Back with another success story, glad to continue my streak of successfully having some fun on my trips. This is a pretty lengthy one since it is still fresh in my mind and lasted quite a while, hopefully it makes for a good read! I somehow managed to replicate the success of my last post in NY, finding another gorgeous girl in less than 12 hours’ notice that used to live in SoCal (when I think about it, it is kind of creepy how much the two matches had in common).
-- Prologue --
I visited Berkeley from last Friday to Tuesday for work, and had put some posts up in the hopes of finding people early. Unfortunately, by Sunday, I had yet to find anyone, was catfished/subject to a scam attempt by like 5 people, and was almost ready to give up. I woke up early Monday to a few new messages, reached out to another post from that morning, and had a third person get back to me that I initially connected with on Friday. Many of them were promising, but one of ones I got in the morning from someone we will call J stood out. Immediately I had a good feeling, as her initial message was more than just saying hi, and she actually told me a bit about herself off the bat. Throughout the day we were chatting. Luckily, I was done with work around 2 pm so I could give talking to her my full attention. I'll skip over most the chatting (I'll only mention that she revealed she had pierced nipples, and I immediately got hard since I've never been with someone who did before, which was a pretty humorous moment for us both), but we eventually set up a time to meet later that evening. I got placed in a pretty shitty hotel, but the upside to that was they messed up our rooms and I got one all to myself which made everything possible. She told me all the kinks she was interested in and everything that was off the table. She was very submissive and most interested in me being in control, which is not my immediate desire, but something I'm open to as it often comes up.
-- Act 1 --
As 8:30 rolled around, I got back to my hotel room, I made sure to check everything off on the hygiene list, put in my contacts, and slipped into a sweatshirt and some pajama pants (no underwear). As she was on her way, I mentioned that I had been edging for the past week in anticipation of making something work on this trip, and also that we would need to be quiet since my coworkers were in the nearby hotel rooms. I also threw out the idea of me wearing a blindfold when she came in and putting her in control and she was open to it. I left the door slightly open and sat on the bed once she told me she was there, putting on a makeshift blindfold. When I heard the door open and close behind her, I immediately started getting super excited. She started chatting while she put her things down, making sure I still wanted to be blindfolded and asking how I could trust her not to rob me lol. It’s worth noting that we had never seen each other’s faces as we had each only shared a SFW pic with our faces blocked out. Once I confirmed that I wasn't worried about being robbed or regretting having her over once I took the blindfold off, she got on the bed and straddled me. She took off her dress and said she skipped the bra tonight, and I told her we had a similar thought process since I was commando. I immediately started feeling her body while she started moving her hands over mine. She had mentioned she used to be an athlete though had stopped exercising, but I could feel the muscles along her back and her thighs squeezing me showed me how strong her legs were. She told me to sit up and take my sweatshirt off, and carefully helped me to do so without removing my blindfold. Once that was off, I grabbed her tits and started rolling her pierced nipples in my fingers. I could feel myself leaking precum into my pajama pants as she reacted to my touch. I took my hands off of her and grabbed her ass which was amazing, the perfect balance between being solid and grabbable, and started squeezing it and moving my hands over it. I searched for one of her tits with my mouth until I could find it, firmly latching my lips around it as I sucked on her nipple. I started off slow, savoring the first time I'd ever been able to suck a pierced nipple, before speeding up, sucking harder and rolling it in between my tongue and the roof of my mouth. She started grinding on me and moaning, and I slowly crept my hands past her ass and squeezed her lower thighs, slowly swiping a finger or two over where her panties met her groin. After a few minutes of her grinding and me playing with her tits and feeling her body, she told me she was close to cumming, and I stopped. I told her while I wanted her to be in control of what she did to me with the blindfold on, I was going to choose when she came, to which she responded: "yes daddy." I'd never been called daddy in bed before and think I finally get it. She begged me to fuck her, and I told her she got to decide what we did. She reached behind her and grabbed my dick through my pants before slipping her hand inside. She asked me if it was normal for it to leak so much and I told her to take that as a compliment. While she was playing with me and slightly grinding on me, I was exploring her body with my lips, kissing up and down her neck, chest, and shoulders. I found a couple of spots on her neck that she responded really well to and took notes of these for later. She kept begging me to fuck her, until I finally pointed out that I couldn't get my pants off until she was off of me. Once she slid off of me, I took my pants off and asked her to grab a condom from my watch box. She joked about stealing the watches and running again while she handed me the condom. I asked her for help putting it on, and she froze and was a bit concerned that I didn't know how to use it, before I reminded her that I couldn't see shit lol.
