Search Results for: cross dressing

Crossdressing Masturbation

Posted by: Bisexguy27 Age: 55 Posted on: 09 Apr 2025 8 comments
14 likes 6 views Category: Crossdressing Tags: Crossdressing, first-time, transexual fantasy, sissy, orgasm, coming

My first masturbation dressed up in lingerie

I discovered cross-dressing many years ago and found it extremely erotic. I was by myself in a hotel room and was bored. Before internet porn I had my stash of raunchy magazines, many tranny, she male and sissy ones. I couldn't get anybody for real s... » Read more
Another Fun Way To Get Off

Posted by: Pantydude Age: 57 Posted on: 10 Sep 2024 3 comments
1 likes 28 views Category: Masturbation Male Solo Tags: Panties, cross dressing

Cross dressing and ass play

Another way I enjoy to get off is to dress up all sexy and get fucked by my "man"! Sometimes I get in one of my I want a cock in my ass moods, I am bisexual but only acted on that side once which will be a future story. When I start to get horny like this I love t... » Read more
Trying To Understand

Posted by: Wetgirl2 Age: 24 Posted on: 09 Sep 2024 8 comments
7 likes 45 views Category: Crossdressing Tags: Cross dressing

I’m always up for helping others explore their sexual feelings and fantasies-whatever they may be. It became apparent that The Lovely Chris’s brother (and sole supplier of cock to me) has a panty fetish, but I wanted to find out in what way, what he might be hiding from me (for whatever reason) and where...
Panty smelling? Well yes, of course. I suspect most men/boys enjoy this, and why not? They enjoy our scent of their fingers and cocks, so why wouldn’t they enjoy smelling our panties too? I know I've always adored smelling other girls undies. But I sensed there was more something heartily d... » Read more
Cleaning Day Delight For A Crossdresser

Posted by: latexlover Age: 22 Posted on: 05 May 2024 3 comments
7 likes 30 views Category: Sex Stories Fetish Tags: Crossdressing, panties, latex, gloves, slip, , scent, mom, sis, labia, bras, panties, jerk, tampon, playtex, tampax

Saturday was always such fun for me and my fetishes…

As a serious introvert and a 22-year-old almost virgin, I was cross-dressing more and more. Still studying women and their every nuance. (Yes, I always checked out your shopping cart for period products and contraceptives. And I still do it today 40 ye... » Read more
Serving Slut Fantasy

Posted by: BostonAussie Age: 50 Posted on: 20 Jan 2024 5 comments
9 likes 62 views Category: Sex Stories Fetish Tags: blowjob, oral, bi, cross dress

An oral, cross dressing fantasy that keeps me horny all the time.

I show up at the house of a couple I am friends with. We will call them Kate and Jim. Kate is a professional woman, a lawyer. Jim is a work from home IT nerd like myself. We have been friends for a while. Kate undresses Jim and myself and we all ... » Read more
This Weeks Visit To The Adult Theater, With An Outfit And Some Hot Fingering

Posted by: jcexhib Age: 50 Posted on: 04 Nov 2023 9 comments
11 likes 39 views Category: Masturbation Male-Male Tags: adult theater, fingering, asshole, cross dressing

I shop for womens lingerie and then wear it to an adult theater for some hot stroking

As I mentioned in my last post, I had the opportunity this week to visit my favorite full size adult theater. I had a whole week to think about what I wanted to do, so it got me horny. I have a bag of clothes I wear that I put... » Read more
The Feminine Side Of The Lovely Chris.

Posted by: Wetgirl2 Age: From 15..ish Posted on: 24 Aug 2023 10 comments
7 likes 32 views Category: Masturbation Female Solo Tags: Underwear, masturbation, revelation, intimacy, masturbation history, cross dressing, bothers, sisters, confession

Masturbation female solo? Yes! Of course! You should have seen the state this discussion had me in.

