LITEROTICA PODCAST
LIT CAMS (200 Free Tokens)ADULT TOYSVOD MOVIES

Strangest sexual encounter

T

Taz111

Experienced
Joined
Jul 2, 2025
Posts
57
When I was younger much younger lol I went with a lady who I'd only just met a few hours before in the pub back to her house this was in the late seventys she was absolutely a stunning woman but much older than me wich I liked anyway but while we were in the pub she got up several times to use the phone ( no mobiles then ) I asked her why she told me she should be out with her sister and she was checking her husband hadent called her he was working nights on a six till six shift anyway off we went back to hers we were on the couch and I was fingering her ( she had the most beautiful hairy pussy wich I love ) my cock was in her hand her tits were out we were really going at it when she told me to take
my time and pushed me away telling me she needed the toilet and to get a drink to say I was pissed off would be a understatement sitting there with the biggest hard on ide had in ages and she'd fucked off I sat there stroking my cock waiting and waiting it seems like fuckin hours ide got a drink put my cock away and was looking through her record collection by the time she got back she was changed into a nighty and looked amazing she got hold of me and we went upstairs to her bedroom she was sucking my cock with her ass up in the air I was fingering her she was sat on my face it was the best sex I'd had in ages we absolutely wrecked the bed after we'd fucked the second time I was beat and just lay there as I was recuperating lol I noticed her turning round in the bed she lay her head on my chest and was playing with her pussy I went to move round to watch and she told me to stay where I was pushing me back as she carries on fingering her self
 
I watched her for for a short time I could plainly hear her pussy juices as she was fingering herself i moved and saw her fingers sliding up and down her pussy I just lost it threw her on her knees and banged away till I cum again up that beautiful hairy pussy wich was allready dripping with cum I collapsed next to her I was truly fucked but she started to tell me hurry up I had to leave we'd took too long literally pushing me out the bed anyway after ide dressed and she was pushing me out of the door she kissed me and told me to meet her the next day and she would explain anyway it turned out her husband was watching us the whole time and he would fuck her straight after and he also had a thing about going down on her straight away my cock was bursting out my jeans by this time and I think that's my strangest sex story I went back several times lol as it really turned me on
 
Wife and I left a bar in a downtown area,I took advantage of her drinking too much and where we had parked seemed safe so I lifted her dress, dropped her panties,and started fucking her while she was leaning in the car,when I turned and seen a nice dressed man intensely watching what I was doing to her. He didnā€™t seem threatening,just very into watching. Since my wife was in her condition,I pulled her straps down on her dress allowing him to also see her nice large breasts swaying. He eventually exposed himself and began stroking his large dick while moving closer for a better view. I started saying her name,and telling her how great her pussy felt,until I put a large load in her. I told her to stand still and I would clean her up with a napkin I had in the car,while the gentleman left.this was the strangest time it happened fo me and have to admit I liked it
 
MrETnman said:
Wife and I left a bar in a downtown area,I took advantage of her drinking too much and where we had parked seemed safe so I lifted her dress, dropped her panties,and started fucking her while she was leaning in the car,when I turned and seen a nice dressed man intensely watching what I was doing to her. He didnā€™t seem threatening,just very into watching. Since my wife was in her condition,I pulled her straps down on her dress allowing him to also see her nice large breasts swaying. He eventually exposed himself and began stroking his large dick while moving closer for a better view. I started saying her name,and telling her how great her pussy felt,until I put a large load in her. I told her to stand still and I would clean her up with a napkin I had in the car,while the gentleman left.this was the strangest time it happened fo me and have to admit I liked it
Click to expand...
Did your wife realize he was there?
 
Got a BJ while her son was in the room playing his XBox. Posted about this many times.
 
I think there's only one real stand-out in my sexual history!

This happened 20-odd years ago and was the result of a lot of online exchange between me and another guy who was proudly 'training' his submissive.

We'd had a lot of correspondence and clearly had a lot in common. He was obviously far more experienced (in R/L) than me and to a far more extreme extent in that not only was he sharing her, he was actively involved in group activities and if I say they weren't walking their dogs, you'll perhaps get the memo?

An occasion emerged when we'd have the opportunity to meet. Sounds strange perhaps but C & K lived in very North Wales (by the Electric Mountain) and I live in very central England (very close to the last big power station to recently close).

By UK standards, it's a bit of a trek!

As things happened, I was working in Wales and could take a different route back which meant we could meet.

C was all over it and well up for it but it wasn't all plain sailing (or driving!). Traffic was bad, I was delayed, nearly binned the car at one point and by the time I finally arrived, I really wasn't in the mood for much.

More unfortunately than that, when I met K, I really didn't fancy her either. I don't consider myself a snob particularly but her place was more than a bit squalid (which also dampened things considerably) but for her part, she'd been kept (literally) hanging around for quite a while and it was pretty sure she'd lost what interest she had too.

Nonetheless, C was still very keen to get things cooking, insisting that she address me as Sir ..... (which I find really cringey!) and took great delight in stripping her naked for me.

