Yeah, thought I'd just get it out of the way in the title ????
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This actually happened a couple of days ago but I've not managed to find the time (or mental capacity) to write it all up. I'm still in a vacation with my family (back next weekend) which means I have a lot less private time and need to prioritise the limited time I have lol.
First a quick general update. In my last post I noted that they are hooking up more or less daily while I am away, and that continued. They also talked about exploring her being more properly submissive with him and they have done some of that too. He is rougher, there is a lot of dirty talk, he started to badmouth me a lot (I think he noticed that it turns her on), he has instructed her how to dress (would have outfits ready for her at his place and he made her go to the bathroom to take her panties off at work twice now). And you know … the title ???? So yeah, my girl is officially not an anal virgin any more.
Multiple people said it would be hot to try and write more details about what happens when they have sex. Since I'm not there I've been reluctant to do that, but since we haven't had the chance to talk nearly as much as we usually do I have a lot of it written down in texts. So I'll try it this time, just keep in mind that I wasn't there so it's kind of half made up? She told me all the important bits, but I'm making the details up. Let me know if you liked it or if you'd prefer I don't do that any more going forward please!
I'll call me and my girlfriend Adam and Eve, and I'll call the co-worker John. Here's the story …
The day didn't start much differently than any other. Eve didn't have to work that day so she met up with some friends for a coffee in the morning before retreating back home and to the AC because it's been super hot lately. She read a bit before John messaged her, confirming their plans that she'll come over towards the evening and stay over the night. He already started dirty talking over text, telling her he will fuck her all night long and that she better be ready to leave sore and barely walking because he had a frustrating day and will take it out on her pussy. Eve always feels a bit embarrassed when he talks / texts like that, but it also turns her on. She responded to him and tried to be flirty back but she isn't sure if she did that well.
She was now horny and distracted so she couldn't read any more, so instead she took a long bath and got ready (shaving etc) for him and played with herself a bit but didn't want to cum so she stopped.
Towards the evening she went to his place in a sundress with some lace lingerie that he liked underneath. When she got there he just called her from the living room, and when she walked in he was there just in his boxers, already hard. She walked up close and he immediately pulled her sundress off and threw it on the floor before he pushed her down on her knees, letting her do the rest. She says he was probably jerking off before because there was a lot of precum and he only lasted a few minutes before he came in her mouth. During the blowjob he just had his eyes closed and his hands on her head, dictating her speed.
After he came to sighed and relaxed and pulled her up and finally talked to her a bit normally. She said she was so horny she could barely stop herself from rubbing on him. She always gets horny when he just takes her like that, not even asking and just pushing her down.
They chatted for a bit before he was ready to continue and he bent her over the couch and pulled her thong to the side and started fingering her hard with two fingers from the start. She couldn't help but moan loudly because it was so sudden and he made fun of her for it. "Oh, is the little slut horny for my cock? You are so wet and I didn't even touch you yet … You just love sucking on my cock don't you?"
Eve still feels quite awkward about the dirty talk with him but it also really turns her on. She just kind of moaned in affirmative as she felt him pull his fingers out and replace them with his cock, stretching her out much more. She stuffed her fist in her mouth to not be too loud but he pulled her hand away. "Moan loudly like a whore, I want my neighbours to know I'm fucking a slut". She started moaning loudly like he wanted and came quickly on his cock as he told her how tight and wet her pussy is.
They had another little break and took some edibles before they continued in bed. This time John was on top of Eve, thrusting into her as he started with the more "cuckold" part of the evening. "Adam can't fuck you like this" "… no". "You love my cock so much you cheat on your boyfriend?" "… yes". "Say it!" "I love your big cock do much!"
He kept talking to her as he kept getting rougher and rougher, fucking her hard and reaching in between them with one hand to pull and twist her nipples. She came again and he came a minute later, inside of her again. Having two cum shots in her always makes her feel naughty.
By this point Eve was starting to feel the edible properly and was feeling that nice buzz where everything is a bit slow and fluffy and feels extra good. She went to the bathroom and cleaned up a bit and when she came back John had her lay down on her belly on his bed before he pulled her arms and legs straight and handcuffed her to the edges of the bed so her legs were straight out and kept mostly together and her arms were a bit too the sides but mostly up. They have done this a few times before and was excited because she feels completely powerless and submissive.
