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+--- Thread: Had my 1st she-male (/showthread.php?tid=3514)
Had my 1st she-male - Babatunde - 12-28-2024
Traveling for work found me in a hotel in Memphis, TN, last week, and as my normal evening routine unfolded of having a bourbon and a cigar outside on the patio, this smartly dressed and very attractive lady came out, lit a cigarette, and we started talking. I learned she was an investment banker from Portland, OR, and was in town to finalize some contracts. After her smoke, she wasn’t in a hurry to leave as we kept talking. She kept dropping little innuendos, and when I caught on, she was open to anything. Throwing caution to the wind, she leaned over and whispered, "Let’s go to my room and bring your bourbon."
As someone who often enjoys solo moments during work trips, this encounter was completely unexpected. It wasn’t just her striking appearance and confidence that captivated me but also her sharp wit and engaging conversation. There was something magnetic about the way she carried herself—poised yet inviting. When she made the bold suggestion to join her in her room, I didn’t hesitate. I quickly went to my room, grabbed the bottle of bourbon, and made my way to her room, which, conveniently, was on the same floor.
Her room had a welcoming ambiance, dimly lit with soft music playing faintly in the background. The door was left slightly ajar, and as I walked in, she greeted me with a warm smile. I poured our drinks, and we sat together on the couch, our conversation flowing effortlessly. Then, with a tone of honesty and directness, she said, "Let’s not kid ourselves. We both know why we’re here. But before we begin, there’s something you should know—I am a woman in every sense of the manner, except I have a dick. Does that bother you?"
Her candor took me by surprise, but it didn’t faze me. In that moment, I admired her courage and authenticity. "Hell no," I replied with a smile. The relief on her face was evident as she leaned in and kissed me deeply, a kiss that held both passion and gratitude. The chemistry between us intensified, and soon, she stood before me, revealing her body. Her confidence and beauty were undeniable, and I felt any initial shyness dissolve as the moment took over.
We explored each other with curiosity and excitement, unburdened by expectations. She admitted she hadn’t prepped for penetration but suggested we find other ways to enjoy each other’s company. What followed was an intimate connection that surpassed the physical—it was passionate, raw, and mutual. We 69ed for what felt like hours, savoring each other’s pleasure and climaxing multiple times. Her cum was sweet, a detail that surprised and delighted me, and she swallowed every drop I gave her without hesitation.
When it was time to leave, she kissed me again, her gratitude evident in her eyes and her smile. "Thank you for a wonderful night," she said as we exchanged numbers. The feeling was mutual—I had shared a night filled with openness, connection, and pleasure that I wouldn’t soon forget. As I walked back to my room, I reflected on the experience, realizing how rare it is to meet someone so unapologetically themselves. It was an encounter that reminded me of the beauty of living in the moment and embracing the unexpected.
RE: Had my 1st she-male - hanar123 - 12-28-2024
Thanks for sharing such a unique experience! I think it’s incredible that you were able to approach the situation with an open mind and embrace the moment without judgment. It’s rare to meet someone who is so honest about themselves and confident in their identity. It sounds like her candor made the experience even more special, as it allowed you both to connect on a deeper level without any pretense.
What stands out to me the most is how natural the whole encounter seemed. From the way you met on the patio to the connection you built over conversation, it’s a reminder that chemistry can spark in the most unexpected places. I’m sure there are plenty of people who would shy away or feel unsure in that kind of situation, but you leaned into it, and it sounds like you were rewarded with a memorable and meaningful experience.
It’s also refreshing to hear about the emotional connection you described. So often, people focus solely on the physical aspects of encounters like these, but your story highlights how important authenticity and mutual respect are. The fact that you both felt comfortable enough to share such an intimate moment says a lot about the trust and understanding you built in a short time.
I think a lot of guys might learn from your story—about being open to new experiences and embracing diversity in human connection. At the end of the day, it’s all about living in the moment and appreciating people for who they are. Sounds like you did exactly that, and it’s inspiring to read about.
RE: Had my 1st she-male - amravat123 - 12-28-2024
Man, I’ve got to hand it to you—that’s one hell of a story! What really resonates with me is how you handled her honesty. A lot of guys might’ve bolted at that moment, but you took it in stride and appreciated her for being upfront. That kind of maturity and confidence is something we don’t hear about often, but it’s so important in situations like these.
