The second time I fucked someone’s woman was completely spontaneous. For ten years I’d been the type of guy who only pursued relationships and didn’t have flings. In my mid-twenties, after another relationship didn’t work out, I relocated for a job opportunity and ended up starting a fling with a woman online who was looking to cheat because her man was too vanilla to keep her faithful. I threw myself into being bad.
Around the same time I went back to the city where I’d attended college for a friend’s wedding. Obviously I couldn’t take a date since the woman I was fucking was sneaking around on her man.
I had been pretty good friends with the groom in college. I wasn’t close at all with the best man, Dave, but I’d been drinking buddies with his wife, Rachel, in school. I’d never hooked up with her or even really tried. I was always with someone else. But I knew a lot of people who had. By nineties standards, she was definitely a proud slut. Me and another friend ended up staying with Dave and Rachel because they had a big house with a couple of guestrooms.
The wedding was a typical southern mid-afternoon thing at a rented venue. At the last minute, Rachel had been drafted to be in the wedding part when one of the bride’s friends had to cancel because of a death in her family. Rachel is tall and slender–kind of a Keira Knightly body–but the woman he was replacing was petite and tiny. So Rachel ended up in pink satin bridesmaid dress custom fit for another woman and it was a little too short for her long legs and a little too tight in the waist, but not tight enough in the bust. It had spaghetti straps and a broad pink sash at the waist.
It was a cash bar wedding with beer and wine only so nobody drank to excess. Rachel definitely had enough to get loosened up without being actually drunk. I danced with her a couple of times and because the dress didn’t hug her tits I kept getting flashed. She wasn’t wearing a bra and had tiny, sexy tits with perky pink nipples. It was hard not to look.
Since Dave was the best man, after the bride and groom left in a limo he had to drive their car with luggage and change of clothes to the hotel where they were staying until they flew out for thier honeymoon the next morning. His wife was left without a ride and she asked me to take her home. The plan was for everyone in town for the wedding to meet back up that evening for dinner and drinks.
I remember it was a sunny spring afternoon. We had the windows down and the radio up to cheesy eighties music. I’d only had a beer or two. Rachel had a little more. Almost immediately she started complaining about “the fucking dress” crushing her ribs. The venue was an old church out in the country and we had a bit of a drive through a rural area. She decided she needed to unzip. I tried to keep my eyes on the road like a gentleman while she unbuckled her seat belt and got on her knees. But in the cramped car she couldn’t really get around to the back.
“You’re going to have to help me,” she said.
I pulled over to the side of the road. It wasn’t a busy highway, but it wasn’t abandoned either. We were in front of a big field with a collapsing barn. She was on her knees with her back to be. I opened the hook at the top of the dress and slowly slid the zipper down. More sensually than I planned. Her pale, bare back was exposed.
She sat back down and exhaled in relief.
“First time you unzipped a married woman?” she teased.
“Not exactly,” I said.
The look on her face a mix of shock and curiosity. But I didn’t go into details.
The dress was really hanging forward now and I could see her tits again. I stared and she noticed. I turned away.
She just laughed.
“They’re just tits. You can look. Never seen any so small?”
I knew she’d been to a nude beach on her honey moon and was unashamed about it.
“I think they’re hot,” I said.
She laughed and said I was full of shit, but I insisted. And I was being honest.
I reached over and pulled the dress down. She didn’t stop me. From there it happened fast. We kissed. Slowly at first. Then more intensely. And a few minutes later I was over the console and in the passenger seat. Rachel was straddling me. The satin dress was bunched around her waist and her plain white panties were pushed aside.
She rode me bareback on the side of the road. She told me she was on birth control so I didn’t worry about pulling out. It was frantic. A rough ride. She got off and kept going until I filled her pussy.
Afterwards was a big awkward as we got dressed. We drove mostly in silence. We made a few jokes about it. But it was weird. When we got to her place we stayed in different parts of the house until her husband got back. Other friends showed up around the same time. We hung out for a while and joked around, then we all went out for dinner, pool, and a lot of alcohol.
At the end of the night I took a cab back to Dave and Rachel’s place with them. Other people went their own way. I was staying in the guest room. They went into their room and left the door open. I went in the guest bath to brush my teeth get ready for bed.
When I came out the master bedroom door was still open. Rachel came over to it. I assume Dave was in the master bath changing. Rachel had on nothing but a white night shirt unbuttoned all the way down. She flashed me a wicked smile while I staired at her neatly trimmed bush. Then she shut the door.
I went to the guest room alone. I assumed she was just giving me a last look. Her husband was wasted and I knew they weren’t about to fuck.
I was half asleep in a booze stupor when my door quietly opened. Maybe an hour had passed.
“He’s out cold,” she whispered.
She had on the same white satin night shirt. It was mostly buttoned up and she had on silky white panties. I was in boxers. She straddled me and started pushing them down. She started grinding her satin covered pussy on my dick. When I tried to speak she just put a finger to my lips.
I opened her top and sucked on those perfect small tits. Then I slid her panties off. She slid onto my cock again. We fucked nice and slow. It went on forever. We kissed a lot. It was quiet and intense. And her husband was snoring loudly a room away.
I came inside her again and we collapsed in bed. It was hard to stay awake because it was late, we’d been up super early to get ready for the wedding, and we both had a tons of booze in our system. I can’t imagine what would have happened if we’d fallen asleep like that.
We talked to stay awake. Not about us or even the sex. Finally I rolled over and fucked her bare back one more time. It was low key, missionary position.
We kissed when it was over and then she left.
We didn’t mention it the next morning. There were no texts after I left and came home. It was just over.
I stayed with them a couple of times after that on different trips home, but she never came to my room again.
Almost two years later they were passing through the city where I live on a road trip out west. They stayed with me for a couple of nights and that’s when I fucked Rachel for the last times. The first time she slipped into my room late at night again after drinks. She had on a peach satin sleep shirt. She unbuttoned it and rode my cock while her husband snored down the hall.
The next morning he went to play golf with a guy he’d worked with who lived near me. His wife was in the shower when we left and as soon he was out the door I turned the dead bolt and fucked the hell out of Rachel against the wall. We spent the morning going at it. She told me she’d cheated another time with a co-worker, but hadn’t fucked him as many times as me.
Not long after that they decided to have kids and I guess that cleaned up her act…though she definitely a hot milf now in her forties and I’d be more than willing to relive our past.
Source: reddit.com/r/gonewildstories/comments/bfdcac/m_fucked_my_married_college_friend_while_her
That’s a hot fucking story!! Love it!!
That’s fuckantistatic
dayum… cheating stories turn me on so much.
Those were some insanely hot episodes! Kudos for going in her bare every time.
Beautifully written!
He snoozes, he loses… Well done and very smart, people get caught by the communication before and after a cheating fling.