A couple of years ago some friends and I rented a big house in El Salvador to stay for a few weeks. We were running our own businesses remotely, so we planned to have a big house for 4 weeks by the beach, so we could work together and surf when we had free time.
At its busiest we were expecting 10 people in the house, but for the first week it was only me, my gay male friend Eric, and Amy – she worked for Eric running sales for his eCommerce company, although I had never met her before. She was pretty, although a little older than me. I was 25 at the time, and she was 32.
Amy was white, with brunette hair, about 5’7″, DD size breasts. Her face was pretty enough, but I honestly wasn’t immediately attracted to her. Also I didn’t really think about her in a romantic sense straight away just because she worked for Eric and also she was 7 years older than me.
(As for me, I’m 6’0, medium build around 180lbs, and half Colombian so I have a slightly darker complexion).
For the first couple of days, the three of us just hung out in the house and worked because we were all pretty busy. With a couple of surf breaks here and there. In the evenings we cooked and had some beers, played card games and chatted a bit. It was all very friendly. I noticed that Amy was cute, and that she had nice tits, but I didn’t think about her much. I did enjoy chatting with her though and I felt that she enjoyed my conversation and my company as well.
The third night the three of us decided to go to a bar nearby just to get out of the house to drink. This is when the sexual tension began building for Amy and I. We were sitting at a high table, I was sitting on one side of the table, with Eric to my left and Amy to my right.
We had a few beers each and joked around with some local people and other travellers who were there. It was around my third beer that I realized I was really enjoying myself, and in particular whenever I spoke to Amy, we had very close eye-contact. She had a playful smile when talking to me and there was a little bit of cheekiness behind her eyes. While continuing to chat with her, I moved my right foot to rest on her bar stool’s footrest instead of mine, so my leg was slightly leaning against hers. She noticed but didn’t move her leg away. Eric couldn’t see because this was under the table. I liked this feeling of slight closeness with Amy, but after we finished our drinks we left and went back to the house and we all just went to sleep in our separate rooms.
The next night, after we finished working, we all got really drunk at the house and played board games on the floor. We had many beers, and a lot of whiskey. By midnight Eric had moved from the floor to the couch and passed out despite music blaring loudly over a portable speaker I brought.
Amy and I found ourselves lying next to each other on the carpet and just chatting and joking about our travels and the past couple of days. I could feel that we were getting closer and were attracted to each other, but at the same time there was a hesitation from both of us because technically Eric was her boss and also we had that age difference. Despite that, we continued laughing together, laying there and tangling our legs a little. Enough to create more electricity between us, but not enough for us to fully start making out with each other.
When I got back to my room that night and realized what was happening between Amy and I, I specifically told myself “you will not sleep with Amy”. I didn’t know how Eric would feel if he found out I slept with his employee while she was here. Eric was a good friend of mine, and it wasn’t worth messing up his working relationship with Amy for a fun evening.
The next night, again we made dinner and played some cards over some beers. After enough nights of playing cards we started to get bored, and this night we found a stash of old pirated DVDs in a drawer. We put on some terrible comedy that Amy chose (I don’t remember what it was), and all sat down on the couch, drinking some whiskey.
Eric fell asleep about 5 minutes in. After a bit of snoring, I bumped him and he migrated to his room, leaving Amy and I on the couch alone.
The couch was pretty close to the air conditioner, and it was starting to feel a bit cold. Amy was starting to shiver a little bit as well. “Are you getting cold?” I asked. “YES! That AC is freeeezing” she replied.
Amy rubbed her hands together and snuggled up closer to me on the couch, wrapping herself into a ball by bringing her knees to her chest. She was wearing yoga pants and a loose fitting crop top and I was wearing shorts and a tshirt. Because of all the beers and whiskey at this point, I was feeling a bit uninhibited, so without thinking too much about it, I put my left arm around Amy and pulled her closer to me, and put my right hand on her thigh. She pushed even closer.
We drunkenly started joking about how terrible the movie was. I flirted and blamed her for choosing the DVD, and she defended herself by saying it used to be a lot funnier when she was younger. We had a bit more back and forth like this, with our faces really close to each other. We were looking into each other’s eyes more than the TV screen.
I really, really wanted to make out with her, but a part of me still had some self-control despite being drunk, and I didn’t want to push the situation further. She had other ideas though.
