- True Sex Confessions -

Straight Female / 41

Scared Straight

I ended up serving an eighteen month term for theft, I was over the limit of petty theft on value so the judge decided I needed a lesson. I got many in more ways then I ever thought would be happening to me. I was in pretty good shape for my early thirties and having one kid, I found myself held down and stripped where necessary for the boss to give me oral. Tasting the clean newbie night as they put it, five women on me while she gave me oral all she wanted and played with my body anywhere she wanted also. One of the heavier women gave me a look when the boss was done, she had already taken off her bottoms and underwear, told me if I bit her she would bite my nipples off then sat right down on my face. She also leaned down and licked me, all of them took their turn with me by rank I guessed, I was barely able to breathe sometimes. One of them was so large when her pussy was on my mouth the rest of her smothered me but she knew it and would get up letting me breathe then plop back down for more.
My next night was just as bad but instead of holding me down my arms were tied behind my back and they used my hair to control my face, no use fighting back because I was severally out numbered and again went down on all of them and was told to lay there while they went down on me.
I thought for sure guards would end it but no, one evening late and on a work detail I was made to suck off one of them and i became his favorite because as he put it my ass looked amazing. The whole place was one huge brothel it seemed like, I was swapped around a few times like a trade for a pack of cigarettes.
I was out in twelve months on good behavior and work ethic if you can believe that, I did not argue at all and never wanted to return again for sure. I saw a physician about six months after I got out asking him if I had anything serious, nothing some medications will not clear up in a year he told me.
so years later I have never even walked against the flow of anything, never wanting to go back to jail ever.

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# 82958 - by Lisa / October 2, 2025

- True Sex Confessions -

Straight Male / 60

What A Surprise

I had a female friend who was very down over loosing one of her family members
I went over to her apartment after work just to see how she was doing
We sat and talked for a bit and she got to feeling a bit better
She said she was going to take a week off work to deal with everything
I went back to talk with her the second night and noticed she had some DVDs out that she was binge watching to kill the time
But the movies were old
I asked her if she would like to borrow a big organizer of mine full of movies that she could watch and then return
She said that would be nice so I brought them over
The next night I didn’t go over I just called
She said she appreciated the movies I had let her borrow
I said great glad to here it
Then she said she really liked the porn movies in the back of the organizer
I about fainted
I had forgotten those were in there
A few days later she said she wanted me to go pick the movies up and I agreed to do so
She was seated and I was standing when she called for me to come into her apartment
She called me over to her and she started hugging me and holding on tight
I was there to comfort her so I thought nothing of it
Then I looked down and noticed she was wearing a loose fitting shirt with no bra
She is large chested so I had quite the sight
I couldn’t help it I started to get hard
She noticed and before I knew it she had unzipped me and put my dick n her mouth
Got it felt so good
I had not had a blowjob in years
It felt so wonderful and all I could do was moan
I was enjoying it so much then she quit sucking and started stroking me
She looked up at me and asked if I minded what she was doing I said of course not it feels wonderful
Then she kissed down the bottom side of my dick till she got to my balls and she sucked one while she stroked me with her hand
Then she moved to the other ball and started sucking it all while still stroking me
I was in heaven
She started kissing and licking the bottom side of my dick
Right below the head
I thought I would cum right away but she had a firm grip on the base of my dick
I could feel the urge to cum coming on strong and wondered if I should tell her
She started deep throating me and holding me all the way inside her mouth
I could not hold back any more
As she started letting my dick slide back out of her mouth I started cumming like I have not cum in a very very long time
She swallowed every bit of it
She kept sucking slowly after I came and I was so sensitive
My knees nearly buckled
She finally let me slide out of her mouth
She looked up at me with the slyest of smile ant told me
I needed that thanks
I told her no I should be thanking her
She said ok
You can thank me properly tomorrow night when you come back and use another hole
That’s how our friends with benefits relationship started
Of course I went back again and made her pussy feel so good the next night
I was surprised again after that when she told me I had to come back another night because she still had a hole that had not been used yet
Yess I went back again and used the third hole as well
That was 10 years ago
She is still inviting me back and it feels fantastic every single time

