Author’s note

We pick up the following ‘Turning the Corner’ with our regular chats with Miss Melissa. I didn’t talk to her everyday, but I would say at least a couple times each week.

A few weeks later — More acceptance

Me — Hi Miss Melissa

Miss Melissa — Hi smoothboi! smooth gayboi! Your girl ever come around?

Me — I haven’t heard from her still.

Miss Melissa — Well, that’s that then. Her loss.

Me — Her house isn’t as clean I bet.

Miss Melissa — I mean it. It’s totally her loss. You’ve got such good sub potential.

Me — Thanks. I think so. I mean, I was able to do it myself without her guidance.

Miss Melissa — Yes. That’s very good. My sissy can lose focus. Then I have to crop him.

Me — That can be a reward.

Miss Melissa — For you maybe! And you’re accepting yourself still?

Me — Accepting?

Miss Melissa — You moved past sexual relationships with women. Being pussy free.

Me — I really don’t think about it.

Miss Melissa — That’s really good. But really not anything gay-gay still.

Me — I know. I need to work on that. I do have to pay bills and interview.

Miss Melissa — Porn! Gay porn!

Me — Yeah like kink.com

Miss Melissa — Do you think you could?

Me — I don’t think I’m porn material.

Miss Melissa — You’re good looking and in shape. Just as a gay bondage bottom or something. You could do it.

Me — Not if I want a real job.

Miss Melissa — Who would know?

Me — There was a community college teacher in Florida that did gay porn like 15 years ago, and he got canned.

Miss Melissa — Ugh. Why is everyone so tight assed? They’re probably jealous.

Me — That’s the way it is though.

Miss Melissa — Still if you could get away with it.

Me — Oh totally. I’d do the gay bondage and trans bdsm. Just get completely abused by Danni Daniels.

Miss Melissa — She’s tough too. Tear you up. Still, we need something to keep you gay motivated.

Me — I’m wearing the plug when I get home every day.

Miss Melissa — Good boi. Is it still the rosebud?

Me — Yeah I still need to warm up for the njoy and can’t wear it that long.

Miss Melissa — Well that’s something. Maybe work on that?

Me — That’s a good idea.

Miss Melissa — ooooh. When’s the last time you updated your fetlife profile?

Me — Probably right around when I was being the house boi.

Miss Melissa — Maybe it’s time to update your new gayboi outlook.

Me — Great idea! So much to say.

Miss Melissa — Take your time and really think it through. Let me know! I want to read it!

Me — Sure.

Miss Melissa — ok! ttyl!

A few months or so later — Setup

Miss Melissa — hi smoothboi!

Me — oh hi. It’s been a while.

Miss Melissa — It’s just total chaos over here. We started kindergarten and then this huge virus with the dogs.

Me — I read about that but it didn’t get out here.

Miss Melissa — Lucky. Anything new? Gay new?

Me — Did you get the message about the profile?

Miss Melissa — oh! dummy! Yes. I’m going to read right now.

Me — Go for it.

Miss Melissa — I am!… Wow! Queer right off the bat! Not gay though?

Me — It didn’t feel quite right.

Miss Melissa — How so?

Me — I wasn’t born gay. I don’t think it’s fair to real gay guys to take it from them in a way.

Miss Melissa — Queer. Even though you’re kind of gay anyway. I think I like it! I mean, you couldn’t put bi.

Me — I thought about it, but that didn’t feel right either.

Miss Melissa — I’m loving how detailed it is! You did so good! oooh, ‘slut.’ I love that for you.

Me — I’m being honest.

Miss Melissa — Well, you are. Were. With women. Why not with men?

Me — Eventually. I think I need the bdsm aspect to bring it out of me.

Miss Melissa — Nothing wrong with that. What’s with this third person pov?

Me — It’s not who I am quite yet but someone to work to.

Miss Melissa — To become smoothboi. The uninhibited queer.

Me — Right. To evolve.

Miss Melissa — I like this smoothboi! You did a great job! I bet that wasn’t easy.

