Lily sat in her car and debated with herself about wether to text Carlos or not. She was driving to her friend Samantha’s house this weekend and was just out of town. It was a rare occurrence to go away for a weekend on her own, so she was incredibly tempted to message Carlos , her ( also married ) work friend.
These little “encounters” between her and Carlos had been going on for far too long as it was. She felt guilty about it a lot, but they’d only ever gone to a hotel and really fucked one time. Every other time was at work in an empty office or house he was working in. Every encounter was hot and exciting but she managed to convince herself it wasn’t AS bad , if they weren’t sneaking off to hotels and really having an affair like that. She wanted to though. It had been so long and it was always distracting , trying to cum when anyone could walk in to her office. She kept thinking and fantasizing about those few times they were able to get some privacy, and how much better it was.
She decided to go for it , she messaged Carlos and asked if he’d be willing to meet her. There was one other small problem though, which she explained to him via text and figured she’d let him decide if it was a dealbreaker. She’d forgotten to take her birth control pills for a few days , which meant Carlos wouldn’t be able to cum inside of her. It was something they both got off on, and sexted about a lot. A few times , after fucking her and filling her up with his cum at work , he would ask her to send him pictures of his cum dripping down her thighs. It was a little dirtier than she was used to, but she was surprised at how turned on she got showing him the mess he made of her at work.
He hesitated for a minute , she could tell him he was disappointed that he wouldn’t be able to cum inside of her and he was really busy at work but he said yes , and that he’d meet her in an hour. Suddenly Lily felt really nervous that she’d initiated this and it was actually happening , but she picked up a few candles and some wine and booked a room. She took a long shower, moisturized with coconut oil everywhere and put on a tiny , lacy, blue thong , a tiny top that her nipples were completely visible through , and white stiletto heels. She laid on the bed and waited for him, and could feel her pussy getting all warm and wet , thinking about what they were about to do .
She heard a little knock and got up to open the door , hiding behind it a little just in case. When Carlos came into the room, and saw what she was wearing , he seemed to like it . He walked up and immediately wrapped his big arms around her and grabbed her practically bare ass hard with both hands , while he kissed her hard. She watched his huge hands groping her ass, and tits in the full length mirror on the wall, loving the visual. She could feel his dick was rock hard through his pants, against her thigh. “ Let me take a quick shower” he said .. and he did while she anxiously waited.
He came out with a towel around his waist , but quickly dropped and laid on the bed , his dick completely erect and waiting for her. “ Come here and suck my dick”, he said. Lily crawled onto to bed and bent over him and started to slowly lick and kiss and suck on his hard clock. He impatiently started pulling down her thong and told her to take it off , and she did.. And he immediately slid two fingers into her now soaked pussy and started fingering her hard, while she eagerly sucked his dick. She spit on it and made it all sloppy and wet so she could slide it further down her throat while he fingered her. She got so into it, eagerly sucking on it and sometimes gagging on it a little when he’d push her head down on him , shoving it deeply into her throat. She needed him to fuck her.
Carlos must’ve sensed it at the same time , and he sat up and led Lily over to armchair in the corner of the room. He positioned her so that she was straddling his lap , and she slowly started lowering herself down onto him, feeling the edges of the huge head of his dick sliding into her. She pulled up a little , when he was almost all the way inside because it hurt a little but as usual , he felt this and thrust himself up into her hard and pulled her hips down against him which hurt but fuckkkkk it drove her wild and within seconds she was riding him HARD, bouncing furiously all over his dick and not being quiet about it at all. He put her knee up on of the armrests and and she rode his dick like this hard and fast and felt she could cum at any moment.
Just then , Carlos picked Lily up , with his dick still inside of her and carried her to the edge of the bed . He laid her on the edge of the bed and fucked her standing up, and Lily gasped at how deep he suddenly was inside of her. “ Oh my goddd.. “ she gasped, she thought she’d never felt anyone ever hit this deep before .. and she was in complete ecstasy , enjoying every second that he bottomed out her pussy like this , completely filling her up. She again felt like she was going to cum, but then she remembered that mirror. “ I want to watch , Lily told Carlos .. And she put a hand on his chest to stop him, and she got on all fours , on the floor in front of the full length mirror.