We found ourselves looking each other deep in each other’s eyes without saying anything for too long. Amy swung her left leg over to the other side of my body so she could straddle me, and started making out with me. It felt so good to have her body on mine and for her tongue to be in my mouth. I grabbed hold of her hips and pushed back on her tongue and continued to make out with her.
Suddenly she pulled back and caught herself. “Sorry………I’m so sorry…..” I pulled her body closer again and kissed her before she could continue that sentence. We continued making out and I ran my hands over her back and squeezed her ass while she grinded against me. My cock was getting so hard, and she could feel it.
I wanted to really push it against her more, so I lifted her and brought us down to the carpet. I put her on her back and got my body between her legs so I could push my cock against her while we made out on the floor. I squeezed her tits under her top which felt amazing. I hadn’t actually been with many girls with huge tits like hers.
“Ohhh fuck me” she said while we were dry humping on the ground. I realized Eric’s room was on the ground floor and wasn’t very far so I put my finger over my mouth and smiled while saying “shhh”. She understood and gave a little playful grin. I decided it would be best to move this to my room, so we got up and went upstairs and closed the door.
She pulled off my shirt and I helped her take off her crop top. I pulled off my shorts leaving my boxers on, and peeled off her tight yoga pants so she was only left in her bra and panties. I got back on top of her and in between her legs, and we continued to make out. It was so nice to feel her warm skin against mine while we moved together. My cock was so hard and all it wanted to do was be inside her. I was trying to fuck her through our underwear.
I reached around her back and undid her bra, releasing her beautiful tits. She reached down for my cock and started stroking it through my boxers. I moved my hand down and lightly brushed my fingers between her legs and I could feel how hot and wet her pussy already was through her panties. I started pulling them down, and took off my boxers as well.
She spread her legs and I slowly pushed the head of my hard cock between the lips of her wet pussy. I felt her warmth first go over my tip, then my head, and then slowly down the end of the shaft, until I had pushed myself fully inside of her to the base of my cock. I paused there and throbbed, enjoying the feeling of being completely inside her, having her hot tightness wrap all around me. She gasped when she felt the length of my cock pulse inside her.
I pulled out slightly and then thrusted in slowly. She spread her legs more to receive all of me as I continued my rhythm in and out of her pussy. Being on top of her I had a great view of her tits that were starting to bounce slowly up and down. Fucking her was so good and although there was a little voice somewhere deep in my head that was telling me this might be wrong, the feeling of being inside her and having her warm body so close to mine completely drowned out that voice.
After a little bit of missionary, she rode me for a little bit, which was great as I got to feel her huge tits in my hands as she went up and down my cock, and she came a couple of times. She then got on her knees and wanted me to fuck her from behind. I like to be prepared so I’m not stressed about this decision at the crucial moment, so I asked her if she was on birth control, to which she nodded.
I positioned myself behind her and used my hand to point the tip of my cock at the lips of her wet pussy. I slid the head around to feel her wetness and stimulate her clit a little, before pushing it into her tight opening and pushing all of myself inside her. I grabbed hold of her hips and started thrusting my hips back and forth, pushing my cock in and out. She was so wet, but she was still so tight that it felt amazing. I reached underneath to grab a hold of one of her tits to squeeze while I continued to fuck her.
I pushed her body down onto the bed so she was lying prone, and I continued. I grabbed her ass while I was thrusting inside her, and I could feel her try to squeeze her pussy around me every time my whole cock was inside her. It meant as I tried to thrust out, there was a moment of super tightness that felt amazing before she relaxed and waited for me to give her all my cock again.
I tried to reach underneath her again with my right hand to squeeze her tits, and with my left hand I grabbed her hair while I pounded her pussy. I was getting really close, and as I started fucking her harder and faster, I moved my right hand up to her throat. I choked her a little bit and grabbed her hair tighter. As she moaned in pleasure I thrusted as deep as I could, and then I felt the unstoppable wave, my cum building up and exploding inside her. She pushed back against me, fucking me as my cock throbbed over and over again and I shot my load deep in her pussy. My orgasm lasted for so long, and I knew that I was filling her with my cum as I just continued pulsing. Eventually I released my grip on her hair and on her throat. I lay on top of her back while we both panted heavily, trying to catch our breaths, my cock still inside her, resting in our juices.
I rolled off of her and gave her some tissues to clean up. We stayed in bed, next to each other. She laughed and said “don’t tell Eric about this”.
Source: reddit.com/r/gonewildstories/comments/eqxaf0/mf_at_first_we_hesitated_but_i_ended_up_fucking