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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:

- Fetishes and Kinky Sex -
Straight Male / 32

With my wife's consent and encouragement I am an enthusiastic cross dresser certainly not gay, when we first married I used to wear her panties when we had sex then I purchased my own sexy panties and bra sets along with nighties, it was not long before I progressed to suspenders, stockings and heels that took a while to master then my wife started making me up and adding a wig it was so very sexy whenever I was home I was dressed up, we soon purchased sexy female wear, blouses, skirts, dresses etc. eventually I could pass as a female and we would go shopping together.
We have friends that also adore cross dressing and often have getogethers when the males are in full gear it is great we usually get dressed and made up at the home together our wife's often go topless or nude because we all start off naked.
My latest addition is a slippery plastic french maid's outfit with satin suspender panties it is so fabulous I don't want to change out of it the feeling is just sooooo sexy, I cannot stop squeezing and playing with my nipples through the plastic.
I wear PVC panties purchased from the net that are made really well and like a lot of my wear the shop has all my sizes and makes them so comfortable and the fit is perfect every time I like wearing them because I can deposit heaps of precum over the day without it staining my sweet sexy panties

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# 35342 - by Anonymous / May 18, 2017
- Fetishes and Kinky Sex -
Bi-Sexual Male / 28

Strap On Women

For me it began when my fiancee tongued, then finger fucked my arsehole during drunken sex.
I didn't say anything at the time, other than letting her know it felt good. But in fact it felt utterly amazing.
Over the next couple of weeks I looked at porn clips of men who liked being rimmed and finger fucked by women, and that lead onto men who loved older much more mature women fucking men with strap on dildos.
I became incredibly turned on by watching the porn, and even considered asking my fiancee to indulge me.
However when I asked her to tongue and finger my arsehole again, she said no, asking me if I was gay.
Confused I never asked her again.
I can't quite remember how the subject came up, but an older female colleague spoke to me about kinky sex.
I mentioned the strap on scenario and she said she'd always wanted to fuck a man.
A few days later we both took the afternoon off and went to her home.
Stripping off, she had me tongue her forty six year old pussy first, making her orgasm twice, before she got a dildo out we'd bought with a strap.
She must have spent a good quarter of an hour tonguing and fingering my hole first, before using hand cream to smother the dildo with.
Then as I knelt in front of her, she thrust into my arsehole and didn't stop, even when I cried out a little from the initial pain.
Before I knew it, the pain changed to pleasure and I was truly involved in Pegging sex.
She was completely engaged too, and I could hear her telling me how much of a good slut I was. And she just didn't stop banging away hard at my rear hole.
When I came, and it was a huge orgasm, my cum literally spurted up the length of my body and hit the under side of my chin.
It was a surreal feeling and situation to be in, but I absolutely loved it. Telling her to calm down once I'd cum, she told me she was too close, and carried on fucking me.
What I didn't know, is she was massaging her clit as she fucked me.
My dick hardened again as she drove the dildo deep inside of me, and then as she climaxed a few minutes later, I had a second almost dry orgasm, shaking and shuddering as the dildo remained in me.
For nearly three months afterwards we would get together at her place for 'Pegging sex' and not once in that time did I fuck her.
It ended when she was promoted at work, which meant working at head office.
As much as I tried to get my fiancee involved in my new fetish, she wasn't interested in giving me any form of alternate sex. I didn't push the subject because of what she'd said earlier about being gay, so I went on line to find a woman who would enjoy fucking me.
It only took a few days, and I got replies from two married women. Women who were both in their late forties.
It took some working out, and I had to buy a strap on dildo, but finally I met up with both women at the same time at a cheap hotel I know.
It truly was one of the best sexual times I've ever had. Not only did both women fuck me, but they also licked, tongued and fucked each other too.
And as they got it on together, I relaxed, watched and joined in when I wanted my cock sucked.
I didn't fuck either of them then, but by christ did they both fuck me. Unfortunately one of the married women lost her nerve and that was the last time I saw her.
However I have continued to see the other older woman who is now fifty years old.
We have sex every week, at least once and from what I now understand, her husband definitely knows she has a younger fuck partner. I have also begun to fuck her and get immense pleasure from making her orgasm over and over again.
And what's more, is she loves to try new things and places to have sex. I'd go as far to say, her fetish is being fucked anally outdoors.
My relationship with my fiancee is nearly over. I'll wait a little longer so she can end it, but if she doesn't, I will.
And that's because over the last fortnight the husband of the married woman I'm having amazing sex with, has let her know he'd like to watch us.
I'm hoping he might want to fuck my arsehole.
I'll certainly encourage it if and when we get together.

