Jtc0457

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Gender: Straight Male
Age: 51
Relationship Status : Not specified
Profile Visits : 152
Number of Comments : 2
Number of Confessions : 0

Jtc0457's Favorite Confessions:

I Miss Crossdressing When I Was Younger

...by younger I'm referring to my late 20s.

I had kids and an ex wife and I craved a new experience. Sparing the details, I was a decent looking 'girl'.

Between a redneck bar and prostituting, I got fucked A LOT!!! Swallowed plenty or cocks and cum as well as as ate pussy while getting ass fucked.

Very few bad experiences and only while hooking. Made damn good money, though.

Now in my 50s with grandkids and a wife, I still crave cock. Dildos only do so much.

Anyone else have similar desires and or experiences?

Anyone want details? Just gotta ask questions about something specific.

Setting The Record Right

I am tired of people on the interent who know nothing about real sex work talking shit. This is my job, I am a proffessional and i want to set the record straight.

I grew up knowing what it meant to struggle. My family wasn’t just broken—it was shattered. My dad left when I was six, my mom worked two jobs just to keep the lights on, and by the time I was 14, I’d figured out that the world didn’t care whether I sank or swam. School was supposed to be my ticket out, but I couldn’t focus with the chaos at home. I barely scr**ed by, and by the time I turned 18, I was working dead-end jobs that barely covered rent.

But one thing I was always good at—no, great at—was sex. I don’t mean just the act itself. I mean reading people, knowing what they wanted, what they needed, and how to make them feel like they mattered, even if it was just for a few minutes. I was broke, exhausted, waiting tables for shit money, and staring down a lifetime of minimum wage. So, went online, did research and I took the leap. No p*mp required.

I’ve been in this lifestyle for over five or six years now, and I won’t lie—it's not always glamorous. On a typical day, I might see anywhere from three to seven clients. Some are quick—head or hand jobs. Others are more... involved. Full-service sessions, maybe an hour or sometimes even two, depending on what they’re paying for. It’s hard work. Anyone who thinks this is easy has no idea. It’s not just physical; it’s emotional. You have to be whatever they need you to be, and that's exhuasting always being the fantasy, whatever’s missing in their lives.

Most are older men. Almost all of them are married or in a relationship. At first, that bothered me. But over time, I realized something: I’m not the problem. The men who come to me aren’t looking to leave their wives. They’re not in love with me. They’re just hungry for something they’re not getting at home. And honestly? If their marriage is falling apart, I’m a better option than some messy affair. I don’t want their hearts. I just want their money. I’ve had clients break down and cry after. Yes. that shit is real. It's not always the cheaters fault! They’ll tell me their wife hasn’t touched them in years, or that she’s too busy, too tired, too disinterested. Everyone deserves good sex, and if they can’t get it at home, who am I to judge? I provide a service. That’s all it is.

The truth is, this job makes me very happy. I don’t feel ashamed of what I do. I’m sexually liberated, and I own it. People think sex work is degrading, but for me, it was empowering. It got me out of poverty, gave me control over my life, and taught me my worth. I walk into every session knowing I’m in charge. I set the boundaries, I set the price, and I decide what I’m comfortable with.

Sure, there are dark moments. I’ve had clients cross lines, push boundaries, or treat me like I’m nothing more than a body. Those are the moments that remind me to stay strong, to protect myself. But those moments are outweighed by the confidence this job has given me. I’ve built something for myself out of nothing, and that’s more than a lot of people can say.

At the end of the day, I’m just a woman trying to survive in a world that doesn’t make it easy for people like me. I’ve taken what life gave me and turned it into something I can live with. Sex work isn’t for everyone, but it’s been good to me. It gave me a way out, and for that, I’m grateful. I’m not ashamed, I’m not broken, and I’m not a victim. I’m just me—a woman who found her own way.

if your a man don't hold out if your thinking of it, its not using us. We have bills to pay too. Some of us, like me, like the sex and are happy to please you, but either way, Its just a service we do, don't over think it. If your a woman it's always an option not matter how you feel about you body I promise there is always someone who will pay for it if your disceet. If your an angry wife... from what I has seen you should be angry at yourself. Do better!

