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My ex’s sister
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I (m23) live in Australia and dated my ex from the age of 16 to 21. We’ve been broken up for 2 years but earlier this year her younger sister turned 18.

I got along with the whole family, the sister especially. I helped her with homework and boy problems and anything else. She seemed to look up to me. I had my license too so if she ever needed a lift my ex and I would take her to friends or sporting events or whatever. She was very very introverted and struggled with friends and never had a bf all thru school so we were happy to make sure she got to those places.

I ran into while I was running a few errands and she recognised me first. It took me a couple seconds to realise who she was since she’d grown up alot in the last couple years and she dyed her hair. To be honest I was taken aback by how good she looked. I asked how she’s been and what she’s been up to. She said she was going out with a couple friends tonight for drinks. It was her friends 18th bday and they were taking her out for her first night.

I happened to be going out for drinks as well since an old friend was back in town while on break from uni. So I said I might see her out. I did see her out and she was excited to see me and introduced me to all her friends as her sisters ex. That stirred up convos about why we didn’t stay together and what not. She said things like “I can’t believe you two broke up I thought you two would last” and “you were my favourite” or “she doesn’t know what she’s missing “ etc.

I went and did my own thing for a little bit when I saw her talking to a guy for a bit before walking away from him maybe back to her friends. But she stopped when she seen me and came for a chat. I asked what was going on and where her friends were. She said she was just talking to a couple guys but wasn’t interested or felt awkward. I asked her to elaborate and she got a bit weird. After alot of talking she got to the point.

She was still a virgin and was trying to hook up with guys but it never felt right. I told her it would be easy and she’s hot enough to get any guy. She said that’s not the problem. It’s because everyone else loses their virginity to a high school bf/gf but she never did so now she’s gotta do it with a random guy she meets.

I told her it doesn’t have to be like that. She could get a bf, she could find a guy friend that understands. She then said “well you seem to understand” and I just laughed but she looked kinda serious.

We had a couple more drinks before we left to mine. The weirdest part was it was like sleeping with my ex for the first time. I was gentle and asking questions and she talked and answered like her older sister did during our first time.

She got much more comfortable much quicker though. Maybe cause she’s already 18. She rode me very well and had great arch during doggy. She was very tight as well but she still handled it all well.

In the end I came in her since she told me she got on the pill this year. It was a big load and I think she loved it. I’m hoping maybe we stay in touch as she gets more experience

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1 week ago