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# 47777 - by Ged / October 23, 2020
- Fetishes and Kinky Sex -
Straight Male / 23

Domme Wife Wants To Make Me Bi

I am 23 my wife is 32. She was married to a very dominant asshole of a man and after she got out of that abusive relationship vowed never to be submissive to a man again. I'm ok with that. It was some spanking, denial, edging, pegging, cleaning her during and after her period, when she goes to the toilet. Nothing too nuts and I went along. I actually liked not knowing what was next with my then girlfriend. After we got married, we were in the hotel room in the islands and she puts me in a womans shorty nightie. Then we fuck like crazy. During the fucking she eventually takes off the nightie. After she was done which ended with her pegging me, I didn't know she brought that stuff through customs, she puts on a pair of boxers and tells me to stay in stockings and garter. The next morning she was fucking like crazy again.

Ever since we got married she's been having me crossdress in the bedroom. It's been a year now and she takes me out to shops to buy me underwear, stockings, dresses, skirts, blouses. I grew my hair longer at her request, and when we are in shops I have to go into the dressing booths and try things on and then come out and show her. She is very vocal about things and everyone knows that the feminine attire is all for me. It's very embarrassing, but she doesn't want me working at all, she wants me dressed en femme, and cleaning, cooking, and keeping the house for her. Then be her sex slut at night. Sometimes she made it known all the while since we met, she will go for an occasional fuck with a manly man. There is no love, I'm the one she loves, it's just something she needs from time to time. She keeps talking about me getting fucked by a man, while she's pegging me. She really wants to see it happen. I'm thinking that if she wants it, maybe I should agree.

Total role reversal, and I'm ok with it. I get to have a LOT of sex with a beautiful, natural blonde, way prettier than I could normally get, and she isn't submissive in her marriage or abused like she was before.

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# 60981 - by Sammi / September 30, 2022
- True Sex Confessions -
Straight Male / 26

My girlfriend of the last 5 years is super dom. She makes me do all kinds of thing I would never thought I would be doing. But overall the sex is incredible. She's opened me up to everything enjoyable, and she is open to doing whatever I want and need as well. There is nothing off limits. Mostly she is the dom, sometimes we switch it up but we both like this as our norm. She was having me crossdress in bustiers, garters, stockings, sometimes panty and bra sets, she wanted another cock in our bed and I agreed except she wanted him to fuck me instead of her. Reluctantly I agreed, and I am happy I did. After the initial time or two it felt really good. She now used a strap on and pegs me sometimes. She wanted a threesome with another woman. I guess it would be two women taking turns domming me, or pegging me, or spanking whatever, but I was wrong. The other woman was a friend of Sheilas and I'd know her for quite a while. Tammy is very cute, great body, naturally red hair even on her pussy, with the most beautiful ass I've ever seen, now I can say the most beautiful one I've ever seen naked and also fucked.

Tammy is also very sub, so we were both tied, spanked, whipped, pegged, both made to lick Shelia's pussy and ass, suck her beautiful big tits, and do anything she wanted. The she tied up Tammy on the bed and brought be over on a leash to fuck her. I did it and Tammy loved it, her pussy was so damn hot and tight it was incredible. Then as soon as I recovered I was made to fuck her again. The next time, Sheila turned tammy over, butt up, and Sheila laid next to her and made me fuck her in the ass right next to Tammy, after about 20 minutes she told me to move over to Tammy and fuck her virgin asshole. I moved and Tammy started crying and protesting and Sheila literally doubled her fist and punched her in the mouth. She told me to do it in one move, so my lubed cock shoved 7 pretty thick inches straight into her ass and Tammy really started screaming and crying. I shot my load up her ass in about another 15 minutes.

After that she kept Tammy tied up because she said she wanted to leave. Sheila called her a bitch and told her she wasn't going anywhere. Later that night, she tied Tammy and I together naked and locked us in a basement room. There was no way out. She had our arms tied to each others arms. If she was on top, my right arm was tied to her left arm same for the other arm and both legs. Her tits mashing up against me we laid with her on top for a while. I got hard and asked if I could fuck her again, and as long as it was in her pussy she said yes. We fucked two more times through the night. About 6am Sheila let us go, made Tammy come lay down on the floor of our bedroom while I fucked Shelia.

Shelia finally let Tammy go about 9am, and the next weekend she was back and we repeated the same thing, including my fucking her up her ass.