Next fail: K had very obviously spent a lot of time in shoes far too tight or small and one thing that really kills the thrill for me is damaged/deformed feet!! Oh well, man up....

So she's naked between us and C is doing all kinds of rude things to her. I will say K had very nice tits but when I picked on up by her nipple, she really didn't like that and made that abundantly clear. Another downer!!

"Do you want a condom?" I was asked. Now things were really starting to feel contrived. As if it wasn't bad enough already, I knew there was very little chance of me making use of such a thing and politely declined, pointing out that my cock was already buried in K's mouth while C fucked her from behind.

What really fucked things up big time was his bloody black Labrador, constantly fussing around the whole thing and very clearly desperate to get involved!!

I can't remember clearly past that point other than the dog didn't get a go and neither did I! I really wasn't interested at all by then and I think things just gently crumbled as politely as we could manage and I left.

What I did find ridiculously ironic was that many years later, LinkedIn suggested K as someone I might like to connect with!! Considering we'd never exchanged any correspondence or communication and LinkedIn only (theoretically) 'knows' my personal and professional emails (neither of which I'd used for 'private' purposes), I thought that really showed the extent to which social media secretly mines its way into your life and those around you, no matter how tenuous the connection!!
 
Another epic 'fail' in the hard-on dept. came from an experience with my one and only virgin. She was a lovely young lady, I was 22 - 23 at the time and I think to an extent, I was a convenient celebration of her 'coming of age'.

We had a thing for a couple of months before she decided it was time to find out what a different cock looked, tasted and felt like but one day she completely stopped my gallop - every bit as quickly as my other story - when she flung the quilt off the bed and onto the floor, spread herself on it starfish-style and completely naked and demanded that I "Do something dominant!"

Now as a considerate guy who has been having sexual relationships for a few years at this point, this is NOT what I expected from a girl her age so as my ship rapidly went down, I gently explained to her that this sort of thing is not a genie you can summon with a snap of your fingers!!

I never did find out where she got the idea at such a tender age (and pre-internet too!) but I hope she found what she was looking for! I saw her a few weeks ago in the town where she originally came from and I have to say the intervening 40 years haven't done any harm - she's every bit as stunning now as she was then - if not more so!
 
FoxtrotJulietRomeo said:
Another epic 'fail' in the hard-on dept. came from an experience with my one and only virgin. She was a lovely young lady, I was 22 - 23 at the time and I think to an extent, I was a convenient celebration of her 'coming of age'.

We had a thing for a couple of months before she decided it was time to find out what a different cock looked, tasted and felt like but one day she completely stopped my gallop - every bit as quickly as my other story - when she flung the quilt off the bed and onto the floor, spread herself on it starfish-style and completely naked and demanded that I "Do something dominant!"

Now as a considerate guy who has been having sexual relationships for a few years at this point, this is NOT what I expected from a girl her age so as my ship rapidly went down, I gently explained to her that this sort of thing is not a genie you can summon with a snap of your fingers!!

I never did find out where she got the idea at such a tender age (and pre-internet too!) but I hope she found what she was looking for! I saw her a few weeks ago in the town where she originally came from and I have to say the intervening 40 years haven't done any harm - she's every bit as stunning now as she was then - if not more so!
Click to expand...
Both amazing experiences thanks for sharing
 
I have been considering this thread for a couple days now. I am sure I have something stranger, but it is not coming to me. Or maybe I have already told it in another thread. But here's one that felt very unusual at the time.
My last year of college I lived in a house with four other guys. One Saturday, toward the end of the term, two of my housemates and I were hanging out at a bar drinking pitchers of beer. Two women at the table next to us kind of joined in our conversation, and before long pushed their table into ours and joined us. After a few hours we casually mentioned that we were hosting a party at our house the following Saturday, and they were welcome to join us. We ultimately closed out the tab and went our separate ways.
A week later we were setting up for the party and the two women from the bar showed up at our door. The party wasn't supposed to start until 8:00 pm, but they were there at 4:00 in the afternoon. We burned some leaves, then got them to help us with setting up. Over the afternoon, we kind of paired off-- the taller brunette attached herself to my roommate, and the shorter blonde attached herself to me. For the rest of the afternoon and throughout the night the blonde, whom I will call "Kate," never left my side. Around midnight, when the party was in full swing, we went upstairs to my room and proceeded to fuck each other's brains out. She had excellent oral skills -- probably the best I had ever experienced at that point of my life -- and I reciprocated before we fucked enthusiastically. When we were done fucking, I got up to get dressed and head back down to the party that was still roaring strong. She put on my bathrobe, grabbed my towel, and went downstairs to take a shower. I did not see her the rest of the night, until around 4 am I went upstairs to go to bed. I pulled back the covers, and found Kate lying in my bed. She woke up when I got into bed with her, and immediately went down on me. We fucked again until we both fell asleep.
The next morning (Sunday) we woke up and I was hung over. I think she was too, but I don't recall. I went out for breakfast with my roommate, and she tagged along. I expected her to go to her place after breakfast, but she followed us home from the restaurant. She hung out at our house all day, again, and did not leave when I went to bed that night. Of course we fucked like crazy when we got to the bedroom. I lied and told her I had an 8:00 am class in the morning, and she had to leave when I did. I walked her to her place and then headed to campus. I only saw her around town a couple times after that. To be honest, I tried to avoid her. The sex was great, but I did not need her clinging like gum on the bottom of my shoe.
 