We had ‘experimented’ a little, I suppose. Once, while I was riding him, he unclipped my trainer bra and it fell across his chest. I suppose I realised at the time that this was important…had s... » Read more
First underwear experience

Posted by: donnny Age: 16 at the time Posted on: 24 Feb 2023 8 comments
8 likes 94 views Category: Sex Stories Anal Tags: Cross dressing, anal sex, gay, first time, virgin, oral sex

When my friend found my mum's sexy underwear

My parents were away for the night and I could have a friend to sleep over. It was a normal sleep over, me and Kevin had planned a take away, and games console night with a beer or two. For the first few hours all was normal, until I popped to the toilet only to come b... » Read more
My Cross Dressing Story

Posted by: donnny Age: 14 at the time Posted on: 05 Jan 2023 10 comments
8 likes 47 views Category: Masturbation Male Solo Tags: First time, gay, teen, panties

How I started my journey with ladies underwear
I guess it was my hormones, 14yr old lad, learning about sex, masterbation, girls, the usual things going through puberty. At school porn mags did the rounds, but personally all I had was catalogues, especially the underwear pages: I'd spend hours masturbating to the i... » Read more
Photos of My Dad in a Three Way

Posted by: SilverSaw Age: 14 then Posted on: 11 Aug 2022 7 comments
11 likes 54 views Category: Sex Stories General Tags: Secret photos, father, three-way

I discovered a secret set of 4x6 photos of my dad in a three way.

In my dad�s stash of porn, I found one day a set of photographs. They were in the kind of envelope that one used to get from the drugstore after your roll of film was developed.I know now that my dad had a pretty strong sex drive. I guess I got it ... » Read more
Playing With My Wife's Toys

Posted by: SoloTouchArchive Author: tommy Age: 30 Posted on: 25 Apr 2022 4 comments
4 likes 339 views Category: Masturbation Male Solo Tags:

anal play and cross dressing
I have always loved to jack off, but now that the internet is here, I have so much more fun! My wife has the best selection of lingerie, and little does she know that we are the same size. When she goes to work, i get dressed in her pink panties, bra and fishnet stockings. Then i set my web... » Read more
I Caught My Brother

Posted by: SoloTouchArchive Author: Rachel Age: 28 now Posted on: 28 Aug 2021 20 comments
18 likes 2886 views Category: Masturbation Female-Male Tags: cross dressing

Kinda taboo but it made a deep impression on my sexuality.
I was 17 and my brother was 15 when this happened. Band practice was cut short after school because of some kind of emergency that our director had to deal with, so I went home thinking I could get a little homework done before dinner. I went upstairs to my room... » Read more
A Sleezy Sex Shop

Posted by: SoloTouchArchive Author: Michael Wylde Age: 60s Posted on: 01 Jul 2021 21 comments
0 likes 537 views Category: Masturbation Male-Female Tags:

I am a cross dresser. I am writing a book about my experiences. I enjoy sharing a chapter or two with my masturbational friends. You will note that this chapter refers to two sexual 'Scenarios' I have made available (face-to-face and over the telephone) to some 250 women each. If you want to read these beautiful but er...
A Teen Outside a Sleazy Store: This is also not exactly a hitch-hiking story; but it does involve a girl in my car. I had entered a rather sleazy store in one of the not-so-nice parts of town that catered to sex magazines, sex toys, sexy lingerie and even erotic outer clothing. The owner was an older woman. I had been... » Read more
Early Humping

Posted by: SoloTouchArchive Author: Skirt Boy Age: 58 Posted on: 04 Apr 2021 19 comments
3 likes 688 views Category: Masturbation Male Solo Tags:

I have contributed stories before about masturbating and dressing in womens clothing. Recent stories about humping brought back this memory.
When I was a young teen, my mother ran a shop that bought and sold used clothing. Naturally, we all moaned and groaned when it was time to help at the store, but I secretly loved t... » Read more
My Ideas for a Swingers Nudist Group

Posted by: Nudeartist Age: 50's Posted on: 26 Dec 2020 13 comments
2 likes 84 views Category: Sex Stories Group Co-ed Tags: Swingers, nudists, bisexual, group sex, club

This is more about my ideas on a group that I would love to be part of. It's not really a story, but the rules themselves are somewhat of a turn on to me. This is to stir discussion if others would enjoy the same kind of group, and limiting its members.

"Nudist Group" Rules1. The main purpose of... » Read more
A Chance Encounter

Posted by: Jamtby Age: 40's Posted on: 04 Jul 2020 7 comments
5 likes 44 views Category: Sex Stories Male Gay Tags: Masturbation, forced anal sex, straight to gay, domination, humiliation

This is a story about a night that changed the life of a guy. Frustrated by his marriage and seeking a moment of quiet relief, he goes for a drive and ends up in a new bar. He meets someone who helps break down barriers and allows new freedom. Fnatasies are fulfilled while also accepting these chan...
Janet and I had been married for 10 years. Unfortunately, our relationship had become very contentious. She wanted more and more without helping to earn the money. She was great at spending money but not earning it. As a result, I became indebted for things she wanted. This included a house in Ohio that was in fact a m... » Read more