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Myself [M28 then] and my female roomie [F27 then] became masturbation buddies!
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In the 00s I had a female roommate, Laura. We were from the same friendgroup growing up. She was a frumpy teen that blossomed into an absolute stunner. Blonde, petit, big tits. I was quite athletic in these days, regular gym goer and weight training. I had a strong athletic build. I was single at this time, she was in a long term, long distance relationship with a mutual friend called Noel.

The first incident happened about a year into our flatshare. She was at work one night (hotel manager) and I knew she was working the late shift so I figured I would have a nice long slow wank on Chatroullete like I used to do. She forgot her work keys. I was caught, buck naked, rock hard cock in hand, nowhere to hide. I didn't even try to hide because it all happened so fast, she screamed in shock and backed out and down the hall to her room to fetch her keys, shouting her apologies.

I was mortified, thought I fucked up a good friendship (yes I finished the wank afterwards lol). I texted my apologies and she replied that all was fine, she was just startled. We NEVER mentioned it again....

Until...

We were out drinking one evening and it came up, in a joking way, she was ripping me for it. I jokingly said "you should have joined me!"... she said she wished she did! I (half-jokingly) suggested we could arrange it to happen again if she wanted a do-over. She laughed... fell silent... thought... "could we?". We plotted.

The next day she "went to work" while I stripped and set up my cam. I was half way to horn all morning so it didn't take long for me to be in full stride before she walked in on me. This time, she asked what was I doing as I continued to stroke. This is not porn, I couldn't hold back, I came while looking her dead in the eye. I have no idea who was watching that on Chatroullete but they got a great cumshot!

I apologised but she just said it was so fucking hot, could I cum again? Of course I could! I said I'd need some help, could she strip. She did. The first time I was going to see this hottie naked. She had an even nicer nude body than I imagined. She was too horny not to begin playing with her pussy immediately. We both were masturbating on cam for LOTS of guys and some girls, all of who didn't last mere seconds before cumming for us (maybe the girls lasted longer). A couple matched with us then and joined us for a 4 way wank which resulted in ALL of us cumming. We actually ended up staying nude drinking coffee for about 2 hours after that and then going again!

We did this on 10 or so occasions over the next few months. We NEVER touched each other during this time, that was her cardinal rule. She was in a relationship after all. The last time we did it, she was actually camming with her BF Noel, fucking herself with a clone of his cock while I was wanking watching from the other side of the laptop. He was wanking too obvs! He came twice! Me once, her once. After that sesh the guilts crept in that she felt she was cheating so she asked to stop, but praising the fun we'd had.

She was a fun roomie!

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4 months ago