a vibrant and energetic gay bar that boasts a spacious and inviting atmosphere. Located in the heart of the city's LGBTQ+ district, it has become a beloved gathering spot for the community and their allies.
Upon entering Chastity's, patrons are greeted by a lively ambiance, with colorful neon lights illuminating the space. The bar features three distinct areas, each with its own unique vibe and character. The first bar, known as "The Lounge," offers cozy seating arrangements, providing a relaxed and comfortable setting for conversations and catching up with friends.
"The Main Bar" is the heart of the establishment, where guests can gather to enjoy a wide selection of cocktails, craft beers, and specialty drinks. The bartenders are friendly and skilled, always ready to mix up signature concoctions that cater to a diverse range of tastes.
The focal point of Chastity's is its large dance floor, aptly named "The Dance Haven." Here, the energy is electrifying, as people come together to dance and celebrate freely. The DJ spins an eclectic mix of music, from pulsating beats to beloved classics, ensuring that everyone finds their rhythm on the dance floor.
Throughout the venue, the walls are adorned with artwork celebrating LGBTQ+ icons and symbols, creating an inclusive and affirming environment. Patrons can enjoy themed nights, live performances, and drag shows that showcase the immense talent within the community.
Chastity's is more than just a bar; it's a sanctuary where people can be themselves without judgment, a place where friendships are formed, and memories are made. With its lively atmosphere and welcoming spirit, Chastity's stands as a testament to the beauty of diversity and the power of unity within the LGBTQ+ community.
We headed in and head over to the "The Lounge" to get our first set of drinks. All night I have been buying you drinks and you buying mine. The only drinks we didn’t buy were from 2 of the guys that tried to pick us up a couple of bars ago. I was feeling tipsy but not too drunk after all the drinks. You told me that you were feeling the same, but we really should slow down a little.
As we are sipping our drinks, I feel a deep vibration deep inside of me as I look over at Christine and she has this wonderful smile.
“You thought I had forgotten about your lovely toy.”
To be honest, I had forgotten all about it but when the vibrations started, I was pleasantly reminded of the wonderful feeling.
The music has a good beat and I look at you, grab your hand as I drag you to the dance floor. We are having a great time. We would dance to a song or 2 and then stop, rest, and have our drink but now we always had a bottle of water with us too.
Christine only triggered the remote toy a couple more times that night, but it seems that she picked the best times. We were chatting with another trans couple, and I feel this very light vibration. We went to the lady’s washroom and while each of us was in separate stalls, I felt this very deep and strong vibration. It was enough for me to give out a little moan while sitting on the toilet.
While we were relaxing and having one more drink, I turn to you as I am laughing so hard. Christine looks at me and says, “What is so funny?” I get up from my chair and walk behind you. I put my hands on both sides of your head and slowly turn your head to the right and say to you, “Look straight ahead.” As you look around you see what I am seeing and start to laugh out loud too. “Oh my. Well then!”
Standing, not 10 feet in front of us is Sarah absolutely making out with another woman!
“Well, I guess we aren’t going to be calling her later tonight.”
I wink at you and say, “Well, we could … see both of them want to join us.”
“OH MY GOD you are bad and a tease. You teased me enough tonight. I am surprised we even made it down here for dinner. If you don’t mind, I want you all to myself tonight. That’s what I was going to say when the topic came up.”
I look at you with a special stare in my eyes as you give me that exact stare. I lean over to you and whisper in your ear, “Do you want to get out of here?”
“You bet! Let’s go!”
Chapter 12 – Back at the hotel lobby.
As we arrive back at the hotel, I look at you and ask, “Do you want to wind down with a drink or 2 in the lobby bar? We have been going all day long and I think it would be nice to have a drink to wind down and relax a little somewhere quiet.”
“Actually, that sounds like a great plan.”
We headed into the lobby restaurant and sat down at the bar. The female bartender comes over and we order our drinks. We sat in the bar and had a couple of drinks and talked about our day. We talked about our favorite parts, mostly in the mall trying on different clothes and meeting up with Sarah at dinner and then we both had a laugh when we saw her on the dance floor making out with another woman. We wondered how many times she has come here for a weekend just to do that. Have a nice spa day, get herself all pretty and then go pick up/or be picked up at a local gay bar. We both agreed that she was going to have a great time tonight.
With the drinks all paid for, we headed out of the bar and started heading over to the elevators. I grab your hand as we walk together. As we waited for the elevator to come, I pulled you closer to me and gave you a hug. You wrapped your arms around me as the elevator doors opened. We entered the elevator and pressed the floor for your room.
As the elevator doors closed, I turned to you and gave you a soft kiss. You gently kissed me back. Our kiss became more passionate. Each of us kissed a little more deeply. The elevator doors opened as we kept on kissing each other exiting.
