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The Life of Mammals

The Life of Mammals

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BUT I'M A VIRGIN!

BUT I'M A VIRGIN!

The Most Gentle Breakdown Ever

The Most Gentle Breakdown Ever

Masculinity Fail

Masculinity Fail

Anal Sex Gone Wrong

Anal Sex Gone Wrong

Board Posts

-1
Anonymous
@confessions
11 May 2025 3:35AM
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I have always been obsessed with anal sex, and no, I am not gay. It all started with my first gf, I just wanted to try everything, so I somehow convinced her to this. To say that it was a disaster, would be an understatement. I had no idea how much lube this requires, it hurt her like hell, I was too fast and too eager that it must have felt awful for her (I had no idea what I was doing), and even some shit stains were involved, so, it was a debacle, and we never tried it again.

Many years later, I was with a woman, who did want to oblige to this wish of mine, after so many refused. We did it, and it was ok. It was obvious she wasn't a fan of this, but I learned some stuff, or should I say we did, together. But, we did it very rarely, and I didn't really like the fact that she was obviously not into it, that we stopped all together.

I attributed my experience to the fact that such deed must be reserved for porn only, and no woman actually enjoys it.

Now, a little digression, I am 42 at the moment, never been married, but I have been a serial monogamist, had quite a few relationships, lasting from few months, up to six years (the longest). I have never been alone, and the most time I was without anyone was three months, or something like that. When my last relationship ended (the longest - six years), I realized that things have changed for me, with aging, and that finding women interested in me wasn't as easy, as it was before. I was alone, for over a year.

Then I met her. Ten years older than me, but I had no idea that that was the case, until we started dating, since she looked my age. Beautiful woman, divorced, with large fake tits, which she did hide under her sweater, that somehow didn't mach her character. She is a uni professor, a lady, and she has two grown sons, who moved out of her house.

She was so open, it was obvious she liked me, and we hit it off perfectly. Only after we started dating, and having sex, she told me all about her. She got divorced, since her husband found another woman. After that, she had the big C, so she had both of her breasts removed (thus the fake boobs), it was a hard healing period, but after she went through it, and her sons moved out, she decided to start a new life, and I was in it.

I don't know what it is, if it's an empty nest thing, blow to self esteem that she suffered from her illness and divorce, or something else, but she became so obsessed with me, so clingy and loving, and caring, that I am about to marry her.

Now, this confession is not about my future marriage, it is about the thing, my obsession, I mentioned at the start. I knew she will do it with me, she would do anything I ask her to, it is not that, it is the fact, that she enjoys it.

At first I thought that she was faking it, but no... I can't go into details, cause this would be too long to read, but let me just tell you, that she is definitely not faking it.

And that's it. I guess the moral of this experience is, that there is someone out there, that shares our kinks, but it is just very, very, very hard to find that person.

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1
Anonymous
@confessions
01 Jun 2025 3:30AM
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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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