Me — No, it took a while.

Miss Melissa — It’s out there now. How does that feel?

Me — I’m feeling all right about it. It’s not totally real because it’s not like anyone irl knows.

Miss Melissa — Next steps. Gay it out there! You need to find something to do.

Me — I’ll think about it.

Miss Melissa — Nothing too wild. Small. oh kindergarten is out. ttyl queer!

Dore Alley

Me (later that summer) — I found something. Dore Alley.

Miss Melissa — What is it?

Me — Like Folsom but smaller.

Miss Melissa — ooh. Gayer?

Me — I would think so.

Miss Melissa — You’re going to go? Alone?

Me — I’m a little on the fence, but I think I should.

Miss Melissa — You need to go. This is your time to move closer to smoothboi. You can do it.

Me — If I don’t like it, I can just leave anyway.

Miss Melissa — I love it! Everyone is going to see you as a gay sub! Nude and gay!

Me — I have to go nude, but I’m still worried about pics like last time at Folsom.

Miss Melissa — Buy a mask! Let smoothboi out!

Me — I think that settles it.

Miss Melissa — ooh you should write this up and post on fetlife!

Me — That’s a great idea.

Miss Melissa — Tell me when you do! ttyl smoothboi! I have to pick up today at school.

And here’s how it went

The weather in SF is crappy in July. It’s cold. Sunday was no exception. But I had to get nude. I was going to wear a plug again (I wore one at Folsom the previous year with my girlfriend), but this time I went with the rosebud xl. I was still training on my njoy xl but couldn’t do it yet. The rosebud is about 3/4 of a pound of metal. It fits in better than the pfun for long term walking round. I also decided to wear a cock ring. I douched myself out [something I like to do for long term plug wear]. I also put on my ankle high boots, to keep up with the gay leather boi theme.

I got to the Mr S Leather store just outside the fair area a little after noon time. I took my time and selected a comfortable mask. I’ve never been to the store so I browsed around for a while. I’m finding this whole leather scene to be pretty appealing, and I think I’m going to probably get some more gear in the future. I was looking at the cock rings [they’re in glass cases like jewelry], and I decided to upgrade to a leather one. My usual one is just shitty quality. I found one I think I liked, but I wanted to make sure it would fit. So the guy behind the counter told me to try it on. ‘Where do I go?’ I asked. ‘Do it right here, it will be more fun for me.’ He replied. So, I dropped my pants, and received a very pleased expression when he saw my smoothness, and tried it on. It fit well and felt well. The guy then proceeded

to fondle my cock and balls to ‘make sure it fits ok.’ What a start to the day! I bought the mask and cock ring and went to the fair.

I got to the fair and immediately removed my clothes and put on the ring. Right off the bat several men were perving on me. I got lots of compliments on my body, smoothness, and mask. I’m fully shaved over my entire body, so it’s a unique look. Over the course of the day, I made sure people who talked to me about my look also knew [and some saw] that I was wearing a large plug in my ass. I covered the fair extensively. It’s not a large area. Highlight: TS porn superstar Danni Daniels was at the kink.com exhibit! She is so hot in person and has a huge cock. kink.com was my favorite.

Several people asked to take my picture and I happily consented! It’s so hot when people are enjoying my nude body. I also bought a new sex toy. Kind of a small spiky wheel. The woman who ran the kiosk told me I ‘had a great butt.’

As much as I really enjoyed myself at the fair, after about 2 and a half hours clomping around in my boots, I needed a break. There were some beer stands, so I thought that was a good idea. But there wasn’t any where to sit, and I wanted to have a beer a talk to people.

I walked by the Hole in the Wall bar. It didn’t seem crowded, but would they allow nudes in? Turns out, yes, they do. I got a beer and sat my nude, plugged ass down on a comfortable cushioned seat in the darkened back of the bar. I also got my bag off my shoulder.

