Jtc0457

Jtc0457 Avatar
Gender: Straight Male
Age: 51
Relationship Status : Not specified
Profile Visits : 152
Number of Comments : 2
Number of Confessions : 0

Jtc0457's Favorite Confessions:

BF's Sister

I've known this woman for just over 25 years and played hockey with her husband for the last 8 years. She is my best friends sister who I've always wanted to fuck, but she revealed to me recently her brother would never allow her to date me when we were in our teens. We have come close several times and there is always sexual tension when we are together, but still nothing. For the last few years while showering after games, I have noticed him glancing at my cock too many times in the shower for it to be normal. A little weirded out by it to be honest, but maybe he was just measuring himself up versus other men.

Well they held a Christmas party and a few guests were staying over due to distance (like me), but most due to alcohol consumption. I don't drink and maybe had 2 or 3 during the netire night so I was my normal self. I guess the alcohol loosened up her inhibitions though and to strangers it would have looked like we were the couple. She would grind my cock at every chance and let her tits hang in front of my face through the unbuttoned top.

When things were wrapping up she told me she had gotten the okay from hubby to fuck me, but he had to be present. Hubby had told her in his words I had a very nice cock, but she knew this already from my the outline in my swimming shorts. We head off to the room and I strip down, layback in a chair when she starts giving me head. The husband looks like he enjoys watching and so I close my eyes as to not be weirded out by him. About 5 minutes or so goes by and she pauses briefly to clear her throat and resumes.

Minutes later I'm about to cum and open my eyes to find hubby sucking my cock. I'm pissed off, jump up in a panic and start swearing. She tells me to relax and what difference does it make as long as the end result is me blowing my load. I calm down, sit down again while both begin working my cock and balls. I blow a couple of streams in to his mouth and pull out to blow the remainder on his face. To add insult I smack him several times with my cock off his forehead and cheeks. His wife laughs at him.

Later that night I get to fuck her several times while he watches. Since Christmas I still fuck her and yes the hubby still enjoys sucking my cock along with her.

I don't think of myself being gay or bi for having that happen to me.,,but I will not be sucking his or any others. As I sit here typing this I can feel the precum flowing and my cock looks like a candle with melted wax running down the side. I have often thought about tasting my own cum, but can't bring myself to do so. Shot many loads in a coffee mug, but nope.

Guilty Wish

One of my biggest fantasies right now is getting grabbed and dragged some place discreet in public to be used, I want to get choked to be kept quiet and made to squirt all over myself, maybe bent over on the ground or my face against a wall and my arms pulled behind my back, however my abuser wants to use me.

I Seduced An Older Guy Who Had A Vasectomy Just For Bareback Sex

So I've always had this fantasy of wanting to bareback a guy and let him cum inside me. But I'm too afraid of pregnancy to actually do it with my boyfriend, and so I've never done it without a condom.

A few months ago, my aunt started seeing this guy. He's 49, and she is like 42 I think. She lives with us in an apartment over the garage, and he would come around quite a bit.

I have my learner's permit and been driving, practicing and of course require having a licensed passenger with me. So that guy has a car that is a manual, and he offered to teach me how to drive one. It looked fun, so on several occasions, he drove me out to the rural roads and let me practice.

Then suddenly, him and my aunt split up. I overheard her talking to mom that she enjoyed the fact that he had a vasectomy so she liked not worrying about getting pregnant, but the issue was that he was "too big" for her, and she said he hit her cervix all the time, and he wanted sex all the time.

The family was cool with him still coming over to let me practice driving. Plus no one else really had time to take me out and let me practice anyway, so it benefited them too.

He was driving us to the countryside, and we talked as usual and for whatever reason I lied to him about my age, saying that I was older and that the reason why I was just now learning to drive was because I was too scared to learn before.

At some point, I brought up the topic to him about how I give blow jobs to my boyfriend while he drives. Long story short, I gave him head while he drove. I couldn't deep throat him easily like I could my boyfriend. I started to gag once he hit the back of my throat, but he came and I swallowed it.

Later that night, I snuck out, he picked me up, and we went to an empty lot at an old church and I had my first unprotected sex. It felt amazing. He hit deep too, but it didn't bother me too much. It did feel a little awkward at first just because he's so much older than I am, but it felt naughty and kind of hot on its own.

