"I was sort of hoping you might help me out tonight," Kayla said. Her question didn't seem directed at me.
"What did you have in mind?" Marisa responded.
"Well, since so many of your "gurls" can't or won't, I was hoping you might fuck me with your strap-on tonight. I need it bad."
Marisa laughed. She glanced over at the alarm clock. "We might have to combine our activities," she said. "I don't have time to wait for you to finish round two with Stacey." I came to the sudden realization that although I was listening intently, I was also still sucking Kayla's cock.
"Over here, Stacey, if you can leave that cock alone for a minute." Marisa went over to the bed and arranged some of the pillows. She indicated that she wanted me to get up on the bed; her intent was obvious. Reluctantly, I let Kayla's cock slip from my mouth.
I climbed on the bed, holding the handle to keep the dildo in my ass. I lay down on the bed face-first with the pillows under my hips so that my ass was sticking up in the air. Kayla climbed on the bed behind me, my bottle of Astroglide in her hand. I spread my legs and bent my knees, trying to accommodate her as she moved between my thighs.
I heard the tell-tale splurp of the lube just before I felt the dildo being pulled from my ass. Kayla leaned forward and for the first time, I felt the head of a real flesh-and-blood cock poking between my ass cheeks. I reached behind and grasped my butt cheeks, pulling them apart; and then I felt the delicious pressure as her wide head stretched my open hole and popped inside.
"Ohhh, yeah," I said. "Mmm."
Kayla adjusted her position and slid more of her cock inside me, finally ending up over me on all fours, her cock buried in my ass. I moaned aloud. I had my first real cock inside my ass and it felt every bit as incredible as I had always fantasized that it would.
Kayla started fucking me, using slow strokes at first; only pulling halfway out of my ass before burying her cock balls-deep in my ass again. Her wide head provided delicious pressure all the way into my ass.
"Oooh, your cock feels so good in my ass, Kayla," I said. "Fuck me; fuck me hard. Fuck my ass."
Kayla fucked me harder, all but laying on top of me, her hips rising and falling as she humped my ass, driving her cock deep into my ass with each thrust. The slapping noise her hips made as they met mine sounded so loud and made my hard cock ache for release.
I couldn't see her, but now I felt Marisa climb onto the bed as well. I heard more lube being applied and then heard Kayla's moans almost in my ear — I assumed Marisa had just penetrated her ass. Our bodies adjusted until we were all intertwined — Kayla's cock buried in my ass and Marisa's dildo buried in hers. I could only imagine how hot this must have looked.
Marisa started fucking Kayla with long slow strokes. Kayla pulled out of my ass as far as she could, each thrust of Marisa's into her ass driving her cock into my ass as well. We soon developed a comfortable rhythm, with both Kayla and I getting our asses well-fucked.
"God, Marisa that feels so good. I needed this so much. Thank you. Fuck me, Marisa," Kayla said.
Marisa picked up the pace, ramming her dildo harder and faster into Kayla's ass and causing Kayla to do the same to me. We fucked like this for what felt like ten minutes — and I started to fear that Kayla was going to go over the edge while still buried in my ass. I wanted her cum in my mouth!
"Let me suck your cock," I said. "I love how good your cock feels in my ass, but I want another load of your hot cum." They slowed down and Kayla pulled out of my ass, leaving Marisa's dildo buried in her own ass. I crawled out from under Kayla and then flung the pillows out of the way. I lay down on my back and crawled under the pair.
First I licked Marisa's pussy a few times, enjoying her taste and smell once again as she moaned. Then I moved on to Kayla's balls. As I licked them, Marisa resumed fucking her ass. Her balls pulled away from me with each of Marisa's thrusts, making me crane my neck to keep them between my lips.
Finally, I got down to business. My feet were against the wall above the headboard and I positioned myself so that Kayla could slide her cock into my mouth and down my throat. I guided her cock into place between my lips, and then I opened wide and let her fuck my throat.
As before, each of Marisa's thrusts into Kayla's ass drove her cock into me — this time my throat. Kayla was on all-fours now with her hands between my legs. My cock was still inside my panties and held against me by the garter belt. I was torn between fidelity to my wife and wishing that Kayla would reach between my legs and either stroke or suck my cock.
Marisa's thrusts became quicker and more savage, and now Kayla was grunting with each thrust. Marisa started punctuating her thrusts with the same "Oi" I had heard when she was fucking my ass, so I assumed she was about to come once more. I turned my head, clearing Kayla's cock from my mouth, and pushed against the wall, positioning myself under Marisa's pussy.
I fingered her pussy at first, sliding in just my index finger as the harness prevented me from doing more. She was so wet! I raised my head and started licking as much of her slit as I could reach, and used her juices on my index finger to insert it into her ass. She started humping back against my finger and my tongue between thrusts as she continued her assault on Kayla.
