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18-Year-Olds Are Complicated

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Board Posts

1
Anonymous
@confessions
23 May 2025 2:35AM
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Have you ever had a woman you wanted and lusted over for a long time, and then, when it finally happened, it was all you imagined it would be, only to be disappointed at the end?

We both knew Maya back in hs. She was by far the pretties girl in the entire school, but she wasn't popular, no, she was one of the nerdy girls, yet, the way she dressed, so closed and unrevealing, nor the way she acted, all shy and introverted, couldn't fool guys to look over her hotness.

She was our friend, and we both lusted over her. I tried something, she rejected me, like she rejected everyone - no one could touch her.

Now, this all happened in my home town, and as I went to college, she stayed, with him, my best friend. First Christmas I came back home from college, they already became an item, but we kept contact, all the way through college. Every time I visited, she evolved more and more, into a mesmerizing woman, being with him gave her confidence, both socially, and about the way she dressed, behaved.

I got married to a girl I met in college, in the city, after graduation, and they started living together, back home.

Twenty something years have passed. I got divorced in the mean time, and bought a little condo back home, for vacation, and started spending more time there. We lost touch over the years, but when I met him, and asked him about her, he confessed they broke up years ago. Then I bumped into her...

Saying that a 44 year old is stunning, always has to be taken with a bit of salt, but man, she was. I had no time to waste, texting have started, coffee dates, dinners... After one, she agreed to come back to my condo. When I kissed her, she kissed me back, and then surprised me, by going down on her knees, by herself, moments after, and unbuttoning my pants. When she took it in her mouth, I couldn't believe it. This was a woman, who I have been obsessed with for over two decades. I jerked off to the thought of her, thousands of times, and there she was.

It was wonderful, sensual, romantic. She came, while on top of me, tweeting like a little bird. Then I got to be on top, and when I was about to nut, I pulled out, but my excitement got the better of me, so instead of shooting for her belly, I unloaded all over her bald, perfect pussy.

"You didn't have to,"she commented,"there is no worries there".

That night, I learned that he left her, because she couldn't have kids. I also learned, that she is absolutely still and forever in love with him, and I decided, that that plot, is not healthy for me.

I did buckle, two more times, we spent two more nights together, before I packed my shit and got out of there, not to come back for another two years. She may be my perfect woman, but I am not her perfect man, and that would come back to bite me in the ass, sooner or later.

And that is my, said, love story.

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Cltlcr4uallnt
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@random
26 May 2025 6:13AM
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[ − ] thread [ 4 replies ]

Just about to do a gram booty bump my cock is gonna be throbbing  anyone wanna watch my cock explode cum everywhere after 

Cum in me on me big cocks wanted
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Anonymous
@confessions
08 May 2025 3:07AM
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Bumped into my ex gf from college, still hot, even if over 40 now. Married, unlike me, beautiful, unlike me, successful, unlike me.

Despite all of that, she gave me her number, and didn't mind chatting with me, even on some hot topics. It took me less than two weeks, to get her to my place, on one Saturday morning, while she was "shopping".

Still passionate, still enjoying anal...

I really wanted to make a thing out of this, but we never met up again. When asked why, she replied that, "it is just too risky, and for a crumb of passion, she won't destroy her life".

If I made something out of myself, instead of being this broke loser, this woman would be my wife, and we both know it.

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