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# 82950 - by Mulefear / October 1, 2025

- True Sex Confessions -

Bi-Sexual Female / 26

I Have Both A Sex Daddy And A Sex Mommy

I am not a wuss. But facing a prison sentence I turned state's evidence and got probation. My probation officer was a career officer, and she fell into probation for the money. She kept me in school, college, and on the straight and narrow. I earned my complete time early. By then I was in deep with her and she slipped up and told me she loved me. I blurted it out without thinking, that I loved her too. Since I was no longer under her official supervision we entered a romantic relationship.

Going forward I was working for a company, my record had been expunged and I had degreed in Management. My boss, a fatherly type, took a personal interest in me, and talked to me personally, and spoke to me about being a woman.

My partner and parole officer saw the change in me, and how I repeated things he told me. She told me I needed a man in my life, a man to take care of me. Take the hint, make sure he takes the next step with me. And don't forget to serve him his coffee. I let his advances take me into his bedroom and turned my attentions his way.

All along I kept in touch with my parole officer, and she guided my relationship with him. I suppose that's why he thought of me adult for my age. I changed jobs and moved in with him. I slept with him. I woke up on Sundays in his arms and went to see my parole officer. She observed that I now had a Daddy and a Mommy to look after me.

In time, a few more months I became romantic with my parole officer again. I needed both, and I lived in a wonder world. When I suggested that we go to dinner together they both refused, they both felt that my relationships should be separate. Distance was better.

I am ambidextrous, I'm sexual with both a man and a woman.

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# 82947 - by Nadia / October 1, 2025

- True Sex Confessions -

Bi-Sexual Male / 46

How It Started

I just turned thirteen and at that point had absolutely no sex. I was staying at my grandmas. She had a shed but the neighbors rented it from her. I was bored out of my mind snuck inside and he caught me. He was out of hs and told me I was breaking and entering trespassing if you like. He also said he saw me pissing on the back side . He told me we could settle it easy. He took me inside the shed and said remove my shorts. No questions asked he said. I quickly saw how I could see him looking at my dick. He got closer and asked if he could touch it. I was afraid and just let him. He told me I was a big boy with a nice sized dick. He instructed me to lay on the cot so I did. I felt him crawl between me touching my dick and balls then suddenly I felt the deep warmness of his mouth. Oh my I thought to move away and he pushed my thighs down my entire dick engulfed in his mouth him pulling my dick with his mouth rolling his tongue but never letting go . I couldn’t help but enjoy it and wanted to pull away. He would release it and again made a comment on my size and my thick single vein very noticeable. He said do you want me to stop. I actually didn’t want him to and he didn’t give me a chance to answer. This time my balks were in his mouth and he was licking and sucking them good. He saw the precum and immediately licked it clean moaning how great I tasted. He continued to bobble up and down his hands on my ass cheeks holding touching them bringing them to him so he could suck better. I remember just thinking this is feeling really really good and boom … my first huge load and loads of cum filling his mouth but he didn’t want any of it to get away. I had no idea what my cum even looked like even if it tasted good. He sucked on it until I was soft. He said man you really have a nice big cock for your size and you tasted so good. He told me if I ever told anyone he was going to tell the law someone he knew. I immediately went home and felt the skin on my dick burning . He sucked me really well. That night I couldn’t shake how good it really felt. This was sex was? I realized why this was talked about by boys girls in my school. A few nights later we ran into each other again. Immediately he said that he was home alone and that if I wanted what happened again to come by . I thought about it but just left. Once again I felt the urge to feel it again. I couldn’t stop thinking about how it felt to cum. Next thing you know I’m knocking on the door and he immediately takes me to the basement undressed me and started sucking on me. I think the second time was even better because I knew what to expect. This time I was pumping his mouth to get it more. He liked it telling me to feed my big dick to him. It took about fifteen minutes before I’m unloading another load down his mouth. I couldn’t stay away we would go to different places and he would suck me dry. That summer I counted fourteen times he sucked me off . Even today o can’t get enough of blowjobs. Luckily I had girlfriends who enjoyed sucking me off. Not my first wife but my wife now

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# 82946 - by Tanner / October 1, 2025

- True Sex Confessions -

Straight Male / 45

High School Crush At Reunion

I had always had a crush on Robyn since middle school, but she wasn't interested.

