Promiscuous Sex Diary: My Filthy Valentine

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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…








…I felt hands all over me, and after a while I stopped trying to keep track of who’s hands they were. Someone rubbed my tits through my dress while someone else started sliding his hand up my thighs, closer and closer to my pussy, teasing me. I started to feel like I couldn’t take it anymore. I stood up, freeing myself from their grips, turned to face them, and unzipped my dress. They watched in amusement. I undid my bra, and slid my thong down my legs. I stood before them, completely vulnerable, and waited for them to make a move.

Alex was first. He stood up, took off his shirt, and walked over to me. He kissed me and ran his hands over my ass while I undid his belt and started unzipping his jeans. I felt is rock-hard cock through his boxers for a moment, and then I pulled those down too. I went to my knees, and took his big, warm cock into my mouth.

I heard Phil get up from the couch, but I was too engrossed in sucking Alex’s cock to see what he did. Suddenly, I felt him kneeling behind me. He started fondling my tits while I was still blowing Alex. I felt his hands reach down and stroke my clit softly. I moaned into Alex’s dick, making him moan with pleasure. I felt Phil put his cock at my pussy and slowly, he slid it in.

It felt incredible. Being fucked by two guys always makes me feel like a complete slut and I really get off on that. Alex said he had had enough and wanted to fuck me, but I could tell Phil didn’t want to give up my pussy that easily. So I told Phil to lie on the floor. I straddled his cock and started riding him. After a moment, I paused and leaned forward. Alex was watching the whole thing. I reached one hand back and started to finger my asshole. Alex got the message and dove his tongue into my ass, exploring me. All the while, I was gently rocking against Phil’s cock.

Alex disappeared, and came back a moment later with a bottle of lube. I greased up his dick and slid his cock head right into my waiting butt. I stopped riding Phil’s cock so Alex could get his dick deep into my ass. His giant penis felt amazing, and the two cocks together took my breath away.

Phil and Alex got into a rhythm of fucking my two holes. I couldn’t take the friction any longer; I screamed and came, and I came hard, squeezing my muscles against the two cocks inside me. I was so exhausted after that orgasm that I don’t know how much time passed before I heard Alex start groaning. I felt him push his cock deep into my ass, and he shuddered, filling my butt with his come. He pulled his limp cock out of my ass, and immediately, Phil pulled out of my pussy, came around and took Alex’s place fucking my ass. I rubbed my clit while he pounded away. It only took him a minute or two of fucking my tight asshole to shoot his load deep inside me, just as his friend had done.

We all lay on the floor together, completely spent from what we had just done. After a few minutes, I got up, dressed, and left, walking back through the hotel bar with the come of two men dripping down the backs of my legs.


We hope you enjoyed the latest sex diary entry from our lovely friend, Angelina Squillaci, an office girl by day and a sex adventurer by night. Ms. Squillaci updates her sex diary about once a week so check back often.


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