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The best stories are always the ones she's too embarrassed to tell you
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My gf actually did not have many crazy stories from before our relationship, she is generally pretty shy and reserved, didn't ever do much partying or drinking. You wouldn't look at her and assume she has the kind of stories thar get posted here, but one weekend stood out. She was really embarrassed to tell me this one and thought I'd think she was dirty, so it took a while before I finally heard it.

She had broken up with her first serious boyfriend a few months prior, I think she would have been 18 or 19. She was feeling down and frusturated and decided she needed to have sex with someone new, at this point itd probably been six months since shed had sex. She met a guy online and decided to visit him and stay the night. He got her a train ticket and went to his house. She told me when she got there they started drinking and she quickly got really,  really drunk, and trust me I know she's an extreme light weight when it comes to alcohol. She has never been a regular drinker and had very little experience with alcohol at that time, even now 2 is really all it takes to have her start swaying and her face red.

Before she even knew what was happening she was in his bed and he was fucking her raw, and at some point he took his cock out and put it into her ass. She had never even let her ex do that, they tried once and it was too uncomfortable and she made him stop. But this time she was so drunk she let this stranger pound her ass. He switched back and forth between her pussy and ass, and she wasn't even sure which he ended up cumming in

After he came she fell asleep, and when she woke up she felt disgusted with him and the night before, and was in an all around bad mood. She started drinking again and before too long was inadvisably drunk but decided she was just going to get on the train and go home

While on the train a man much older than her approached, likely noticing that she was obviously very drunk and started hitting on her. He told her how nice her tits looked in the top she had on(she has pretty small breasts, but was wearing a top where you can see a little bit of the side). He started touching them under her shirt right on the train, and she just let him continue. When the train came to his stop he took her hand and led her off and to his apartment.

He of course gave her more alcohol, which she accepted. This guy very quickly had her naked in his bed fucking her raw. Now, she told me he had the biggest dick she had ever taken. When I asked how big she she was pretty shy about admitting it but told me probably around the length of mine but thicker, mine being a little over 7 inches. Girls usually understate how much bigger another guys dick is lol, dry in guessing it was pretty huge. This guy didn't just get a quick fuck out of her either, he fucked her for hours.

She said the whole thing was a blur, but she remembers he was obsessed with how wet she was. He actually got a towel and would dry off his dick just to slip it right back into her soaking pussy(kinda strange lol). He told her how incredible her young body was, and just kept going, mainly fucking her chest to chest and kissing her lips and neck, his cock just being shoved as deep in as it could go.

She doesn't remember if or when he came in her that night, and at some point she passed out. She woke up in the morning to him on top of her, stuffing his dick into her pussy again, this time dry. In that moment she wasn't even sure where she was or who was fucking her, and panicked. She froze up in shock, her pussy was sore and his dick going in was uncomfortable but she said she got wet again quickly. She just lay there and let him use her, at this point disgusted with herself that this man probably more than twice her age was inside her.

After he came in her she got dressed and ready to leave. He made her give him her number and put his in her phone, he told her he'd pay her to come back and see him again(he certainly realized there was no chance she was going to come back again and do this for fun while sober lol). She left, got on the train and immediately blocked his number.

Never in her life had 2 guys fucked her within 2 days, and before that only one guy had ever cum in her. Just a few weeks after this we went on our first date, and at that time I would never have guessed she would have done something like that. That's a story she probably would have kept secret for life if she was with any guy other than a pervert like me who gets off to hearing stuff like that lol

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1 year ago