Friday, February 21, 2025

Dave/Chris: Meeting Chris and Sylvia

A few days ago, I was waiting tables in the cafe, when a couple in their 50s walked in. They had a look around the cafe and then sat down. When the man caught my attention, he called me over. He looked familiar, but it took me a moment to realise that this was the original Chris, and the woman he was with, was Sylvia. "What are you doing here?" I blurted out as soon as I recognised them "Sorry, that was rude of me. I just didn't expect you to show up here. I'm Dave, and Shane is behind the counter at the moment. It's nice to meet you in person". "Likewise", he said. "Sorry we didn't announce ourselves, but we have a few days of vacation, and decided to come here spontaneously. Come back home to some familiarity and see how you guys are doing....as us. It is strange to see yourself through someone else's eyes though." We were actually quite busy that day, and didn't have time to talk, so we decided to meet up later for dinner in an upmarket seafood restaurant that they suggested.

Shane was really stressed getting ready for that night. He complained that he didn't know what to wear. "This is where I really miss being a man. It's easy for you. Just put on a pair of pants and a shirt and you're fine. I don't know what to wear. It's a nice restaurant, and I'm still not sure what's suitable" He went back to his room, and came out again a few minutes later with a couple of dresses and a skirt and a couple of tops. "Which one should I wear?" he asked. "I spotted the blue dress he wore the first time he put on a dress and suggested that. Shane went back to his room and came out again half an hour later.  He had put on his make-up and jewellery and was wearing the blue dress with matching heels.

Dinner was interesting. I don't think I mentioned Chris and Sylvia's new names or what they do yet. They're Roger and Deborah, and both have office jobs. Roger is in middle management in a mid-size company, which Chris said was daunting at first, but that he'd managed to find his way around reasonably quickly. He said that once he realised that he could delegate most of what he didn't know, it became a question of just being organised, rather than needing too many specific skills. Deborah is in marketing, and it seemed like it's been a lot harder for Sylvia. She doesn't have the years of experience that Deborah does, and has messed a few things up. The original Deborah has told her that she loves her job, so Sylvia is now just trying very hard to not get fired before they can switch back.

Shane asked Chris about whether they had considered staying who they are, or maybe trying to find other bodies, given that he's gone from being a trans man to a biological man. "In the beginning, I really thought about it", he replied "but I quickly realised that I miss being a part of the LBGTQ+ community. It might sound strange, because for my whole life I've wanted this - to be a man, with all the right parts, but we have a life here and friends, and to be honest, I find this life dull and lonely. I wish I could keep my penis, and I think Sylvia would probably like it if I could keep it too" he said, winking at her, which made her blush "but I don't think it's worth it. Besides, we've lost about 20 years of our lives. In any case, the original Roger and Deborah want their bodies back. We'd also really like our bodies back, and would be very grateful if you help us to make that happen. We've managed to get reservations in the correct room, so we should be OK." Sylvia chimed in: "yeah, I'm a much older woman, and I don't fit in with other women 'my' age. It might also sound weird, but I really miss being bisexual. Deborah is 100% straight, and women do nothing for me now. I feel like a part of me that I liked a lot, has been ripped away. But what about you?" Chris asked Shane. "You look pretty comfortable as a woman. It's hard to believe that you were a man only a few months ago."

Shane shifted in his seat a little, adjusted his dress and recrossed his legs. "It took me a while to get past the embarassment of wearing women's clothes. At first, I felt like I was crossdressing every day, but when everyone looks at you like it's normal, and you even get a lot of compliments on your appearance, then you get over that pretty quickly. I'm looking forward to getting back, though. It takes far too long to get ready, a lot of the attention I get is too much for me, and I really hate periods. As for your sexuality...well, it's weird because I'm still attracted to women, but now I feel like I'm attracted to everyone....not everyone, literally, but you know what I mean." Sylvia looked at Shane and asked. "Obviously sexual attraction comes with your body, and that body is attracted to Chris' body. You don't have to answer, but have you two....you know, done anything about it? It would definitely be a different experience for both of you." I think both Chris and I felt equally awkward then. We admitted that we hadn't, and tried to change the subject, but the embarassment stayed with us for a while. 

