Miami Sex Diary – My Very Personal Trainer

Posted in Sex Diary on October 6th, 2009 by Squillaci

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Of course, it being Miami, one must have a fabulous body to be considered a part of the “it” crowd. Before I bought my house, I would always use the gym at my apartment building. However, since I no longer have that resource, I went on a gym search. Of course, I wanted a gym either close to my house in Miami Shores, or close to my job downtown.

Well, the closest one to my house is a Curves-esque all women gym. Not that there is anything wrong with that, but I like to ogle the locals while working out. It keeps me entertained. So, I looked for one downtown and found the perfect gym. It was a big facility, and best of all, they had classes and personal trainers, which my apartment gym never had.

When I signed the contract, the agent gave me a pass for 5 free personal training sessions. I had actually never used a personal trainer before, so I was kind of excited about it. On their website, they had a list of all personal trainers and a photo to match.

As I scrolled through, I stopped on the bio of Guillermo Gonzales, a hulking, smoldering, sexy trainer that was perfect for me. I immediately booked a session with him after work the following day…

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Housewarming

Posted in Sex Diary on July 27th, 2009 by Squillaci



Well readers, I have been M.I.A. for the past few months because I bought a house! Yes, I have taken advantage of the current economic climate and got my very own home. It’s a really cool bungalow-type place in Miami Shores. Once I was all moved in, I knew that a housewarming party was in order. I invited all of my friends, including Kelly and Tom. But I was ready to mingle with some new people, so I invited my hot new neighbor.

The night of the party, I slipped into a slinky black dress and my sexiest heels. The guests started to arrive, the champagne was being poured, and a general good time had commenced. That’s when neighbor-boy walked in the door.

He was an older man, probably late 30′s, but I had already noticed that he lived alone. His hair had hints of gray that I found irresistible. He was extremely tan, with deep brown eyes and an easy smile. He was tall and nice and lean; immediately I knew I had to fuck him.

He came over and introduced himself. His name was Angelo, and he was from Italy. He had lived in Miami for years, and his voice had only a slight sexy hint of an accent. I got him a beer, talked to him for a while, then he asked me to dance. I led the way, swaying my ass to the music as he walked behind me.

Once we were in the living room, I started grinding my ass into his crotch. Why waste time? I wanted him, and I wanted him very badly. He put his hands on my hips and started grinding back into my ass. My pussy was already getting soaked from this game I was playing with him.

We danced and drank until most of the other guests had left. Kelly was on the couch making out with some guy. I told Angelo that I wanted to give him a tour of the rest of the house. I led him upstairs to my bedroom. He entered the room behind me, closed the door, and he came up to me from behind and put his face in my neck, kissing me, while his hands roamed all over my body, caressing my tits, pinching my nipples.

He grabbed my ass and moaned into my ear. I turned around and put my lips to his. He pulled my dress up over my head, but I left my heels on. I unbuttoned his shirt, and undid his belt. I reached down his pants and felt his rock hard boner. I couldn’t help but let a moan escape from my lips that were still entwined with his.

I dropped to my knees…

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Promiscuous Sex Diary: An Easter Surprise

Posted in Sex Diary on April 13th, 2009 by Squillaci

I hadn’t gotten laid in weeks. Like a lot of people, I have been afraid of losing my job, so I have been putting in a lot of late nights and working really hard. In turn, I haven’t had any time to put into my sex life. I hadn’t even had time to do anything with Kelly, since we finally gave in and fucked each other last month. So, that’s why you haven’t heard from me.

Thankfully, the dry spell was ended this past weekend. My family is Christian, so I took a trip up to Jacksonville to visit them for Easter. I know this doesn’t sound like a very sexy situation, but things heated up, fast.

We went to church on Sunday morning. Of course before the service started, my parents went around talking to all their friends. We were chatting with one couple they have known for years, when quite suddenly their son, Noah, joined us.

I had played with Noah plenty of times when we were growing up, but I hadn’t seen him in years. And he had grown up to be extremely hot. He smiled at me when he saw me. I could feel his green eyes looking over my tits. I could tell he was as pleasantly surprised to see me as I was him. I could feel my pussy tingle as I thought of the possibilities.