We walk towards Christine’s room, and you pull out the room’s key card out of your purse. We opened the door and entered the room.
Chapter 13 – It was a night to remember.
Immediately after entering the room, we start to take each other’s clothes off as we continue to kiss deeply. With our clothes off except for our panties, we slide over and climb onto the queen-sized bed. You lie down first and then I lie down beside and snuggle up against you.
Your hands are caressing my shoulders and rubbing my back. My right hand is laying gently on your stomach. It starts to rub your tummy and moves slightly upwards and then down towards your groin area. My hand massages your left thigh and then I slide it over to your right thigh as I gently rub against your groin. As I massage your thigh, I look over and see your groin area growing. I move my hand to your groin area as I slowly pull up and down on your panties. As I do, your lovely mound pops out and escapes the capture.
I slide my hand underneath your panties as I feel your growing cock in my fingers. I play with the tip with my fingers as I slowly slide the tips of my fingers up and down your lovely shaft. With a gentle move of my hand and wrist, I slide your panties down, allowing your lovely cock now to be completely open and free.
I slowly grab the bottom of your cock with my hand and slowly start to pull as my hand slides up your still growing cock. I slowly slide my hand gently up and down your cock as I finally start to hear gentle moans coming from you.
I get up and onto my knees and lean forward and give you a gentle kiss. Then I start to kiss your cheek and then your neck and around your earlobes. You gently mumble, "You know that drives me crazy when you kiss me there." I whisper back, "I know." I start to kiss slowly down your chest. Stopping and playing with your nipples with my tongue and very gently nibbling at each one.
You can feel my breath against your now very hard cock. I open my mouth a little until you feel the tip against the tip of my lips. My mouth opens a little as the tip slides inside. My tongue flicks the tip a little as I open my mouth a little wider such that the hard shaft can slide in. Sliding in deeper and deeper, my mouth consumes your hard throbbing cock all the way. My tongue is playing with the tip and the shaft.
I slowly start to pull up as I start to suck a little harder. I suck on the tip and then slide your throbbing hard cock back inside your mouth.I can hear you moaning very loudly as I know that what I am doing is pleasing you very much. This turns me on even more as my sucking of your cock slowly becomes a little faster, a little harder sucking and then the occasional full thrust deep in my mouth. As I thrust your hard cock deeply into my mouth, the tip hits my tongue and back wall. I don't gag but instead enjoy every part.
I continue as your moaning becomes deeper and heavier. Your hips are starting to lift as you try to thrust your cock deeper into my mouth.
By the way, As I am sucking your lovely hard cock, your left hand has found my back and has slid under my panties, and you are playing with my ass. You are squeezing and playing with my butt cheeks. Your hand slides toward the middle as you reach forward, and I feel your finger rubbing gently against my “pussy”. You pull your hand out and lick your finger to get it nice and wet and slide your hand back. I feel your finger slide your spit over my hole to make it nice and lubricated.
As I am sucking your cock, you gently push your finger inside of me. I moan gently; this triggers my mouth to suck a little harder. You reach and start to finger fuck my ass.
I know that you are very close. I had already tasted your sweet pre-cum already, so I knew that you were getting ready to explode in my mouth.Your hard throbbing cock is thrusting in and out of my mouth as you tell me that you are about to cum. At that moment, I pulled your cock out, demanded from you, "Cum deep inside my mouth now for me baby!" and thrust your cock deep inside my mouth.
As you are about to cum, you push your finger as deep as you can inside of me.
The words I gave you trigger your explosion of your cum as it shoots deep inside my mouth. I suck on your cock deeply trying to drink every drop of your juice.
I take your cock out of my mouth, wipe it clean off your hot, tasty cum, slide up your chest, give you a kiss on the cheek and say, "Well that was very nice."
I slide up your body and snuggle up against you and give you a kiss, as you can taste your own cum off of my lips.
You exclaim, “Well that was amazing! Thank you so much!”
We have had “text sex” and even phone sex before so I knew that we would have a great connection. The funny thing is that I am always amazed by Christine’s incredible ability to get hard and cum more than once a night. As for myself, I am a “one-shot-wonder” and after once, I am done for the night. That was the only reason why I wanted Christine to cum inside my mouth. I knew that she would be able to “jump back” and perform again.
Where I really want to feel your cum is deep inside of me. So, with that said, I look into your eyes and ask, “Do you need a little time because I have been waiting too long for me to feel your lovely, beautiful, hard cock very deep inside of me?”
“Why don’t you lie down on your stomach. Let me pamper you a little.”
I roll over and lie on my stomach. “I’ll be right back. I need to go to the washroom.” Christine gets up from the bed and heads over to the washroom. After finishing up there, I hear you come back but stop at your suitcase. You rustle around and I hear you say, “Ah there it is and that will do.”