Robyn was absolutely beautiful. Tall & brunette with sparkling blue eyes.

Even in high school, she not only wasn't interested, but she would do her best to embarrass me by telling her friends what a loser I was.

I finally gave up. After high school, we obviously didn't keep in touch.

Twenty years later, I decided to attend our high school reunion. As fate would have it, there was Robyn. Still beautiful, but obviously older like everyone. I wasn't going to say anything to her due to the way she treated me back in high school.

After a while, she came up to me. Within a few minutes, I learned she was married & had 5 children. She was living in another state, but really wanted to reconnect with some old friends. Her husband stayed home to watch the kids. She was mainly a stay at home mom, but she was a choir director & volunteered at her church.

I told her I was single, never married, & no kids. I lived locally. I founded and sold a couple companies & was between things at the moment.

Over dinner, she ignored everyone else at our table quite rudely, but just focused on talking to me.

Then she asked me more about my companies. I told her they were tech companies, but the details would probably bore her. Then she asked what I knew she really wanted to know. How much money did I make from selling them?

I told her it was kind of embarrassing to talk about. She persisted in knowing. So, I told her. The first one for 7-figures & the second one for 8-figures. She was astonished. She had to think for a moment: You means millions & over ten million? Yes. That's right. She said I must be joking. I said I don't like fo brag. I don't flaunt my wealth.

She asked if we could have a drink. We had several. She was blowing off all her old friends she came to the reunion to see.

After a couple of drinks, Robyn revealed she felt totally overwhelmed as a wife & mother. Her husband & her were fighting all the time. Taking care of the kids was absolutely exhausting. Then, she revealed something extremely personal: Her sex life was in a shambles.

I told her that I was sorry she was so unhappy. I told her there was a time back in school when I wanted nothing more than to be with her, but after the way she treated me, that time had passed.

She said she totally understood. She said it had been a mistake to dump all her problems on me.

I told her no. I appreciated her honesty.

I offered her a ride to her hotel & she accepted.

Robyn asked if I wanted to come up to her room. I accepted without hesitation.

As soon as we got to her room, I took her into me arms & kissed her passionately. I pushed her against the wall. She was wearing a hot pink dress that fell to her mid thigh. I reached around her back & unzipped it. It fell to the floor. She was wearing a matching silk & lace bra & bikini cut panties.

I picked her up and carried her to the bed. She didn't say a word. She took off her C cup bra. I slid off her panties. I took off my clothes. I had condoms just in case of a situation like this, but then I decided I wanted to cum in this high school dick tease.

I began to fuck her as she immediately moaned. I talked dirty to her & she loved it. I fucked harder. I got her into position for doggie style as I thrust savagely, mercilessly. She screamed. I felt more & more like I was hate fucking her for all the times she had rejected me in high school.

Finally, I fucked her in the missionary position & looked deep in her eyes as I exploded deep inside her like a volcano exploding. She exclaimed, "Oh God! I'm not on the pill." I assured her things would be alright, but she was freaking out. I calmed her down. Honestly, her emotional pain & discomfort, that I inflicted on purpose, turned me on.

It was arguably the most satisfying sex I ever had.

Afterwards, she said she would like to keep in touch. I told her we could.

And we did. About once every month or two, I would fly to her city & we would meet in a hotel for the kind of sex her husband was unwilling or incapable of giving her.

She talked about leaving him for me, but I firmly told her I didn't want to be a stepdad. She understood, even if she was disappointed.

I finally had my high school crush Robyn, on my terms.

