I started out trying to write one story, but then the story took on a life of it's own. Loosely based on true events, but the names have been changed to exploit the innocent, enjoy ;)
I first met Lady M on-line. I seemed innocent enough at first, we'd just chat and e-mail each other fantasies - nobody was going to get hurt. But then we slowly started discussing an actual encounter. She, of course, was going to be the dominant one. I would have to service her pussy before she would strap-on her dildo and ride me to heaven. This had been a fantasy of mine for a while and now she was going to make it happen - wow! We had played out this scenario on-line several times, but now it might actually happen.
We decided to meet at an upscale, hotel bar in the heart of the city. If it didn't work out between the two of us either one of us could walk away. Although we had exchanged a few pics via e-mail, in-the-flesh meetings are always different.
I was nervous as hell walking into the bar that night. I was dressed casual but sharp in a dress shirt and black slacks as my eyes scouring the place for Her. As I've come to know, she was in total control from the start. She had me wait for her for half an hour before she showed up. I needed to show my defference to her. She was a good looking woman with medium length black hair, a fair complexion, simply dressed in jeans and a designer white tee shirt, but it was the way she walked and carried herself that showed her beauty and demanded respect. She took control of the conversation right from the start. At first the conversation was just small-talk, but then she started asking questions about the scene we had discussed on-line.
"So you want me to fuck you with a strap-on dildo? Have you ever done this before?" She asked so that the people at the next table could almost hear us. I was a little taken aback by the directness of the question, but welcomed it nonetheless.
"No." I stammered.
"How about a real cock, have you ever sucked on one before? Ever bent over and taken a real cock up your rather cute ass?"
"No, no I haven't" I stammered again.
"But you've though about it a lot haven't you? You've thought about a real cock, not just a rubber dildo, haven't you? Come on tell me the truth."
"Uh yes, I have."
"You're not just the little bitch you made yourself out to be on-line are you? You're just a queer, little faggot. Are you sure you want to be with me and not, say that cute bartender over there?" she said point over to the bar. "I bet he'd love you to come over, drop to your knees and suck him off. You'd like to do that, you'd like to be FORCED to do that wouldn't you?" That last bit was loud enough for the next table to hear, and they both turned their heads ever so slightly to hear my response. All this talk had gotten me pretty hard by now too, I couldn't believe how thrilled I was by the force of her voice.
"Uh yes, I guess I would." I said meekly.
"What do you mean GUESS!" she shouted. "You WILL do it, to prove that your worthy of ME!" She paused and looked me straight in the eye and then said quietly. "Jimmy is a friend of mine. He'll meet you in the resturant office which is just past the bathrooms." she pointed where it was. "You're going to go up to him at the bar and say 'Lady M told me to give you some relief.' Smile at him and gesture toward the office. Then you are to walk to the office and wait for him. Do you understand?"
I waited a second and said "But we didn't talk about this .."
She cut me off quickly "Are you going to do as your told, or am I waisting my time with you? Hesitate again and this is over." She let that hang there.
Slowly I go up and went to the bar. I found Jimmy and said what I'd been told. He smiled back a knowing smile and told me he'd meet me in there in a few. I looked back for Lady M, but she had left the table. I was so excited I went ahead with it anyway. Sure, I'd though about sucking cock before, but it was never a real fanatsy of mine. Somehow being forced to do it was increadibly exciting.
Jimmy was right behind me as I walked into the office, a small room with no windows and fortunately a lock on the door. He locked it behind us and I noticed Lady M was swiviling around in the office chair to greet us.
"So Jimmy, ready for a nice hummer?" she said mockingly.
"Sure" he said as his pant dropped to the floor to reveal his semi-erect cock.
"OK bitch," she said to me "strip naked, then on your knees and start sucking like your life depended on it. And no TEETH, we would want to scatch poor Jimmy up."
Jimmy agreed. I shed my clothes quickly and went right down on him. I touched his cock cautiously, as it was my first time, and I wondered how I'd gotten myself into this mess. I put his cock in my mouth and started sucking, it wasn't as strange as I thought I'd be, but then he started getting hard right away. Soon I started gagging on it as he grabbed the back of my head and started fucking my face. He let up a bit and I started getting into a rhythm. The whole time Lady M was telling me to "lick it, my little bitch, suck it good", "take that cock in your mouth, like the faggot that you are" and "come on, have Jimmy explode in your mouth!" All of this got me really excited, and soon enough Jimmy jerked a bit and I tasted cum for the first time. I was dripping out the outside of my mouth and down my chin.
"Very good my little slave puppy. I think it's time to take you home." She said. I was a little embaressed but kind of proud of making a guy cum., what could possibly be next.
