Recently, I was having my cock sucked by my friend Shawna, and was enjoying it immensely, as always.
But at one point she stopped sucking to tell me how much she envied us men, with our big hard cocks and our ability to ejaculate. So we started talking about cocks, and I found myself telling her how I sometimes thought about them myself. I didn’t like all cocks, I told her, but I did admire young, hard, smooth, pretty cocks on well-groomed men. I also said I had thought about holding a cock in my hand and stroking it until it ejaculated.
Shawna said I should try it. She then asked me if I’d ever thought about sucking one. Her eyes lit up when I said I had, and that I’d even thought about what it would be like to take one in my asshole.
Shawna got very excited. “Look at what I’ve got!” she exclaimed, and she pulled a strap-on dildo out of her bag. It was big and purple, made of what looked like hard rubber. The harness was black leather, with silver studs and buckles. Shawna explained to me how the device was designed to stimulate the clit of the woman wearing it.
I was fascinated with this dildo. It was about the same size as my cock when I was fully aroused, or maybe a little bigger. I took it in my hand and instinctively started stroking it. Samantha watched my face with interest and asked, “Do you want me to put it in you?”
Excitement seemed to clog my throat, and I could only nod. “Oh, goody!” she chirped.
Following Shawna’s suggestion, I got on my knees on the floor and bent over the side of the bed. I spread my ass cheeks and positioned myself so that my asshole was pointing back at her. I was a little relieved when she pulled out a jar of lubricant and spread some of it around and into my asshole. I could feel her fingers twisting and turning as she worked it in, and I heard myself moaning.
Finally, Shawna strapped on the harness and moved into position. “Ooh, I really like this!” she said.
I was too low, so I put two pillows under my stomach to raise my ass higher. Shawna giggled and started to work the head of the rubber cock into my ass. It felt even bigger than it looked, but I liked the feeling. I began to moan again. Shawna asked me if it was hurting me, and I said no. I told her not to stop.
I was panting with excitement, but I tried to get myself to breathe deeply and regularly, to help me relax my anus and rectum so that I could take more of the dildo. I wanted as much as I could get. Shawna worked it in bit by bit. I asked her if she was enjoying what she was doing.
“Oh, yes!” she replied. “It’s great!”
I asked her how much she had gotten into me, and was surprised when she said it was only about two inches. It felt like way more than that.
“I love this, I love this!” Shawna chanted. Then she slowly pulled out of me and said, “Let’s go in the bathroom where we can look in the mirrors.”
There were several mirrors in the bathroom, including one very large one on the back of the door. I pulled out the padded vanity seat and bent over it, anxious to resume what we’d been doing. Shawna stood behind me, positioning me so that I could see my face in the vanity mirror. I could also look at the door mirror for a side view of my ass, and the dildo going in and out of it. I couldn’t see the actual penetration, but I could feel it all right.
Shawna slowly pushed into me again, and then started sawing in and out of my asshole. She said that she loved being in control this way. As for me, it felt so good that I could hardly stand it. In between moans of pleasure I was talking to her, almost babbling. “Fuck me, Shawna,” I was panting. “Fuck my ass, do me, baby, ream me; screw my ass, yeah, screw me good!”
Shawna was almost as turned on as I was. “Look at the mirror!” she said excitedly. “Look at you. Look at me. I love being in charge!”
I turned to look into the big mirror. Shawna was hunkered down on my body, pistoning in and out of me. I could see my balls swaying as they hung below my stretched asshole. I could see my face twisted with lust, and Shawna’s face looking at me in the mirror with a similar expression. Then I saw her rise on her toes. Her body stiffened — she was naked except for a pair of black thigh-high stockings — and started to shudder.
She was climaxing because she was fucking me, and I was pleased to be the cause of her pleasure. I was a sex object, and I liked it. I looked from one mirror to another, watching as her spasms gradually diminished and she fell against on my back, the way a sexually spent man would collapse on his woman.
When she caught her breath, she started thrusting again. As she did so she slid a hand under me and groped for my stiff cock, wrapping her fingers around it. She barely had to touch it before I came like a fountain.
After she eased the dildo out of me, I asked her how much of it she had gotten inside my ass. She measured it off with her hand; it was only about four or five inches. I was shocked. I had thought I might have taken it all. I could not believe that what had felt like a huge pole in my ass had been no longer than that.
Shawna could see that I was disappointed. She slapped my ass and said, “Don’t worry about it. You’ll do better next time.”
Next time? Did I want a next time?
Yes, I did.
Shawna grinned at me. “I took your cherry,” she said, sounding very proud of herself.
She was right. I hadn’t had a man up my ass, but I had definitely had a woman there.
The next day I went out and bought a double-headed dildo. It was a little thicker than Shawna’s strap-on, and definitely longer. I bought it to use on myself, since I wanted to get my ass used to being fucked, but also to use with Shawna, in one way or another.
The first time I tried to fit one end of the double dildo into my ass I was unable to get it up there. It took a bit of practice for me to get used to the sensation and to be able to work it into my ass. I was all the more impressed with the fact that Shawna had gotten as much of her dildo into me as she had.
I also found myself putting the other end of the dildo into my mouth, sucking on it and attempting to get it past my gag reflex and down my throat. I enjoyed doing that so much that I started to think that perhaps what I really wanted was a man’s hard cock down my throat and up my ass. The more I thought about the act, the more the idea appealed to me. Yes, I wanted to be fucked by a real cock. A man’s cock. I wanted a horny man to use me, to take his pleasure with my mouth and my ass.
When I told Shawna this, she just laughed and said she had suspected it all along. She also said that she would bring one of her friends around that night, a guy who would satisfy both of us. And she did. I’ll tell you all about that another time.