So even though this is part 3, it happened before the first two stories I posted. I’m just sharing different events I had with my married coworker. This happened about a week, week and a half, before we had sex for the first time.
I still remember the restaurant we were sitting at when she told me “I think I could stay the night with you this Saturday, if you’re okay with it.” She tells me her husbands family has a wedding a few hours away, it was in the evening so they’d be staying in a hotel that night before coming back Sunday. She thinks she can get out of the trip using some excuse about her dog. After we both talk about how excited we are to actually sleep in the same bed together, she comments and laughs that she hopes I didn’t mind that she just invited herself to stay over. Of course I didn’t mind, it was one of the things I fantasized about all the time.
Leading up to it, part of me wondered if we’d end up having sex. At this point, her and I had talked many times about knowing we have to be careful. Even though we made out all the time and this almost always involved her being topless, and grinding on me, we still thought that sex was a point of no return in a sense. Our make out sessions often ended with her saying she wishes we could do more, how turned on she was, etc, but we always kept things between us above the belt. Sure, her grinding on me, especially when she was in a skirt, was below the belt, but it was always over clothing.
She comes over Saturday and we treat it like every other day we were together, cuddling, kissing, going out to eat, walking the dogs. We get groceries for dinner and start cooking. Cooking with her was always fun, especially when there were times we weren’t actively doing something because it meant she was pressed up against me, my back pushed up against the counter, and we are deeply kissing each other and touching each other’s body. After dinner, we clean up and start playing jenga. We play a few games and I’m starting to get a little tired of it, so I start to lose on purpose (but seem like I’m trying) because I didn’t want to play anymore, I wanted to play with her instead haha. But she was having so much fun and teasing me that I didn’t want to say I wasn’t enjoying it. After about the 5th game, she says she has to go use the bathroom. When she comes back down, she walks over to me and puts her arms around my neck. We start to gently kiss. In between our kisses, she asks if I want to keep playing, or if I want to go up to bed and make out. Huge smile on my face gave her the answer. We let our dogs out one last time before making our way upstairs to my room.
She had been in my room before, but never to sleep or do anything sexual in, just sitting on my bed talking or waiting for me. I’m nervous, being this is the first time I’ll be sleeping next to her and I don’t even know what to wear. Typically I wear just my boxers but thought that bcuz of the situation, maybe I should be more clothed. So I wear lightweight gym shorts and a wide beater. She’s wearing a tshirt and short shorts. I get in bed after she’s already in, she’s on the left side and I’m on the right. I get in and lay on my side facing her, she’s on her side facing me. We both inch closer together and our lips connect. Soon my hands are feeling her body, her hands doing the same to me. All above the belt. My left hand creeps inside her shirt and up to her breasts. She’s not wearing a bra to bed so I have easy access and her kissing gets more intense as I feel her nipples getting hard from my touch. I lift her shirt up to her shoulders so that my mouth can explore her body, more accurately her breasts. Her breathing as I licked and sucked her nipples was turning me on so much. Although this doesn’t do anything for me, she then does the same to me, gets on top of me and takes my shirt off, kisses all over my body, teases my nipples with her tongue. This back and forth goes on for a bit. I’m back on top of her, kissing her, moving down her neck, down to her chest, but this time I follow her lead with what she did to me and I kiss below her chest, down to her stomach. I kiss on the side of her torso, over her belly button, around her stomach and down below her belly button. I wanted so badly to pull her shorts down and continue what I was doing even lower but at that moment she said “mmm don’t stop” under her breath. Stupidly, I was like, huh? Because I honestly don’t know if that is what she said or I just heard what I wanted haha. But she says “nothing, keep kissing me” and she pulls my head up to hers and we start kissing again. A couple minutes later, I feel her right hand move down my left side and between my legs, and she starts to rub my cock over my shorts. I immediately get rock hard. I was hard from us making out but this was a different level. She rubs it for about thirty seconds and slowly moves her hand up, I’m thinking that was it, but then she takes her hand and now slides it inside my shorts. She grabs my cock over my boxers, let’s go quickly, and repositions her hand so that it’s now inside my boxers. For the first time ever, she’s touching my cock and my mind is about to explode. I’m unbelievably turned on at this point. She continues to stroke me for a couple minutes and then pulls her hand out. In my mind, I’m thinking maybe I’ll get a blow job, since we said we shouldn’t have sex, but I wonder if she’d be okay with a blow job? I get off from over top of her and lay on her right side. We continue to make out, my right hand is now inside her shorts and inside her panties, squeezing her ass cheek, just waiting for her to slide down, pull my pants off, and take me in her mouth. But that doesn’t happen. We continue to make out for another ten minutes until it slows down due to her talking about things in relation to what we are doing and her situation. We end up cuddling and falling asleep. Leaving me with the worst case of blue balls I’ve ever had. It was hurting so badly. She was turning me on daily, basically every time she left my house I was immediately “taking care of myself,” but now that she isn’t leaving, I don’t feel like I could do that. So on top of how turned on she normally made me, this time she actually had touched my cock and was playing with it for several minutes, which got me even more worked up. My entire pelvic area was aching all night. I probably should’ve gone to the bathroom afterwards but I also didn’t want to leave from having her squeezed up against me, and I was enjoying her feeling how hard she had my cock as she had her ass pressed up against me.
Source: reddit.com/r/gonewildstories/comments/igftv9/first_time_my_married_32_yr_old_coworker_f_stayed
Ohhh man, I could only imagine how cathartic it was to finally release the tension with each other. With my first college gf, before we had sex, I was so blue balled one time that my whole pelvic area was aching too. Then she had us go for a walk, and I actually had to ask her to cut the walk short because it hurt so badly haha.