That was 6 weeks ago, and the gorgeous, very sex, hot bodied Tammy called to tell me she was pregnant. Sheila just laughed that I bred her. She is having Tammy move in with us, Tammy told me that she wants to have a relationship with me without Sheila. Sheila and Tammy are having a lot of lesbian sex right now and I know Tammy wants me to have sex with her. We have snuck out to have some without Sheila and Sheila has me fuck Tammy whenever sheila wants me to do it, but always at least once in her ass for each time in her pussy. I get regular BJ's from both, complete with swallowing. I'm in heaven but am thinking of moving out and starting a relationship with Tammy, the future mother.

Not sure how to do this though, I really do care a lot for Sheila.

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# 33934 - by Anonymous / January 22, 2017
- Fetishes and Kinky Sex -
Straight Male / 29

Want My Wife To Peg Me

I’ve been wanting to try pegging for 4 years now but I don’t know how to ask my wife.

She’s put a few of her small buttplugs in me over the years and used a prostate massager on me. But I’d really like to have my wife fuck me with a strap on. I think it would be hot.

But not sure how to ask her.

While I’m typing this I’m laying on our bed in my jockey white bikini briefs my wife likes me to wear hard as a rock thinking about her pegging me.

2
# 54074 - by Rob / October 5, 2021
- Fetishes and Kinky Sex -
Straight Female / 37

Dating

My husband and I have been married for 12 years, together for 17 as we met in college. When we met in college and started dating I was involved with another guy who was a fuck buddy. We were into some kinky stuff and I continued to see him as I was casually starting to date my husband. The one thing I have never told my husband and never can tell him is about what my fuck buddy friend and I were into. We both really got off on the idea of sloppy seconds. Which meant that before every date with my husband I would stop by and see my fuck buddy and he would cum inside me. Then I would go out with my husband and give him sloppy seconds. This went on for about the first 6 months that we dated. Every time we had sex, my husband was fucking a sloppy cum filled pussy. He would even go down on me and eat me full of cum. I think because it was happening right from the beginning he never noticed. Eventually our relationship turned serious and I had to end it with my fuck buddy.

3
# 54134 - by NeverTell / October 8, 2021
- Fetishes and Kinky Sex -
Straight Male / 32

