This time it took more than sharing a story to get this off my chest.
I've lived with the same roommate ever since I came into college. We bonded really well and are really close. We definitely have a couple of things in common. We both have very beautiful breasts that we sometimes like to show off. Being so close, we've shared our deepest secrets, and I told her about the naughtiness I did with my brother. And, I recently shared with her about him and I sharing pictures since we were away at college. She begged to see the picture of my brother, but I just couldn't bring myself to do it.
Well, my brother came to visit not too long ago and was hanging out with me and my roommate. I was babysitting a friend's Wii system for a week, so we decided to play darts on the Wii. After one game, my roommate gave me an evil grin and said, 'We should play strip darts.' Now, my brother didn't know that I had told her about our little naughty adventures, so he tried to play it off and said, 'Um, that'd be weird, she's my sister.' My roommate looked at him and said, 'Oh, don't worry, I'm sure it's nothing you haven't seen before.' My brother glared at me. I shrugged, 'Sorry bro, she and I are really close, don't worry, no one else knows.'
So, we went ahead to play strip darts. Good thing I'm pretty good at it, cause after several games my roommate was down to her bra and thong and my bro was down to his boxers. We were just about to start the next game when my roommate announced that my brother had a nice erection going. So, she said that only she and I should play the next game and the loser has to help him out. I glared at her, I had given my bro a handjob before, but when he was 13 and it wasn't in front of anyone else. So, I stripped down quickly, but my roommate hesitated, probably cause my brother had never seen her before. She has very nice D cup sized breasts, with perfect tannish nipples. She was shaven below completely as well as I was. So, we stripped and sat on either side of my brother. I told him not to touch or expose himself till the game was over. During the game, he kept touching my breast and playing with my nipples. I thought it would distract me, but I ended up winning. Unfortunately, not by 50 points.
So, my brother dropped his boxers and my roommate dropped her mouth at the sight of his nice erection. We knelt down in front of him and I enjoyed watching my roommate start to stroke him slowly and explore his package(she's only ever been with one guy before). As she was stroking she asked, 'Where is his cum gonna go?' I shrugged my shoulders. My roommate then looked at my chest, 'How about there?' I said, 'Why not your chest?' She then said, 'Flip a coin.' So, while my brother was lost in his pleasure, I went and got a coin. She called heads, I flipped and it was heads, she said, 'I win.' I was a bit nervous now, I had never had my brother's cum on me. But my roommate could tell how much the thought was turning me on. So, she brought my brother close and he came on my chest. It felt kinda weird to me and I went to go wipe it off.
My roommate asked how we did our little naughty stuff together. And, I allowed my brother to show her...
...to be continued