For most of the rest of the meal, we chatted about fairly mundane things, but as we were getting to the end of dinner, There was something I had to ask Chris. "Aren't you worried about how Trump is taking away trans rights? I mean, as far as the government is concerned, I...and in a couple of months, you will be classed as being a woman. It scares me, and I only have to deal with it for a few more months. Do you really want to come back to that?" Chris leaned back and nodded, and said "Yes, it's a very worrying time to be trans, but I've been through worse. I don't know if I told you, but we're originally from a small town in Montana, and when we came out as gay, we were rejected by our families and lost almost all of our friends. When I came out as trans, it was even worse, and we felt like we had to move away to be happy. San Francisco seemed like the obvious place. If we can survive that, then we can survive this. With any luck, it'll be over in 4 years, and I think the Californian government will also protect us as best as they can. I love being a part of this community, and we have so many friends that I'm missing." 

After dinner we decided to go to a bar for a few drinks. It was a gay bar, and I've never been to one before, and I doubt Shane had either. I don't think I had a problem with gay or trans people in my previous life, but I was definitely ignorant. Ignorant of the hardships and challenges they face. I always wondered why you would need bars that define themselves as gay, but having gone to "regular" bars as Chris, I definitely felt safer here, even though Chris does pass quite well, apart from a few things you'd knowingly have to look for, but there's always that fear of being found out. But now, I didn't feel like I had to worry about hiding the fact that I'm a trans man. We found a table and ordered some drinks. Chris and Sylvia are actually very friendly and easy to get along with, so we stayed for a lot longer and had more to drink than we intended.

At some point, we did call it a night, and Shane and I took an Uber home. It had turned out to be both an educational and fun night, but as we walked inside Shane grabbed me and started kissing me. Between kisses, he said: "I've been thinking about what Sylvia said the whole time, about having sex with each other, and it's a huge turn on. I'm really horny." I was too, and we kept going, and we ended up in Shane's bed. I helped him take off his dress and bra, and started playing with his nipples. After a while, my hand went lower and lower, until I reached his pussy. I pulled off his panties and started to rub him around his clit. "Oh god....yes, right there" he moaned. He was very wet, and this would have been the time to fuck him. I couldn't do that, so I did the next best thing and went down on him, licking and sucking, until he tensed up. "Oh...oh...oh" he screamed. 

We lay there for a couple of minutes and caught our breaths. "OK. My turn", he said "If it's too weird or you don't like it, then we can stop at any time." I watched as he pulled down my briefs and pull out the prosthetic, and then he went to work. I closed my eyes and tried to imagine that I was getting a blow job, and if I tried hard enough, I could almost imagine it. It felt a bit strange and different, but having a sexy woman between my legs, regardless of the genitals I had, was a big turn on. Shane kept going and I was getting closer and closer until I finally let out a long, loud moan, as I came. He immediately turned around and maneuvered himself into a position between my legs, where he could grind his pussy into mine. "I've always wanted to try this", he said. It was already a weird feeling that I didn't need any downtime before going again. I could feel his rubbing against my very sensitive enlarged clit, as we scissored and it didn't take long before we both came again. We held each other for a while, before we kissed again and I got up and went to bed. I lay there for a while, thinking about what we did, and whether we should have crossed this line, before drifting off to sleep.

It seems like we're making up for lost time now, because we've had sex for on each of the 3 nights since then, and last night was the first time we used some of the toys, which meant it was the first time I'd put something in my pussy. It's a weird feeling, but the nerves are all there and working. I don't get as wet as Shane - maybe due to the hormones, but with some lubricant, it feels really good. 

So it looks like our pretend relationship is turning into an actual relationship. I don't know how this will affect us when go back, but our friendship will probably never be the same again...

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