Unfortunately, we had to go into the church. My parents and I sat a few pews ahead of Noah and his family. I made sure I was in his line of sight while I pulled my long black hair up off my neck, and gently ran my fingers on my collarbone. I looked at him over my shoulder, gave him a coy smile, and looked away.

I knew it was wrong, but as soon as the service started I couldn’t stop thinking about Noah and how to get my hands on his dick. I was in church for God’s sake, on Easter, and I was as horny as I had been in months. I knew something had to happen. So, I looked at him again, gave him another smile, and quietly made my way into the aisle, as if I were going to the restroom. I could only hope that Noah had gotten the hint…

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Day at the Beach

Posted in Sex Diary on March 16th, 2009 by Squillaci

It’s becoming summer on Miami Beach. The weather this weekend was incredible. My roommate, Kelly, and I headed out to the beach mid morning on Saturday for a nice relaxing day.

Kelly has been my friend since college. We lived together our senior year and have lived together ever since. She is a petite blonde who kind of always reminded me of Cameron Diaz, but shorter. She can always be counted on for a crazy time, no matter what the situation, like a supposedly simple day at the beach.

When we got out there it was hard to find a good spot; the beach was overrun with spring breakers. It was hard to admit to each other, but all those college kids running around, talking about their crazy nights out and who they hooked up with made us feel a little old. So, we decided to show those kids how natives roll on Miami Beach.

Kelly took her top off. A group of college guys nearby quickly looked over and nudged each other. She asked me to rub lotion on her bare breasts. Kelly always loves to give a show. I squirted the lotion directly onto her chest, making her squeal, and I started to rub it in. I circled her big tits starting on the outside and working my way toward her nipples. I gently massaged the lotion into her hard nipples, twisting and pulling at them. By now, we had attracted the attention of everyone around us, but pretended not to notice. I even saw one guy snap a couple of pictures.

Kelly said it was my turn next. She reached around and untied my bikini top, and grabbed the lotion. She poured it into her hands and started going at my tits. The hot sun on my skin, Kelly’s hands on my boobs, and the blatant exhibitionism of what I was doing made my pussy tingle. By the time Kelly was done, my bikini bottoms were soaked…

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Office Rendez-Vous

Posted in Sex Diary on March 3rd, 2009 by Squillaci

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Dear Diary,

This week’s tale is something that I never expected. Instead of finding someone out on the town, I found a man at my office. Well, my office building. I work in a very large building downtown that has several different companies, so there are a lot of people I don’t know. Now, I would never get involved with someone in my company. We all know how that tends to turn out. Luckily, Aiden did not fit into this category.

I was waiting for the elevator to go down to the lobby, and leave the building to get something for lunch. When the doors opened at my floor, the 27th, there was only one other person there, a gorgeous guy who I’ve seen around lately. He had to be new; I surely would’ve noticed him before. Anyway, I gave him a smile and stood in front of him, giving him a view of my ass in the rather snug pencil skirt I was wearing.

As is the case most days, the elevator stopped at nearly every floor, picking up more people who wanted to get lunch. As it got fuller and more crowded, I slowly backed myself up so I was nearly pressed up against this guy. I was getting really excited; he was so hot and I was forced to be sly about it. I “accidentally” dropped my bag, so I had to bend over to pick it up. As I did, I pressed my ass into his crotch. I turned around, gave him another smile, and said, “I’m so sorry!” He smiled and nodded but didn’t say anything. It went on like this for the rest of the long elevator ride. I found any excuse to press against him, and I swear I felt his cock getting hard.