A feeling like, I'm not supposed to do this, which made it feel even hotter. I don't know why my aunt couldn't handle it, I mean his dick is big, and my pussy felt like it was being stretched to the limit, but it wasn't as bad as she made it sound.

I could feel everything, including when he came. I could feel his penis do this pulsing like sensation. It also helped that I didn't have any anxiety about pregnancy, knowing that he had a vasectomy, although later it felt a little awkward when it began to sink in that he had been doing the same thing with my aunt. But oh well.

I didn't realize how messy bareback sex would be. I got off of him and put my panties and pants on quickly. Then I could feel his cum leaking out into my panties and down some around my thighs, but it was hot and aroused me enough that after he dropped me off. I went into my room and used his cum to finger myself through my wet panties.

After that, I kinda liked feeling cum run down my thighs. Then we began having anal sex and that hurt the first few times, but I got to enjoying it now that I'm used to it. Talk about teaching me how to drive a stick.

I feel kind of bad to cheating on my boyfriend, but the sex with this guy is so much better. We've been secretly meeting every chance we get and going to meet him again later tonight.

Mom Triggered My Style

While a few years went by with the girl I was with at that time she cheated and actually left me for other guy for a few months, I was heartbroken but also used the free time to crossdress and experiment more with anal penetration, I started using beads, and brought a couple of different vibrators, then she went back with me, all the drama you can imagine and I tortured myself asking her all details of her relationship and sex life with him. it was painful and also exciting to imagine her being fucked, the guy was very athletic and she let me know that was also really well endowed, so I was even more horny when we talked about their sex sessions and boom, I discovered that she had a paper bag hidden with 3 sex toys and a note from him, i went mad, asked about it and she told me it was a g*ft he left for when he was traveling (he was divorced and had kids in a different town), so in my anger I told her I wanted to fuck her with the toys like hin, she said they never used toys, only her when alone, and for some reason in the madness of the situation I told her I wanted to get penetrated too, so we started having sex with the toys he had from him, and I started to crossdress with her clothes as a sort of revenge, she knew I used to crossdress as young teen but she never suspected that I was using her lingerie and clothes too… she was not particularly good at bed so I basically started masturbating every night with the toys she had, a couple of those were really big, the biggest I had used, so nights got really fun for me, as soon as she went to sleep or after sex I would get the toys and continue the night by myself for an hour or two fucking my ass in different positions with the toys, I discovered that riding stationary bike with a dildo in my ass was particularly good way to cum… every night I was wearing, a pair of her panties while fucking my ass and cumming leaving her panties all soaked, since she often drank at night I think she always thought it was the result of a hot sex sessions, but in reality she was boring and usually fell to sleep really early specially if she had more drinks that she should had… from there all the fun in our sex life involved anal penetration, I would double penetrate her with my dick and a toy and ask her to fuck me with the largest toy she had from her fling with the other guy, one thing led to another and I understood that she was not what I needed.

Older Experience

My wifes friend from work comes to us on Saturday at least twice every month . To have a meal with us . I take her home at arround midnight . My wife heads off to bed when we are leaving . One time she surprised me by taking her knickers off in the car when i was driving . Then taking hold of my free hand lifting her dress and putting my hand on her wet pussy . She is 68 but having her doing that made me horny . I fingered and rubbed her pussy . She had an orgasm . I couldn't resist doing it . She had been divorced for years . When we reached her house . I always went in to check that no one had broked in . This was my wifes orders . One time she asked the oldest person i had sex with . It was an older girl of 24 when i was 18 . She asked how would you like to try an older woman . I told her i never had the chance . What she said next both shocked and excited me . She asked if i wanted to fuck her . Not thinking about anything else i said yes . My cock ruling my mind . She took me upstairs and we both undressed . I always imagined old women to have plump bellies and saggy tits . Her tits were firm and she had a flat belly . On the bed i licked her pussy and sucked her clit . When she had her orgasm she was almost screaming . It made me feel good to have done that to her . When i fucked her i kissed her . Before i left she asked me if i wanted to have sex when ever i took her home . I told her yes please . I looked forward to the Saturdays when she was coming for a meal . One week my wife was awake when i got home . She wanted to know why i had taken so long . I made a lame excuse and she was happy . The next Saturday i told her friend we could only have a quicky . She undressed and i dropped my trousers . Fucking her on the couch . She told me that was not what she wanted . She wanted us to be able for us to take our time . I needed to be able to spend the day with her . I planned it so that i could do it on a Sunday . Not every Sunday but when we could . I would turn up in the morning and leave in time to get home for tea . The sex was great she would try anything She was the first woman who let me fuck her butt . I was sad when she sold her house and moved away .

