My Miami Sex Stories

These are the stories of my sex life. The names have been changed to protect the involved. The places are real (check them out).
I do not apologize for any behavior. Hope you enjoy my stories.

Sunday, February 27, 2011

Dirty Little Boy

This story begins as most of my stories will. It was a random weekday night and my good friend Lo, short for Lorenzo (his parents were from Uruguay), called me up to go out because he had a bad day at work. Having been friends with him in graduate school and absolutely running wild in Miami with our other class mates, I obliged because any night we go out is liable to end up with a girl or at a strip club. It seemed like a standard Wednesday night for us, we went to our usual spots in Coconut Grove. It was, however, a very slow night. I could not tell you why, but every bar we went to was much less crowded than usual.
Our first stop was to a bar called Moe’s. This was the pivotal place for me because Wednesday night at Moe’s is karaoke nights. Now for any guy that does not know, if you know of a place that has week night karaoke and has colleges or universities near it, this is the place to meet girls. You should go there. We would go often for the simple fact that after about two hours of singing and drinking, there are plenty of easy targets, morals loosened by the alcohol. You can find one for yourself or a group for you and your friends. It seems there is something there for every taste, and drunk college girls are some of the easiest targets around.
The crowd at Moe’s was decent, a little bit smaller than normal, but there were still plenty of girls around. We took a quick lap around the bar to make sure and we noticed that not only was the crowd a bit smaller, but the crowd also had noticeably more men than usual. I’m not talking college-aged, horned up males; I mean there were a few slovenly dressed creepy old men with three and four day beards. I guess the secret had gotten out, but no matter to me, those guys had little chance compared to my friend and I.
After our lap, we had a few drinks and talk to a few friends we saw out. We had our obligatory jager-bomb and decided to talk to a couple of girls sitting at the bar. As we were talking to them, we learned that girl #1 had a boyfriend and she was expecting him to show up soon. Now I have done my share of sneaking around and I have been with girls who were involved, but I make it a point to avoid drama in public at all times. Lorenzo is a much better person about that then I have ever been, if she is taken, he respects the relationship and moves on. What a loser. So we ended that conversation after about half an hour and figured we could do well to move onto Lorenzo’s favorite bar to get in a few games of beer pong.  He’s great at beer pong. I am decent until I have had too much, and then I suck. We walk in, grab a few pitchers of beer, call next on a table, and proceed to run the amateurs off. It was fun, but I had bigger fish to fry and I was in need of a good blowjob.
We leave the beer pong bar and head to a bar that has appeared in a few tv shows as well as a movie or two, Sandbar. Sandbar and Moe’s are the two staples for Coconut Grove. We may visit a few places in the Grove on any given night, but we always go to these two. Once we walked into Sandbar, I got depressed. The bar was very empty. I was not going to find anything here and I wanted to leave. Of course Lorenzo does not want to go since we just arrived and convinces me to at least have one drink and chat with the bartenders we know.
“Two jager-bombs and two Miller Lites.” He says. So much for one drink. The drinks arrived quickly and I downed mine without even raising my glass for a “Cheers”. By this time, I am pretty hammered due to the first few drinks at Moe's, then several rounds of beer pong afterwards. I am not so hammered that I cannot drive, but hammered enough that I should not drive which is exactly why Lorenzo drove. Sitting at a table near the bar are three girls who are approximately our age. This is a Wednesday night so they should have a good reason for drinking and staying out so late. Besides, don’t they have work? Whatever, I am already pissed so fuck it. Lorenzo opens the conversation, as he normally does. One of the group, the read-head, is drunk and really up front about everything. She did not hold anything back when chatting with us.
“Damn, you’re cute.” She tells me, leaning to one side, giving me a clear indication that she is drunker than me. “I could just eat you up.” She says, smiling.
