My old housemate Holly was pretty wild. We lived together in a ‘young professional’ house share about 10 years ago. She made it clear early on that she was quite into me but she wasn’t my usual type and I had a lot of other irons in various fires – it just didn’t seem worth it to fuck around so close to home.
By two months in I’d learned quite a lot about her. Though she was pretty discreet about things, I learned she loved to be fucked. It turned out we had a mutual male friend. He happily told me about what she was like, including the late night booty call he’d had from her one night a year before. The way he described seeing her heavy tits swinging in the mirror made me think of her in a completely different way.
She was a very curvy blonde with massive tits. Back then I was a real opportunities fucker: size and beauty were not the only factors. I started to flirt back a little more to show I might be interested. Truth of it was I was really into a different housemate who had a boyfriend and was otherwise just trying to get laid as much as possible while I worked that angle. We had a house party one night. She let on that she knew I was into our housemate but that we could go up and have some fun if I wanted.
*Maybe later.*
I turned her down that time. I’m pleased she didn’t give up.
I struck out that night, as did she with another guy she’d hit on. As things were winding down, we were all pretty drunk. For reasons I can’t even remember or understand, Holly and I ended up in our housemate Tom’s bed with him, watching TV. Holly and I were still dressed. Tom was **wasted**. So much so his girlfriend had decided not to stay over and gone home and he was lay in his bed with us in just his tighty-whities. He was awake and chatting on as we watched whatever movie was on at that hour. I felt Holly rubbing my dick through my trousers. I got hard very quickly. Without breaking a beat in the flow of the conversation she very artfully unzipped my fly and pulled my dick out, stroking it slowly and firmly under the duvet.
Tom was oblivious. It went on for around 10 minutes. My hands were on top of the duvet but I was desperate to get them underneath and touch Holly. It would have been too obvious though. Another five minutes and we noticed him starting to doze. I got harder still in anticipation of what might happen. Tom soon started snoring lightly.
Holly and I looked at each other: it was on.
I turned and kissed her, finally getting my hands under the sheets and feeling up under her dress. As I mentioned, she was pretty curvy. Getting underneath the elastic and material of her underwear was a challenge as it was quite tight. Holly paused things. Firstly, she wanted to check Tom was asleep. He was. Secondly, she decided to make things a little easier for us and pulled down the duvet to reveal more of our bodies and then pull her knickers down. Before she turned her attention back to me, she took a look at Tom. I’d seen him in the showers at the gym before and knew he had a big dick. Even flaccid it was quite impressive. It bulged quite clearly in his underwear. This made Holly smile. It was an awkward position still as we didn’t want to wake him. We lay on out backs stroking/rubbing the other as best we could. Her eyes were drawn alternatively from my exposed dick to Tom’s bulge. She started **very** gently touching his dick with the fingertips of her left hand while working me with her right. I know she shouldn’t have done it but didn’t know what to say at the time: it felt pretty hot. His dick responded slightly and started to grow. She stopped after a few seconds as she began to have a gentle orgasm, shaking slightly as she lay sandwiched in between us.
I wasn’t done. I decided it was time we were alone so we stood up and crept next door to my room. Once inside, I stripped her quickly. I covered her body with kisses and made a point of taking turns sucking on both of her heavy tits. She didn’t know my buddy had told me about fucking her and that I’d fantasised about doing the same thing. Holy was happy enough to get on all fours and allow me to fuck her. She asked for it hard and I obliged. The room was filled with her gentle moans and the sound of slapping as I made contact with her with every thrust. She was a little confused when I asked her to turn around and face the mirror. I told her outright I wanted to watch her tits swing. Knowing this, she soon came once again and this time I finished right after her, pulling the condom off to cum on her bum crack.
Over the next month or so we had a few more brief secret encounters until she started dating someone and things petered out. I don’t think Tom ever realised what was going on if anybody is curious, though there is a chance he would have noticed some cum stains on his sheets if he happened to look at the right spots!
Source: reddit.com/r/gonewildstories/comments/yu1201/3_in_a_bed_chubby_uk_housemate_gives_handjob_mf