I stayed up late after getting home from Avatar 2 with the kids. They went off to bed and I had a handful of texts to return to Caleb, the guy I had met at the gym earlier that morning before I met up with Alex. He and I chatted a bit about what we were looking for, and it became pretty clear that he and I were looking for two different things.
Caleb was interested in finding love. He had been in a few medium term relationships of 6 months to 3 years, but nothing ever “stuck” for him. He was nearly my age, no kids, and lived alone in a small house actually really close to work. I made it clear that I’m not really in a “dating” phase because I just got out of a long term relationship.
He continued the conversation anyway, saying it’s always nice to make friends. We ended up staying up pretty late texting. I had even opened up a little, hinting that I’m experimenting sexually and enjoying that part. He told me he has been through that phase for too long, but he understands how fun it can be.
The next morning, I had already gotten a text from him, just wishing me a good morning. I replied, packed the kids lunches and took them to school. I came back home and started getting myself ready to go to the gym before work, so I packed everything up for both and hopped in the shower.
When I got out, I had another text from him saying that he hoped he wasn’t being too forward, but that if I ever wanted to just come over for some light fun, no strings attached, that I should. He worked from home and I could come over anytime.
He’s a pretty good looking guy. I’m not sure why he hasn’t had much success with long-term relationships because he was great at carrying on a conversation, at least via text. He’s not a supermodel or anything, but he’s definitely above average in terms of looks. He’s probably about 6 feet tall, maybe 200 pounds but in a good, athletic way. He probably played high school sports and kept himself in better shape than most 35-40 year olds do.
Since I was fresh out of the shower, I went and laid on my bed and pulled out the clit-sucker-5000. That’s not the real name, just what I call it in my head. I started using it on myself and it felt wonderful. I always feel much better when I am imagining being with someone, and in this case I was imagining being with Caleb.
I started thinking about walking into his house, giving him a blowjob and leaving, not saying a word. I don’t know why this turns me on so much, but it’s what I was thinking about, and it got me off very quickly. I started getting dressed in my gym clothes and thought to myself, “why not?”
I texted him and told him I could come over now, but that we didn’t have much time because I had to go to work. He immediately texted me back that it sounded great and then sent me his address. I changed again – this time into my work clothes, and headed out.
I was a bit nervous when I pulled up in front of his house. I parked in the street and walked up. It was a really cute, small house that was incredibly well maintained, certainly better than most houses in the neighborhood. He opened the door as I was walking up, smiled, and welcomed me inside.
He thanked me for coming over, which I thought was funny because it totally doesn’t sound like something you’d say to a quick hookup, but for something like a party or group dinner. I walked in and looked around. He was obviously working at the desk that looked out the front window, and he had a really great sense of style, and the place was absolutely spotless.
He walked me around, first showing me the living room, then the kitchen, the guest bedroom, and finally ending at his room. He walked in and turned around and said something corny like “this is where the magic happens.” I asked him what kind of magic and he shyly chuckled, telling me he had no idea why he said that because there hasn’t been any magic in here for quite a while.
I pushed him backwards onto the bed. He fell back onto his butt, still sitting upright. I pulled my shirt off, I had left my bra in my purse since I had come over with pretty clear intentions. Already my fantasy had failed, we talked and he gave me the tour, so that was out the window, but it didn’t mean we couldn’t have some good solid fun. His eyes opened wide and I crawled on top of him, straddling over his lap, putting my boobs right at his face.
He reached up and cupped them, squeezing my nipples with his fingers, and then he licked one of them. He circled with his tongue a few times. This turned me on a lot! It didn’t feel pleasurable or anything, but it just really turned me on. I pushed him back onto the bed, so that he was laying flat with his legs dangling off the bed. I could feel him getting hard underneath me. I unbuckled his belt, unbuttoned his pants, but couldn’t get to the zipper. I slid off to the side and unzipped him, then tried pulling down his jeans. He quickly helped and slid them off. I told him I needed his boxers off too, and he quickly obliged.