At this point, we start chatting quite a bit and getting physically close to express our mutual interest. She is cute in the face, but she is also soft in the middle. Just slightly too chubby under normal circumstances. Most of the girls her age that I frequent are not like this and spend hours working out each week, this girl spent hours working each week. I was not going to be so discerning because I was getting a little chub since she had rubbed her hand on my crotch twice while I sat next to her. How easy was this going to be? I wanted to know and I was going to find out.
I whisper in her ear that we should leave now. She agreed, smiling guiltily. As we walk outside, I decide that I do not want to wait any longer, so I grab her hand and lead her across the street and towards the homes on the other side of a school. I wanted a blowjob. The school has a fence around it and lights in the small parts that have no fence so we can’t do anything there. On the back side of the school, there are homes and down the street, there is a large fence that has trees along the side and it is very dark. Perfect.
I throw her against the fence and plunge my tongue down her throat. She is more than accepting, rubbing me and starting to tease my cock. I got hard right away. She feels it through the pants and wants to touch it, so she puts her hand down the front. I turn us around so that I am against the fence and unbuttoned and unzipped my pants so she can get a view of it. She pulls my boxer briefs down and stares at it. Now I know I am bigger than average, but I am not the biggest. She, however, stares at it, then looks at me and mouths “WOW!”
I came to get sucked, so I was going to get sucked. I push her head down and she started going at it. She is damn good too. I lay back against the fence to relax and enjoy it for a few minutes. She does very well, but after less than two minutes, a car drives by and she gets freaked out. I guess she did not want the world to see that she was a whore, just know it.
“I don’t want to do this out here. I don’t want to get caught. Let’s go to my place and we can do whatever you want there.” She implores, and I agree, though reluctantly, and zip back up.
Since she had the idea, I am going to make her pay for the trip. We walk back to the main road and flag a cab. Once in the cab, she tells him the address and the cab pulls off. Once we make it to US1, I want to continue what we started immediately. I grab her hand and put it down my jeans. She starts massaging it while looking at me and the cabbie, to make sure he is not turning around. I lean up to her neck and kiss it lightly. She leans back and tries to kiss me. I pulled away because I am not kissing that mouth, no matter how drunk I am. To cover, I leaned back and unbuttoned the top of my jeans and opened my fly. Her response was one of those priceless moments that I hope I never forget. Her eyes got so big, and she looked directly at the cabbie and out the windshield for about 30 seconds.
Finally, she turns back to me and I said softly to her, “It’s ok. He won’t know.” Like I even cared at this point. She looks down at it, exposed and in her hand, and then back at me. I put my hand at the base of her head and began to push her head down gently. She does not need me to push it down the entire way, however, and goes right back to giving me what I wanted. I lay back to relax, but I can’t because she is not doing what I wanted, she is simply putting it in her mouth and then putting her had back up to look at the cabbie. This was so annoying, and she did it nearly the whole way home, bobbing up and down.
This was the pattern we followed the whole way home. She would go down and suck for about 30 seconds and then pop her head back up for about 15 seconds, because that wouldn’t look suspicious at all. Whatever, I was going to get mine, I was sure of that. While she would go down, I would fondle her tits, though because she had a big set of C’s. I thought they were D’s, but she said otherwise. Whatever. When we got near her place she looks at me and says, “we’re nearly here.” Which translates perfectly from woman code to normal English as, “we need to stop and look presentable for just one minute.” I zip up for the second time and wait for the cab to stop. She asks if I had cash and I told her "no." She leans forward and directs him the last few feet and hands him a twenty. I climb out, walk behind the cab, and stand in front of a row of townhouses. She takes a longer time than I expected getting out, but walks up to me, grabs my hand, and leads me into her townhome.
Inside, her friends are already there. It seems in the time we spent near the school, one of her friends decided it was time to go, so they left. The three of them crack jokes for a bit, and I get a little angry because I am tired of waiting. I had already had a blowjob interrupted twice. I ask her where her bathroom is and she leads me to her bedroom and into the bathroom. As she turns to leave, I told her to stay, but she said she was just going to lock the doors and turn out the lights. Fine, whatever, go do what you have to cause I have been ready since we met.
