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  #51  
Old 12-22-2024, 04:11 PM
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Damn thats awesome, so bold of her! Did you like seeing her? Did she keep a towel or cover up close by or did she just walk around naked?
She just walked over to her lounge chair naked. She was a complete piece of ass, think Joan Collin’s in Dynasty.
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  #52  
Old 12-22-2024, 05:06 PM
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I had an affair with a married woman when I was around twenty five. She was separated from her husband, but still married to him.

She was in her late fifties and when I was in grade school, I was in the same grade as one of her kids.

She was a rich lady and basically wanted me to be her kept lover. I played her game for awhile, but I got tired of all of her rules. She even offered to buy me a new Corvette. It was a huge turn on and head rush, but it's not as awesome as you might think when you are in that position.

We had really good sex and she wanted to suck my cock all of the time. I let her, of course.

I actually ended up screwing her daughter that was a few years younger than me. That seemed to end the relationship. Lol

I was young, good looking and not interested in being a kept guy under someone's thumb.

It was fun at the time, but I don't regret what I did.
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  #53  
Old 12-23-2024, 03:42 AM
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When I was 50 I was asked to photograph and draw a lady of 78. Her husband, who was 84 contacted me. They were a naturist couple and had been most of their life. I was given clear instructions by the husband that i was to be naked too at the session but there would be no touching of his wife and I was not to touch or play with my cock.
He had sent me a photo of his wife so i knew she was a large lady and to be honest she looked her age.

I stripped off at the door so we were all naked. She had a large tummy which hung over her pussy region and medium sized breasts. Her lower legs looked almost blue and she definitely did nothing for me.I knew i would not be getting an erection that day!!
I took pics of her sitting and lying down. She had a bad back so she looked pained in the face most of the time. Her husband joined her for pics and he was soon spreading her pussy open for me to get a good view and take some intimate pics. She played with his cock and he got a semi erection and at one stage he was fingering her pussy. Although it was not arousing for me i started to produce a lot of pre cum, which was embarrassing for me and I had to improvise by wiping my cock clean when ever i had the chance and turned my back.
When i got home i had an email from Richard thanking me and he said his wife was a little upset that i didnt get an erection as she would have enjoyed seeing that.
I explained to him that i had my professional head on and was concentrating on capturing the images and some other BS.
I did the art and they were happy with it, but about a year later i had an email from Richard asking if i would like to photograph her again. This time they would like to see my erection and if her arthritis was up to it she may even hold my cock but I was not to touch her.

I declined and made up an excuse.

So thats my naked in front of a much older member of opposite sex. an experience i was happy not to repeat
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  #54  
Old 12-23-2024, 03:01 PM
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When I was in high school I mowed a lot of yards in the neighborhood. This one lady she was in her 40's had a sexy daughter who was in college. I tried to do her yard on the weekend to see the daughter. The daughter would dress and not close the curtains. Since I was mowing I was where the window was and I saw her naked a few time. One da her mom caught me getting off the bus and asked if I could get her yard that day and she would pay extra.

I went to her house and mowed it then I went to the door to collect the money. Her daughter answered the door and asked me to come in. Her mom was out and would be back to pay me. She was wearing a short robe and when she walked it opened a little I was sure she was naked underneath. She came over to me and and kissed me then she started taking my shirt off. I didn't wait for any more help I stripped down and once I was naked she said I will be right back. Her mom then walked in the room and I was there naked.
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  #55  
Old 12-23-2024, 08:49 PM
DRDavenport DRDavenport is offline
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When I was in high school I mowed a lot of yards in the neighborhood. This one lady she was in her 40's had a sexy daughter who was in college. I tried to do her yard on the weekend to see the daughter. The daughter would dress and not close the curtains. Since I was mowing I was where the window was and I saw her naked a few time. One da her mom caught me getting off the bus and asked if I could get her yard that day and she would pay extra.