I reached down with my right hand and started playing with his half-hard cock. He got hard fast in my hand, and then I adjusted myself so I was on my hands and knees, facing him sideways, right on the edge of the bed. He reached up and cupped my left boob, and continued playing with it while I slowly sucked him. I continued slowly while he moaned. I looked up at him and he had his eyes closed, but his hand never moved from my chest.
I started picking up the pace a bit, but the angle wasn’t ideal. I slid off the bed and he quickly opened his eyes wondering what was wrong. I dropped down to my knees between his legs and leaned in, taking him into my mouth, him moaning loudly in the process. I knew I didn’t have a ton of time left, so I started picking up the pace. I slid my mouth up and down, increasing the pace every few seconds. He started moaning loudly and quickly, and suddenly it just became one loud, long moan. He had to be getting close, but he wasn’t twitching or pulsing.
I looked up, still stroking him with my hand, and asked, “are you going to cum for me?” He opened his eyes and looked at me and asked if we could switch things up to sex. I told him I had very little time left and it would probably be best if we finished this way. He told me he would cum faster if we switched it up. I stood up, slid off my jeans and asked if he had any condoms. He already was moving up and rolled over to his nightstand and showed me one in his hand. He tore it open and slid it on, and I asked him how he wanted to do it.
He told me to lay on my back, but I didn’t want that because it would mess up my hair, and we were down to maybe 15 minutes left before I had to be in my car. I laid on my side, put my right leg over to the side and asked him if this would work instead, that I liked it better. He smiled and crawled up and slid in. He commented about how wet I was, and I told him it’s because I loved sucking his dick and that it turned me on.
He started thrusting faster, and I knew I needed to give him some words of encouragement to get this show on the road. I started dirty talking a bit, telling him how great he felt, how much fun I was having, and how I loved sucking his dick. He told me he was getting close, so I kept up the dirty talk. I’m not really much for this, because I don’t really know what else to say besides things like “this feels so good” and stuff like that. Then I asked him where he wants to cum.
He asked me where I wanted him to cum and I told him anywhere he wants except don’t get it in my hair. He asked if he could cum on my tits, and I said yes. Immediately he pulled out, I rolled onto my back and he straddled my stomach and pulled off the condom. He started stroking himself quickly. I asked him if he wanted me to stroke him and he said he needs to finish this way. I laid my head back on his pillow and waited another 30 seconds or so until he let out a loud grunt and his cum squirted onto my chest right in the middle. He kept stroking a little bit and he came a little bit more. I reached up and pushed his hand away, stroking him slowly and he came just a few more drips, but he moaned and almost grunted very loudly.
I stopped stroking him and held him for a few seconds, squeezing him at his base a few more times before letting go. I turned my wrist and saw the time on my watch, I had to leave in 5 minutes.
I smiled at him and said I had fun, but I only had 5 minutes to get myself put together for work. He crawled to the side and I sat up, I put my hand under the cum on my chest and scurried to the bathroom so I could wipe it off with toilet paper. I cleaned off my chest and started walking back, stopped and looked in the mirror to see that my hair wasn’t bad at all. I walked out to the living room and grabbed my bra out of my purse, then came back into his room where he was getting dressed.
As soon as I walked in, he apologized for not telling me he couldn’t cum from a blowjob. I told him it was fine, he should have told me a bit sooner because I was now in a huge rush. He apologized again and I smiled at him again, told him don’t worry I had a ton of fun but now I only had like 2 more minutes. I quickly threw on my underwear and bra, then my pants and shirt. I ran into the bathroom and fluffed my hair around and made sure it was still fine, then I rushed into the living room to grab my purse and jacket. He followed me around, told me we should do this again, and I told him it’s possible. I didn’t know what else to say.
I kissed him on the cheek and headed out to my car. I drove in to work and he texted me on the way, again apologizing. I rushed into work and immediately got reprimanded for being 2 minutes late by the shift leader. I was able to reply a few minutes later, told him not to apologize for anything and that I had fun.
After a bit more awkward texting, he had asked me if I wanted to do it again and I told him it was a one-time thing, which was all I was after. He reluctantly accepted it and we texted for a few more days, but then the texts faded off.