Carlos loved fucking her from behind and he got on his knees behind her and she watched in the mirror and he slid his cock into her soaked pussy and started to hammer away at her HARD again. She watched her tits bouncing with the force of his thrusting and started to rub her clit a little and she knew she was going to cum.. “ Fuckkkk ..don’t stop.. I’m going to cum ok, but remember you can’t cum inside me ..?!…. He didn’t say anything but Lily soon started to cum all over his cock.. watching in the mirror as he fucked her hard and feeling her pussy throbbing clenching his dick as she came. The second she has slowed down thrusting back against him, Carlos pulled her by the shoulder, turned her so she was on her knees in front of him and stood up.. she opened her mourn and he stroked his huge , shiny, cock – all wet from her , just once and shot his warm cum directly into her waiting mouth. She looked up at him while she sucked every last drop from him and swallowed. He’s told Lily how much he loves when she swallows his cum, and she actually loved it too. She made it , it was hers.
They laid in bed awhile , and talked and touched and played. At one point , Lily was on her knees on the bed and Carlos started licking her pussy from behind , getting really into it , eventually burying his face in her pussy and ass and licking everywhere. Lily was a little nervous .. it felt amazing , intoxicating even, overwhelming .. but she hadn’t had a lot of experience with anal and wasn’t sure how she felt about it. She climbed onto Carlos , who was now rock hard and started fucking him reverse cowgirl , really bending forward so he could see everything , and he started playing with her ass which was now all wet from his licking and playing .
He was starting to finger her ass a little while she rode him and she almost stopped him, but it actually felt good so she decided to let him have his fun. He was having a hard time even fitting one finger in, but then she had an idea… Lilly grabbed the coconut oil she’d used earlier and handed it to Carlos , while she bent over him and started to suck his cock slowly again. “ What do I do with this ?..” he asked … and she just looked at him and they both laughed. He could be very naïve sometimes, which was cute. But he eventually got the hint , and used the coconut oil , and his fingers , and started to really finger her , the oil really helping to lube up her tight ass , and she moaned softly on his dick while she sucked , it felt a lot better than she was expecting . She’d never thought she’d be doing this in a million years , but after all this playing .. she wanted to feel him fuck her ass. And she knew he wanted it badly.
He looked so surprised and happy when she climbed on top of him and positioned her ass above his dick and started to verrrrrry slowly lower herself down onto him. She pushed down gently against the head of his dick and felt the large head of his dick stretching her open. It hurt a little and she pulled back, and gently tried again, bearing down a little harder this time while she leaned forward , kissing him while he played with her nipples. She did this for awhile ..And even though it hurt a little and she couldn’t quite get him inside of her past the head of his dick, it was very intense. After a few more tries , she knew she wasn’t going to be able to do it by herself so she climbed off him and asked him take the lead.
Carlos got behind her, and immediately pressed his dick against her and started to push into her harder than she had been able to, and slowwwwwly. He managed to slide in a little further past his head and she whimpered a little , it did hurt .. but she also put her hand down underneath her and started to rub her clit while he continued to slowly push his big , rock hard cock into her ass. Her pussy was wet, and she started to relax more while she rubbed her clit and she could feel that Carlos was finally all the way inside of her ass. She felt completely filled up and stretched out by him, it was overwhelming . And then he started to slowly pull back out and push back in and a few moments later , he was full on fucking her ass.
Carlos was loving this.. he kept mentioning how tight she was , and seemed in awe that this was actually happening. In all of their sexting and dirty talk , it had come up a lot but neither of them expected it would be happening now. At one point , once he got comfortable enough to really start thrusting into her , he leaned down and said in her ear “ I’m fucking your ass, Lily “ as if he wanted to remind her this was real. This really turned Lilly on and she felt like she was going to cum soon If she kept playing with her clit , combined with this intense assfucking Carlos was giving to her. She started to moan and Carlos asked her if she was going to cum and seemed surprised at how much she was liking it. “ that’s so hot “ he said .. “ Cum for me so I can cum inside your ass..”
This sent Lily over the edge and she rubbed her clit just the slightest bit while he really started fucking her ass hard as he was nearing cumming too. She started to feel an intense orgasm building inside of her and right at that moment she felt a warm , wet , delicious gush inside of her as Carlos thrust himself deeeeeeep into her ass and came hard . Lily started to cum too and began thrusting her ass back against Carlos , wanting to have him as deeply inside of her ass as possible while she came hard .. feeling all his warm cum filling her ass up.
“ Wow.. “ Carlos said. I didn’t expect that. “ Neither did I “, Lilly said. I guess we didn’t have to worry about those birth control pills after all.
Source: reddit.com/r/sexystories/comments/szahjj/encounters_part_2_room_109