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# 82940 - by BjornTheUnlucky / October 1, 2025

- True Sex Confessions -

Bi-Sexual Female / 18

My 18 Yo Birthday Gift

I live with my mom, and I tend to be pretty shy. But, he makes me different.

My mom has a female friend who is married to this gorgeous man. Tall, funny, smart and spicy. He has this low, sensual voice that made my pussy get really wet when I met him. All I could do at the time was to be giddy, and I had to touch myself to orgasm that night. He is in his early 40s.

My mom likes him to teach me stuff, and I suspect she knows I am all head over heels for him. I've started to dress more provocatively around him, tighter clothes, showing more of my nice pair of tits to him while being discrete. His wife has no idea how much I like him.

He was my mentor for a project in high school, and he taught me a lot. Every single of those nights I was so horny and fucked myself with a dildo and a vibrator imagining him opening all my holes.

Last week I became 18, and I had a birthday party. He came alone with a g*ft and I hugged him. My clothes were really tight and I caught him looking at my tits. I laughed and licked my lips a bit. I asked him for a different g*ft later during the week. His pants raised a bit around the zipper... mmm.

Two days ago, he came home and mom was out for the night with her friends (including his wife), she had asked him to fix my computer. It was both of us alone, and I dressed with a light dress, no panties or bra. We hugged him, and I whispered in his ear "are you going to give me my g*ft of what?"

He was clearly horny, and took me in his arms, saying that it must remain a secret, and I agreed to it since he is someone I have warm feelings for. I've done stuff with boys and girls my age, but it did not compare. Being fucked by a man that knows his way around a woman's body... that was mind blowing.

He hugged me from behind, masturbated me and wetted his fingers with my pussy to then rub them in my lips. He said in that fucking sensual voice: "if you want kisses, wear this lipstick". My pussy received queen treatment by his mouth. Then, he pinned me down in his bed and fucked me slowly on top, using his weight to hold me still. His dick is so thick and stretched me so much. I moaned like a slut in heat. He also ate my ass and used the vibrator to make me cum. I had three of four orgasms and he made me squirt. After that, I almost passed out. He stayed with me for about half an hour more, and then he left.

When mom arrived later, I was in heaven and said she needed to talk to me. Another scolding, I thought. She then wanted to know the deets and told me just to be careful, no scandals, and no babies. And that if she were me, she'd have seduced him too. I heard her moan in her room late at night.

So, I can have a free house every once and then for the two of us! Maybe three if I decide to involve my girlfriend.

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# 82937 - by NerdyWetGal / October 1, 2025

- True Sex Confessions -

Straight Female / 31

Put The Breaks On, Sex Is Not The Answer

Sex just isn't a big deal. Not with men, not with women. I'm tired of the sexualization of everything.

What happened to baking cookies, going to the beach, washing dishes. Normal things. Everyday things. I know full well that sex is always on the table. But, can't it wait? I'm no diva, not even pretty, I'm too skinny, flat chested, I don't shave my pussy. And this guy says to me, he 'needs' a woman to cum in. Really? Is that a thing? What happened to beating off behind the barn, or out in the alley?

I'm not a prude. I have a lover, a gentleman lover. He's older and much kinder. He doesn't attack me. It's a bit weird, his friends group doesn't have young women, and my friends group doesn't want a father daughter lecture. But, for me it's the man I have sex with, from time to time.

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# 82932 - by Alice / October 1, 2025