My Titless Wife

My 25 year old titless wife and I are both bi. We've not had sex with anyone else since we got married to each other, but we were both openly bi and found each other and held nothing back. G, my wife, has no tits at all, perfectly flat chest with flat areolae and nipples. She has more of a young guys body, not much of a waist and I love her just the way she is.

She will crossdress as a guy sometimes when we go out in public, usually in areas where we aren't known. When we go to the beach she wears mens swimsuits, and with no make up, short hair she passes well. I have started putting a soft dildo with 5 inch cock and balls in her pants now and we enjoy the looks. She's even had girls come up at talk to her, some even asking her for a date.

She knows that when dressed and I strip her down to her jockey mens undies, and I buttfuck her with her lying on her belly, that I'm pretending she's a guy and she goes along totally. She doesn't like nude beaches because of her flat chest, but I have gotten her there on a several occasions, her brown haired pussy on full display with no tits. When we come home from that, or on the parking lot in the back of our van, I'm definitely fucking a woman. I have the perfect wife for a bi man.

Three years ago my husband sucked his first cock while we were on vacation. A well-endowed man approached my husband in a restroom and demanded that he suck his cock. According to my husband, he hesitated, but eventually got on his knees and began to suck. The man verbally humiliated my husband, including demanding that my husband keep eye contact with him as he sucked him. When he came, he held my husband's head to make sure he took the entire load in his mouth. He forced my husband to clean his cock with his mouth and then left my husband sitting in the restroom with cum running down his face.

I know this because later that day my husband confessed, but I didn't believe him. The next morning at breakfast he pointed out the man, who was sitting with his wife. I made him walk over to the table with me so I could confirm the story was true. The man's wife laughed and said my husband must be a cocksucker because he never cums that fast. The man retold the story exactly as my husband had told me. He was surprised when I told him I wanted to see it for myself.

So we headed back to their room to recreate the experience. As the man took off his pants, I was surprised at the size of his cock. It was 8+ inches and thick. Immediately, he had my husband on his knees calling him his "little sissy cocksucker" and telling him to lick his balls. He would not allow my husband to touch himself. It took about ten minutes for him to cum and sure enough, my husband swallowed his entire load. Although I had never thought about my A-type personality husband as a sissy cocksucker before, I like it.

Later that night we talked about how our lives would change. I agreed he could continue to suck cock as long as I could watch. If he wanted to do this on his own, he would need my approval and he would have to be safe. Since then my husband has sucked two or three cocks a month, mostly in front of me and sometimes in front of my friends.

Things changed last night. He has a new cock to suck last night at our house. This was a younger guy (I should say stud) that he met at the gym. They had been working out near each other when my husband caught sight of the bulge in his pants. My husband approached him in the locker room and was surprised his offer was accepted. I got the text that he was coming home with a new cock.

After a little small talk, my husband was on his knees with the other guy sitting on our couch. He immediately took command, holding my husband's head in his crotch and giving him instructions. He had a long skinny cock with a huge mushroom head. It was beautiful. I played with myself as my husband went at it. This time it took about 20 minutes for the guy to cum and, like a champ, my husband took it all. But that was not the end.

The guy, who was much larger than my husband, pushed my husband on the floor and told him to take his pants off and that he was going to get the "fucking of his life." Up until this point, my husband was a sissy cocksucker, nothing else. Luckily we had some lubricant in the house, which I happily retrieved. During this time, he commanded my husband to lick his asshole, another first. My husband lapped his ass like a puppy.

After about five minutes and a lot of lube, they began to get a rhythm. My husband winced in pain for a bit, but then I noticed he started to push himself back into the guys cock. I must have cum three times myself watching it. The best part was the man finishing inside my husband's ass and then watching the cum drip out.