Soon after, another nude man asked to take my picture. Ok! I noticed he was sporting a big hard on. Shortly after, I noticed one man jerking off another in the corner next to me. Well! I think I am going to stick around here.

This kind of action increased as it got more crowded. An older man taking hits off a bottle of poppers sat next to me and just felt me up. It didn’t feel that great because he was kind of out of it, but I didn’t complain. I watched him jerk off and cum on the floor [which I thought was rude] and stumbled away.

As I got up to get another beer, it was crowded. I was fondled and felt up all the way to the bar. This felt a lot better. Same deal on the way to the back of the bar. Lots of guys were getting jerked off and I actually joined in and handled a few of the cocks myself. It felt really good to play with other cocks.

I didn’t get hard because the whole experience was still new. But I noticed the guys with their cocks out were all bigger than me. I actually felt all right about it because it was obvious I was a bottom boy to them and they all loved my fondling my ass and tight smooth balls.

Most of the crowd was older than me. One of the older guys came up to me to tell me how good I looked nude. I was like, ‘oh thanks, this is new to me and I’m just kind of learning about this scene.’ His reply: Well, you’re doing a fabulous job!

An older man talked and touched me for I don’t know how long. He said lots of men like bottoms like me with this smooth look and he encouraged me to continue my exploration into sex with men and the leather D/s scene. So that was really cool.

At one point I went and sat at the front of the bar so everyone could look at me. People entering and leaving the bar all took a feel. I also pissed with other men in the bathroom too. Lots of men got to feel my plug.

That’s basically how the night rolled on. People chatting, jerking each other off. If I was interested, men encouraged me to play with their cocks, and I grabbed a lot of tight male ass! I saw a lot of cocksucking, but I guess since it’s kind of against the rules, they only did it for a minute or so.

Some of the guys really liked feeling my smooth cock on theirs as I jerked them off. For my last act, I finally got on my knees and took a cock in my mouth (quickly).

I left my apartment at 11 am and returned at 10.30 pm. Plugged the entire time!

Aftermath

Me — Check out my post when you can.

Miss Melissa — ok! Let you know!

…

Miss Melissa — WOW omg so hot! I got wet reading it! Sooo gay!

Me — It was wild.

Miss Melissa — Sounds like the bar was where it was at though.

Me — I liked checking out the booths but yeah.

Miss Melissa — How did cock feel?

Me — I mean, like cock. Warm but not hard-hard.

Miss Melissa — Yeah. How did you feel actually doing it?

Me — It was hot, like flashing through me. Being felt up was more humiliating.

Miss Melissa — Good though?

Me — Kept making me want to do more.

Miss Melissa — Did you feel gay?

Me — I was just super turned on. My heart was pounding. It was way easier than I thought.

Miss Melissa — Can you see this as your sex life now? A gay sex life?

Me — I think I could.

Miss Melissa — I think I can too! Did you jerk yet?

Me — No I had the cock ring on so I was only semi.

Miss Melissa — I’m so impressed with your gay outing! It’s a lot more than I could have hoped for you!

Me — I was surprised, but I was having a lot of fun. Being nude really brought it out of me.

Miss Melissa — What did that guy say to you about continuing to explore?

Me — I was telling him about being a houseboi but getting interested in gay bdsm as part of that. He was saying that he could see me becoming a gay sub and to keep trying out things like this.

Miss Melissa — Well, just talking to him and he was figuring you out what we’ve been talking about for a while. That says a lot. You ok with that?

Me — I feel great. I’m still coming down from the whole experience.

Miss Melissa — You’re more smoothboi than maybe we thought!

Me — Unexpected day but still great.

Miss Melissa — It’s way late for me but I’m thrilled for you!

Me — Sure np. I’ll talk later this week.

Miss Melissa — ttyl smoothboi!

So that’s the first Dore Alley adventure. It’s on fetlife if you can find me. What actually happened is that Miss Melissa and I actually talked on the phone when I got back because she was out of her mind when I was telling her what happened. After that, she encouraged me to write it up, so that is what was included here.

What’s next?