You climb onto the bed, and I hear a bottle open. Then I feel a warm oil dripping on my back. Your hands start to rub the oil all over my back as you go ahead to give me a wonderful massage. As you massage my back, your hands move lower towards my mid-section and towards my ass. I feel some more drops of oil drip onto my upper thighs and ass. Both of your hands slowly massage my legs and creep up and start to massage my ass. I can feel your fingers teasing my asshole.
A couple more drops of oil but this time directly between the crack of my ass. I can feel your fingers making circles around my wanting hole and then I feel a finger push and slide in. This sends amazing, euphoric shivers throughout my body as I naturally lift my ass a little into the air. As I lift my ass into the air, I spread my legs a little to give you better access.
As you slide your finger in and out of my ass, you pull it out and then I feel the tip of what feels like a cock. I ask you, “Is that your cock? Because when you fuck me, I want to be on my back because I want to see your eyes as you slide your cock inside of me?”
“No, sweetie. It is just one of my small dildos. Your ass looked so tight, I didn’t want to hurt you with my cock so I thought a little fun with a small toy will open you up a little.”
“Oh, thank you, sweetie! Just a little because I want to feel your cock inside of me more than anything now.”
As you push the small dildo inside of me, I try to relax as much as I can to let my hole open up. As I relax, the toy slides in quite easily and you gasp, “Oh my that went in quite easily. You have some great control over your muscles.”
“All I have to do is just relax and think of your cock either deep inside of me or in my mouth.”
You pull out the toy and then ask me to flip over onto my back. I quickly oblige as you slide a pillow under my ass. I spread my legs as wide as I can and pull them back. Even though I am completely exposed to you, I feel very comfortable.
You kneel on the floor as your face comes up to my wide open legs. Then I feel the most incredible feeling as you start to rim my ass with your tongue and start to lick it. I moan loudly as you pick up that I am enjoying this very much. You lick my balls a little and then move back down to my lovely hole.
You start to kiss up my legs as your body starts to come closer to mine. The anticipation is just killing me. And then I feel your cock against my ass. You get out the oil and give a couple of drops around my asshole and also on your lovely cock. I can’t see it, but I can feel that it is already very hard.
You stroke your cock a little to spread the oil and then press the tip against my hole. Just at that time, you look up and you can see me staring into your eyes. I really hope they are saying, “FUCK ME Christine!”
You take your hand and start to guide your cock as you start to push the tip inside of me. I look into your eyes and do a very slow exhale to relax my muscles and the tip slides in smoothly.
I yelp out, “Oh my GOD! Does that ever feel good!”
You push in a little more as I feel your very hard cock fill me. You go very slowly but I can feel your cock slide deeper and deeper inside of me. I am in complete Euphoria right at this moment. I let out a loud moan as you push your cock deeper and deeper inside of me. How much more is there? I want to feel all 7 inches of Christine’s cock deep inside of me.
Finally, I feel your stomach slap against my body as you slide your hard cock in and out of my “pussy”. I look into your eyes and tell you, “That feels amazing! Please fuck me, sweetie!”
“I can’t believe how nice it feels. I thought you were going to be very tight, but you have opened up nicely.”
With those words, I squeeze my muscles as you feel my pussy start to squeeze your cock. “Holy crap you really do have some amazing muscle control down there.” For the next couple of thrusts, I squeeze and relax my muscles to give Christine’s cock a lovely feeling.
Your thrusts are now getting longer and stronger as I can see it in your eyes that you really want to pound my “pussy” and I am not stopping you. With everything thrust, both of us moan loudly. You even yell out, “Take all of my cock!” and I quickly respond, “Oh yes, all of it.”
After what felt like an eternity, you look into my eyes and tell me that you are getting close to cumming. With those words, I concentrate on squeezing my muscles as tight as I can. With the thrusts and the squeezing, an incredible sensation comes over me. It feels like my ass could explode.
I beg and yell out, “PLEASE cum deep inside of me!”
It is like the words had some type of an effect on the both of us but at that moment, I could feel your cum filling my ass. Once I felt that inside of me, I had an amazing anal orgasm and I squeezed Christine’s cock even tighter as I yelled out. Christine yelled out at the same time as we had an incredible unanimous orgasm together. As I we were having this amazing orgasm, the incredible thing was that our eyes were locked on each other. Also, as we came, I will never forget the very warm feeling of your cum filling my ass.
Right after, you fall forward gently into my arms as I hold you and whisper in your ear, “Thank you! That was absolutely incredible.”
“Oh, thank you!” you quietly respond back.
You get up and then pull your cock slowly out of my ass. As you pull it out, you see drops of cum seep out of my hole. I am trying to control my muscles because I want to feel the warmth of your cum deep inside of me, but it is very hard, and I can feel your cum dripping out.
