As I ran out of my office, a grabbed a bag which contained the 9 inch dildo sleeve. This dildo is made up of two seamless parts. The base is a hollowed out sleeve into which the under-endowed slips his cock and the head is a solid rubber dildo. Once I got to the bathroom I gathered myself. I went into a stall and took off the smaller dildo, pulled the sleeve of the 9"er over my little cock and put my pants on. The bulge in my jeans was huge and I was both worried excited about someone seeing me as I walked the short hall from the bathroom to my office since the party was still going strong in the bar. As soon as I exited the bathroom I was immediately confronted by cute little Summer.
"Hey Rick where did you go to, I was lookin' for you everywhere." Summer slurred drunkenly as she put her small hands on my chest to stop me. "Are you back in your office with that slut Krista?" Summer let her fingers slide down my chest seductively. My cock was pounding with excitement. "Why were you looking for me Summer?" "Cause I wanted to do this." She said and she pulled me toward her to give me a deep tongue kiss. I felt her hand slide further down my body to "my cock." "Oh my god Rick, oh my god, you're huge!" I reached under her skirt, grabbed her little ass and stuck my finger deep into her very wet young pussy. We made out for a few more seconds. "I gotta go back to my office, Summer." "You asshole, that bitch Krista is in there? You used me." I just looked down at her with a shit-eating grin and walked away.
When I got back to my office Krista was sitting in her bra and panties, on my couch. She was fuming. "Where the fuck were you?" I had regained my composure and asserted myself. "Don't worry about it, do you want to get fucked? Take off your panties and get on all fours. I'm going to tear into that little pussy." I rubbed the full length of the dildo through my pants. Krista's look of lust told me she was back in. "Don't you want me to suck it first?" "No, I'll let you suck it when its full of cum. I dimmed the lights and grabbed a magnum condom. Krista smiled seductively and got on all fours with her ass facing me. I took off my jeans, hoping that she wouldn't be able to see in the dim light and/or she would see what she wanted to believe. "Oh yeah baby, give my that huge fuck rod" Krista said as wiggled and opened up her perfect ass. She reached back towards the dildo. "No" I said. Instead she began fingering herself. I moved the huge head of the dildo to her wet cunt. I felt a sexual power I had never felt before as I forced "my cock" into her pussy. She grunted as I got the head in. Remembering her earlier big dick story, I waited for few seconds until she relaxed a little. Then I shoved the dildo in as far as it would go. "Aiiieeeeee" she squealed. It was about halfway in. "Oh yes, baby, put in a little more." I rammed the rest of the dildo in. She grunted and started pulling at her hair. "Argggh, do me you bastard, fuck the shit out of me." I grabbed onto the dildo so my dick wouldn't come out of the sleeve as I pulled back. I repeated this slow awkward thrusting a few times and Krista started to notice. "Why are you going so slow, why are you holding your dick? Fuck me like a man you idiot." I removed my hand and was relieved that the sleeve of the dildo was suctioned onto my dick. A few tentative thrusts showed the suction was holding. I increased my speed, enjoying the feeling of power as my groin slammed into her ass. "Yes, yes, oooohhhh." She seemed to be building toward an orgasm. Then it happened, as I withdrew for another thrust my little cock broke free from the dildo sleeve, which remained stuck inside Krista. I fell back on my ass -- my little dick exposed.
"What the fuck?" Said Krista as she looked back at me a uncomprehending. "What the hell just happened?" She reached back and pulled the dildo out of her cunt. "This cannot be happening, this is not happening. I trusted you, you asshole." She let loose a string of curse words. I started talking fast. I was just fulfilling her desire, helping her out with a fantasy, I thought she knew about the dildo, she was enjoying it and about to cum, etc. She was not pacified.
My balls were aching, so I tried to persuade her to let me fuck her with my little dick. This was the only thing that made her mood lighten. She began to laugh. "That is not going to happen -- ever." "At least blow me." She laughed again. "No thanks I don't smoke." I was starting to get desperate, I had to cum with her. "What about a hand job. I'm still your boss. With your attitude toward the customers I will always have good cause fire you." Krista was furious. "You unrepentant asshole. After all this -- this -- this absurdity, you want a hand job." Then she sighed. "What the fuck, its so small I'll barely notice. I gotta clean up in the bathroom, I'll be back in a few."
I sat there stroking my dick, not really expecting her to come back. About ten minutes later I heard a knock on the door. I opened it to see a smiling Krista. As I opened the door, she pushed her body against me. She shut the door and her hand twisted the lock. "You're not mad anymore?" I asked dumfounded. "A little bit but, I look forward and that makes things better. For someone like me the future is bright. That you went to all this trouble to fuck me is kind of a compliment and funny as hell. I'm pretty sure that in the near future I'll probably laugh about this."
I sat down on the couch, relieved. "One condition, you need to keep your eyes closed, I don't want you looking at me when you come. I'm still pissed at you, so take it or leave it." She said firmly. I should have been suspicious but I had seen her lock the door and I had the only key to my office. I agreed. She put her thumb and index finger around my cock. "Oh come on, put your whole hand around it." "Don't want to, don't need to. Take it or leave it." She smirked. I closed my eyes with her face in mind. I knew that the moment I came I was going to open my eyes and spray as much hot cum as possible all over her pretty smirking face.
She began half-heartedly stroking up and down my dick with her two fingers. "Come on Krista, that's not going to make me cum." Suddenly, she started loudly talking to me in baby talk and stroking faster. "Is this better for the wittle fella. Eeka, weeka, wee, wee." I noticed that the music coming from the bar had been turned up way louder than I allowed and heard a woman's voice singing a derisive chorus. But I was about to cum, and blocked it out. Suddenly, I noticed that the room seemed to have brightened. Then I heard what sounded like a suppressed giggle from the middle of the room. I opened my eyes in a state of terror. Krista was still next to me but it was Ramon who was stroking my cock. Even worse, standing in the middle of my office were Summer and four other of the waitresses. Then I heard the song on the bar's sound system. "Don't want no short dick man, don't want no short dick man." Summer, Krista and the other waitresses were singing along, laughing and pointing at me with tears of laughter in their eyes. "That has got to be the smallest dick I've seen in my whole life -- get the fuck out of here." The waitresses loudly sang along.
That line made Krista and Summer collapse into each others arms with rollicking laughter. After a what seemed like forever, the girls left while saluting me with the loser sign. Krista and Summer walked out hand in hand, grinning.
Only Ramon stayed. He looked at me, not unkindly, with that goofy grin and said. "Man you are one twisted motherfucker." Ramon and I had gotten pretty close in the past few months. I laughed. "Do you want me to finish you off in my mouth?" He asked. I nodded yes. "Then you're going to have to let me fuck that virgin straight man ass." I weakly nodded again. I had made so many bad sexual decisions the last few months, it couldn't get any worse. After what had happened Ramon was probably going to be my only friend.
Ramon proceeded to give me the best head of my life. When he finished he stood up and started to pull down his pants. "Rick, I probably should have warned you that I used to be in adult movies." With that he took out a cock that made the dildo seem small. That's gonna to hurt I thought.
That was three years ago. It did hurt, but every day after that it hurt less and then it hurt so good and I moved in with Ramon.
Another surprise is that I became good friends with Summer and Krista.
Soon after that night, Summer and Krista started dating. Krista was still friends with Ramon, and over the months and years she, Summer, Ramon and I slowly began to socialize as foursome. Both of them decided to forgive me as they had first hand experience with confused sexuality and attributed my actions to my own confusion.
We even swing together as couples! On those swing nights Ramon is very much in demand and very tired and the girls and I are all very happy.
