Youth Is Wasted on the Young

In my 20s, I wasted so much time being heartbroken over some bitch who dumped me or over those who wouldn’t even go out with me to begin with. During a particularly arduous dry spell, my brother, who was also my roommate at the time, tried to get this MILF who lived down the hall to help me through my depression. She was cute and eager to please but must have been 15 years older than me and I just wasn’t interested in older women. She even showed me her tits, which were perfect for store-bought. One afternoon, she knocked on my door and I invited her in. We sat on the sofa and she told me what she was there for. We began kissing and that’s when she took her top off. I sucked on her tits for a few minutes while she had her hand down my pants going for my cock and balls but I couldn’t get hard. She got pissed and left after stroking my limp dick for 5 minutes to no avail and I felt even shittier than before. When my brother got home, he asked how things went. I told him why it backfired, and he said he’d see if she would try again. I told him thanks, but not to bother. I ended up fucking my coworker’s hot 18-year-old daughter a few months later and that proved to be better than all the Zoloft in the world.

By Anonymous Apr 3

Strange CONFESSION

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