He started playing with her, massaging her thighs and butt, before slowly dipping his fingers in her used pussy. She wiggled and moaned in response. He always goes much slower when they smoke or take edibles, but it feels super intense. After a while (difficult to say how long) he pulled out his fingers and started circling around her asshole, while his other hand went back into her pussy.
He was talking to her gently, keeping her calm. "Don't worry baby, I'll go nice and slow, you just relax …"
He kept slowly fingering her pussy, helping distract her from the fact that a finger was working it's way into her ass even slower. She has no idea how long it took because she felt super overwhelmed, but at some point it felt like she had a pole super deep in her ass (though it was most likely just two fingers) and he kept messaging her pussy and clit until she came like that. He told her he'll be right back and he grabbed some lube properly.
He went back to her ass, this time ignoring her pussy, being a bit faster and rougher. She could take it a lot easier this time (the lube helped) and he was careful enough that it never hurt, even when he started to finger fuck her ass a bit rougher. She got used to it and it even felt good, but in a weird way.
At the point he felt she was ready. "I'm gonna fuck your ass now Eve. Don't worry, I'll go slow, you just breathe and relax …"
Eve felt nervous but she did also feel super relaxed and very submissive as it's not like she could have moved away because she was tied up anyway.
She felt him get on top of her and then felt his cock at her back door. It felt so much bigger then the fingers and like it won't fit at all, but he managed to slowly push in as she groaned. It felt weird and hurt a bit, but it wasn't too bad and as he slowly got deeper it stopped hurting properly and was just uncomfortable. But it also felt really hot psychologically and she was really turned on even if physically it didn't really feel good for her.
After he worked enough of his cock in and got into a slow rhythm, John repositioned himself on top of her and reached around her body so he could play with her clit as he started fucking her slowly.
That really helped and the pleasure in her clit helped distract her from the weird feeling of him going further and further into her ass, until she feels his hips push into her ass and she knew she managed to take him fully.
"That's a good girl, there we go" he whispered in her ear. "That's a good little slut, taking my cock in the ass … does it feel good baby? Does my cock feel good in my ass?"
She moaned "yes" in response because she knew that's what he wanted to hear, even if it still mostly felt weird.
He just stayed deep inside of her ass and grinded on her gently, letting her get used to it while he played with her clit. But his dirty talk got rougher and dirtier.
"I love it when your are a dirty whore for me." "Only submissive little sluts let guys fuck their asses." "This hole is only for me, Adam will never get it. Well, and for anyone else I tell you to fuck. You want that don't you? Getting fucked by other guys just because I told you to? Like a whore? Perhaps I'll let them fuck your ass too, but Adam will never get it will he? No, he'll think you are still a virgin back there …"
Eve was too overwhelmed to respond properly so she just moaned louder when he said something that turned her on, helping guide her. After a while she could feel herself getting closer on his fingers and came hard, squeezing his cock in her ass and feeling like a slut.
As she came John suddenly pulled out and started fucking her ass HARD, and he came shortly after, before she was fully finished cumming herself.
He started in her ass for a bit while telling her how well she did and how proud he is of her, and she just laid there trying to process what happened, before her ass got too sore and she told him he needs to get off her.
As he pulled out her ass felt weirdly empty and stretched and she felt really embarrassed, but he was very nice and uncuffed her, cuddled her a bit and then took her to the shower to clean up, showering her gently and holding her and letting her relax. She kicked him out because she felt like she had to use the bathroom but it was mostly just his cum that needed to get out which really embarrassed her and she needed a bit of time and another shower before she let him back in.
They finished getting ready for bed and went to sleep and she woke up a few hours later really horny so she gave him a blowjob and they went back to sleep. He fucked her again in the morning and he taunted her a bit, asking if her ass is sore and stuff like that, but mostly it was just normal sex.
Ok, this got way longer than I thought, and I got way too horny writing it out so I have to leave and go … do things ????
I hope you enjoyed it and that it wasn't too long, please let me know what you think! It feels a bit weird writing it that way but it's also kind of hot lol. I might send it to the GF to see what she thinks ????
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