Guess I am a lucky guy in that I have met a few ladies who wanted to, or was into pegging. I remember all them well, but the first time.
She and I had dated for about a year, and she was bisexual, and had her GF few times, and let me watch twice, but could only jerk off. She would dress with her strap on, and we all go out, then come home, and make her gf, get naked and she would be the guy. Well, one night in bed after we had intense sex, she asked me a few questions, I half answered and we slept. That weekend, us and her gf was sitting around after dinner, and having few drinks. They was kissing and starting to get worked up, when her gf said something into her ear, as they giggled and then my gf looked at me and said "would you like to eat her"? I said yes, but only if she was okay with it, as I have tasted her pussy juice on my gf lips and mouth many times. My gf, said "you can eat her, but only if willing to pay the price", like a dumb ass, was so worked up, I said "Yes".
As I was between her legs, eating her fine and juicy pussy, I felt my gf, hand on my cock, and other on my ass, she worked me slow and long. Her gf, came in my mouth and I thought I was done, but as I went to move her hands grabbed my head and said "more". It was then I felt my gf finger working into my asshole, with lube, as she was stroking me. This was not the first time she fingered my ass, and she loved it and so did I, I let out a loud moan as I felt her in me and my gf said "you love it in your ass don't you?", Her gf, said "It is so hot seeing a guy fucked". I sayed, "hell yes.
My gf, had worked and lubed my ass so magically, I didn't realize she had two in me, I was so worked up, eating her gf as time passed without notice. It was when her gf said "I am not going to cum, till you pay, you ready?" She asked, it twice, it was then I realized she was asking me and I said "yes", and she shoved my head back into her bald, soaked pussy, at the same time my gf had withdrawn her fingers from my ass, and stopped stroking me. I felt abandoned, and was just getting ready to ask her to put them back in, when I felt someing press against my asshole.
It was wet and I had plenty of lube, but this was no finger, or her small vibrator she used on me, this was slowly pusing in. I began to buck forward from the pressure. My gf slapped my ass hard "push back into it, now". I then realized what she was doing and what was going on. I then pushed back into her, feeling my hole being stretch and opening. I heard her gf "oh my god this is so hot, seeing a guy fucked in the ass". I stopped licking and looked up, she said "take it baby, take it in the ass". It was then I lowered my head, as I felt my gf press forward, feeling it stretch me, then I felt the head pop in, and a slight burning, and just froze. I then felt a warmth come over me, and my breathing became rapid and hot. It was then that my gf began to move slowly, in and out. With that, all little pain and displeasure was gone, it was just pure passion, I felt pure pleasure. I fuck yes, is what I yelled, as I felt my gf slap my ass, and say "you my bitch", "are you"? I looked up seeing her gf rubbing her pussy "you her bitch aren't you, say it"? "YES, I am your bitch, fuck my ass", was what I screamed, as she began fuckin me.
My gf, was buried inside me, pumping in and out, I was on my knees with head down ass up, feeling my ass being fucked, as her gf was fingering herself. The faster she fucked me, the faster her gf fingered. My gf was pumping me ass long and deep, then she started doing small circles, within seconds, I heard her little "grunt" she does right before she orgasnms. It was then, that I heard her "cum with me, do it", she was talking to her gf and I heard two women screaming in orgasm, I felt the strap on stop thrusting, and it was literally vibrating in my ass. I could feel my gf orgasm, and smalll thrust would begin again. After both ladies had cum, her gf got up and they was kissing, it was then I was pushed up toward the couch, and I felt her gf help me as I was in total bliss "her let me help you up here", she got me kneeling on couch with my head down, the whole time my gf was still in me ass. I was breathing harder, my gf began fucking me again and I could hear them talking about my cock and needing to cum. My gf said "she is going to stroke you and you will cum when i say, right bitch". I screamed out loud, "YES", I then felt a hand on my cock, which is only semi hard, and it stroked me, as my gf fucked my ass. within minutes I was lost in total orgasmic bliss, I began to buck my ass hard, yelling "CUMMMIIIIING", shooting long streams of cum, and seeing stars.
My gf, continue to fuck me, until I was just laying there like a wet noodle breating hard. She came down and kissed me deep and smiled. "we knew you would love it", she sighed and kissed again. "We have another suprise for you"
