A few years ago my wife and 7 of her friends went to Cabo for a week long girls trip. They are all hot MILF's and were around 40 years old. About a month before the trip my wife found I had been surfing cuckold porn sites. She confronted me about them. I explained the fantasy to her and she was upset. She finally calmed down and we had several discussions about the fetish and I told her she had the green light if she ever wanted to take a lover. She was very unsure as we were both raised traditional Catholics but she at least listened and did some research. She told me that she didn't think that this was something she wanted or could participate in at least in real life, but said we could do some role playing.
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She had a great trip and came back gushing about how much fun she had in Cabo. She was practically glowing! I was surprised because she didn't seem that excited when the trip was being discussed/planned. I was just glad she had fun and was able to get away from all the mom duties for a week. She deserved a break.
Fast forward a couple years and one night we were out with some of our friends and one of her best girl friends. We were all drinking and having a good time. Out of nowhere her girl friend brought up the Cabo trip and teased my wife about the "yoga guy". My wife laughed it off but I could tell her friend had divulged something she shouldn't have.
We kept drinking and by the time we got home my wife was super tipsy. I decided to ask about the yoga guy. At first she played it off but I could tell there was something behind her laughter. I reassured her that I wouldn't judge her and she could tell me anything.
She said that every day at the resort the girls would go to the pool around 4 pm for happy hour. Turns out that a group of them played volleyball in the pool while enjoying the drinks. By mid week it was sort of a part of their schedule. A group of 3 men about the same age always played along with some others. One of them had been pretty flirty with her and they always found themselves on the same team. She said he was tall and lean and she had found out he was a yoga instructor. She said he was charming and had a great body and that he was a lot of fun to be around. I asked what she was wearing to the pool and she said at first just her one piece swimsuits but by the end of the week she felt comfortable wearing her bikinis.
She said that they had brushed up against each other in the pool a few times during the course of the week and the volleyball. Her friends had noticed how flirty they were and encouraged her to make a move on him because he was so hot. She said she just laughed it off. The trip was winding down and the last day they went to the pool as usual but the guys including "yoga guy" weren't there. She admitted she was a little bit disappointed but also a little relieved since she had allowed herself to get a bit carried away flirting with him.
So all the girls went out to a nice restaurant for dinner and chatted about the trip and how much fun they had and how they should plan to do it again. She admitted they were pretty burned out from all the drinking at the bars and were looking forward to a quiet night before packing up later that night. As they were walking back to the resort, one of them said that the only thing they hadn't done was go to Cabo Wabo. They all agreed that they had to at least go have one drink there before going back to pack up.
She said they went in and the place was a ghost town. Hardly anyone there. They ordered a round of Pacifico and about halfway through their beer, a round of tequila shots appeared. Everyone denied ordering them but she found out that one of her friends had done it. Anyway they ordered another round since it was early, and sure enough another tequila shot. They were laughing and having fun and noticed that the place was filling up as it was now about 9 pm. Soon a band started playing and then the guys from the pool showed up. She admitted she was excited to see them since she thought they had left and she didn't get to say goodbye.
By this point she could tell I was aroused and she said I think that's enough of the story. I told her that I wanted to hear more and I wasn't upset. She acted coy but she put her hand on my crotch and felt my hardness and said she would continue since she could tell I was enjoying it.
She said they did a couple shots of tequila and laughed about the fun week they had. Then "yoga guy" asked her to dance. She said they danced for a few songs, got really close and were touching each other and dancing and she felt free. Talked about how she could tell how much he wanted her and how good it felt that someone was interested in her. And how she hadn't felt that way in such a long time.
He suggested they take a walk back to the resort. She looked at her friends and a few of them were dancing and some of them were at the table drinking. They were having fun and oblivious to what she was doing so she agreed. When they got to the beach they stopped and kissed each other passionately. All the pent up tension from the week let loose and they were making out like teenagers. She stopped and said that she didn't know if I wanted to hear the rest of the story. I said of course I do. She put her hand on my rock hard cock and said oh I guess you do want me to continue.
She said after a bit of kissing she knew they would fuck. They walked toward the resort a bit uncomfortably after the steamy make out session. He had roommates and so did she so she had sort of resigned herself to things ending when they got to the resort. At this point my wife reached over and started to touch my cock through my underwear. I was throbbing and she could tell so she started lightly stroking me through my briefs.
She said they got to the resort grounds and she was preparing to say goodnight when she saw the tent on the beach that the resort used for spa services. She grabbed his hand and pulled him over to the tent and they snuck in to find it empty. There was a small light on in the corner but otherwise they had the place to themselves. She said they were immediately all over each other again, groping and kissing. I was so hard at this point, and she could tell I was into the story, still slowly stroking me.
She said she could feel his hard cock against her body and finally she reached into his pants and felt it. She said he was rock hard and big and thick and roughly twice as big as me. He lifted her dress up and had his hand in her panties which were soaking wet. They kissed and touched each other for a bit then she stepped back and let her dress fall to the floor, standing in front of him in just her thong and bra. Then she took off her bra and panties and motioned to the massage table. She said he stripped down naked and came over and kissed her with his hard cock up against her mound.
I had precum on my briefs by now and she was still slowly stroking me. She said at this point she was at the point of no return. No stopping what was coming, she didn't even have thoughts of stopping or backing out. She said that he teased her with his cock sliding it around her wet cunt. He asked if she had a condom because he didn't have one. Finally she told him to put it in her and that she didn't care because she was still on birth control. With that he pushed his cock inside her and started slowly stroking her while rubbing her clit. She said she had never been so wet and creamy and could hear the sucking noises as he pumped his cock in and out. She said he made her cum and she was squirming on his cock and he felt so good inside her. Finally she told him to fuck her hard and she wanted him to cum inside her. He obliged and she came again before he finally unloaded in her pussy. She said it was the best sex she ever had. Not long after he finished as they were laying together, a security guard came in and told them they couldn't be there. They got dressed and walked back to their rooms, kissed one last time and she went back to her room. It was about 1 am and she was the last one of the girls back. Later she said one of her gfs saw her leave with yoga man and she told her about it all. Then she said they had a 6 am van pickup and she overslept so she didn't get a shower. Just got on the plane smelling like sex and with cum still dripping into a new set of panties and that is how she came home to me. When I heard that I came hard in my undies and she just sort of laughed. She said looks like you are good now and rolled over and went to sleep.
The next morning we were both hungover. During coffee she asked if I liked her story. I said that she knew I did. I asked her if it really happened or if she was just playing around since she knew my fantasy. She leaned in and said. Oh yes it happened and that I should remember I told her she had a free pass. She kissed me and went to get ready for work.
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