So now my husband is a sissy cock sucking bottom whore and I love it. I





Sharing My Neighbours Wife

After a neighbour of mine had an accident I did a bit of gardening for him and his wife Penny.
They're both in their mid fifties and if I do say so, Penny is still very attractive at her age.
I'd spent about four hours sorting both their front and back gardens when Mr B asked me if I wanted another drink.
Telling me Penny had made me one inside, he sat on the rear patio seats drinking his cup of tea.
When I walked inside into their kitchen Penny was completely naked sat on a breakfast bar stool and she was playing with her pussy.
All she said and I remember these words precisely "We haven't got the money right now to pay you for what you've done, and **** wants you to fuck me in payment of services".
I probably should have said no, but I wouldn't be here telling you if I did.
I got an erection looking at my beautiful neighbour and within seconds we were kissing like lovers as Penny reached for my cock through my shorts and I played with her pussy.
We'd been kissing for about a minute when Penny's husband walked past saying "Don't mind me, I'm going down to the pub for an hour".
We stopped kissing, but by then Penny has my cock out and that's when Mr B said "She'll enjoy that".
Penny and I licked, sucked and fucked over the next hour, with me cumming in her twice.
I even got to fuck her tight arsehole, something she later said her husband hadn't done for years.
The following day Penny knocked on my door early and we had sex in my lounge.
I fucked her like she was a whore and trust me she loved it.
As for Mr B when he got back from the pub the day before half cut, he told me "Anytime you want to fuck my wife, you're welcome". Penny smiled at him and sarcastically said "Thanks for the permission ****, but I was going to have him anyway".
And so over the past year myself and Penny have been having sex pretty much every other day.
And some nights she'll stay over. I've never met a woman with a sex drive like hers and it turns out I'm most definitely not the first younger man **** has had fuck his wife. In fact I now know Penny has a lover who she meets every now and then in the next village.
In a couple of days time she's invited him round. **** doesn't like him so he never visits, but **** is going into hospital for a procedure and Penny has asked me if I'd like to enjoy a threesome.
I've never met her other lover, but I'm more than up for some double fun.
If it goes well, and I don't see a reason why it shouldn't, I'll let you all know how it went.

Take Me To Pound Town Baby

My wife knows I sometimes get into a feminine mood and need to be penetrated. She wears a strapon that I first suck like a slut bitch, then take it in my ass like a sissy boy gone fem. This play excites both of us. It’s friday afternoon and she’ll be home soon. I’m prepping my ass to take dick after we have a few cocktails. I texted her about my need and she has been teasing me all day. I can’t wait.

I'm a willing third party participant in a cuckhold relationship. Maggie, a mature housewife that I met being neighbors when they moved in a year ago. Takes too long to go into all the details of how it started.

Maggie an attractive woman for her age, slightly overweight but when she is dressed up she can still catch the eyes of men looking her way. Her husband Steve, a guy that is in pretty good shape and loves to crossdress.

I have had sex with guys, a few CD's and I admit that Tranny's turn me on as much as any woman I have been with. Maggie informed me in quite details of their marriage and how Steve became a cuckhold.

Maggie doesn't have sex with Steve, his cock is very small. I actually feel sorry for the guy having a cock that's basically not big enough to even masturbate with. I'm not making fun, just stating what I have seen.

Love goes beyond sex, Maggie and Steve are proof of that. She could have had a lot of men in her younger years. Steve told her to have an affair but begged Maggie not to leave him for another guy.

I don't know where the crossdressing came into the picture, honestly I didn't ask. Maggie greets me at the door, she looks amazing. Her makeup and hair is perfect, she wears very sexy lingerie and heels. She helps Steve get dressed for our evenings as well. Maggie told me she has shaved Steve completely. We sit and talk for a bit, having a few drinks to get everyone relaxed.

At some point Steve will excuse himself, saying he needs to freshen up a bit. We both watch Steve walking out of the room, he has learned to walk in heels also. Maggie comes over and sits with me on the sofa. She picks up her glass, those long red nails catch my eye every damn time.

Maggie wears mostly black lingerie, some of it see through. I can see her stocking legs through the material, her patent heels on her feet. I turn to look at those red lips of hers, I glance at her breasts through the sheer black material.

We begin to make out on the sofa, my days of being a teenager come back to me. Kissing my current girlfriend at the time on my parents sofa when they were out of the house. I can taste Maggie's lipstick on my tongue, it excites me in some strange way. She turns towards me as our lips become one, her tongue slides against mine.

My cock begins to twitch in my dress pants, Maggie's hot mouth arouses me quickly. The longer we kiss the harder I get. By the time we pull away my cock is steel hard, Maggie's red lipstick is all but gone.

