JackinChat forums are temporarily in read-only mode. Will be back soon!
Search Posts
Search Criteria
in

Filter (Optional):


From: WICKR messenger / usernames by PantyBoy51

pantyboy51

I chatting about shemales, sissy things, wearing lingerie, trading pics, and a lot more.

From: Pornhub problems? by PantyBoy51

monkee said:
The only thing I've noticed recently is that their search bar doesn't work properly. I've searched for things like "Indian Guy Solo" and got pages of lesbians - really not my cup of tea! frown


Haha that's just kinda funny... like a search for sexy teens that turns up old grandpas! But I am sorry that something like that would happen, I wouldn't want some kind of boner-kill like that to happen to me!

From: Do Shemales turn you on? by PantyBoy51

Short answer: yes

Long answer: Fuck yes

From: Recent Visitors by PantyBoy51

I was just wondering that myself. It's been a couple of months since I've added a profile picture, and I haven't seen myself either. It'd be kinda fun to see myself up there because I always take a look at who it is

From: Trouble finding a bud by PantyBoy51

Yeah, I kinda feel the same way. I'm always looking for other crossdressers to chat with. It's fun to talk to people who are more dominant and let me really get my submissive side out since that's what I like, but I'd also enjoy talking to someone more like-minded and similar to myself. I'd love to chat regularly with someone to share experiences and tips and whatnot. In the past, I've been in touch with a couple of people but they never respond after a bit.

From: The ideal butt plug by PantyBoy51

I'm really going to have to give this a try, I've been on my own search for the most comfortable plug that I can wear for extended periods of time. If I'm going out in town I need something that doesn't require me to keep reapplying lube or something that is uncomfortable or might fall out with lots of movement. I'd definitely put down the money for something that I'd get a lot of use out of.

From: Would you let WWE's Steph McMahon fuck you with a strap-on? by PantyBoy51

It really isn't even a question. I'd let her dominate me in any way she saw fit, with the hope that I'd get to stick it in her as well!

From: Which one would you fuck 1st?? by PantyBoy51

I love this pic and if I didn't get to have all three at the same time, I'd have to go in reverse order starting with August (her lips put her in last place), then Abella, while saving Riley for last. Also, I'd need to have a matching set of bra and panties to have fun with them too lol

From: What would you rate her?? by PantyBoy51

CuckGuy11 said:
User posted image

https://ibb.co/cYZQTG


Appreciate the pic! I'm willing to bump her face up to a 6 but bottom line she is pretty hot and has great tits

From: What would you rate her?? by PantyBoy51

I wish I could see more of her body. I'd call her face a 5 and what I can see of her tits an 8. I'm sure there are better pictures of her face that might raise the score for me

From: precum or cum by PantyBoy51

It's hard to make a decision because each is different in its own way. My precum definitely tastes better, and it is fun to taste as it leaks out. Doing so really helps me get into the mood to swallow my cum. However, the feeling of holding a large, warm load in my mouth is more deeply satisfying in the end.

From: Would You Suck Dick for your Wife or Girlfriend? by PantyBoy51

I think I would suck a cock for my fiancee. I'm much more adventurous when it comes to sex than she is, but if it ever came up I would. We have talked about a threesome (not seriously) and she definitely said that she'd rather it be with another woman rather than two guys. But honestly I'd be fine with either. I also think that she knows that I'd suck a cock for her because just about every time she gives me a blowjob she'll kiss me and let me swallow my cum and knows that I enjoy it.

From: Dirty Stories by PantyBoy51

Not a lady haha but when I was younger I'd write out my different fantasies in a notebook as stories. I had a couple going but one just took off and included just about every topic that turned me on. Lots of gender reversal, just about every girl character had a dick, and you get the idea. I recently found the notebook still tucked away in some of my other school notebooks and still got very hard rereading it all the way through. Not the best writing but I can tell that none of my tastes have changed since then!

From: Busty and curvy girl by PantyBoy51

Wow. She is beautiful and exactly fits my definition of curvy. I'd love to see more of her in that suit with the striped bottoms. She also has a very pretty smile too.

From: Prostate Orgasm by PantyBoy51

tp_cain said:


My cock will be totally limp, then at the point of ejaculation, it will harden up real quick, shoot a nice load of cum, then go soft again...all without touching my cock, just through prostate play.

The first time it happened, it felt like I was about to take a piss. A few seconds later, I found out that that feeling was "you're about to cum." laugh


Two points here that I completely agree with and are the best parts for me. First when my dick goes completely soft while I'm playing with my ass. I usually start out pretty hard, especially when I'm getting everything ready. I usually have some sort of sissy porn or something similar on and that usually contributes. But once I start riding the dildo or whatever and just focus on that, I completely forget about my cock and it just goes limp. It makes me feel like even more of a sissy!

Second, that part where I feel like I'm about to piss is the best. The build there really gets me into it and once I feel that, I just have to go harder. I'm looking forward to feeling exactly that tonight!

Page: of 6   next >