Bit of backstory I’m 39 now but this happened a couple of years ago when I was 36. Me and my husband got together when I was 18 and we’ve had this sort of relationship pretty much from the start where he enjoys me being with other men. A few years back we made up some games and one of them was that I would post an ad on our favourite swinging site and I had a week to try and arrange a fuck with the 11th person to message.
This might sound easy but with so many fakes, flakes and picture collectors out there it was incredibly hard. It took 6 weeks before one of them seemed to be remotely genuine. He was 51 and quite good looking.
His message said he was only in the area local to me that night and would I be willing to meet? I replied within two minutes saying yes I’m free, where and when? I expected this to be the last of the conversation but surprisingly he messaged straight back and told me the hotel he was staying in and the room number. I replied saying i was but wary meeting straight away in a hotel room but we could have sex in his car while my husband waited in our car nearby. Again I thought that would be the end of the conversation but he replied t straight back saying that’s ok and told me what car he would be and the number plate and would sit in it waiting for me when I told him.
I was getting really excited now that I was going to complete the challenge and I could tell my husband was getting really turned on. I messaged him back and said he’s only five minutes away, we’ll be there in ten.
I quickly threw something on that I knew would be easy access, a summer dress despite it chucking it down with rain, did my hair and make up a bit and we left.
All the way there we were so excited, I kept saying how I can’t wait to complete the challenge lol. We pulled in to the car park and as luck would have it there was a space right next to his car. We parked next to him and the first thing my husband said “ooo no tinted windows, anyone could see” with a massive grin on his face. I gave him a quick kiss and said “see you soon” jumped out the car and got in to the back of the other guys car.
First thing I noticed was he looked like his picture which was good haha. We said hello and he said how excited he was and then we started kissing. The summer dress was a good idea as he quickly started stroking my thighs and I responded by opening my legs letting him know he could go further. He took the invitation and was quickly rubbing my pussy and then started fingering me.
I started moaning when he kissed my neck at the same time. He was quite soft and gentle with me and as he was kissing my neck I took my arms out the dress and pulled it down, then took my bra off and he went straight to my tits and started sucking them. I was really enjoying myself and reached over to stroke his dick through his trousers and I could feel him getting harder and harder.
I told him to get his dick out and as soon as he did I leant over and put it straight in mouth. He wasn’t very big at all but I didn’t mind, I’d take him all the way and the lick his balls as well then I’d take him out my mouth and slowly lick all the way up then all the way down to his balls and then all the way back up and flick the head with my tongue a bit then take him in again.
He was trying to finger me at the same time I did this but I was in the wrong position. Without taking his dick out my mouth I managed to get on my knees on the back seat and carry on while he reached underneath me and played with my pussy. I was thinking if my husband looked over now all he’d see was my arse practically pressed against the window haha.
He was actually really good with his fingers and I was really starting to enjoy it but then he stopped and I felt his finger trying to go in to my ass. I quickly reached around and pulled his hand away, again without taking his dick out my mouth and let him know that wasn’t an option!
I ended up stopping and asked him if he wanted me to carry on until he came or does he want to have sex and I’m happy either way. He chose sex. I laid on the back seat and he got on top of me and put his dick in me. I had a feeling he wasn’t going to last long so I started rubbing my clit at the same time and I didn’t last long either, maybe thirty seconds and just as I was to cum he started sucking my tits while he got faster. I let out a big loud moan and then asked him he wanted to cum, He said on my tits so I asked him to give me some me warning but before I’d even finished the sentence he said “I’m gonna cum!”
He whipped the condom off and I think he was trying to just quickly throw it on the floor but it hit me clean on the forehead! I think that, added to the fact we were cramped up, gave him some terrible aim not just with his condom throwing but with his dick! Nearly all of it went on my dress and only a bit on my tits. I tried to be sexy and scoop it up off my dress with my fingers and lick them clean but he was laughing and ruined the mood which I don’t blame him for to be honest lol. I just rubbed the cum in to my dress and then used a little clean bit of my dress to wipe my hands clean.
His dick was still out so I asked him if he wanted me to lick him clean. He seemed a bit surprised but in a good way and said sure so I spent a couple of minutes licking his dick and balls cleans trying to make as much eye contact with him as I could. When I was done I asked if he wanted a kiss goodbye or to leave it and to my surprise he said he wanted a kiss so we kissed for a few more minutes and then I said I had to go, we said our goodbyes and then parted.
I got out the car and back in our car where my husband was. First thing I asked was if he saw anything but he said the windows steamed up after only a couple to minutes but he did hear me moaning lol. He said quite a few people walked past too and a couple of them did a double take when they head the noises coming from the car!
When we got home I had a shower and then rode my husband while I told him all about it and by the time he came it still wasn’t even three hours since the stranger had first messaged me.
Source: reddit.com/r/gonewildstories/comments/1212w02/i_39f_36_at_the_time_had_sec_with_a_stranger_51m