This happened last year, but I actually still think about it. I went away on a trip over spring break with my boyfriend (22m) and his family. It wasn’t a standard “spring break” resort, it actually didn’t allow spring breakers, it was a bit more upscale, but I was not about to turn down a free trip to the Caribbean lol. Also my boyfriend comes across as an asshole in this story but he’s better now.
Our rooms were separate and my boyfriend’s mom has a million things she likes to do on trips (I’m more of a stay in my lounge chair type). So his parents were out on some excursion while we were laying on the beach, getting drinks brought to us, etc etc. Living the good life. My boyfriend has developed an affinity for sports gambling and is constantly doing shit on his phone with it. He was telling me about a stupid parlay or something and I was like please stop talking about gambling I do not care. He kept on though and told me the night before he lost $2000. I got kind of mad and told him that was insane, but my boyfriend is the type to never admit he’s wrong and double down. So instead of taking ownership over a mistake he said he wanted to blow more money. There was a casino in our resort and he said he wanted to go gamble there “and find a strip club and do some blow.”
I was like wtf…ok. Then when he got up from his lounge chair he looked at my drink sitting on the little table and slapped it with his hand into the sand and walked off. Now if you’ve ever been at one of these resorts you’re fairly far away from other guests, but usually one or two staff will be in close proximity waiting for you to need them. So right when he did this one of the staff rushed over and picked it up off the ground and said he would bring me another fight away which he did. I was just annoyed with the whole situation with my bf so I drank my drink flipped on my stomach took a nap.
Idk how much later it was but someone was gently tapping my shoulder to wake me up. When I lifted my head up the same employee was there and he was like “miss you’re going to burn. Do you want me to bring you an umbrella or move you to a cabana?” I was kind of bored and woke up kind of horny so I was like will you just put more sunscreen on me?
When he started putting it on I could feel his hands touching my body and got wet. He went over each leg and had his hands on my ass. He was moving his hands really slowly and firmly and it was turning me on a lot. I was like “do you like my body?” And he was like yes of course. And I said I want you to kiss it. He had his face inches away from it but he said not here. I impulsively said “come to me room” and he said ok I will tell me the number. I went back
To the room and a couple minutes later he was there. He started kissing my body and then eating my pussy. To this day, I dream about how good he ate pussy.
Eventually he asked to fuck me and I let him lol. His body was actually incredible. He had super defined muscles. He picked me up and was fucking me so hard as we kissed, it was super passionate. I must have cum 5 times during
the experience. When he finished I looked at my boyfriends location and he had left the resort, probably off to a strip club. I didn’t care and made out some more with the staff member.
To this day, it was some of the most incredible sex of my life. When my boyfriend fucks me now I often fantasize about it and it brings me to orgasm.