Trip To Northern Cali This Past Weekend And The Friendly Coffee Shop Barista (M/F) | 2016

So I go up to the Monterey for the Pebble Beach car week. After a looong 8 hour drive up the coast and a speeding ticket for 95mph, I get to Monterey about 10:30 last Wednesday night. I like my espresso, so I wake up on Thursday morning and go down to the local Espresso/Coffee shop in the little town. I order my dry Cappuccino, from the nice girl at the register and step back to wait for my drink. As I'm casually observing the 3 girls behind the bar, i noticed the booty on one of them under her blue jeans, and as I'm gazing, she happens to be the one handing me my drink when it's ready. As she hands it to me, i start some b.s. small talk, i forgot exactly about what, but long story short, I say, "hey, i'm in town for a few days and don't know anyone here, would you be up for dinner maybe later on after i finish with my work obligations?" She smiles and says "sure, that would be fun." I take down her number, and i'm off. A couple hours later around 2p, i begin texting her about how i may have an extra ticket to the Rolls Royce party and would like to invite her. She says yes, "buuuuut, I'm only 19." This surprised me a bit. I knew she was young, maybe 22 or 23, but i wasn't expecting 19! So, after telling her to dress up and I'll try and get her in anyways, i begin to think that maybe we should just meet at my hotel and maybe go to dinner. She agrees. I leave my work duties a little late, and rush to BevMo on my way back to hotel and grab a bottle of Crown for me. I get back to the hotel literally 2 minutes before she shows up. I still need to shower and change, but she's dressed in a nice black little dress, tighter up top and more flowing towards the bottom, and higher above the knees and lower to her calves at the back. Nice little peacock looking earrings and heels. I pour myself a drink before i get the the shower and she is sitting on the bed and I am pleased at how well she carries herself. Not a typical ditzy 19 year old (thank you parents). I jump out of the shower, and come around the corner in my towel to get my pants out of the dresser and she's sipping on a flask that she brought. She then tells me how she likes to party down at UCSB every now and then. Aka, every weekend when schools in i take it. I get dressed, and we dash out of the room. We go to a local hotel that's pretty crowded, look at some cars, and decide to leave because the bar/restaurant is pretty nuts. Being the small town that we were in, alot of places close at 10p and we left about then. So we stumble upon this little hole in the wall sushi joint. Not the best fish, but was the only thing open. I order a sake and she's still been sippin on her flask and we are both getting pretty lose. After chatting and eating for about 1.5 hours, she starts divulging how she's, "never had an orgasm with a guy" and how there was a large age gap between her parents and they were still married, after learning that we were nearly 15 years a part. All tell-tale signs that she was interested. Oh yea, we also some how got on the topic of anal sex and she revealed she had never done it. Then to seal the deal, she says in a teasing way, "weeeeeell, you have treated me to a fun night, maybe i won't act like a typical 19 year old tease, or maybe I will." So after realizing we had been there for about 2 hours, we decided to leave and head back to my hotel where her car was. At that time, I wasn't 100% sure she was coming in, so when we get back, she asks if she should put her keys & purse in her car or leave them in mine before she comes up. Great, she's game i was thinking in my head. We go upstairs, she lays back on the bed and i whip out my cock. By this time the sake was really kicking in and I won't lie, i was having a hard time getting rock hard even with her lips wrapped around my cock. She also wasn't giving the best oral effort I've ever experience either in my defense. ;) Realizing I'm not going to waste an opportunity with an amazingly hot 19 year old, I peel off her panties to revel the most wet and perfect pussy I had seen in a long time. I begin to go to town on her, my long tongue going up inside of her then going back to her clit. As her moans got louder and her grabbing my hair, after about 5 minutes of that, my cock was rock hard. I get up, put on a condom and begin going to town Missionary. I was going back and fourth between kissing her lips and her tits. I then flip her over and prop her over and up to reveal a perfect pussy/asshole combo. I begin pumping away getting her used to my cock. After about 5-7 minutes of solid pumping, i couldn't resist to start pressing her butt hole with my thumb. Now most girls i've been with would resist or say "stop", but she kept moaning as I was thrusting. A few minutes later I began to slowly put my thumb further in her bum, asking her if it was okay and if it felt okay and she said, yea. Amazed, next thing i know I have basically my whole thumb in her asshole while i'm fucking her. I lean forward and ask her if it hurts and she replied between moans, "no, it actually feels kinda good." Remembering what she said just an hour before at dinner, I said, "I think you're ready for it, do you agree?" She said, "yea, i'm ready." I took my cock out of her pussy and pressed my head against her asshole very slowly, she let out a slight moan but more of pleasure and not pain. I reminded her to stay relaxed and to breathe, and she did. As i pressed slowly further, i felt the tip of my head pop past her o-ring and it was smooth sailing from there. I kept asking if she was okay and how she was feeling and she kept responding, "it feels good, but just different." I began pumping away on her little asshole for a good 5 minutes. Her moans got louder.

http://imgur.com/xGCBPzT

I then wanted to fuck her pussy some more, so i pulled out, switched condoms (like you are supposed to do when going back and fourth) and began pounding her pussy again. After realizing i prob wasn't going to cum soon from her pussy (because i like anal much better), i started stuffing her asshole again, after another 5 minutes of that, I felt my cock getting ready to explode. I asked, "where do you want this cum baby?" She responded, "in my ass." Thinking this would be a waste because i had a condom on, right before i pulled out I said, "here, turn around and come get it." I stood up on the bed, yanked the condom off, and she flipped around on her knees stuck out her tongue and tilted her head back. I then pumped a massive 5-day load of cum all over her lips, nose and a little in her left eye. It was amazing. I grabbed a towel for her to wipe her face and she got dressed and said "I have to get back home, my parents are probably wonder where I am, if they're even awake." She texted me when she got home about 15 min later thanking me for the amazing night and that she had a really great time. I saw her the next 2 days at the coffee shop but due to my working and her working 2 jobs we did not get a chance to rendezvous again. Whether i ever see her again, who knows, but it was definitely a great way to spend a Thursday night in Monterey :)