Author: annaserene

So due to unrelated reasons I’ve been living with a good friend of mine for a while now… she has a son who is like 23 and he lives there as well. He’s a good looking guy and he cycles a lot. He’s got huge thighs and a muscular upper body…obviously I couldn’t have sex or anything with him because his mother is there. But she’s out of the house occasionally leaving just us two there. I like to tease him sometimes….
Nothing that much… I’d just sometimes walk into the kitchen with a towel on after I got out the shower, or I’d wear a loose shirt and I’d bend to pick something up in front of him so he’d get a view of my bra. I’d even wear a light shirt with no bra so he could see my nipples poking…and my nipples are very pokey. I haven’t fully shown him my tits or anything though…for some reason I feel shy even though I’m not usually. I could never judge by his reaction if he saw anything or not. He’s always been nice to me and pretended like he doesn’t see.
Anyway one day a week or so ago I was the only one in the house and I noticed he left his laptop on in the living room. I picked it up and saw what was on his google page….it was like porn. He had typed ‘nipple slip’ into it and there was a video of this woman who’s dress strap fell down revealing her tit and she was embarrassed. His history included things like ‘downblouse’ and ‘enf’ etc. It looked like he got off to embarrassed women…which is when I stumbled across a reddit post. It was titled ‘I have a crush on my mums friend who is like 50’, and my heart skipped a beat. I read it and he said that I had been exposing myself and he’d been seeing, and he thought I was doing it by accident. Someone in the comments egged him on and told him to make a move.
And he did make a move. One day a few weeks ago I got home and he was there in the kitchen with just his towel around his waist, dripping wet. I’d never seen any part of his body before, so I was turned on at how toned he was. I stared at him and was inadvertently biting my lip before realising he was asking me if I wanted coffee. I said yes and went to the sofa so I could stare at him from there. As he was bringing the drinks over I could see his towel starting to fall, he wiggled his hips slightly and the whole thing fell off and his cock was right in front of me. I gasped and he swore as he couldn’t grab the towel as he had hot drinks in his hand. He apologised as he came closer to put the mugs down on the coffee table, and I just sat there in shock staring at his cock. It was out for a good 30 seconds. He went to get his towel and I could see him getting hard. He ended up going into another room. This was before I read his reddit post so I thought it was an accident, but in hind sight he definitely meant it. The way that he wiggled his hips to let it fall down and how he got hard after….I just think he got embarrassed at the end. After that it was a bit awkward and I didn’t tease him for a few days.
After I read his reddit post, I decided to take matters into my own hands. A few days ago he had come home from a long bike ride, it was just me and him and was around 7pm. His mum wouldn’t be home until like 8pm or something. I was in a short night dress that was very loose, and I had no bra on.
I asked him how the bike ride was, he said it was tough as usual… I asked him how his thighs were, and he said they were very sore, and didn’t get a chance to do a proper warm down.
Then, I told him I fancied trying to get into massaging (which is actually true, I have been watching a few massage videos). And I said I would give him a thigh massage if he wants… he was silent for a minute and then said ok. We went upstairs and he stripped down to his boxers and I immediately got turned on again. My nipples got even harder, so you could definitely see them poking though the night dress now. He laid down on the bed on his front whilst I climbed on his legs and massaged the back of the legs and hips.
I asked him if his bum was sore and if he wanted that doing, and he said yes….then I asked if I could pull his boxers down a bit because it was easier skin on skin. He said yes again but I think he could tell I was up to no good….
I was massaging the whole buttocks area until he said it was good, so I asked him to turn over so I could do the front. He turned over and his dick was actually out, from when I pulled the boxers down before. It was rock hard and massive.
“Oh…my….” I said, shocked again. He panicked and apologised a bit, trying to pull them up, but again I think he knew what he was doing. I just told him not to worry, and that I had seen it before anyway…. he smiled nervously and nodded. In the end I just told him to take them off completely as they were getting in the way anyway.
“I hope its a compliment to me that you have gotten so hard” I cheekily said, massaging his inner thighs trying not to touch his balls. I could see him breathing quickly…his cock was throbbing…I just wanted it so bad. I wanted to suck it…. I love having dick in my mouth.
“Oh yeah, it is don’t worry” he said. I looked at him and he was staring at my tits not so subtly at all. I could feel my vagina getting wetter…I was resting it on his shin and couldn’t stop myself from humping a little bit.
I moved my body a bit to massage him a bit better, but in reality I was doing it to move my night dress strap to the end of my shoulder. Eventually it got there, then I shrugged a little bit and felt it fall to my waist. My whole right tit was now out. I glanced at him and eyes widened. He made a sound and stuttered a bit, unsure what to say.
“What’s wrong?” I asked him, looking up at him directly now. He looked at me briefly then back at my tit, which is when I looked down and saw it and pretended to be embarrassed. I let go of his thighs and pretended to frantically get it up by my shoulder again. Once I did I said sorry and put my hand over my mouth. I looked at him and his head was back and his body was thrusting….a long shot of cum came out the end of his dick. Neither of us were touching it. He groaned as a couple more shots came out and spilled all over his torso.
“Oh my fucking god, what the fuckkk…” I whispered, completely not expecting that. It wasn’t even physically stimulated. Once he finished we just looked at eachother. He wasn’t sure what to do or say, drenched in his own cum. I looked at him, and made a decision. I took my night dress of completely. I knew what I wanted.
“Have you ever licked someone out before?” I asked. He said yes. I said good. We were both naked now, and I climbed forward on the bed, up his cum-drenched body until my vagina was at his head. Then I sat on his face….I felt his tongue massage my clit and it was heaven… I let out a moan. I was pressing against the wall behind the bed, thrust my hips up and down his face. I felt his tongue ride up and down, and I couldn’t help but groan loudly. I was getting close already, but then I felt him slide a finger in….oh my god. I screamed a bit in pleasure, and came on his face seconds later. It was unbelievable. I hadn’t had pleasure like that in a while. He came so quick but I wasn’t much slower.
After that we talked for a bit, I gave him a blowjob. I gagged a bit when he came, it was another huge load, somehow. It wasn’t awkward anymore. That was a couple days ago now, we’ve had sex a couple times since then. I’m leaving in a couple of weeks anyway, so not enough time for things to become awkward with his mum. She doesn’t have to find out. Definitely glad I found his reddit post, it reminded me that reddit existed to share this story :) got a few other stories of some amazing things that happened during the first lockdown that I might share.