I went to her house and mowed it then I went to the door to collect the money. Her daughter answered the door and asked me to come in. Her mom was out and would be back to pay me. She was wearing a short robe and when she walked it opened a little I was sure she was naked underneath. She came over to me and and kissed me then she started taking my shirt off. I didn't wait for any more help I stripped down and once I was naked she said I will be right back. Her mom then walked in the room and I was there naked.
That story begs a continuation....
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  #56  
Old 12-23-2024, 11:59 PM
piecenick piecenick is offline
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This is the kind of question I like to spring on my wife when we're sitting around with a glass of wine before dinner. She's not expecting it, do sometimes I get a surprise answer.

She asked me if I remember that dress shop in the small town we lived in a few decades ago. I remembered it pretty well, she said remember the "old" guy who ran it after his wife died?, I did, he was old to us at the time, but he and his wife were mid-40's. She said the she thought he was handsome and mature looking, one day she went in when our daughter was in a stroller, she was looking for a bikini since we were going to the beach in a few weeks.

She had lost her pregnancy weight and felt pretty good that the had her figure back, she said she got the idea that it would be a turn on to give him a peak of her sexy body post-baby. The store was empty, so she picked out a few swim suits and went to try them on, she asked him if he'd mind watching the baby for a few minutes. She put on the first suit, since she still had her nursing boobs the top was a little tight, she stuck her head out of the dressing room to hand him the suit, when the baby saw her she fussed, she just stepped out of the dressing room nude, she may have had one of the tissue things on, picked up the baby and took her back in the room with her.

She tried on a few of the suits until she found the right one, each time he got a nice view, she said she just tried to act natural, as if she did it every day. She said when she got home the baby was ready for a nap and she was ready for an orgasm.
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Old 01-02-2025, 04:56 PM
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This happened a long time ago when I had only been with my wife a year. We weren’t even engaged yet. One of her high school friends invited her to her birthday party at a ski lodge. A series of cabins around a large communal area. It was off season so roads were safe and the place was cheap. The whole town was shut down except the one dive bar that served mostly locals. I wasn’t able to go due to work but she came home with an interesting story.

It ended up being my wife, her friend, another female high school friend and the birthday girls boyfriend. They were all the same grade and were 21 years old. The new boyfriend was 55. My wife hadn’t known this. He had some tech job and her friend was obviously into the money as she had never been a particularly deep or romantic person.

But luckily the guy was very nice and very chivalrous. He paid for everything they did and was very mannerly. This was probably attractive to these young girls used to dealing with young immature guys.

I’ve asked my wife to tell me about the experience many times. I found myself a bit annoyed she was off on some trip and there was some guy there. But once I found out he was old and he was the only guy that feeling disappeared. And when she told me how the weekend went I was surprised that feelings of jealousy were nowhere to be found and rather I was a bit aroused by it.

The first night they stayed in. The guy cooked and they drank wine before ending up in the hot tub. I’m sure the guy enjoyed being surrounded by three pretty 21 year olds in their bikinis. Now that I’m in my mid 40s I think I’d quite like that. Let alone at 55. The birthday girl was very skinny. Pretty but didn’t have much in the way of boobs. The other girl was a bit more sexy. B cup boobs. I’ve seen her naked years ago and she has a lovely figure but that’s a story for another time. I’d say without bragging that anyone encountering this trio of gals would probably notice my wife first. Blonde, c cup boobs, round ass. She’s gorgeous now let alone at 21.

This situation alone would be tantalizing enough but on night two it was the birthday girls actual birthday so they went to the dive bar. Several shots later they were back at the cabin. More booze flowed and as my wife tells it her friend just started to get butt naked saying it was hot tub time. This wasn’t out of the ordinary for this friend. I had seen her. Asked countless times drink drinking games or what not. And while like I said she wasn’t exactly a super model, a decent looking naked chick is a decent looking naked chick.