Wife Asked Me Out On A Date

So recently my wife texted me and said she wanted to take me on a date.
I thought this was a bit odd as she normally does not initiate such things, but I was really flattered and it was nice to feel special and appreciated in this way.
Our date day approaches and I ask her what I should wear or be prepared for on our date. She told me exactly what to wear and reminded me that she really liked the outfit she picked for me. It all seemed pretty normal we went to dinner and had a few drinks together and caught up with each other and just generally let things like work and stress disappear for a couple of hours. One thing different that I did notice is that she was making a lot of effort to be in control of the situation and conversation while we were out she even ordered me my drinks. I’ve never been taken care of to this degree so it was very flattering and honestly made me feel a bit tingly and warm with anticipation or something I can’t quite explain.
Having no expectations of sex or anything of that nature given our current situation with work life and continuing education stress, I was still admittedly happy with the date she took me on. When we returned home I ask what she wanted to do after our date figuring we’d just hang out on the couch for the rest of the night. She turned to me and said that she had some things in mind as our date wasn’t quite over yet. I got a little excited at the thought of maybe getting laid and tried to be cool. I said alright then you let me know when you’re ready and left it at that.
After we settle into the house she tells me to go upstairs and wait for her in the bedroom. I go upstairs and sit on the edge of the bed and wait about 5 minutes before I head her enter the room. She comes and sits next to me. Places her hands on my lower back and inner thigh. We start kissing and soon she’s lifting my shirt off. She pushes me down onto the bed and straddles me, removing her shirt and bra. Our hands are touching each other for a few minutes while we make out until she takes my hands off her body and pushes them above my head and pins them down.
I melt a little as I feel very vulnerable and she begins to lean in and passionately kiss my next and chest until she makes it further and starts playing with my nipples, rolling them kissing licking and sucking them all while my hands are pinned and I can’t touch her. I had to admit it was an incredible feeling being more submissive in this way.
After a while of this some light silky rope came out and she tied my hands to the headboard. She then removed my pants exposing my rock hard erection which she quickly begins to caress and lick.
As I’m really enjoying the pleasure I’m getting from her and stop thinking so much about how I can’t touch her and just give in to her pleasing me, she pushes my legs up a bit and began mouthing my balls taint and ass. Which she’s only ever done one other time but I absolutely love it.
She leaves my lower half to get up and remove her remaining clothes. Soon her ass is hovering over my face and we quickly start to 69. I am an absolute slut when it comes to giving my wife head, I love to please her and I lap her juices and pussy while she continues to work my cock balls and ass with her hands and mouth.
As I go up for air I slyly ask what’s gotten into her. She reply’s after a soft moan, “More like what’s about to get into you.”
Puzzled I just shrug her response off and continue my oral services on her pussy and ass to the best of my ability without the use of my hands. She climbs down from on top of me and crawls back down to between my legs this time with what looks like a bottle of lube. I’m completely lost in that I cannot move my hands and she’s in total control. She briefly leaves the room saying she’ll be back in a minute. When she returns she’s wearing a harness and holding one of our dildos. Things begin to connect for me at this point as the dildo comes closer to my face. “Suck it” she says as she placed it on my lips. I obliged taking the dildo into my mouth sucking it and staring up at her. She tells me I look like I know what I’m doing and that I’ve got such a cute face that she loves to watch. After a few minutes of this the dildo is now in the harness. She walks over to the edge of the bed, straddles me again but this time facing me and telling me she wants me to suck it again.
I’m completely lost in the moment and totally in her control. At no point does the thought of not doing what she tells me enter my mind. She continues to tease me while thrusting the dildo she’s now wearing in and out of my mouth telling me how much of a good boy I am and how I’m so pretty. Once I stop to catch my breath I ask her if she’s going to fuck me. She replies with just simply, “yes babe.”
As she climbs off of my chest and in between my legs getting my hole lubed and ready for her she looked up at me and told me this was the only choice I got tonight, did I want to be fucked on my back looking up at her or did I want to get it from behind. I told her just how I am is good, she stated she was happy with that because my hands were still tied and that meant I’d have to just take what she gave me and she’s get to watch my expressions the whole time.
It was both frightening and exciting to be in this situation with my wife who’s normally pretty vanilla in the bedroom. But I was enjoying every moment. So much so that I had not noticed she slipped a plug into me some time ago as she was now pulling it out of me so she could enter me with her strap on.
The moment of bliss as the widest part of the plug came out I let out and uncontrolled moan to which she giggled and told me how good I was at taking it. Soon after this she began to enter me slowly until the entire length of her was inside me. She bent down to again kiss my neck chest and nipples before kissing me as she pulled the dildo almost all the way out and then quickly sliding it all the way back in. Again uncontrollable moans from me at this point. She told me it seemed like I was clearly enjoying our date and then told me to get ready to get fucked. She worked my hole slow at first but her thrusts became quicker and harder as time went on.
My wife fucked me for over an hour staring into my eyes. I think she also talked dirty most of the time but I was so in my own world getting fuck just staring back at her I don’t recall her saying anything. She started to jerk me while she fucked me abs I didn’t last long I came all over myself almost up to my face. She said she loves how good of a slut I was being and continued to fuck me deep and fast until I felt her shake and moan for a few moments. I assume she had a small orgasm from the stimulation of her clit with the dildo.
After this she bent down and locked up some of my cum and brought it up to my mouth and began making out with me. Still some in and out of the strap while she swapped my cum with me caused me to moan again. She kissed me one last time, before removing the dildo from inside me. She now laid next to me catching her breath while continuing to touch my body everywhere. I asked if she was going to untie me now. She said, “Oh, ..(continue confession)

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# 54241 - by Anonymous / October 14, 2021
- Fetishes and Kinky Sex -
Bi-Sexual Female / 27

I;m married but see a friend with benefits, Bill, a rather far out Irishman who has taken me along for his journey as a near pervert and introduced me to off beat sex in which he specializes. For example, we met a cute blonde that bill had talked to only on the phone, at the coffee shop of motel we frequent for our own sex or sharing with others. The blonde, Linda, is a tranny and I had never even met one before. At the table, she showed me her soft cock under the table and Bill urged me to check it out. He said he's sucked and fucked Linda dozens of times and she laughed asking if he kept count

Putting it in my hand, I felt it grow immediately and was amazed as I looked into her face, so feminine, while I held a hardening cock. She was only about six inches hard but thick and with a large, red, cut head. Linda said she wanted to do all kinds of things with me so the three of us took a room in the hotel. The desk clerk was an old friend by this time and also knew Linda. I can make a laundry list of all the things we tried but my main point is that Linda and I have more of less become an item. Sexually, we can't leave each other alone. I've had her to dinner where she has fucked me in the ass in the kitchen while I cook and much more while my, husband utterly believes Linda is a 100% woman.

5
# 41854 - by Anonymous / October 12, 2018
- Fetishes and Kinky Sex -
Straight Male / 27

I have been a crossdresser since I was 18. My senior year in high school one of my friends hosted an Halloween party and I decided to go as a girl. I talked to my older sister about it, and she told me I would make a cute girl, and offered to help if I wanted to actually try to pass as a girl. She took me shopping and helped me get fitted for bra's, stockings, heels, a blonde wig, and dresses. She even let me use a pair of breast forms that were her's from back in the day when she "needed a little help". She helped me shave my entire body and taught me how to walk in heels. By Halloween I was pretty comfortable being a girl--she even coached me on getting my voice to sound more female.