I begin to fondle her breasts through the silky lingerie, her nipples are hard as erasers and I pinch them gently. She moans rather loudly, suddenly I think about her husband, Steve. Is he behind us looking, I don't turn around to find out.

I push the thin material to the sides and expose Maggie's breasts. They are full and her nipples just make me drool. I lean over and put my mouth to her breast, first one and then the other. She moans again, her voice carrying throughout the house. My cock aches for release, by now Maggie knows this as well.

She puts the palm of her hand on my crotch and begins to rub my cock through my pants. Oh I'm so hot for her now, those long red nails just teasing me through the material. She teases me a few more minutes and then excuses herself to freshen up. I know what to expect now, we have played this game for a while.

Within a few minutes Maggie returns, she has reapplied her red lipstick. But Maggie isn't alone, her husband Steve is with Maggie on her arm. They are dressed similar but in different lingerie, They walk to where I'm seated and both kneel before me. Maggie looks at Steve and tells her she knows what to do.

I arch my hips slightly, Steve tugs the zipper of my pants down. Steve leans back, it's Maggie's turn. She reaches into my pants and pulls out my throbbing cock. All three of us are looking at the glistening head of my hard cock. I know what to expect, Maggie always lets her husband have the first taste of my cock.

She holds my cock until Steve leans in and takes it from her. He wears vinyl gloves, I love the way they feel on my throbbing cock. Maggie moves to the side and her husband as direct access to my cock. He leans forward and his thick mane of the wig falls around his face, I feel the warmth of his mouth on my cock instantly.

I lean back and moan with pleasure, it's not the first time I have enjoyed the pleasure of a mouth that wasn't a women's. Steve was good, he loved sucking my cock. I don't know how many others before me enjoyed his mouth but I enjoyed it every time.

I began to really get into it, moaning as his red lips slid back and forth at a faster pace now. Then Maggie reached in and pushed her husband away, now it was her between my legs and she took me deeply. My cock was crimson in color with their lipstick, Maggie had me clawing at the sofa cushions in no time.

I could feel it deep in my loins, the urge to cum was building rapidly. Maggie sensed it also as my cock began to pulsate with every movement on my cock. She pulled away, it was time to go to the bedroom. Maggie looked at Steve, by now he knew the routine between us. He struggled a bit to stand in his heels, then walked out of the room without a word spoken.

I helped Maggie to her feet, she got her balance quickly in her heels. We walked down the hall and into their bedroom. We stood at the side of the bed and began to kiss deeply, my cock was now dripping precum with excitement.

I pulled away, helping Maggie onto the bed. I slid out of my pants, my cock bouncing up and down as I made my way onto the bed and between her legs. I spread her legs, pulling the sheer lingerie to each side.

I went down on Maggie and tasted her freshness, she was drenched and it aroused me even more to know how wet she was. I feasted on her pussy, Maggie crying out as she climaxed all over my face. Her long nails digging into my shoulders and those heels raking my legs as I devoured her feverishly.

My cock was like a steel pole under me, I couldn't hold back another minute. I knelt between her legs and took hold of my aching cock. I looked into her eyes for a second and then plunged my hardness into her. Maggie cried out loudly, I never thought about who was watching or listening now.

Selfish sexual greed took over and I fucked Maggie without mercy every single time. She cried out and clawed me savagely until I exploded into her loins, pumping wildly until every drop of my cum was spent inside of her.

I collapsed on top of Maggie as always with my spent cock still inside of her. We lay that way, our hearts pounding against each other. Sometimes we would kiss, if we had any energy left between us.

Then I felt the gloved hand as always, Steve pulled my spent cock out of his wife. Pulling my cock backwards, his warm mouth taking my drenched cock. His mouth made me quiver, his tongue cleaning the cum and his wife's juices from my organ. I admit, I loved it. I had never experienced something like this with anyone else. I kissed Maggie hard with erotic pleasure as her husband cleaned my spent cock.

He knew not to overstay his welcome, cleaning my cock and then leaving shortly thereafter. I would dress and Maggie would stay in the bed and smile up at me. The first time she excused herself for not seeing me to the door, she had to explain she didn't want my cum to leak out of her and that she hoped I would understand. I did understand, I understood everything very clearly by then.

We have been doing this for sometime now. ..(continue confession)