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22 Year Old Loses His Virginity

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1
Anonymous
@confessions
12 May 2025 2:36PM
• 158 views • 1 attachment
[ − ] thread [ 6 replies ]

So my mother-in-law decided she wanted to visit us on Mother's Day. I come up with a plan and offer to drop her and the wife off at the nail salon. They're all excited, nails done, hair done, I get an hour and a half to go find something to do. That something turned out to be a strip club where 2 25 year old Latinas pampered me. I thought about dances from one, then I thought about dances from the other. I asked if they did a doubles and they did. I have a weakness for Latina's, and they both had huge racks, so there ya go I'm doing a doubles.

They take me in back, clothes come off, fun was had by all. LOTS of oral. Never had 2 women sucking on me before which was fucking awesome. They completely drained the life out of me. I've never blown a load that hard before (wrapped so I'm good). Pounded both because it was offered, had a 2nd pop in the other one's mouth (again wrapped). In and out in an hour. I hit up a local store for a soda and head back to the hair/nail place.

Wife looks stunning (she's a pale redhead), mother in law is all smiles. We do a late lunch, I'm 100% relaxed. Mother-in-Law is dropped off at home. I'm so relaxed I ask the wife about movie and dinner (reversed it since we just had a late lunch). She picks the movie, some rom/com thing in empty theater. I spend the first 20 minutes fingering her past a couple O's... just because. She's now horny as fuck. We tease back and forth rest of the movie. In the parking lot she tries to suck me off like a woman half her age. It's fun, I enjoyed it, but the strippers left me empty and she doesn't know that. I eventually finger her to another O, my cock still in her mouth, and claim victory with that and we go to dinner.

Nice dinner, lots of candle light and some teasing (we were in a booth). Took her out dancing after just because. She came home with new nails, new hair, freshly fucked face and a smile ear to ear. I came home totally relaxed. More fun in the bedroom, multiple positions. When I get her doggy I've got the oil out and I thought "why not?" I started gentle with a finger. She wasn't sure at first. It's been years since I tried... but she was willing and relaxed and yeah I ass fucked her hard. Balls deep in her tight ass.

That's what it took. The woman has no clue. Her and her mom got their hair and nails done. I got sucked off by 2 amazing latinas with beautiful long nails. They drained my balls twice. I was so empty my wife couldn't even suck me off as a thank you and now here I am balls deep in her ass.... it was a fucking explosion. I saw stars as my head rushed and whatever was left pumped out of me and down her crack. Talk about "Happy Mother's Day" good thing I'm fixed so who cares if it drips in her pussy or not.

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Anonymous
@funny
19 May 2025 8:58AM
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I'm lucky enough to be living at a place where a lot of women come to have a weekend away, bachelorette/ hen parties and just girls getaway. Easy pickings. Single girls, my own age, are easy to get with. They just want to get with someone. They're my fall back to girls. The ones I love to get with are, married chicks. They're harder to get with but when you do, it's worth it. As the night goes on they're in great spirits from alcohol and just letting their hair down.  It's not too easy to get them into bed but sweet talking them on top of all the drinks losens them up and some of the longer married lady's haven't had all this compliments and attention for quite some time. But what I really love about f#cking a dr#nk married woman is when they realise that they just cheated on their husband. With some it happens straight away, others it happens when they sober up the following morning. To see them flying around trying to find their clothes to get ready and get out as fast as the can. It must eat them up inside. I love turning married women into a CHEATING SLUT. 

I should've done this sooner. A cheating wh#re doing the dress of shame.

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Anonymous
@confessions
20 May 2025 8:09AM
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Few weeks back, I got a sympathy hand job from a married friend. We were out, with a big group of friends, and I was the one who drove her home. It was late, and I was horny, and I proposed to her to got my place, to a night cap, but she declined, saying something like "you forgot I am married". I said I am sorry, and that the loneliness is bursting out of me. When I stopped at the parking lot in front of her building, she surprised me, and reached for my crotch. I went for a kiss, but she backed off, with a smile. Tried to pull her head down, and all I got was "don't push it, I shouldn't even be doing this".

She did let me feel her tits, through the clothes. I was done pretty fast, and she smiled, as she watched me shoot my load.

"Now you can sleep well," she said, and gave me a kiss on the cheek.

I felt pathetic after this, and happy at the same time.

I guess it is better than nothing.

