When my (now) ex-girlfriend and I started going out she lived at the beach, so we spent a couple of months on long distance. She was reluctant to sext, she was self-conscious and a bit of a prude, but eventually we got there. This is the tale of a recurrent story we made up to dirty talk over.
As you would expect she struggled when she first moved to a beach town straight out of college, a couple of odd jobs here and there and she eventually landed a job promoting scuba tours on a fancy hotel. I always pictured her in a bikini trying to convince rich people to try the tours, but in my mind, they were just there to see if she would put out. I started the story out like this: a coworker would tell her about a side gig she had, very few hours for a lot of cash. Her coworker would slowly pitch in the idea, easing her into what she described as a promotional model job. It was actually pretty simple, both of them would go to a private yacht to assist rich men, half waitress, half entertainment. I never really knew if this sort of scenario had crossed her mind, if she ever lusted about how older men looked at her, but she seemed to accept the idea pretty quick.
The story continued the morning they left the docks, her coworker handing her the uniform, nothing extremely tacky but still, just a bikini and a really short skirt. She obviously started to get second thoughts but her co-worker, already in costume, talked her into pushing through with the job. Once at sea everything started out as usual, just two girls and a couple of staff, serving drinks and chit chatting with the rich men. Even through text I could tell she was into it, slowly asking for more details, gradually accepting my story.
I told her how with each drink the men would get more comfortable around the two girls, how they insisted until they had a couple of drinks with them. Eventually someone would pull my girlfriend closer until she ended up sitting on his lap, she tried to send a confused look over to her coworker, but she was already sitting snugly between two men. I sketched how she got groped, discreetly at first, just slightly touching her breasts, rubbing her thighs, but with each drink things continue to heat up.
By now my girlfriend had completely surrendered to the idea of sexting, she was totally immersed in the story, after all I’m pretty sure the older men fetish is one of her most repressed fantasies. I kept telling the story; as the sun was setting a small boat finally arrived to get all the staff back to shore and leave the men to spend the night on the anchored yacht. As she was getting ready to leave, her coworker went to talk to her, she told her she was spending the night with the boys and that they would pay ten times the original price if she stayed. She agreed.
I was rock hard telling my girlfriend how I fantasized about that wild party, on how as soon as the boat left with the cooks and the captain, her coworker made a spectacle of removing her top in front of the men, almost a ritualistic way of exposing her for the first time to them. I jerked off describing how she got passed around from lap to lap, men fondling her now bare breasts, licking her nipples. She was just as turned-on hearing how they got her cocks out and guided her hand to them, on how they took her bikini bottoms leaving her just with the skirt, fingering her as they all continue to drink and talk. Every once in awhile, I paused my story to ask her how she felt about the story, if it made her feel like a slut just for masturbating to my tale. It did.
I detailed how two men eventually took her to a cabin to spend the night to fuck her over and over. I kept telling her how much of a turn-on it was to picture her like that, on her knees blowing both of them, completely naked, being used for money, hearing her coworker scream as she got railed on the other cabin. She sent audios moaning over the idea of being spit roasted until dawn.
When she eventually moved in with me the story took a deeper turn, after all dirty talking in person can get overwhelming. She got fucked on the deck in front of everyone, with her coworker assisting, making a spectacle of how she reached orgasm. She went to the cabin with one of them, he used every part of her body as he pleased, and when he finished and left the room the next one went in. She was sucking my dick as I told her in detail how they all took turns on her, I fingered her pussy and asked her if she enjoyed imagining herself as a slut. She did. I came in her mouth.
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Hey, I’m a 37 male from México who sometimes still fantasies about the time I had with my ex-girlfriend. I hope this tale was not very confusing and above all I hope you enjoy it as much as I did. Feel free to message me anytime. Spanish spoken, se habla español.
Source: reddit.com/r/eroticliterature/comments/vf0z0s/yacht_escorts_how_i_sexted_with_my_exgirlfriend