She comes back upstairs after about three minutes downstairs, walks into the dark room and over to me. I have already taken off my shoes and my shirt and undone my jeans for the last time tonight. She grabs my crotch and tells me I am a naughty boy. “What me?” Feigning indignation, “why?”
“Making me suck in the cab. You are a dirty little boy.” She replies, smiling and stroking. To which I reply “Yes I am,” and push her head down. She gives a good blowjob, but at this point I want more because she has made me wait so long. I put her on her bed and strip her clothes off. I rub her breasts for a moment just because I want to see them up close, and then grab the little me and line it up, and plunge straight in. We have a good few minutes of humping, but I figure, she has not stopped me with much else, so let’s see what else she will do. So I stop, and bring my naked self up towards her face, she knows what to do and turns her body to suck again. I turn her over after a few moments and put my balls on her nose. She quickly puts them in her mouth and then licks while she strokes. This was going very well.
I let her continue on, but make her stop when I want to go back to humping. I walk around her bed and climb on the bed, and put her legs in the air. I put myself inside again, but notice that I have plenty room to go for her back door. Without asking, I put myself inside and hump there for a few minutes. She did not even protest, but rather moaned. Now I am pretty sure she was lying about me being the biggest she ever had because her back door had little trouble getting inside. I stop after a few minutes realizing I am close. I climb off the bed and walk around to the other side, push her head down, and slide inside her mouth. She continues to suck and begins rubbing herself, as well. Now I am very happy I did not kiss her.
I start to thrust myself feeling the climax coming. I grab her hair and start to thrust rapidly. I stop for a moment for her to lick my nutd again, and then plunge my cock back into her mouth. Within a minute, I am ready to burst. I hold on to her hair and pull it down and pull out to give a facial. Now, for having done so much with her, I know I am going to have a little more than usual, and I am about to enjoy every second of it. I pull her head down with my left and grab my cock with the right, and stroke furiously as it gushes out. And it goes everywhere. I get it all over her chin, her upper chest, some on her tits. I also orgasmed so hard that I put my head back and did not pay attention and got some on her sheets.
When I finished, I put it back in her mouth for her to suck a few more times and then pulled back and went to the bathroom. She got a towel or something and wiped much of the mess off. When I got out, she was waiting and went into the bathroom once I walked out. I dressed then went downstairs and noticed a friend of hers sleeping in a papisan chair, curled up like a cat. I went and got some water real quick. I went back upstairs but she was still in her bathroom. I did not know what to do so I went back down stairs and waited until the noise stopped. I was going to leave, but thought I should tell her a friend is sleeping downstairs.
I went back upstairs and she had just come out of the bathroom. I told her about her friend and she said her friend was just drunk. I went to go see for myself, I really can’t tell you why, just like I felt I needed to check. I asked her if she was ok, she looked up, and drunkly said “You ARE cute.” She then reached out towards me, but I backed away and just wanted to go. When I got outside, and I realized I did not know the name of the street. I walked towards the way we came in the cab until I came to the first street I recognized. I called a cab company and told them where I was. The dispatcher replied that she would send one out, but that at 4:00am, she could not tell me how long it would take.
I have no idea what time we left the bar, though I am pretty sure it was after 1:00am. I don’t know how long we were outside, how long the drive was, or how much time we spent playing. All I knew was that I was supposed to wake up for work in 2 and a half hours. The cab took about ten minutes to get to my location, but I knew I would not have enough money to pay him. I had to ask him to stop by an ATM before taking me all the way back to my apartment. I got into my apartment around 4:45am and did not wake up until right before 9:00am.
I was lucky enough that when I arrived to work, my boss had been in meetings all morning, so he had no idea what time I arrived. My co-worker asked me if everything was ok, and I told her I had a bad night’s sleep and had been sick, she avoided me the remainder of the day. I was lucky as hell.