- True Sex Confessions -

Straight Female / 22

Tattoo

I had always fantasized and dreamt of having one tattoo and to have it around my pussy. A butterfly opened winged with my slit and labia being the body and the wings spreading out onto my inner thighs. It would be my one and only. I chose carefully to get an artist who was very good and very expensive. I turned out to be a woman. Karen. I brought my then boyfriend with me as support, a hand to hold on. When we went in she had me strip and lay on her table. It felt weird to be spread eagle for a stranger. She had instructed me prior, not to shave and to let her doing it because she knew best what to do. As she trimmed my bush and brought out a razor, my boyfriend got queasy and left the room. Karen carefully shaved me and several times touching my clit. It felt good and I started flowing with pussy fluid which she took note of. “You’re glistening” she said. And without warning put her mouth to my pussy! I was shocked but in the first lick my nerves turned to a want. Two minutes in my boyfriend came in … “OH WOW!” his response. He took out his dick and masturbated as Karen brought me to my most intense orgasm to that date. I’m not gay but she gave me a great tattoo for free and the best orgasms. She comes over regularly now and we please each other. This may sound weird but I’m a 100% hetero but to get the best orgasms, eating her pussy in return seems a very small price. I dropped him and have another. He asks if we could have a threesome but Karen has no want. Her want is me.

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# 82930 - by Sue / October 1, 2025

- True Sex Confessions -

Straight Male / 45

Wedding With Barely Legal

My friend invited me to her wedding & I didn't have a date, so I went alone. It was a big & very expensive affair.

At the ceremony, a bridesmaid caught my eye. The bridesmaids were wearing purple dresses which fell a few inches above their knees. This particular bridesmaid looked like she was in her late teens, but it was hard to tell from where I was seated pretty far from the front. I made a mental note to seek her out at the reception.

The reception was noisy & chaotic. Loud music. People talking loudly over the music. Dancing. Many getting drunk on the open bar.

I saw her sitting alone & I introduced myself. Her name was Katie. After 15 minutes of small talk, I learned her parents & her flew in from out of state, she played varsity volleyball, & she hoped to attend college on an athletic scholarship. Also, she was barely legal & I was over twice her age.

I decided to test the waters by flirting. She flirted right back. I took the flirting up several notches, she responded right back. She told me she didn't have a boyfriend because boys her age are immature & lame.

I decided it was now or never. I'd never see her again. I asked her if she would like to go someplace more quiet to talk? She said absolutely. I told her I had a hotel room upstairs. She paused. I thought I lost her. Then, her eyes lit up & she smiled & asked for the room number. I told her to join me in 10 minutes.

I got back to the room. I didn't want anyone seeing us leave the reception together. Was she really going to join me or would she lose her nerve? I waited. 10 minutes seemed like an eternity. Then, a knock at the door. Green light.

I let her in & closed the door behind her. I took her into my arms & kissed her. She responded with her tongue. I grabbed her tight teenage ass as I walked her back until she was against the wall. I unzipped her dress & it fell to the ground revealing a black strapless B cup bra & black lace boyshorts. I put my hand down the front of her boyshorts & could feel how wet she was as I fingered her.

I unfastened her bra, tossing it aside. Then I pushed her down on the bed. I undressed. I looked at her gorgeous toned teenage body laid out on the bed wearing only her black lace boyshorts.

Then she said. "I'm a virgin." I asked if she was ok? She responded, I want to lose my virginity, but not with a boy at school who would just brag about it. I want a man to do it. A man who none of my friends or parents know. I want it to be you.

I slid her boyshorts off & put on a condom. I mounted her on the missionary position as she instinctively spread her legs wider. I was gentle at first as she gasped & moaned.

I knew I had to hurry, since her parents might be looking for her. Their sweet, innocent angel losing her virginity to a man twice her age who only knew her 30 minutes.

I thrusted harder. She moaned louder. Harder. HARDER. She screamed. I felt something trickling onto my cock at the base of the condom. I put my fingers down there to confirm what I already knew, it was her blood. The sight of her blood turned me on even more. I showed my bloody fingers to her. She gasped, Oh fuck. Oh my God.

I thrust furiously as she alternated between moaning & screaming. Before long, the primal urge became rage. I was fucking her roughly as she screamed begging me to make this girl into a woman.

I pulled out & slid off the condom spraying my cum on her B cup breasts. I wiped the cum & blood off with her boyshorts.

Afterwards, she said thank you & that was absolutely amazing. Even more intense than she had imagined it. Then she checked her phone. She had two texts & a missed call from her mom. Katie had to hurry.

I asked her if I could keep her boyshorts to remember her by. She grinned, absolutely.