Once back at her place we met her roommate Ursula. A contrast to Lady M's slight figure, Ursula was stunningly beautiful. A tall phillipeano goddess with long black hair, beautifully proportioned breasts and an ass from heaven. I was awestruck at her beauty and didn't know what to say. As walked into Lady M's bedroom, and she said teasingly "Ursula might join us if you're a good boy."
"Naked NOW!" she commanded and the door to the bedroom wasn't even closed. I could hear the TV Ursula was watching and she knew what was happening to me. "Now get on your knees and lick my pussy." she told be after I was undressed.
As she sat on the edge of the bed I was under her licking her pussy out. "You looked pretty experienced sucking Jimmy's cock, I bet you just loved it didn't you?" she laughed at me. "I bet you can't wait for that rubber dick up your ass can you?" I couldn't, and I couldn't believe I was my knees again going down on someone for the second time tonite. Soon my tongue was too much for her and Lady M lost controll for the only time that night as she came all over my face, riding my tounge.
After she had gotten herself together she had me down on all four with a butt plug inside me before I could say "ouch." The cool lubricant she put on me felt great and my asshole was twitching in anticipation as she strapped on her big black dildo and harness. It wasn't one of those cheap harnesses either. This all-leather unit held the dildo in firmly.
"Enough with the preliminaries." she said removing the butt plug. "Let's get down to business. Now you're going to tell me who's my bitch, who's my little slut-whore, who's my salve boy."
"I am" I replied not believing I was capable of saying such a thing. "I am." I repeated louder without being prompted to. "I'm you're litlle bitch. Please fuck me Mistress, please fuck the shit out of me!" I begged. Slowly but surely she eased her cock in my ass. It felt great, I felt full, and completely submissive to her. I really was her bitch and I loved every minute of it.
"Oh yes you have been a good little slave puppy." she said. "Now bark like a dog!"
"woof!" I replied
"Say it, say what you want."
"Stick that big, thick cock of your's up my ass. Fuck me up the ass like a little bitch! Fuck me, fuck me, fuck me!!" and so she did. She grabbed my hips and really fucked me hard slapping my ass cheeks, pulling my hair and spitting in my face. As she did this she kept goading me about Jimmy and how much I loved cock.
"You wish I was Jimmy right now don't you? You wish this were a real cock, ready to fill you with cum, hmmm."
"Oh .... god ..... yes!" I said in between thrusts of her rubber cock as it sawed in and out of my tight ass.
"Then you're in luck aren't you." said a voice at the door. I looked up and it was Ursula. She had removed most of her clothes and was down to her bra and panties. "Now open up your mouth and show Ursula some love." she said with a huge smile on her face. She stepped right in front of me and pulled down her panties to reveal a large soft cock. I couldn't beleive this, tonite kept getting stranger and stranger as I continued into the night. Now I was going to have sex with a beautiful sexy she-male. I'd gone from hetero to bi to polysexual in one night.
Even soft, Ursula's cock was much larger than Jimmy's. My already hard cock stiffened again as I grabbed her cock with one hand and sucked on it with my mouth. The thrusts from Lady M's cock drove Ursula's cock deeper into my mouth and soon was hard and raring to go. She soon grew tired of my mouth, pulled out and motioned Lady M to step aside. When the rubber cock slipped out of me I felt a sudden loss of fullness. But it was quickly replaced by an even bigger cock. After a minute I had gotten used to this larger size Ursula started banging away and she fucked me harder than Lady M could. She also wanted to cum up my ass real bad.
"You have such a tight little ass, oh damn you feel good!" Ursula said. "You are such a damn good piece of ass I think I'm going to have to fuck you every day from now on." That sounded like heaven to me as I enjoyed the fucking of a lifetime. I couldn't believe what a submissive slut I had become and I loved it.
She reached around and grabbed my cock and stroked it. "We are going to cum together. Cum for me you little bitch!" Soon we werer both shooting our loads all over the place, her up my ass, me on the floor. I looked up to find Lady M had taken lots of pictures of my ass fucking.
"That's to make sure you come back and please us again" she said laughingly. She didn't have to do that, I was dying to come back again.
One week later I was lying naked, chest-down on the living room coffee table as Ursula was fucking my ass like there was no tomorrow. Watching were two friends of hers I didn't know: a guy and another she-male friend of hers. "Who want's to be next? His Mistress won't be home from work for 3 more hours so we have plenty of time to play."
No more e-mail, now I get to play for real.
comments, suggestions, thoughts - tell me what you think thekestrelkid@yahoo.com