An adult story 18+
Nov 12, 2026 inno regrets

Comforting a coworker led to unexpected fun times - Part 1

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I met Samantha at work, she was one of the first people who introduced herself to me when I started. I have to admit, I was attracted to her right away - she was approximately 5'6", not super skinny, but with curves in the right places. Decently sized boobs, but her ass... oh my, what an ass she had. It was big and round, she knew it and wore outfits that flaunted it. Either way, she was very friendly and we became fast friends.

We started hanging out, having dinner, watching movies, etc. but for the first several months, nothing sexual happened. I was single, she was not and neither of us wanted to complicate things. But our time together brought us closer, we knew each others' interests, hopes, dreams and fantasies. I am not going to lie - I did think of her as more than a friend, but didn't take any actions because of the fact she wasn't single.

Until... she wasn't single anymore. At some point, she broke up with her boyfriend and from what I understand, it wasn't the most amicable of breakups. I could see it at work, she was different than normal and sadder. As a friend, I wanted to help her and suggested that we hang out, perhaps drink a few beers to take her mind off of things. She was busy during the week, but suggested she come over to my place Friday evening and spend the night.

This wasn't particularly unusual, as she had stayed over at my place several times, usually after drinking and not wanting to drive home. I had a spare bedroom, so this was never an issue and I was never tempted to take advantage of her. So when she suggested this, I figured we would drink wine and beer, watch a movie, talk and spend time together like we normally would, except that there was an understanding right away that she was staying over, instead of it being an impromptu thing. No big deal, so I agree and prepare for Friday.

Friday evening comes and Samantha arrives at my place after work. She hugged me, entered my apartment and mentions that she wants to take a quick shower and change into her pajamas to be more comfortable for the evening. I tease her about it and mention that perhaps I should change into my pajamas as well (I had showered earlier). To my surprise, she agreed with this idea and so I changed into my pajamas while she was showering. When she came out, she was wearing a loose T-shirt and pajama pants. I was wearing something similar myself.

I popped a movie into my DVD player and we sat on the couch and started watching TV. Samantha had brought some wine, so she poured some into two glasses, which we drank as we watched our movie. Shortly after we started, Samantha said she was feeling a little bit cold and wanted to get underneath a blanket. I wasn't cold, but didn't want to be left out, so I grabbed a large blanket, gave it to Samantha and sat right next to her so that I could be under the blanket as well (I didn't think anything would happen, but hey, take the opportunities as they come, right?). We sat like this for a little bit, watching the movie, with Samantha slowly moving closer to me underneath the blanket.

Eventually, Samantha got really close and I wrapped my arm around her without even thinking about it. The next moment, I froze, thinking I did something wrong, but Samantha pushed herself into me and purred "yes, I really need this right now". So we started cuddling while watching the movie and drinking wine, Samantha continuously moving closer to me, until her thighs were touching mine. Apparently, that wasn't comfortable for her, so she moved my hand away from her shoulders and decided to sit on my lap, taking my arms and wrapping them around her body.

This was something new, I didn't expect it and I didn't know what to do. But as Samantha's ass grinded into my lap, my body decided to react and I started getting hard. Samantha felt that, turned to me and kissed me on the cheek. For a little while, she kept slightly grinding her ass against my lap, my hands exploring her arms and stomach, her hands on my knees, us both wrapped up in the blanket. I just kept getting harder and poking Samantha's ass cheeks with my cock.

This didn't last too long. Samantha slightly lifted herself off me and with one quick motion of her hands, took off my pajama pants and underwear down to my knees. Feeling cheeky, I decided to risk it and do the same for her before she sat back down, so off went her pants and panties. This time, when she sat back down, it was skin to skin and I felt her amazing ass on my thighs. She took my hands and put them under her t-shirt, up towards her boobs (she wasn't wearing a bra!) and then started moving her hands gently up and down my thighs. I was rock hard at this point, with Samantha playing with my thighs, her bare ass grinding against my lap and my hands fondling her boobs.

Oh, her boobs - they felt amazing under my fingers. They weren't huge, but big enough that I couldn't grab her entire boob with my hand (first time that had happened to me). They were nice and soft and I found out that her nipples were absolutely huge and hard as well. I continued playing with Samantha's tits, flicking her nipples as she continued to grind up against me. Samantha started moaning quietly and I decided to start kissing the back of her neck. This rewarded me with a few squeals of pleasure.

We continued in this position, me playing with Samantha's nipples and her grinding against me, but she soon stopped rubbing my thighs and instead spread her legs and grabbed my cock with one hand and started rubbing that. At this point, I left my left hand on her boob, but moved my right hand down her body until I reached her thigh, where I started rubbing her quickly wettening thighs. As I got closer and closer to her clit, her grip on my cock became harder and harder. Also, as I was getting closer to her clit, I realized that Samantha was sporting a full bush, which turned me on even more. I played with her pubic hair before touching her clit, at which point she basically fused her ass into my lap. Her moans continued, she kept getting wetter and she was stroking my cock pretty well at that point.

Soon, her hand took mine away from her clit, she spread her legs even more and with the hand that held my cock, guided it inside her pussy. She was very tight and very warm, but she adjusted to my cock quickly and continued grinding her ass against mine, but this time with my cock inside her pussy. Mind you, we are still sitting underneath the blanket, so I cannot see anything, but everything is feeling amazing. She tilts her head back and I finally get a chance to taste her plump lips. She moans into my mouth as my cock slides in and out of her pussy, her ass grinds into my lap, and my fingers return to her clit. She continues riding me like this, grinding ever so slightly harder and moaning ever so slightly louder.

At this point, I couldn't last and knew I would be hitting the point of no return. I stopped kissing Samantha and said "I am going to cum soon." She smiled and said "Cum for me baby, I really need it right now". Didn't have to ask me twice - I started thrusting inside Samantha as she ground on my lap and it wasn't long before I was shooting several ropes of cum into her pussy. As my last ropes were leaving my body, I felt Samantha shudder, stiffen and cum on my finger, her pussy tightening on my cock and squeezing the last drops out of me. She moaned softly as her pussy kept pulsing on my cock. We sat like this for a little bit, me wrapping my arms around her and her putting her head on the top of my shoulder.

After we finished cuddling, Samantha pulled up her pajama pants and went to the bathroom to clean up. I also pulled up my pants and cleaned up in the bathroom after she came back. I put the blanket in the wash and we continued watching our movie, this time without a blanket, but still cuddling with each other. After the movie ended, we were both tired and decided to go to bed. As I started to prepare the second bed for her, Samantha said "I don't really want to sleep alone tonight, is it ok if I sleep with you tonight?". After what just happened, I wasn't about to say no, so we went into my bedroom and Samantha climbed into my bed. She pressed her head against my chest, I wrapped my arm around her and we fell asleep. Little did I know that Samantha had another surprise for me the following morning...

To be continued...


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