At the end of the day, if you use my services or not, don't stigmatize me. I am doing a job and trying to be happy like you. Ok?

The Night My Wife Met Her Closeted Sissy Slut Husband

My wife and I have been married 31 years. Our sex life has always been great. She’s always known I have a bit of an anal kink and she takes pity and indulges my need occasionally. What she never knew is how much more I want and need. Well that all changed recently when we spent a spontaneous long weekend in Montreal.

By coincidence (wink wink) I booked a hotel sort on the fringe of an area known as Gay Village. As the weekend unfolded and we explored we found all sorts of fun bars and passed a number of shops sporting sex toys and various outfits suited to cross-dressing.

On Saturday afternoon we had lunch and bar hopped around our hotel including some very gay oriented bars. I won’t lie, we were both drunk. And I was very drunk. Our conversations were more uninhibited than usual and I expressed to my wife my desires around cross-dressing as well as gay sex curiosity. That led to a visit to one of the risqué shops we passed where my wife encouraged me to indulge. I got thigh highs, a tight slutty skirt, assless panties, fake tits, a wig, flats…..I don’t even want to tell you what we spent.

Back at our room the drinks kept flowing and I got into full dress and my wife used the strapon dildo we brought to fuck me. Normally I would lay still and moan a bit, but this time I was assuming every position, begging for cock and letting my inner slut out to play. My wife was a combination of amused, excited, shocked and outright turned on.

At one point my wife said “let’s take this show on the road” by which she meant let’s go out with me dressed. I was drunk enough to immediately accept and sure enough after she did some makeup work on me we headed out to Complexe Sky, a muti-level gay bar of fun snd entertainment. We danced together and with men making a sandwich of me. I remember more than once dropping to my knees on the dance floor and giving my dance partners mock blowjobs.

We were propositioned for sex by at least half a dozen men, or couples or groups, but we drew the line there. Our sex has never beennthe same since that night…for the better. Much much better!

Many Years Of Cross Dressing

So for many years I have been crossdressing. When I am super horny and alone I go and put my wife’s bra and panties on, and I love to wear a red or purple lipstick when I do this. I have
no desire to be a women. I just love to have silky panties on with a bra and a dress. When I do this I pull the panties down and masturbate like there is no tomorrow. When I am close I pull the panties up and then drop a huge load of cum in my wife’s panties. Then I will wash all the stuff I wore so that there was no evidence of my smell or the cum I left in her panties. I don’t know why I cross dress but I do know it makes me feel good and I wish I could cross dress much more. I get so hard and always have the best orgasms. I have never went in there public while cross dressing and have no desire too. The only other weird thing I love to do is wear lipstick while I am driving just to see if any pretty lady might see me and I am hopeful of some kind of reaction. Are there any guys on there for this? And what reason do you do this if you do? Also any ladies on here what would you think if your boyfriend or husband did this, what would you do? I so wish that my wife would be ok in me doing this but I know that will never happen in a million years unfortunately.

Disgusting Anal . . . Not So Much Now!

I was a late bloomer I guess. I have a small body, slight indent at my waist and almost no boobs. I was always teased in school about my boob size when changing and showering after gym class. I was boyish in figure I guess and never even tried to solicit a date, and never got asked either. One girl who was two years ahead of me I think wanted to have sex, the most we ended up doing was kissing and I just wasn't ready for more, nor for seeing myself as a lesbian. Don't get me wrong when the older girl kissed me and rubbed between my legs (with my pants and underwear on) I got really wet.

