My 25F hookup with a younger 19M in San Francisco [MF]

People have been bugging me to share a recent story. I haven’t been slutty recently except for this. It’s really not that slutty but it was still fun and a guy that was about 6 years younger than me. I’ve also been asked for some photos so hopefully this will fulfill both requests. I’m only sharing normal pics and these are from my trip to SF a few weeks ago.

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A few weeks after my last semester in college (Yay… I am finally graduating) my dad wanted me to come to San Francisco with him for a quick business trip. He said I needed to go to some dinners or meetings with him but mostly I could have fun in SF.

When we arrived in SF we checked into our hotel. I changed in my room before I met my dad downstairs in the lobby and we headed out to dinner with the guy he was meeting with. At the restaurant we were all introduced and there was some small talk as I got to know the people we were meeting with. It was like an all guys club as it was my dad, the two guys in the meeting and this younger guy and me. The younger guy was Kyle and he looked cute and like he was still in high school. I remember actually feeling old for the first time in my life. Kyle’s dad was the main guy my dad was meeting with.

Dinner was great as the restaurant they selected had awesome food. At the end of dinner they started to talk about tomorrow’s agenda and it quickly became apparent I would have the day to myself which sounded great to me. Kyle’s dad suggested that he show me around so we agreed to meet around 10 at my hotel.

We spent the day in SF as he showed me the Golden Gate and other cool places in the area. We walked and talked quite a bit but never anything sexual. We also hit the beach a little for a walk. It was a fun day and during that time I learned Kyle had recently broken up with his girlfriend and was a swimmer which explained his lean athletic build.

We all met up for dinner again and I found out again I’d have some free time so Kyle and I met again the next morning. He was a little more flirty this time so I flirted back but again, nothing crazy. Kyle mentioned that he talked to his friends about me and they told him to flirt and try to hook up with me. I sort of blushed on that one but just smiled not answering.

Later that afternoon we had to meet up with our dads to tour a property and we also stopped by a condo that Kyle’s dad recently purchased. It was furnished but nobody was living in it and he said he let friends use it sometimes but he planned on renovating it and selling it soon. He wanted to get my dad’s advice on the renovation.

That night we all had dinner again. I guess the meetings went well and since we were leaving the next day my dad mentioned that we should leave the hotel around 8AM. He then said he was going out with Kyle’s dad to celebrate and that I was again on my own. I looked at Kyle and with his smile and mannerisms I knew what he was asking so I nodded yes. After dinner we walked out of the restaurant and Kyle said “now what?” I said let’s just walk.

There was more flirting as we wandered the streets a bit. He complimented me on how cute I was and how petite I was and how he liked athletic girls. He said it was also his fantasy to hook up with an older girl. He was super sweet and blushed during these admissions and I could tell he wasn’t going to make the first move. I still wasn’t sure if I wanted to hook up with him since he was so young and I was leaving in the morning. My mind was going a millions miles an hour as I plotted what to say or do. But instead we just kept walking.

Kyle broke the silence saying “That condo we were at today is close by. Do you want to go hang out there?” When I answered yes it was then I knew we were going to have sex. An hour later we were kissing as he removed my clothes. I removed his clothes too and couldn’t help but to get on my knees and suck his dick a little. I could tell he liked what I was doing but that he was also getting close and wanted me to stop. We climbed onto the bed where he went down on me for about 5 to 10 minutes. He wasn’t bad but as a young guy he still had some things to learn but I wasn’t overly disappointed either.

Finally he stopped and reached for a condom. (We had the talk earlier about birth control, safety and condoms) I helped him put it on and he entered me. We kissed and he slowly fucked me. I have to admit he was pretty good as he moved slowly inside of me in such a sensual way. I don’t care what anyone says but missionary is still one of my favorite positions. It was only a few minutes of him moving slowly and deeply inside of me before I could feel Kyle getting more excited and I felt him getting thicker. I was plenty excited too but I was sort of surprised when he pushed inside of me and just moved his hips a little. That move just made me lose control as I started having an incredible orgasm. My body was shaking as I wrapped my legs around him pulling him deeper inside of me. As my orgasm subsided his began as I felt him push deep inside me and the familiar contractions as he came.

For a few minutes we just laid there a little sweaty and sort of giggling and small talk. He kept thanking me and saying how great that was and how great my body was. I told him he was really good and he surprised me with his little moves.

We cleaned up a little and raided the fridge for some more beer a previous visitor had left before retreating to bed again. This time Kyle asked if he could do doggie with me as he had never done it with his two girlfriends. I had learned that his only experience was with those two.

Kyle fucked me doggie but didn’t last long as he kept talking about how great the view looked. I had fun but didn’t cum still loving the feeling of him fucking me and hearing his excitement doing it. We chilled some more for a bit before falling asleep from about midnight to 1AM until Kyle woke me up and said he wanted to try doggie again.

I didn’t mind as I was still wet and horny. Kyle said he wanted me to cum this time and that he also wanted to fuck me harder which I said I was ok with. He asked what he should do while he’s fucking me to make it better for me. It was cute and also an amazing turn on teaching him what to do. He got going and I gave him some things to try like telling him to reach around and play with my clit and that he could also grab my hair and be rougher if he wanted. He kept perfecting his technique and ask me how he was doing until it became obvious by my reactions and the orgasm that hit me.

After I came he pulled out and said he was concerned he was going too rough. At this point I wanted it rough and I told him to do it has hard as he wanted and I’d let him know if it got too rough. At this point I just wanted to be fucked hard by him.

This time our doggie session from start to finish lasted for a good 20 minutes and I came twice. Once with his fingers on my clit and the second from just fucking. At one point Kyle grabbed the back of my neck driving my face into the bed as he fucked me with deep long strokes. No longer was this the sensual girlfriend / boyfriend sex like earlier as he truly was just fucking me. He even smacked my ass a few times and pulled my arms behind me so he could use them to impale my body back onto his. He saved the roughest stuff for the last minute or two as he fucked me deep and hard before I felt him push deeper and cum as we collapsed onto the bed the weight of his body on top of me.

My phone went off at 6AM reminding me to get back to the hotel to pack. Kyle hinted at wanting to fuck again as his morning wood poked through the sheets. I was tempted but also sore so I told him I’d take care of him quickly and I had to go. It took about 10 minutes before he was cumming in my mouth and I could feel every spasm as I swallowed. After he finished in my mouth he just laid there saying something about how he wished I lived in SF and how great the night was.

We said our goodbyes and I took an Uber back to my hotel since it was a 20 minute walk. I answered a text from my dad asking if I was up and then hoped to hell I could sneak into the hotel without running into him. I made it to the elevator and looking in the mirror noticing how messed up my hair was but was thankful at least there was no cum on my face or anything sort of laughing at my situation. I definitely had the “fucked all night” look to me.

I quickly got a shower and was ready by 8AM. When I met my dad he asked me how my night was and what I did and I told him Kyle and I just walked around the city and then I came back to the hotel. He said “That Kyle guy seems like a nice respectful young man.” I said “Yeah he was nice” as we made our way to the airport and back home. I slept well on the plane and the little soreness I felt from my fun time in SF.

[https://imgur.com/a/2zriN8d](https://imgur.com/a/2zriN8d)

[https://imgur.com/a/xw2zPdJ](https://imgur.com/a/xw2zPdJ)

[https://imgur.com/a/Yr6HGf6](https://imgur.com/a/Yr6HGf6)

Source: reddit.com/r/gonewildstories/comments/8uxjrb/my_25f_hookup_with_a_younger_19m_in_san_francisco