My wife was taken a bit aback though when her boyfriend joined her. He stripped naked in front of the girls. I have to admire the bravery. That could go wrong in many ways but he just went for it. It took me years to ask but I inquired about his cock size and she claimed to not remember. I prodded and she admitted he was really fit for his age and even flaccid was packing a decent sized cock. At one time discussing this story she even admitted that she’d be attracted to him if the age gap wasn’t so big but would consider a one out stand just not date the guy.

My wife claims she wasn’t that drunk but then the other girl stripped as well and not wanting to be a buzzkill she had a “fuck it” moment and stripped down herself. The hottest part was finding out they didn’t get into the hot tub for several minutes. They took more shots. Two each with a long break between laughing and goofing off in the buff. I asked her if she covered up and she said she held her boobs with her hands when not taking shots or whatever. But he definitely saw everything. She can hide her nipples but her tits would be spilling out from her hands. And her bald pussy would have been in full view.

The hot tub portion wasn’t as hot but she did mention he was getting very handsy with the birthday girl and after a half hour he said he couldn’t get out because he had an erection. So he got to sit back as each gal swung their legs over the side to exit. I’m sure this introduced some nice angles he hadn’t previously seen. Then got to see them towel off and head in. When he joined them in the kitchen she says his bulge was still on display through his towel. His cock still hard but pressed to the side but a pretty obvious outline was there.

The shots and the hot tub left them woozy and tired and they all went to bed. Then came the only awkward part. In the morning she awoke to the birthday girl in the kitchen in a towel and the guy was back in the hot tub. He motioned for the girls to join him through the window but they were hungover. He exited the hot tub naked and made no effort to cover up until he got into the house. Guy was pushing his luck not realizing that alcohol played a key factor.

I recall that after she got back home she told me all this and feeling so turned on by it. I think it was the guys age. And the fact that he was the only guy. Just felt like a girls trip so fuck it let’s get naked. It was interesting over a couple years this story going from “then we got into the hot tub naked for a bit it’s no big deal” to the detailed version above. I think she might enjoy reliving it when we talk about it as much as I do. I wonder if he’s still alive and if thoughts of that night can still get him hard.
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  #58  
Old 01-22-2025, 06:25 PM
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This thread is full of very hot stories. Here’s mine.

My dad remarried a younger woman after he divorced my mom. She was only 28, ten years older than me. Since he had moved out of state I only saw him during the summer when I’d visit for an extended stay. During one such visit they were having friends over for a bbq. I headed to bed but could hear them and their friends still up and drinking into the night. The next morning I awoke to an empty house. My dad drove his new wife to work so they must’ve been gone for that reason. I took a shower and dried off, then realized the pants I wanted were in the basement laundry. I didn’t think twice about trotting down the stairs in the buff to retrieve them. I entered the basement and grabbed them out of the driver and turned to head back up when I saw a woman (my new step mom’s sister so I guess my step aunt) sitting on the couch. She had gotten drunk and crashed. Her eyes made no attempt to avert her eyes from my body. She was older than my step mom. I’d say 30ish. I out my pants over my cock and said sorry. She smiled and said don’t worry about it you didn’t know I was here.

I headed back up and can only assume she was looking at my ass. Back in my room I found I had gotten a full hard on. The way she looked down at my cock right when I turned around and the way she smiled. I rubbed one out then got dressed. In the kitchen I found her and I said sorry again. She said it was totally fine and don’t mention it.

My dad divorced her a few years later but every time we had family functions I’d always find myself talking to my step aunt and always found myself horny as hell thinking about her seeing me naked.
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Old 02-25-2025, 08:39 AM
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One of my favourite early exhibitionist memories involves this. Back in my early twenties I was living in a share house with a few other friends. It was a big place in a really central location, so the obvious trade off for a bunch of students and apprentices to be able to afford it was that it was falling apart.

Our landlord would have been in his early sixties by my guess, and was pretty frequently around the house to fix things as they broke down. Usually after one of us had called him to let him know that repairs were needed, he'd just show up the next day or two and knock, letting himself in if nobody answered.