I went to a two year college, got an assoc. degree then out to work. At 19, I met a guy at the school who I was very comfortable with. He too felt he was not gay, not bi, not anything really. We talked freely about it. He had sex with two other guys, one was a one time thing - his first time sex of any kind - the other was someone who was a top and did it to him for almost a year before he left him. During that same time, he had sex with a girl too. I told him I'd only had that kissing experience with the older girl in high school and her rubbing on me. Eventually he and I were experimenting, kissing, rubbing, that lead to me sucking him but with both of us naked. He returned the oral on me and I liked it a lot. I didn't mind sucking him nor even mind his cumming in my mouth. It took me several times before he finally told me that he'd like it if I swallowed his cum. He said that when I spit it out it made him feel that I thought it was dirty or something.

After several weeks of us both being very comfortable having our oral sex, I let him have sex inside me. I never even looked at myself, but I bled so I assumed he broke my hymen, didn't know if mine was even there before. He came inside me, and we went through several pregnancy scares, then started me on contraception. It took a while but both wanting to please each other, I sometimes would wear his underpants and a singlet type tee shirt under my jeans and jacket. He would talk to me like I was a boy sometimes during that and I really didn't mind. It gave me that "mixed" identity that I felt deep down. Soon he asked me for anal sex and I couldn't do it. To me THAT seemed really dirty. Having him push his cock into my butt and pump away, shoot his cum inside my butt? I didn't want that. He even got me to use a strapon dildo he bought on him. I know he'd been fucked that way by that one guy for almost a year, so he was used to it and he actually liked it. I talked to him like I was the top man and he was my bottom boy.

Finally, only a month ago I let him have anal with me. Me in his underwear, my short hair wet and combed like a boy, no makeup, no nail polish, me with my flat chest lying on my belly while he pushed his cock into my butt. He's not huge by any means, but it took some getting used to. However; during the second time of him doing it to me, the same night he did it the first time, I actually had an orgasm. I hadn't had one from just having sex, I did when he went down on me but this was with him pumping in and out of my butthole. I felt it building and wasn't sure it was actually happening but it did. It was great.

Now I don't care, whatever he wants, he got my virginity in mouth, pussy and butthole, I don't care. I fuck his butt, he fucks mine, I suck him he eats me. When we want I make up, put on lingerie and we have male-female sex. I never thought that dirty hole in back could give me such pleasure. He likes it too. He did warn me, that my backdoor movements would change and they have but I don't care. I'm a very happy, notboy, notgirl a buttfucked sex struck partner for the guy I'm in love with right now.

Mother May I

I’ll keep this short. My mother in law has been living in the suite I built for her now for 3 years. She comes and goes from our place upstairs as she pleases. One morning after a shower and thinking I’m alone I walked into the kitchen buck naked only to find her there. We reacted as normal people would. I apologized but as I turned to leave she asked me not to. She said it’s your home, you have the right. She laughed and said that she loved seeing what she was seeing. She put my junk in her hand which of course triggered my getting erect. She gave me a hand job to completion right there. I thanked her with her saying it was her pleasure. I asked if there was anything I could do for her with her asking me if I meant that. Sure, of course. I’m not going to sling bullshit here about her beautiful body and big firm tits. She is a typical mom body, 30 pounds overweight and in her sixties.
She reach under her loose fitting dress, took her granny panties off, laid down on the kitchen table and asked me to eat her. I pulled up a chair and chowed down. It was great. Her and I have had that and more a handful of times. No passionate kissing and just her and I getting each other off. Our secret.