When we finally got to the lobby, I walked out like nothing was going on. Then I heard him say, “Excuse me?” I turned, and of course he wanted more. He introduced himself, and asked if I wanted to have lunch with him. I told him I had a better idea, and I took his hand and led him outside. I knew very well where I was going: the parking garage. We found ourselves in another elevator, but I didn’t make a move yet…

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Promiscuous Sex Diary: My Filthy Valentine

Posted in Sex Diary on February 16th, 2009 by Squillaci

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Ah, Valentine’s Day. Usually I don’t really care for it, but since it was on a Saturday this year, it was kind of hard to ignore. I got dressed up and headed out with a girlfriend for dinner and drinks. There were lots of Valentine’s Day deals, so we wanted to take advantage. We had a nice Italian dinner and then went to a rather upscale bar that shall remain nameless.

There were lots of singles there…presumably feeling lonely on this “holiday” and looking for love.

Two gorgeous guys quickly came up to us and bought us a pair of drinks. They were in Miami on business, and, because they didn’t have anyone special, decided to come down early to spend the weekend here. They were both fairly annoying, but their looks made up for it.

After a while of hanging out with Phil and Alex, my friend saw someone she knew and went to say hello. I lost sight of her in the crowd. I asked Phil and Alex where they were staying. They said they had a room in the very hotel we were at, and asked if I would like to go up. I was getting quite bored, so I decided to say yes and forget about finding my friend.

They had a nice room, with a living area and two queen sized beds. I sat on the couch and Alex poured us some champagne. Next thing I knew, Phil was sitting next to me, with his arm around me. Alex sat down on the other side. Phil started caressing my thigh, while Alex leaned into my neck and started kissing me there. I grabbed his face with both hands. He was startled; his expression showed me that he thought I was angry. I smiled, and put my lips to his…

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Promiscuous Sex Diary: My Dive Bar Playboy

Posted in Sex Diary on February 9th, 2009 by Squillaci

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Like many people, due to the state of the economy, I’ve been trying to cut back. I’ve done this by trying to stay local to avoid huge cab fares, not going anywhere that will charge me a cover, and frequenting dive-ier bars. I know that if I go to the Rose Bar, I can find a guy to buy me drinks, but sometimes I’m just not in the mood.

So, last weekend, I went to the Playwright Pub with a girlfriend. We just wanted to grab a few beers close to home and see if there were any cute guys. Most of the guys there didn’t interest me at all. There were a lot of tourist types, which can be fun, but tonight, none of them were hot. After a little while though, I saw one guy I couldn’t stop stealing glances at. He was with a girl, but I couldn’t tell if she was his girlfriend. I decided to show him my interest, and if he wanted to, he could come up to me. Lo and behold, it only took him about five minutes to come over. My friend was already talking to a guy, so he came right up to me and started talking. The girl he was with disappeared.

After about an hour or so, my friend wanted to leave with her guy, so I suggested to mine that we head back to his place. I love seeing a guy’s face when I say these words! It’s like they feel like the luckiest person in the world to be going home with me. Definitely an ego boost;  it never gets old.

Next thing I know, we’re in the back of a cab, making out. I could tell he was really excited, he was putting his hands all over me and moaning into my mouth. After a while I had a vague thought that we had been in the cab for quite a while, but I was too busy with Tom to worry about it…

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Promiscuous: The Diaries of a Miami Butt Slut

Posted in Sex Diary on January 19th, 2009 by Squillaci

You’ve probably seen me before.

I’m Angelina. I work a boring office job during the days, but at night, I am one of the girls you see out on South Beach. You know, the one you think you could never take home, but you try anyway. I’m sure quite a few of you have been pleasantly surprised to see what can happen with me over the five years I’ve lived here.

I’ve been with all kinds of guys, I don’t discriminate. I’ve been picked up by A-List celebrities at the hottest clubs, and gone home with guys I meet at the local dive bar. Everyone has a fair chance. There are only two rules I judge my men by: you cannot be a prude, and you must have a big dick. These are, of course, things that take a certain amount of time to be sure of. And although I usually only spend one night with a guy, I have had my share of long-term affairs.

As you might be able to tell by now, I am no bimbo who can only lay claim to a makeup filled face, highlighted hair, and a nice body, and therefore people consider me “hot”; no, I am an educated, intelligent, and beautiful woman who happens to love all kinds of sex. You can read about my adventures here.


Click here for the latest entry to Angelina’s Promiscuous Sex Diary.

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