Lost My Virginity To An Older Woman In Cancun.

I was in Cancun on a family vacation when I was 17. Like all boys my age, I was a jazz factory and jerked off about 3-4 times a day. I was sticking my dick in anything to simulate a woman, but had not actually felt a woman yet.

Our first full day there I was exploring the resort alone and saw a woman tanning topless on the beach. I still hadn't even seen bare tits in person that I could recall. I wanted to get a better view so I just kept walking up and down the beach passing her and trying to think of a way I could sneakily take a picture with my phone.

She was very tan, and had decently large breasts. I didn't realize it at the time but in hindsight they were clearly fake tits. She was a sun bleached blonde probably in her upper 40's and incredibly tan. He husband was also laying next to her.

After probably the 10th time walking past her, with noone else around but her and her husband, she called out to me. "You lost?" I froze with fear. Her and her husband were looking at me and I tried to think of words to say but after a few seconds she told me to come over to them. "I've seen you walking past and staring at me."

I knew I was caught and went right into apologizing, but she stopped my apology saying "I wouldn't take it off (her top) if I didn't want people to see." You seem to like them."

I still was a bit frozen in fear and just said "ahh makes sense." I also started to get worried my parents would come out of nowhere and see me talking to some top less woman. Before I could say I had to go, they asked if I knew what 'swingers' were. I didn't but again was a scared and insecure teenager trying to play it off cool and said I did. They told me that they were, and the husband said "she was hoping we would find an interested young stud on the trip. Would you be?"

Ever the young fool i said "interested in what?"

"Swinging with my wife." He said. They could tell i was still confused and she got very blunt about it. "Would you like to come back to our room and fuck me?"

I started to shake, butterflies shot up my stomach, I had a boner that I felt like was going to explode on the spot and also felt like this had to be some kind of fake trap. She was good looking for her age and I was nervous I finally was able to get some words out and ask "when would you want to?" Like I had somewhere else to be... I was just being too much of a wuss to say 'yes'.

"We can go to our room right now." I think I almost fainted with excitement and responded with an "ok lets go." They picked up their things and she got her top back on. We were walking through the resort and I was looking out for my parents while also keeping what I felt was a safe distance from this older couple so it wouldn't look like I was walking with them. Their room was in a building pretty far from where we were staying, so i started to feel more comfortable.

We got back to their room and I was a bit confused as to why the husband was still with us. It had never crossed my mind that a man would want to watch his wife fuck someone else.

She started by unfastened her top and saying "you can do more than just look in here." I reached out to feel them and remeber the warm feeling of her skin. She pressed he breast towards my face and next thing I'm know I'm sucking her perfect fake tits. Her hand started to graps my cock from outside my swim trunks and after sucker her tits for a few minutes and her rubbing my cock, she pulled back, pulled her bikini bottom down, and sat on the bed. She said "looks like you're the last one who needs to take your suit off." I noticed that her husband was sitting in a chair in the corner and was completely naked, stroking his dick. I was a bit put off by this, but I was also about to put my dick into a real pussy and nothing was going to stop me now. I was also encouraged knowing that mine was bigger than what I saw him stroking.

I pulled my trunks down and her husband said "looks like we found a young bull."

She bent over, wrapped her hand around it and stroked it a few times and said "yes we do." She give my cock a few very slobbery sucks and leaned back on her elbows with he legs off the corner of the bed and said "give it to mama."

I stepped between her legs and pressed the slobber soaked head of my dick into her wrinkly pussy. The first thought that went through my head was "people out there are watching porn right now and I'm putting my dick into a real woman's pussy." It was a very virgin thought to have. It felt so amazing but I was so worried about making sure I was doing things right, it actually helped me last a really long time. I started thrusting my hips qnd driving my dick deep into her. My balls were slapping her and making a clapping noise and she was moaning and throwing her head back. Her big fake tits were bouncing like giggling water balloons and I reached up to grab one. After pounding her hard like this I got a new angle and threw her legs up over my shoulders. I could feel more pressure on the tip of my dick like this and had started to feel like I might cum. I thought it was disrespectful or frowned upon to cum in or on a girl and asked "do you have a sock incase I end up cumming?"

"Why would you need a sock?" She asked through moans as I continued to pound her.

"So I have something to cum in.." I said unsure of myself now. The conversation has dulled the sensation and I was no longer close to cumming, but still fucking her like a jackhammer.

"Just pull out and cum on me. Havnt you don't this before? " She said as she gestured to her chest and stomach.

"Not like this." I said as I continued just railing her and the thought of an embarrassing performance, and how long i should last helped keep me very far from cumming. I had been thrusting away at her in various positions on the end of the bed for nearly 30 minutes and she was loving every minute of it.

"Aww you're a Virgin. Probably been 20 years since I've been someone's first. You don't seem like one." She said back.

She was riding on top of me when I felt myself tensing up. I told her I was going to cum and she said "cum in me, cum in me" as she panted and kept bobbing her pussy up and down on my dick. Her big fake titties were bouncing in my face. It felt like I was spraying cum for atleast a minute. Each pulse of cum felt just as strong as the first one. It was running out her pussy and down my cock and I was still shooting more up into her.

When I was finally done erupting she pulled up and off me and cum globs dripped out of her onto my dick and thigh. She rolled off me and said I could clean up in their bathroom. When I came out her husband was standing over her cumming in her mouth. I went to pick up my swim shorts and still had a rock hard boner and she noticed and said "boys your age can go all day cant you? Do you want more?"

I was still hard and horny and in disbelief that I had just had sex that I was ready to go again. "I got more in me." I said. She moved more towards the center of the bed, spread her legs and said, "well go ahead." My cum was still dribbling out of her pussy and down her ass crack. It slid in real smooth and I pounded her like a breeding racehorse for another 15 minutes. I was on top this time when my body locked up and I put my cock as deep into her as I could when I felt myself pumping cum into her again like a fire hose.

I pulled out and my dick and balls were coated in the cum of my last 2 loads. Her husband had gone to take a shower during our 2nd fuck and I went into the bathroom to wipe my dick down. He said over the shower curtain "I miss being able to fuck like that. You put on a good show."

I got my swim trunks to leave and she said if I ever needed to release come knock on their door. I tried a few times throughout the week but they usually wernt there. One night they did answer though and I fucked the shit out her again.