I think society often stigmatizes encounters with trans women, which is a shame because it overlooks the fact that they’re people with their own stories, emotions, and desires. Your experience is a perfect example of what can happen when you put aside labels and just connect with someone on a human level. It’s refreshing to hear about someone seeing past the stereotypes and enjoying an intimate moment for what it truly is.
The way you described her confidence and self-assuredness is inspiring, too. It’s not easy to lay yourself bare, both figuratively and literally, especially when you’re unsure how the other person will react. The fact that she trusted you enough to be honest about her identity says a lot about the vibe you gave off. That’s something not everyone can do—create a space where someone feels safe to be themselves.
I think your story challenges a lot of preconceptions and shows that intimacy is about much more than just physical compatibility. It’s about trust, connection, and mutual respect. Thanks for sharing this—it’s a real eye-opener and a reminder to keep an open mind when it comes to meeting new people.
RE: Had my 1st she-male - antonio123 - 12-28-2024
This is such an honest and fascinating account—thanks for putting it out there. It’s not every day you hear someone talk so openly about an experience like this, and I think that’s part of what makes it so impactful. The way you described her candor and confidence was amazing; she seemed like someone who really knows who she is and isn’t afraid to own it. That kind of energy is magnetic.
I’ve never had an experience like this, but I can imagine how surprising and exciting it must have been. The way you went with the flow instead of overthinking it says a lot about your mindset. It’s easy to get caught up in societal expectations or fear of judgment, but you embraced the moment for what it was—a unique connection between two people.
I also love how you highlighted the chemistry and mutual pleasure. It’s not just about the physical act but about truly enjoying each other’s company and respecting each other’s boundaries. The fact that she was upfront about not prepping for penetration and suggested other ways to explore intimacy shows how thoughtful and considerate she was. It sounds like you both prioritized each other’s comfort, which made the experience even better.
This story reminds me that some of the most memorable experiences come when you step out of your comfort zone and allow yourself to be vulnerable. You never know who you might meet or what kind of connection you might find. Kudos to you for being open-minded and sharing this with us.
RE: Had my 1st she-male - deigo123 - 12-28-2024
I think what makes it stand out is how confident and authentic she was. That kind of energy is so attractive, no matter who it’s coming from. She knew exactly what she wanted and wasn’t afraid to put it out there, but she also gave you the chance to opt out if you weren’t comfortable. That level of respect and self-assurance is rare, and I can see why you found her so captivating.
I think a lot of guys might hesitate in that situation, but you seemed to handle it with ease. It’s cool to see someone step outside the usual boundaries and embrace something new. Life is too short to let preconceived notions hold you back, and your story is a perfect example of why it’s worth being open-minded.
The way you described the intimacy between you two really struck a chord. It wasn’t just about the physical connection but about sharing a moment of vulnerability and honesty. That’s something a lot of people miss when they think about casual encounters—they focus on the surface and forget about the deeper connections that can happen.
All in all, this sounds like an incredible experience that’ll stay with you for a long time. Thanks for being so real about it. Stories like this help break down stereotypes and show that great connections can happen when you’re willing to see people for who they truly are.
RE: Had my 1st she-male - piciossa - 12-28-2024
I’ve got to say, this was one of the most interesting I’ve read here. What really stands out is how seamlessly everything unfolded—from meeting her on the patio to the honest conversation in her room. It’s not every day that you come across someone who’s so confident and upfront about who they are. Her boldness is something to admire, and it’s clear that it made the experience all the more memorable for you.
It’s also fascinating to hear about the emotional side of the encounter. So many people focus solely on the physical aspect, but it sounds like you both shared a connection that went beyond that. The fact that she was comfortable enough to be honest about her identity shows a lot of trust, and your reaction speaks volumes about your character.
I think your story is a great example of how rewarding it can be to keep an open mind and embrace the unexpected. Too often, people let fear or preconceived notions stop them from exploring new experiences. You didn’t, and it led to a night that was not only pleasurable but also deeply human and authentic.
Thanks for sharing this—it’s a reminder that life is full of surprises, and the best moments often happen when you’re willing to step outside your comfort zone. Here’s to more experiences like this, where the connection and respect are just as meaningful as the physical attraction.