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# 82923 - by BjornTheUnlucky / September 30, 2025

- True Sex Confessions -

Bi-Sexual Male / 51

I Took His Virginities

Bi man, married, wife doesn't know.
Not very often but on occasion, my also married friend, 37, will come by for a nice slow blowjob. I work from home and he and his wife are also friendly with my wife so its no big deal for him to be stopping by sometimes for a blow and go.
Back in June was one of those visits. 1 in the afternoon, sitting on the back deck talking for a bit about how long its been and getting good and hard in anticipation. The kid from a couple houses away showed up to mow my lawn so while he went to work on that, buddy and I went in, I sat and he walked up, dick out and I went to work. Sucked him long and slow to receive my reward. A thick and delicious load that his wife should have had but whatever.

Cock back in his pants, and he leaves.
I'm waiting for the kid to finish the lawn so I can go jerk off. He finishes and comes in to get paid. He's very nervous for some reason so I asked if he was ok.
"Um, I kinda saw you through the windows" FUCK!! Busted..

I said I'd pay him double if he could keep this a secret. Agreed so wrote him a check and gave him a $50 extra. Fast forward a week, he comes to mow the lawn, got his check and asks about what he saw. So we sat down. I thanked him for not saying anything to anyone and that from time to time, I do enjoy some time with my friend. That's when he got nervous again and said he'd been thinking about that all week. That he was wondering if I ever did it with younger people. That's when he looked down at his shorts and so did I and could see he was hard as fuck.
I knew where he was going and told him no. He's too young. He said he was turning 18 in 2 days. I couldn't stop looking at his shorts with his cock actually throbbing.
Just took over I guess. "Stand up, come here. You can never tell anyone. "
So there i was, stroking, licking, kissing and ultimately sucking on a 17 yo cock. God! It was beautiful. The moment I put my lips around it, that's when he said this was his first time ever. That I'm the first person to ever see or touch his dick.
That fueled my fire. Sucked him for about a minute and he shot a huge load. I had forgotten how delicious young sperm is. My buddy has had a vasectomy so its not the same. It was delicious, sweet, creamy and the tingle in the back of my throat is something I adore.
This went in until 2 weeks ago.
I sucked him. Sometimes I jerk off while he watches. While I was jerking off, he takes all his clothes off, pulls a condom and a tube of lube from his shorts pocket and says he cleaned out like the porn sites instructed and wants to try it.

Are you sure? Yes. I put the rubber on, told him to lay face down on my bed. I lubed. I used extra on him. Such a cute little ass! I got top, started fucking his asscrack. He was liking that. I lined up my cock and pushed just a little at his hole. I told him to take a deep breath and push out a little. When he did, I got right down on him and told him this was gonna hurt a little. Relax your ass. As he did, I pushed in and the tip of my cock popped in. He grimaced. I could tell it hurt. He had a tear running down his face. Want me to stop? He said no. I whispered in his ear that he was a good boy, so sexy, so tight and warm as I slowly pushed all the way into him. His clenching started to ease so I told him to push out a little as I pulled back, then relax for a moment. He relaxed and I went in. I kept adding more lube and he said it was feeling good now.
This now 18 yo kid ehis first suck was from me, who's first dick is mine also, it was getting too much for me and that's when he let out a long moan and told me he was cumming. It made me cum so hard. I came in him while my hand went under him to grab his cock and cum. I pulled out and fell onto my side, condom full of cum . He got up, cleaned up and left me like that.

He's coming to do the lawn again in a couple days. Don't know what's gonna happen but if nothing else, I'd love another shot of that boys DNA

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# 82921 - by ITC / September 30, 2025

Over 75,770 Adult Confessions Shared!

Scared Straight

What A Surprise

I Have Both A Sex Daddy And A Sex Mommy

How It Started

High School Crush At Reunion

My 18 Yo Birthday Gift

Put The Breaks On, Sex Is Not The Answer

Tattoo

Wedding With Barely Legal

I Took His Virginities

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