Still scared of my little sister [MF]…& [MF] again

In retrospect this may have been better as a multi-parter. Also I tell this story as often as possible…it’s easily the most sexually magnetic I’ve ever been. Since nothing like it happened again, I’m pretty proud of it. I wish there was a place on my resume or LinkedIn for it.

When my younger sister (by two years) first started working in NYC she had two roommates…because it’s NYC and absurdly expensive. My sister and her roommates worked in finance and tended to go out all the time. After my first deployment I (then 25) went to visit her for a long weekend. Both of my sister’s roommates were attractive, one a gregarious, beautiful Indian woman (let’s call her Div) and the other was a reserved, kind of mousy Jewish girl (let’s call her Hannah). And yeah, I know, it sounds like a stereotypical set up for an NYC apartment of young women who work in finance. I flirted with both of her roommates, but my sister used to get mad at me in college for hooking up with her sorority sisters, so I knew her unwritten rules.

The second night we went out far later than I was used to and I went to sleep on the couch. I hadn’t fully dozed off, when I heard a door open. Div was standing in her door in nothing but a black satin robe (which I found out was her normal house wear). She smiled and motioned towards her room, like something in a movie. My sister told me Div was super slutty and a part of me was hoping this would happen considering how much we were flirting. I walked in and we started making out aggressively. She pushed me down so I was sitting on her bed and took off her robe. I pulled her over and started sucking her tits when she pushed me back and got on her knees. Taking out my cock, she slowly sucked deeper and deeper before deepthroating. She got up and took out a condom then put it on me with her mouth (luckily I didn’t cum right then). After we had sex she smiled and we made out a little more before she guided me to the door…so I was still going to be on the couch. A little while later I woke up to the noise of a door opening and felt a tap on my shoulder. Hannah was shaking me, all she said was “come here” and I followed her into her room. She brought me over to her bed and handed me a condom. I was kind of glad she didn’t plan on oral since she would’ve tasted the condom I’d used with Div earlier. We maybe exchanged ten words throughout the whole interaction (including “oh god” and “I’m cumming” while having sex). After we both came, she kissed me on the cheek and said “Thanks” before ushering me out…which again, meant I was not sleeping in a bed.

It was really A Tale of Two Cities sexually, the first time I experienced such different partners, especially in such close proximity. I guess out of fear (definitely more fear than respect) of my sister, nothing else happened that weekend. I would occasionally sleep with Div when I went to NYC, even after she moved into her own place…and again at my sister’s wedding. A part of me is still scared to tell my little sister :)

Source: reddit.com/r/gonewildstories/comments/rbxnfp/still_scared_of_my_little_sister_mf_mf_again