Both Sides Of The Coin

It was a Sunday morning and it was raining.
I was seventeen and had been fucking this married woman for about ten minutes in their lounge.
We'd met at an engagement party and even though her husband was there, she came onto me saying she liked younger men.
I didn't see her husband that night, but I did get a fantastic blow job outside the venue and agreed to visit her home the following weekend.
Her husband was supposedly playing golf, but as I was thrusting into her from behind, I caught movement from my right side.
Looking round, i saw the biggest guy I'd ever seen.
He's six foot five, a rugby player and believe me he has a big dick. One that was clearly erect as he stood there naked.
Telling me when he saw I'd seen him, to carry on fucking his wife, he got onto the couch behind me.
You have to understand I was utterly frightened, so much so, I just froze.
I honestly thought he was going to kick the shit out of me. Even him being naked didn't put my mind to anything other than me being beaten to a pulp.
In fact I first thought he'd gotten naked so he didn't get my blood on his clothing.
It was him who pushed me forwards roughly, forcing me to fuck his wife, as he spread my arse cheeks and began tonguing my arsehole.
Totally confused, especially when I heard his wife say "Oh fuck yeh, this is so fucking horny" I didn't even think then that they'd both wanted this.
Next thing I knew I was being penetrated from behind as my cock was still inside his wife.
It felt huge up my arse and his massive frame and enormous arms covered me completely, not giving me an option to move or protest.
I was being fucked and his thrusting had me fucking his wife again.
Still extremely scared, I gritted my teeth and tried to just get through whatever was happening.
Yet after a couple of minutes, I actually began to enjoy the feelings up my backside. And that pleasurable feeling just grew. To the point when he briefly stopped, I pushed back.
That's when he said "You're my boy now".
He began fucking me again and with my cock deep inside his wife's pussy and her encouraging her husband and myself, I came like I'd not done so before.
It was such a strong orgasm I was literally shaking as each spurt filled her pussy.
He wasn't finished though, and still with my dick inside his wife, he carried on fucking me until his cock erupted up my arsehole.
I had a feeling of euphoria and relief at the same time.
Surely he wasn't going to beat me up now that he'd just fucked me. That's what I hoped anyway.
Pulling out of me and moving me so his wife could get up off their leather sofa, he stood up and over me saying "Suck it clean boy".
With his wife watching me do it, which made me feel embarrassed and belittled, I sucked in his cock and could taste his cum all over his dick.
When he was satisfied, like it was perfectly normal to fuck a young guy who'd been shagging his wife, he told me to visit them the following weekend.
Once dressed she saw me to the door and kissed me fully. I looked past her and saw him smiling at me as he was putting on his shorts.
All through the week I told myself I wasn't going back, but on the Friday afternoon I saw him driving into a garage forecourt. He called me over and gave me his number.
Telling me I could stay over Saturday night and fuck his wife if I wanted to, as he would be working a club door, I said I'd think about it.
It's now been three years since he first fucked me. Obviously I did stay over and fuck his wife. But then when he got in around three am, he took me to their guest bedroom.
We had sex throughout the night with him fucking me three times until he wrapped me in his muscular arms and we slept.
I woke up to the sound of him singing in the end suite shower and the smell of bacon cooking.
Downstairs I walked into the kitchen and kissed his wife. She kissed me back and we ended up having sex over their kitchen island.
He walked in not long after I'd cum in her and said "Good morning" kissing his wife, then said I could shower before breakfast.
He drove me home, but not before he had me suck him off in his car down by an old farm house.
My mother was still drunk from the night before when I got in, and sat there semi naked on the settee, was her latest female lover.
I told myself I had to get out and a few weeks later with the help of my new married lovers I moved into a flat.
And that's where I still live. I still visit them both from time to time and the sex is great, but he visits me more and more alone these days.
We fuck for hours and my life is now completely different and much more grounded.

Work Mate

Nearly a month ago I got bummed by a colleague of mine.
He's a lot older than me, but his wife is only a few years older.
Basically he wanted a young cock fucking her and after lots of chats at work I visited their home.
One thing lead to another and before long I was balls deep up her pussy.
I'd been fucking her for about ten minutes changing positions, when he began kissing then licking my arsehole. It felt really good so I just let him do it.
Fucking his wife missionary and really getting into it, he got behind me and slid his cock up my bum.
I resisted at first, but he just fucked me deeper and harder. And the more he did, the better it felt.
Soon I was actually backing onto his cock as well as fucking his wife.
When his wife had yet another orgasm, I came in her and he then emptied his balls into me.
It's the best sexual time I've ever had and knew when we were all sat talking together afterwards I'd want to experience it again, especially being bummed.
Well in the past month we have had sex altogether, but I've also just had sex with my colleague.
We've fucked at lunch times when our shifts match and sometimes after work too at his house.
Being honest, I now much prefer having sex with just him. I'll continue to fuck his wife, if they want me to, but I genuinely crave him bumming me.
He has mentioned visiting a cruising place he knows of so he can share my arsehole with other men, but I'm not sure I want that.