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Anonymous
@confessions
3d ago
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I enjoy these boards, since, here and there, you can run into some interesting confessions. So I thought about sharing mine, it isn't anything special, but it was an awkward episode, in somewhat uninteresting sex life I've had.

In my early 20s, I had this gf, who kept herself for marriage. I was 23, she was 21, and I was very persistent in the idea of breaking this vow.

It didn't go as planned. We would kiss, and grind, and grope each other, and I would get her so turned on, that many times I thought - this is it, she will give in, but no. And this continued for quite some time, five or six months, and I was blue balled every single day. Why did I stay with her? Well, she was so pretty, that the sole fact of being seen in public with such a woman, was a huge self esteem boost for me, I enjoyed the envy I felt from other men - they didn't know I wasn't doing anything.

After said period, she did start to crack a little, but that crack turned into handjob/pussy rubbing, still with her clothes on. It took me some time, but we got to do it naked, and it evolved into giving each other oral.

I was always looking for the next step, since every time we did something new, at first, she was very tight and reserved, but after few times, she would learn to enjoy it, and oh man, enjoy she did.

Towards the end, we got to the stage of dressing up, role playing, face fucking, mutual ass licking, everything but...

I tried to go for it, many, many times, but she would say no every single one of them, and she would even get mad at me.

In the end, she broke up with me, since it became obvious that I am not gonna marry her, at least not yet. She met an older guy, in his 30s, and married him within a year.

I have never been, even close to dating someone that beautiful. I sometimes ask myself, what if...

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Military_Spouse
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@confessions
08 May 2025 2:12AM
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The Night I Remember Who I Was
by @Military_Spouse

Nobody knows this. I’m telling it now because, honestly, I just want it out. Yes, this happened.

In university, I was in love with a man who broke me down in ways I didn’t even realize until years later. He was charming on the outside — funny, magnetic — but behind closed doors, I wasn’t his girlfriend. I was his toy. His cum rag. His property. And I let it happen, because I believed that love meant letting someone own you.

We broke up in the fall of my final year. And that was when I met someone new — gentle, kind, the kind of man who held my face like it was made of glass. He’s now my husband. But this story isn’t about him.

He was on an internship in Russia for three months, and I was left behind with empty nights and lingering shadows. I went out with my girlfriends, trying to remember what it meant to be free, to be wanted without being hurt. But I was still tethered to something darker.

That’s when I saw him again — my ex — across the room at a bar. He barely acknowledged me, like I was some old hook-up he could barely place. And maybe that made me feel something... dirty, maybe defiant. I let him buy me a drink. One turned into several. My friends left. He offered to drive me home. I should have said no.

But I didn’t.

Instead of taking me home, he drove us to his place. Said I looked like I still wanted to party. I told myself I was in control this time.

His friends were there — two of them, watching me like they knew stories about me. And soon, he was telling those stories out loud. How I used to beg for anal. How I could deep-throat until I gagged and still kept going. How I rimmed him like it was dessert. And I didn’t stop him.

Because by then… I was wet. Humiliated. And incredibly turned on.

I laughed. I played along. I performed. I let it happen.

Clothes came off. My body obeyed. One dick in each hand. His cock in my mouth. My ankles in the grip of his friends while he whipped my pussy raw with his belt, barking, “Keep the whore’s legs open.”

And the worst part? I came. More than once. Loudly. Shamelessly.

They fucked me all night — rough, ruthless, relentless. One would cum on my face while another drove into me from behind. They took turns using my holes like I was nothing. And for those hours... I felt like everything.

When it was over, he didn’t even offer a shower or a bed. Just called me a cab and told me to get out. I dressed slowly, sore, wrecked, dripping.

I checked my phone.

Missed calls from my boyfriend — now husband.

I called him. Told him I was out with girlfriends. Lied without flinching. He said he had a surprise and was coming back into town early.

He arrived at my apartment two hours later. I hadn’t even washed the night off of me.

He knocked.

And when I opened the door, he dropped to one knee and proposed.

I said yes.

We called our families. We laughed. We cried. He held me like I was sacred.

And beneath it all, I was still sticky with someone else’s cum.

I tell this story not because I regret it, but because I don’t.

Yes, I was shaped by "Bad Treatment". But I learned that I crave roughness. I crave degradation. But on my terms. Now, I choose when I want to be a whore. I choose who gets to use me, and how. And no, my husband can’t give me that — not yet. But I love him. And he knows who I am.

People judge women like me.

But I don't care.

I own every inch of this story. I own the filth. I own the power. I am Cari. And I am free.

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