Halloween night she helped me apply my makeup and get dressed. My sister finished it all off with blood red lipstick with matching fake nails and polish. She told me guys cannot resist lips with red lipstick and painted nails. The blood red was her favorite shade. I have to admit, even the first time out, I was very passable as a girl. She even got a couple of her friends to go with me to the party so I wouldn't show up and look conspicuous.

After about an half hour at the party, my sister called her friends on the phone and told them she was there to pick them up (We agreed they would stay for a half hour to get me in "unnoticed"). So there I was, solo and after a couple drinks I was feeling fairly comfortable. One of the guys from our basketball team came over and started talking to me. In a few minutes he started hitting on me and I really found myself kind of flattered that he wanted to have sex with me. It totally freaked me out, because I'm sure he'd have pounded my face in if he found out I was really a guy.

I told him that I couldn't have sex with him, but he kept on flirting. One thing led to another and I found myself agreeing to suck him off. We went into one of the bedrooms and I mechanically dropped to my knees. He unbuttoned his pants and pushed them and his boxers down. I didn't have to get him hard, he was already raring to go. He pushed his cock in my face and I opened my mouth. I just slid right in. I no sooner than closed my lips around his shaft and he was blowing his load into my mouth. Since I wasn't very good at fixing my makeup, I just swallowed it down as best I could. I managed to get it down and not get his cum all over my face.

After he started getting soft, he went to the door and opened it. Another guy came in and took his place in front of me. That continued 4 more times. I sucked 6 guys off before I was done. After the 6th one I got out of there. I was starting to think that they were going to gag up on me and try to have sex, and there was no way I wanted to be found out. I quickly made it out to my car and took off.

When I got back to my sister's place she wanted all the details. I told her the party was great and thanked her for the help. She wanted to know if I was convincing. I told her nobody had a clue who I was or that I was really a guy. I never told her about sucking off the 6 guys. I never told anyone about that until a couple days ago.

A few weeks ago I decided I wanted to ask my gf to move in with me, so I told her about my crossdressing. She's OK with it, and my crossdressing inspired a whole spectrum of topics we discussed about sexuality and fantasies over the last several days. She confided that she has always wanted to have a 3some with 2 guys and to watch the 2 guys be sexually active with each other before joining in, that's when I confided that I had given those guys bj's at the Halloween party.

She's good with my crossdressing and she even wants to go out with me dressed, but now she's hinting that she'd really enjoy a 3some. She has even offered to do a FMF if I will do the MFM for her. Honestly, sucking those guys off didn't freak me out. I have since fantasized about doing it again or even being ganged by them. This may sound funny, but I don't have any homosexual fantasies, other than an occasional dream about that Halloween party, I just like to wear women's clothing. It really feels good and it gives me a turn on, not in a sexual way, to pass myself off as a girl.

I know I'd enjoy a FMF and sucking those guys off when I was 18 was not a bad experience for me, it was just something that happened. So I guess I have to decided--be the sissy in a MFM and get my gf to do a FMF for me or tell her no.

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# 21483 - by Anonymous / October 1, 2014
- Fetishes and Kinky Sex -
Straight Male / 43

My wife surprised me or I should say shocked me today. She handed me a package from under the tree and told me to open it. Once opened I looked at it with surprise and a sick feeling come over me. There in the box was a pink teddy with matching stay up nylons. I looked at her with some fear in my eyes as I asked her if this was hers given to me by mistake. She smiled looking back saying, no it is yours to wear.
With more disbelief I started to blush and did not know what to say or do. I was froze like a dear in the headlights of a car. She told me to take it out and hold it up. I did as I was told and before I knew what had happened she snapped several pictures with her phone. I put it back into the box immanently saying I am not wearing that. She looked me in the eyes and said I know all about your cross dressing with your ex-wife. She told me all about it and I have seen what sights you frequent on the computer.
You will wear it and you will put it on right now as she continued to look sternly into my eyes. Stand up and put it on or you will have embarrassing presents to open in front of every on Christmas day. I felt sick to my stomach knowing that she meant what she said and I knew she had been talking to my ex-wife at this point. I stood and disrobed and stepped into the teddy. I was pulling it up as my cock become erect. My wife said, I see you do like it and you seem to really enjoy it don't you? Sadly as I was looking with my head down I replied, yes.

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# 22171 - by Anonymous / December 20, 2014
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