Dress-up Kink.

On Memorial Day weekend, my husband of 20 years and I spent the weekend at the beach. When we came back from the beach we showered and went out for dinner and drinks. Upon returning that night we were ready for some hot sex. My husband went into the bathroom and when he came out, he was wearing only my panties. We had left our undies lying around before going to dinner.

I laughed at the sight and handed him my bra telling him to complete the look. I was laughing like crazy when I saw his cock was bulging out of my panties. I grabbed his boxers and slipped them on and we began to fondle each other. I grabbed my vibrator and stuck in in the boxers and we had matching hard cocks. LOL.

Strange as it sounds, he dropped to his knees and started giving me a simulated blow job using the vibrator. We kept fooling around and I laid him on the bed facedown and climbed on him slipping the vibrator between his cute butt cheeks, both of us still laughing.

Soon the laughing stopped as he began to breathe heavily as I slowly humped him. I pulled back, but he told me to keep going. He raised up and I felt his cock was rock hard. I asked him if he wanted more and he told me "Yes". I'm thinking this is no joke, but very hot and kinky, to say the least.

I knelt behind him and started to slide the vibrator back and forth as if we were doing doggy-style. I was tickling his balls and butthole. I pushed the head of the vibrator against his butt hole and he trembled and I actually penetrated him just an inch of so.

I reached around and was holding his now throbbing cock in one hand. I kept pushing in and out, each time inserting the vibrator a little deeper. Suddenly he shook and let out a cry as he shot the biggest amount of cum I had ever seen. I mean he just kept pumping and squirting.

Since that weekend, doing a little cross dressing has caused a rebirth in our sex life. We're both having a ball and he is almost my sex slave as the roles have been reversed. We've even been going on the 'Net, buying lingerie for him as well as boxers and a big strap-on thing for me !

Update To My Post Yesterday About Pegging

Gifted my wife the harness and dildos yesterday evening. She was thrilled and really turned on by them. She asked if that meant I was ready for her to pop my cherry

Once our daughters left with friends my wife instantly stripped to her bra and panties. She got on my lap and started making out as she started to undress me. Her pussy was soaking through her thong

As soon as I was down to just my underwear she put the harness on. She said we’ll start with the small dildo right now. I said I fucking hope you do! My dick was rick hard in my briefs oddly. I was surprised. But seeing my wife have a harness and dildo on was sexy.

We went to the bedroom. I took my underwear off and got on the bed. I laid on my back so she could stand by the edge of the bed when penetrating me.

She put lots of lube on my hole and the dildo. Then slowly slide in me. It hurt upon the initial penetration but nothing too crazy. I let out some moans and browns that turned my wife on.

As she was fucking me she said damn this is tiring. I’m not used to thrusting. She grabbed my hard dick and started jerking it. Having the dildo in me already felt funny but it actually was turning me on.

My wife spit on my dick and was jerking it. She said I needed to cum with the dildo in me. She wanted to see me cum while she was fucking me

Something during her dirty talk must had caused a spark in me because I came all over myself as she jerked my dick. Plus the dildo still fucking me. It was a pretty intense orgasm.

As I finished cumming she slowly pulled the dildo out and laid next to me on the bed. She said that was hot and she wants to do it again. But as she was saying that I pulled the harness off her and at her very wet pussy till she cummed

So this morning my butthole was sore but I kinda expected that. I fucked my wife this morning because she was still so turned on from yesterday evening. She’s said a few times that she wants to do more pegging and hopefully make it a regular thing in our sex life.