Once I got the condom on, I told her I wanted her to start off by riding me, even though she really wanted missionary, and said I was going to take the lead now. She let me know it had been a bit since she had been with a guy (she's bi) and might need to warm up before taking all of me in, and I asked her to go a bit slow thinking I would finish pretty quickly given how excited I was and how long I had been edging beforehand. As she straddled me again, she directed my cock to the lips of her pussy, and slowly lowered herself down, stopping a little over halfway down my shaft. She was insanely wet and I glided in with no resistance. She stayed there for a second, and I asked if she was okay, before she slowly began to slide up and down the top half of my cock. The next time she came to a stop, I slowly lifted my hips, pushing myself deeper into her and eliciting the most amazing gasp from her. I put my hands on her hips and finished pushing up into her, her legs beginning to tremble as I held her there. I got into a slow rhythm of thrusting, squeezing her ass as I listened to her moan. As I felt her begin to loosen up and get more used to my cock, I began thrusting faster, occasionally pushing all the way, but for the most part using the top 75% of my cock. When I slowed down, she leaned forward, and began grinding. I found her tits with my hands again as she began to speed up and taking shallower breaths. We stayed in this position for a few minutes, taking turns between thrusting and grinding. The next time we paused, she leaned in and asked if it was okay to kiss me. I nodded, and we took a moment to lock our lips together. She begged me for missionary again, and I obliged, resulting in a happy giggle from her. She got off of me and laid down, and I told her I would need some help positioning myself. She laid down on her back, and I got in between her legs, planting kisses on her inner thighs and working my way up her body until I got to one of the spots on her neck she liked. I took one hand and started playing with one of her tits while I kissed her neck, and placed one of my legs between hers, which she immediately started grinding on. We were like this for two minutes or so before she told me she couldn’t take it anymore and needed me inside of her. I stopped, giving her one last kiss before grabbing a pillow and placing it under the small of her back. Setting myself up, I found her lips with the head of my cock and slowly pushed in, taking my time to get all the way inside of her. I began to thrust, coming up to speed as she began to moan and asked me permission to play with her clit while I fucked her. As she started to play with herself, I began thrusting faster and harder, and every once in a while, would try to get as deep as possible, which always made her legs quiver around me. She wrapped her legs around me as I continued to thrust as she got closer and closer to cumming. She asked me to pause for a second, and said she wanted to take my blindfold off so I could see her cum. She took it off, and I slowly opened my eyes and adjusted to the light of the room. I then took a moment to drink her in, scanning her body and face. I leaned in to kiss her and told her how cute I thought she was, and as she blushed, I began to fuck her as hard as I could. She wrapped her arms around me, scratching down my back as I thrust into her, and began to gyrate her hips back into me. As she got close to cumming again, she began kissing my neck and my collarbone, and kept her mouth on my body to suppress her moans as her orgasm finally hit her. I felt her clench around me, her leg muscles tightening and pulling me in deeper. I thrust in as deep as I could and watched her throw her head back as her body arched up, her face getting a bright red. As her legs loosened around me, I pulled out of her, still surprised that I hadn't felt the urge to cum yet, and stood up at the edge of the bed, feeling my arms burn from holding myself up in that position for so long. As she was still recovering, I grabbed the remaining pillows and placed them at the edge of the bed before pulling her to me and placing her on the mound of pillows. It was still a bit of an awkward position for me because she was way below my cock, but I widened my legs and leaned over her, teasing her with the head of my cock. I pushed inside of her, finding the most natural stance for me to fuck her in this position as I leaned in for a kiss. I began thrusting into her, watching her reactions. I grabbed one of her hands and guided it to her clit before picking up the pace. We were in this position for about 5 minutes or so when I finally felt the rush of an approaching orgasm. I found the best rhythm for me and kept thrusting as I came. Once I finished, I pulled out of her, and she sat up to play with my cock. She noted how much I came, filling nearly 2 inches worth of the condom with my load. I pulled the condom off, got some water and put the air on. I told her I needed a bit of a break as I'd been fucking her for nearly 40 minutes (which was still a shock to me), and we sat down on the bed and started cuddling, getting to know each other a bit more and kissing all the while.