We all got to know him pretty well and would chat and catch up whenever he was around. He was nice enough, although a bit of a perv and most of the girls living in the house found him to be a little leery.

So one day I'm home in the afternoon after a run and am having a quick shower when the hot water cuts out. This usually meant and issue with the boiler, and the old unit was downstairs in the kitchen cabinet. I was still covered in soap and shampoo, so I grabbed a towel, threw it loosely around myself and ran down stairs to fiddle with the settings. As I turn the corner into the kitchen I come face to face with our landlord and let out a scream of surprise, almost dropping my towel, but managing to hold it over my front.

He has a laugh about it, clearly having a look over my body and says that he was knocking but no one answered. He's in the kitchen working on the boiler and says that he'll fix it up and will call up the stairs when it's running.

That's the end of our interaction, and my initial feeling was one of embarrassment and relief that he hadn't actually seen anything. But once my heart rate settled down I found myself really excited by the encounter. I kept thinking about it for days and how exciting it would have been for him to see me completely naked if I had not thought to grab a towel (which wasn't uncommon when no one else was home).

It took a while and lots of daydreamt fantasies before I decided that I wanted to try and let him catch me like that. It was probably over half a year before the opportunity arose, as the couple of other times he came round there were other housemates at home. I finally got the chance when our washing machine broke down and he said he would be bringing a replacement. I'd been the one to call him and had arranged a time specifically when no one would be home so he could access the kitchen/laundry when no one was using it.

I remember calling in sick to work that day so I could stay home, nervously second-guessing my silly choices. Around the time that I was expecting him I locked myself in the bathroom. The bathroom was on the second floor above the front door, so with the window open I could hear when he arrived and knocked at the door, quickly turning on the shower and stepping under, listening out for him letting himself in. I made a little bit of noise upstairs, running the water, pulling the shower curtain, letting him know that someone was home.

Once I'd decided I had been in the shower long enough for the plan to be convincing, I made my move. I had purposefully left my towel down in the living room on an airing rack. To get there I would need to go down the stairs, down the corridor and past the kitchen to the back of the house.

I swung open the door and quickly made my way down the stairs, knowing that the noise I was making would cause him to stick his head out and say hello. I made it past the kitchen door without glancing inside and stopped in front of the airing rack. I could hear movement coming from the kitchen and didn't dare look back. I'd planned this out in my head and wanted to carry it through. So took a few seconds pretending to look for my towel, before bending at the waist and pulling it from the rack. Once I had it in my hand I turned around, holding it at my side.

Exactly as I'd hoped and prayed, he was standing right in the doorway with a big surprised grin as he took in my full frontal naked body. I let out a yell of surprise that was actually genuine, and then dropped the towel (that part was intentional).

I quickly dropped into a squat to grab the towel, making it look like I was trying to cover myself, but made sure that my knees parted and he got a proper spread look at my pussy.

Once I had the towel I stood back up, blushing bright red and kind of held it hanging over my front, one of my boobs still showing. I apologised and said I thought I was home alone, and he laughed and told me not to apologise and that I'd made his day. The towel was kind of slipping as I held it so went to adjust it, then fumbled it, nearly dropped it, and ended up just holding it by myside while my face burned red.

I remember my voice just disappearing and I kind of mumbled something about needing to go back up stairs. I was so embarrassed, so excited and so turned on being seen like this that my legs were shaking and my heart was racing. He kept looking for a few seconds (felt like minutes) and then I took a step forward and she shuffled to the side so I had to squeeze past him. I remember being so conscious of how my bum was bouncing as I went back up the stairs.

The feeling afterwards was somehow better than the experience itself. Knowing that he'd seen absolutely everything on show was such a rush. I lived in that house for almost another year after that encounter, and every time I saw him afterwards, I couldn't help but think about him imagining me like that.
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  #60  
Old 02-25-2025, 09:07 AM
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Great story Rorysub. Hope you have more to share.
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