You lie down on the bed beside me as I snuggle up against you.
I gently say, “It has only happened once in my life before, but you know that I had myself an anal orgasm right then. It was the best feeling I have ever had.”
“I thought I felt something different when I was cumming. Is that what it was?” I softly reply, “Yes, it was.”
For the rest of the night, we lay in the bed talking about everything and anything and, especially, what we just experienced. At one point, I started to play with your cock, and I was amazed that you became hard, yet again. Watching your cock get hard turned me on so much that I started to give you another blow-job. This time I told you that I wanted to feel your cum deep inside of me again, but I asked you how you wanted to fuck me this time.
“Doggy and, if I don’t cum, then I want you to ride me until I do!”
I went on all four and spread my legs for you. Again, with a little help from the oil, your cock slid quickly inside of me. It was a much different experience as you felt fuller inside of me. As you pounded my ass with your lovely cock, you pulled out and said, “Sit on my hard cock so I can shoot my cum deep inside you again!”
You lay on the bed with your cock straight up and down as I straddled you. I wanted to look into your eyes, so I straddled you facing forward and not in reverse. I leaned back and your cock slid nicely inside of me. Once again, this was a very different but still wonderful feeling. This time I could feel all 7 inches of you. I tried to prop myself up on my legs so I could ride you up and down but that hurt too much so you just thrusted your cock in and out of me.
I looked into your eyes, and I could see that look again. I tried to concentrate and squeeze his cock as hard as I could. As I did that, once again I could feel Christine’s warm cum shooting inside of me again.
After that session, both of us would eventually fall asleep. We would talk a little but each of us were tired from the sessions and the day that we had. We fell asleep in each other’s arms, but we then moved to each other’s side of the bed.
Chapter 14 – The next morning.
Both of us had a wonderful night’s sleep after everything that happened the night before. At one point in the night, I woke up to go to the washroom and when I came back to bed, I watched you sleep for a couple of minutes. I had a grin from cheek to cheek thinking about how amazing it felt to finally feel you deep inside of me. I even had a little chuckle thinking about how nice your warm cum felt inside of me.
After waking up in each other’s arms, both of us had a very sensual shower together. Nothing really happened other than I was able to make Christine’s cock hard again. Seeing that gave me a little personal boost because I knew that was able to please him such that he can get an erection from what I can say or do.
We packed up our bags and went over to my room to get my stuff. On our way, we laughed about how much of a waste it was for us to get separate rooms but then realized how awkward it would be if we didn’t get along so well. I blurted out, “To me, money well spent!”
We went down to the lobby and checked out. We walking to the kitchen and saw Sarah in the corner sitting with another woman. The look each of them gave each other looked very special. Each of them was holding each other’s hand. Sarah looked over at us and gave us a wonderful smile.
I was starving after everything that happened the day before, so I went directly to the waffle station. I poured the waffle batter into the maker. Christine went over to pick up some fruit, a muffin and a bagel. We both made ourselves some coffee and grabbed a small glass of orange juice for me and apple juice for Christine. After getting everything, we headed over to a table for two against the wall.
As we are eating our breakfast, Sarah and her friend get up and Sarah walks over to our table. “Good morning, ladies. How was your evening?”
I quickly respond back, “Good morning to you too, sweetie. We had a lovely evening. And yours?” Waiting to see what Sarah said, she responded with a huge smile, “It was magical actually.” After a brief pause, Sarah jumps and says, “Where are my manors. Girls, this is my friend Lisa.” Lisa extends her hand as the both of us shake it. Sarah continues, “Lisa is a friend of mine that we met here at his hotel probably 5 or 6 years ago. We met up again earlier last night in the bar. It happens that Lisa wanted to come down for a me time weekend too.”
Lisa jumps in, “Yeah. I really need to get away. I am going through a really bad divorce, and I needed a break.” Christine quickly replies, “Oh I am sorry to hear that, sweetie.” Lisa continues, “Oh it was going to happen eventually. I just didn’t think it would get ugly.”
Sarah quickly jumps in, “Well we met up and had a wonderful evening together. The both of us have decided that we are going to try to see more of each other. We feel that we need to give this a try because being with a man isn’t working and both of us think this is Karma such that we met up together again like this.”
I reply back, “You do what is best for the both of you! I think I can speak for Christine and say that we wish the best for the both of you! Karma is pretty amazing! Don’t you agree, Christine?” I look at Christine and give her a wink and a silly sexy smirk. She knew exactly what I was thinking. “Yes! Karma IS pretty amazing.”
Sarah and Lisa, hand-in-hand, walk out of the breakfast area into a brand new world for them. I look at Christine and say, “Is that us one day?”
“After the weekend that we had together, sweetie, anything is possible!”
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