-- Act 2 --
After about 10 minutes or so, we decided it was time for a second round, and began kissing more intently. I slid a hand down her body, and began circling her pussy with my fingers as she began lightly pushing up into me. I slid my ring and middle finger inside her, feeling how wet she was as I pressed against the walls of her pussy. At the same time, I started sucking on one of her nipples, matching the speed of my fingers with my tongue. She began pushing harder against my hand, moaning louder and louder, before asking me to fuck her again. I pulled my fingers out of her and brought them to her lips and asked her to taste herself, which she did. I laid down as she got on top of me and sat on my cock, where she took the lead and started grinding on me. She brought my hand up to her throat and asked me to choke her while she rode me, and I used my other hand to roll her nipple between my fingers. As she slowed down, I let go of her nipple and squeezed her ass hard before spanking her (a big kink of hers). I felt her jolt up, and spanked her again, eliciting a moan. She started grinding on my faster as I worked in slaps and squeezes on her amazing ass. After being in this position for a bit, she asked to switch to missionary because she wanted to cum again. We positioned ourselves at the edge of the bed, and I started fucking her again, slowly building up my speed as I went harder and deeper into her. I began playing with her clit with one of my free hands as I thrust, and she wrapped her legs around me. Soon she began to cum again, squeezing me with her legs as I thrust my entirety into her with each thrust, feeling her tremble on my cock. I pulled out of her and leaned in to give her a kiss. Afterwards, I picked her up by her hips and flipped her over so she was on her stomach. I tried to position myself as she was lying prone on the bed, but couldn’t make it work with the size difference between us, so grabbed the pillows and placed them under her hips, turning it into a semi doggy/prone bone position. I slid into her, and immediately started thrusting at full speed, squeezing her ass and moving my hand up and down her back. This position felt amazing to me, and I knew I had to watch myself, so I shifted to slow, deeper thrusts. I took my time, watching her jolt every time I buried myself inside her completely, kissing her back and neck and whispering into her ear how good of a girl she was being. Once I was off the edge again, I began thrusting faster, and pulled her back into me with each thrust while I grabbed a handful of her hair and pulled her head back (something she told me she liked). As I thrust into her, I'd occasionally slap her ass, followed by a hard squeeze, feeling her tighten around me whenever I did this. I got close to cumming again in this position and stopped myself, pulling out and telling her to get back onto the edge of the bed for missionary again so I could make her cum before I finished the second time. We got back into the same position, and I had her tell me how she wanted me to fuck her. Before we started, she reached over and put on my sweatshirt from earlier. I followed her lead, matching the speed and intensity she asked me to thrust at as she fingered herself. After a few minutes, she began to lose her composure, moaning louder and louder as she got closer to orgasm. I weighed the risk of my coworkers hearing or her cumming, an easy decision in the moment, and continued to thrust into her as she began to buck up into me until her orgasm rolled over her as she tightened around my cock and grabbed a fistful of the bedsheets. I placed my hands on her hips as I kept going, holding her there despite her efforts to inch away from me, elongating her orgasm for as long as I could. Once I finally stopped, I pulled out and kissed her, making sure she was okay. She told me she needed a minute before taking me inside her again, and I grabbed a towel to wipe my face/neck.
Unfortunately, by the time she was ready, I had lost my edge, and was feeling the fatigue of the day set in. At this point it was 12:30 (read, nearly 4 hours of fucking) and I wasn't sure if I'd be able to cum again soon. I told her this, and she offered to try to finish me with her mouth. As she got into position, she complimented the size of my balls (a first for me), before beginning to suck me, trying to work up to deepthroating but not being able to take it all in. It felt good, but not good enough to make me finish in a reasonable time, so after a few minutes I told her it might just be best to schedule a second appointment. She felt bad, but I reassured her it was all on me and my decision. I offered her the shower, and she asked if she could stay the night so we could pick things up in the morning, but realized she didn't have a phone charger or toothbrush. She washed up really quickly before coming back over to me, where we had one last kiss before she headed out. I offered to get her an uber, but she insisted she would be fine to walk, so I told her to text me once she got back and call me if she needed anything. I jumped in the shower, grabbed an entire leftover pizza from my coworker since I skipped dinner for this, and forced myself to stay up until I got her text, when I finally passed out (although unfortunately I had no pillows as they were all used throughout the night).
-- Epilogue --
Unfortunately, we couldn't make anything work Tuesday morning, but we've been chatting about it we are going to make sure to pick up where we left things off soon (she's coming back to LA next month!).
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