The time [M]y girl[F]riend got fucked on vacation by my BBC friend. (True Story)

My buddy Ronnie and I grew up together in an oil company compound in the Middle East. His parents are Jamaican, but he grew up in an American school system with an American accent. We played baseball together, and he was always the best athlete on the field by a large margin and ended up getting a scholarship to a D2 school in college. He wasn’t a typical jock though. He was humble, bright, and his parents instilled a serious work ethic in him. After college he went off to med school and he now works in an ER in inner city Chicago. He’s 6’3, chiseled with broad shoulders, and as you can imagine does very well for himself with the ladies (of all races).

We kept in contact and visited each other a few times throughout college, and then less often as we both became busy with our careers. A couple years ago we determined to get together and hangout. His parents had retired to Jamaica and bought a really nice beachfront property, though they still spent a lot of time traveling the world (his dad was a geophysicist in the oil industry, do the math). He invited me, and by extension, my girlfriend, Tina, to spend four nights at his parents place while his folks were traveling. Being tired of a cold and gray March in NJ, we both jumped at the invitation.

Tina and I had been dating for a year, and this was only our second major trip together. She was relatively vanilla kink-wise, though she occasionally indulged me in dirty talk of my fantasies of her being bad during her girl’s nights out, or dropping her panties for one of her hot classmates during a study session (she was in grad school for physical therapy, pretty much everyone was in great physical shape). She never wanted to actually do anything like this, due to a mixture of fear that I was looking for an out to sleep around (I wasn’t), and not wanting to deal with the guilt of doing something considered so ‘out of the ordinary’. She’d put her limit at being a flirt and dancing with guys while out, and then telling me about it to get me riled up later.

Aside: I don’t consider myself a cuckold. I’m 6’2, well endowed for a white guy, and in decent gym shape. I’ve never really been into the humiliation angle. It’s just the thought of my significant other being bad drives me crazier than anything else.

Back to the story: so we arrived in Jamaica and had a great few days of relaxing on the beach, and Ronnie showing us around the nearby town (relatively upscale and safe compared to most of Jamaica).

Tina is a bit of a workout warrior, and was showing off her butt in her scrunchy Brazilian style bikini I had bought her for the trip (I kept telling her to go smaller). And I could tell she enjoyed being the center of attention for the two of us. She’d also progressively gotten more flirty with Ronnie over the first couple of days, and he was definitely reciprocating. It was all lighthearted fun, and I noticed Tina enjoyed staying in her bikini in the house, even after the sun had gone down and it was just the three of us hanging out. I wasn’t expecting anything to happen, but I was turned on at just the sight of her enjoying her sexuality and basking in the attention.

During the fourth day we had lunch in town, and I had some fish that wasn’t right. An hour or two later we were back at the house and I had to go lie down in the guest bedroom. Tina wanted to stay and take care of me, but I told her to enjoy her last day on the beach, that I’d be fine, I just needed some sleep.

I woke up two or three hours later when she came in the room giggling and crawled into bed. Her and Ronnie had taken his parents small sailboat out for a spin, had some wine, and after getting tipsy she asked Ronnie if he’d mind if she took off her top while sunbathing so she could avoid the lines. Of course he didn’t mind… This wasn’t much in the grand scheme of things, but it was the most daring I’d ever seen her be and my cock was instantly rock hard. She pulled it out under the covers, stroked it slowly a few times while playfully telling me my muscular friend really enjoyed the view. I was suddenly in a mix of tired delirium and ecstasy. She stopped mid-stroke, put on a small skirt, and said they were going out for dinner.

When they returned she was clearly still buzzed off her rocker. They’d had another bottle of wine, did some more lighthearted flirting, and really nothing more. She came in the room, checked on me, gave me the dinner update, and then got back in her bikini to take one last dip at night. I passed out again.

Sometime around midnight she came back in for bed, and I’d heard Ronnie’s door close down the hall as well. She had a mischievous grin on her face (that I will never forget), and said, “Baby, I think I might actually want to be bad tonight.” My cock lurched, my feverish delirium subsided for a brief moment, and I said, “Babe, you can do whatever you want, just make sure you give me the details after.” We talked a little more as she wanted to make sure this wouldn’t change anything between us, and that I would never somehow hold this over her head in order to sleep around myself. After I calmed her fears she got up, changed into her favorite black lace thong, black push-up bra, and then put on heels. She gave me a kiss on the cheek and grabbed my cock over the blanket, and walked out of the room and down the hall to Ronnie’s room.

I heard him open the door, and though the voices were muffled, I could tell he was clearly confused by what he saw. Sure, he’s a big flirt, but he’s also a great friend. He wouldn’t ruin his buddy’s relationship. Tina said something to the effect of, “It’s okay, I have permission to be bad”, and then I heard her walk in and the door closed. My heart started pounding, and my cock was at attention. A few minutes of silence, then I heard Tina’s moans start to carry down the hallway. It was really happening, she was being very, very bad with my very muscular black friend. My mind started racing while trying to place what she was doing with the sounds I heard. I started hearing a slapping sound, which distinctly sounded like he had her bent over doggy. Then my heart jumped even more when I realized she didn’t bring any condoms with her (she was on BC and we didn’t use them). My buddy was fucking the girl I loved without a condom, and I’d never been more turned on.

Tina was really moaning in ways I’d never heard from her before. This was her first and only BBC, and she was getting drilled in ways I don’t think I’d ever done to her. It felt like an eternity, but was probably 20-30 minutes. I heard her scream and climax, and then silence… Ten minutes later I heard the door open, footsteps in the hallways, and she came in our room, completely naked, and climbed into bed and on top of my rock hard cock. She was leaking, and forcing me to fuck her already cum filled pussy. She had the biggest shit-eating grin I’d ever seen on her, and I couldn’t take it, I came in probably thirty seconds. She gave off a chuckle, went to rinse off, and then we both passed out.

I felt a little better the next day. We all went on like the previous night didn’t happen, said our goodbyes at the airport, and went home. Tina and I fucked like rabbits for weeks. She loved the experience, but was still worried what people would think if they ever found out, and never did anything close to that again. In time the memory felt like it could have been just a feverish dream, because it was just that out of character for her.

She was a great girl, but we weren’t meant to be and went on our separate ways a few months later. The memory of the trip still makes me rock hard, and I still hold out hope that my next partner will get off on the same type of dirty adventures that I do…

Source: reddit.com/r/gonewildstories/comments/44tfdn/the_time_my_girlfriend_got_fucked_on_vacation_by