Long ago, my wife and I had taken a substance, Let's Say Drugs, and were hanging out doing this and that. I started drawing her, and she got more and more naked until I was drawing her pussy. She said it was almost like I was touching her it was so intense. I later took that page out of my sketchbook, as it was a little too hot to share with friends.

[also we were living with her parents at the time and her dad came home unexpectedly, so we sat chatting with him, still way too high to be doing so]
 
Many years ago, when I was single, I went to a ā€œdiscoā€ because I heard that several girls my age hung out there. Sure enough, a girl I knew was there and she seemed interested in me. We danced a few dances, then I asked her if she wanted to smoke a joint out in my car. She said yes. We went to my car and smoked a joint, then started kissing and touching. I drove to a secluded spot and I went down on her, which she seemed to enjoy, although she did not come, a first for me. She half-heartedly started to blow me, but it was obvious that she was not into it, so I took her home.

It was just weird and awkward. I guess at that age we didnā€™t communicate well enough to make our feeling known to each other. Kind of a wasted evening.
 
I've had a few interesting situations. I think that two fall into the strange category. Here's the strangest.

This was soon after my divorce. I was a little lonely and missing sex. A woman came to me based on a local newspaper article highlighting my new business. She was needing help to develop her logo, website, and collateral marketing materials for her business. She was an active bodybuilder competitor who did personal training and home gym design as her main business. We had some mutual attraction and after the project, dated a bit. But all the pieces weren't there. But the sex was great and so we continued with a FWB relationship for a couple of years. Unlike some F bodybuilders, she had good, natural, firm C cup breasts to go with her round, tight butt and muscular arms and legs...although things were a little different in the times she wasn't in training for competition. During that time we did just about everything sexual an MF couple could do alone. She'd often just drop by for some play time or call me to tell me to come over. After an especially draining session in her home in the summer when the AC was not keeping up with the high temps, we were worn out, sweaty, but still horny as hell. I went in to take a shower to recharge for round two. As I turned on the water, I called out, asking if she'd like to join me. She came to the door, suddenly wrapped in short bathrobe and just ripped into me. "How dare you. How could you ask that? Showers are on the most intimate thing people can share. I'm saving that for when I meet Mr. Right. What nerve you have thinking you could take that special thing away from me. I think you should leave...now!" I turned off the shower, dressed, and I never heard from her again.
 
Up4fun&69 said:
I've had a few interesting situations. I think that two fall into the strange category. Here's the strangest.

This was soon after my divorce. I was a little lonely and missing sex. A woman came to me based on a local newspaper article highlighting my new business. She was needing help to develop her logo, website, and collateral marketing materials for her business. She was an active bodybuilder competitor who did personal training and home gym design as her main business. We had some mutual attraction and after the project, dated a bit. But all the pieces weren't there. But the sex was great and so we continued with a FWB relationship for a couple of years. Unlike some F bodybuilders, she had good, natural, firm C cup breasts to go with her round, tight butt and muscular arms and legs...although things were a little different in the times she wasn't in training for competition. During that time we did just about everything sexual an MF couple could do alone. She'd often just drop by for some play time or call me to tell me to come over. After an especially draining session in her home in the summer when the AC was not keeping up with the high temps, we were worn out, sweaty, but still horny as hell. I went in to take a shower to recharge for round two. As I turned on the water, I called out, asking if she'd like to join me. She came to the door, suddenly wrapped in short bathrobe and just ripped into me. "How dare you. How could you ask that? Showers are on the most intimate thing people can share. I'm saving that for when I meet Mr. Right. What nerve you have thinking you could take that special thing away from me. I think you should leave...now!" I turned off the shower, dressed, and I never heard from her again.
Click to expand...
Sounds like roid rage šŸ˜‰
 
trevorness said:
Long ago, my wife and I had taken a substance, Let's Say Drugs, and were hanging out doing this and that. I started drawing her, and she got more and more naked until I was drawing her pussy. She said it was almost like I was touching her it was so intense. I later took that page out of my sketchbook, as it was a little too hot to share with friends.

[also we were living with her parents at the time and her dad came home unexpectedly, so we sat chatting with him, still way too high to be doing so]
Click to expand...
Letā€™s say drugs šŸ˜
 
You must log in or register to reply here.

Similar threads

T
Fantasy's about my mothers panties
Replies
8
Views
1K
CDJohnny6969
C
live4thebj
Strangest Position
Replies
6
Views
405
mustang_driver
M
S
Milfs you have lusted after.
2 3
Replies
57
Views
4K
Kelvin8or
Kelvin8or
Wolfie605
Public play time, when and where did you?
2 3 4
Replies
91
Views
5K
AZsurfer45
A
K
Modeling Career
Replies
23
Views
801
Kolejdayz
K
Back
Top