Miscalculation or tease?
 

One event I can think of for this where there is either a tease with plausible deniability or a miscalculation of the risk of being caught. Not sure if it is a new thread. Please move if it fits better in an existing one.

My older brother lives in London and I stayed over at his flat one time about ten years ago when I was attending an open day at a university. He lived with his now wife - gf then- in a flat. I’ll call her Liz. He lived about 20 mins by tube from the uni so I travelled down the night before and we went out for drinks in Camden.

It was a small, one bed flat, their first place together and I was on the sofa in an open plan living room / kitchen. Long story short we went back after drinks and about an hour after we’d all turned in for the night, me on the sofa, Liz came out of their bedroom in the half light. I could see clearly that she was in just pyjama shorts but had her arm across her boobs, fully covering them.

Neither of us said anything but She’d clearly got up for a glass of water - probably after sex given she was only half dressed for bed - although I hadn’t heard anything.

This is where the miscalculation happens (or not). She moves her arm from her chest while she opens a cupboard and fills a glass at the sink. The angle wasn’t great but I got a two thirds view - from about an 8 o’clock position if you use clock face angles. No nipple but good shape definition and full side boob if that makes sense.

She covered again with her arm once she’d filled her glass and taken a swig. So it seems to me she was ‘fairly sure’ she was safe and only took a gamble that the most I would see if she was wrong was her back rather than a deliberate tease. Fortunately for me she was a bit out on both counts! 🤣🤣.

Post script to this is that this summer I got to see the exact same side boob when on the beach with them and she was tanning face down three years ago but the first time was the hottest by far.

Would love to hear any similar stories.

My Mother-in-law...
 

... was a very, very attractive lady. Now, I know some guys get instantly turned off when they think about their MIL, or ex-MIL in a sexual way, but if you can, try and imagine one of the sexiest MILFs you ever saw. That was my MIL. When I met her for the first time, I was 18. That's when I began dating my wife. From the time I met my future-MIL, there was an instant attraction. She had a nice slender shape - maybe 5'-6" - and had a GREAT ass. She was a b-cup and her breasts were nice and perky. She was very friendly and easy to talk to. She was in her mid-40s, but looked like she was at least ten years younger. I spent a lot of time at their house. The FIL wasn't around much. He was retired military and was always at the local veteran's club shooting the shit with the boys and getting drunk. The MIL would often walk around with a night gown on in the evenings braless. Her nipples were always hard. She used to like to rub her hands on her ass when she walked by. She used to wash her hair at the kitchen sink, which was kind of "old school" I guess. She grew up on a farm. Their family room and kitchen were one open space. I'll never forget the first I saw her wash her hair. She walked to the kitchen from her bedroom with shorts on and nothing but a bra on up top. I was shocked, and pleasantly surprised to see her. She always washed her hair in her bra. It was hard not to stare.

I would often come over unannounced, and catch her in a bath robe. I never knocked, just walked in. The MIL always insisted I didn't need to knock, "Just come on in"... she used to tell me. One time, I walked in unannounced, having noticed the FIL's truck and wife's cars were not there, which meant the MIL was home alone. I walked in and heard the radio on in the bathroom. The MIL always played the radio when she was in the bathtub. I sat down in the family room, positioning myself so I could see down the hallway to the bathroom. I could hear her splashing in the tub, and a few minutes later get out of the tub. A couple minutes later she walked out into the hallway toward her bedroom completely naked, drying her hair with her towel. She didn't even notice me. I immediately moved to the kitchen table, out of site from the hallway. A few minutes later she walked out into the kitchen buttoning her blouse, wearing no bra. I startled her, but she flinched, only asked how long I'd been there. I told I just arrived. She just smiled and went on like nothing happened

I saw my mother-in-law...
 

... in various stages of dress and undress over the nice several years. I was never quite sure if it was intentional or accidental. A few times I was pretty certain she flashed me. I returned the "favor" a several times. She saw me in various stages of dressed and undress, flaccid and erect. It was not accidental on my part - very intentional. :)

Anyways, if anyone is interested in hearing more, let me know. My story does reach a "climax" - if you will. But let me state up front, it was a total miscalculation on my part, but still an interesting story.

Don’t tease the fun story, just tell us. We’re perverts who don’t judge

Fast-forward a few years...
 

... I'm married and the MIL is turning 50. She was the hottest 50-year old MILF I'd seen. Her daughters decided to throw a big birthday bash for her and one of them hosted the party. It was a huge affair with most of her friends, co-workers and family there. There was lots of booze flowing and almost everyone was drunk. I was driving, so I didn't partake as much, but the wife and her siblings were getting pretty wasted.

Then around 10pm, we heard the doorbell. It was "Anthony" the male stripper and is cohort. The daughters surprised mom with a male stripper. So, the show began - and did it ever. They put a chair in the middle of the room and sat the MIL on it. Oddly, I was the only one sitting behind and off to the side of the MIL. Everyone else was either standing or sitting in front of her.

Well, they turned on some music and Anthony began his thing. He began dancing around, rubbing himself up against the MIL, and from the bulge in his g-sting, it was obvious that Anthony was quite hung. The MIL was really into. She'd had a lot to drink, and appeared to be thoroughly enjoying herself - almost embarrassingly so from the reaction of her kids. I don't think they expected her to enjoy it as much as she did. The FIL stood in the background looking a bit disgusted with the whole thing. I thought it was hot!

Anthony had a large beach towel that was part of his act. He would move in close and wrap the towel around himself and the MIL so no one could see what was going on underneath, no one except for me sitting where I was. The MIL's hands began to move up and down Anthony's body. It looked innocent, and everyone was cheering her, but I think the MIL was actually getting turned on - it was obvious Anthony was. He kept the towel wrapped around his waist when he wasn't dancing next to the MIL, apparently to hide his erection. But I saw it.

At one point, he moved in close, straddling her legs as she sat on the chair. His cock was right in front of her face. He had the towel wrapped around her head and upper body. I saw her move her hands up and rub his cock over his g-sting. He jumped back, as if it was too much, and moved away with the towel wrapped around his waist. I was actually getting turned on watching it all. He moved in again, did the same move with the towel. This time, the MIL slipped her hand under his g-sting and rubbed his cock under. It was definitely a side of the MIL I'd never seen. I wasn't sure if she was just playing along, or not.

At one point...
 

... Anthony moved in closer again. This time the MIL spread her knees apart allowing him to move in between her thighs. He wrapped the towel around both of them again, and this time it was clear his cock was in her face. Everyone was hooping and hollering and eggy her on. I couldn't see underneath the towel this time, but Anthony was thrusting back and forward in a very suggestive way. He was exaggerating his facial expressions as if there was something going on under the towel. The MIL's hands were up by his crotch in her facial area.

It looked like they were both just playing. But when he backed off and opened the towel, his cock was out and he quickly cover himself and secured the towel around his waist. I'm not sure what was going on under the towel, but I know that his cock was out of his g-sting. He gave her a little kiss on the cheek, smiled at her and told her "happy birthday." The show was over, and he and his cohort left. The group cheered and the party continued with more drinking.

The rest of the party, I hung out next the MIL, making sure her glass was staying full. When there was no one else around, I asked if she enjoyed the stripper. She just smiled and giggled. A few minutes later her boss walked up and began chatting with her while I stood there. He too made a comment about the stripper. Then looked right at her and said, "I want to fuck you!" He was obviously very drunk and the MIL just laughed it off. She did not act offended or anything. She looked at me and smiled and told me not to tell anyone what her boss had just said. The rest of the evening, I couldn't stop thinking about what was going on under that towel with Anthony.