Her thrusts became slower and deeper and I knew she was there. I plunged my tongue into her pussy and fingered her ass as she cried out for the second time that night. Marisa had stopped fucking Kayla, so Kayla started bucking back against the dildo in her ass. Marisa drooped a little, obviously spent from the effort.
I wriggled until my head was over the edge of the bed.
"Kayla, come and fuck my mouth. I want your cum."
They disentangled themselves and Kayla climbed off the bed and presented her cock to my lips once more. I eagerly opened wide and sucked her in. I let my head dangle off the edge so my throat was an open hole. Kayla didn't need any more encouragement. She gripped my "tits" and started fucking my face.
Marisa climbed off the bed, too, and came around behind Kayla. She picked up my Anal Twist toy, applied a fresh coat of lube, and inserted it into Kayla's ass. She then guided my hand to the handle. I started sawing the dildo in and out of Kayla's ass as she continued to ram her cock in and out of my mouth.
I heard one of the dresser drawers open and close and wondered what Marisa might be doing. I heard a not-unfamiliar sucking sound and then the unmistakable splurp of lube being squeezed from the bottle. I felt Marisa climb back onto the bed. She grabbed my ankles and spread my legs wide as she kneeled between them. She placed them over her shoulders and I immediately knew what she was after. I raised my hips to make my ass available.
Marisa pulled my panties to the side and I felt the cool of a new toy sliding between the cheeks of my ass. As the head of this new dildo pushed against my asshole, I recognized it immediately as my realistic nine-inch Doc Johnson that was over two inches wide.
"Ohhh, yeah," Kayla said. "Fuck her ass with that big fat cock while I fuck her pretty little mouth."
Although I had been well-fucked by my Anal Twist, Marisa's dildo, and then Kayla's cock I still felt the delicious pangs of being stretched just that much more by the bigger dildo. She didn't give me any time to get used to the size of the new intruder; rather, she leaned forward, lifting my legs higher and exposing my ass more, and then drove the entire eight inches inside of me.
"Ohhh, God!" I yelled. Kayla immediately silenced me with her cock. I grunted with each thrust as Marisa began seriously fucking me with my biggest dildo. That was all I could manage with a mouthful of cock.
I had used that dildo so often that I couldn't even guess how many times it had been buried in my ass, but being actively fucked with it was vastly different even from using it on the Rocker Ball. She plowed into me relentlessly, never slowing down. Kayla, in the meantime, was using my mouth the same way, barely giving me time to catch my breath. I was being roughly fucked in both my holes, and I knew that no matter what happened after this night, I would never, ever be the same cross-dresser.
I was so completely consumed with my newfound lust that I lost all track of time. I don't know if they fucked me for ten minutes or two hours. All I remember is that it seemed to come to an abrupt end.
"Get ready, Stacey," Kayla announced. "I'm about to fill your mouth with another load of cum." I snapped out of my erotic haze.
"Shoot it in my mouth," I said. "Shoot your cum in my mouth and all over my face."
"Keep fucking me with that dildo," Kayla said. "The ribs on that tool feel so fucking good; you're going to make me cum even harder."
Kayla pulled back and I left my mouth open as I continued using the dildo on Kayla's ass, pulling it almost out before slamming it back in. I felt Marisa slow down her pace, but she never actually stopped fucking my ass.
"Spread your legs, Stacey," Marisa said. I parted my legs, holding them in a "V" shape. I saw a camera flash and I looked up just as Kayla stepped beside me and started to come. Marisa was taking pictures of the whole debauchery!
"Ohhh, Fuuuck!!" Kayla moaned. Her second load wasn't as huge as the first, but it was still a copious amount of cum. She shot it in my mouth. Strings of it landed across my cheek, nose, and forehead. I swallowed some of it and stuck out my tongue; more of it landed there and again in my mouth. All the while the camera flashed. Marisa was still fucking my ass, only much slower.
Kayla had all but spent her load and now she slipped her cock back into my mouth.
"Look at me," Marisa said. I leaned up with Kayla's cock still in my mouth. Another flash. Now Kayla started using her cock to scoop her cum off of my face and into my mouth. More flashes. Marisa handed the camera to Kayla, grabbed my legs at the knees, and started fucking me hard again. More flashes.
"Hold your legs back and stick your ass up," Marisa said. I spread my legs, bending them at the knee and holding them spread using my arms. My ass was sticking obscenely up in the air and now Marisa was crouching over me on the bed, pile-driving my thick dildo balls deep into my ass. More flashes. I realized that I was still sucking Kayla's cock as it went soft.
Marisa finally gave me four or five hard tip-to-ball thrusts and then pulled out, sitting back on the bed. I lay there a shambled wreck — my ass was well-fucked, and my face was covered in a sheen of drying cum.
"So what do you think, Stacey?" Marisa asked. I glanced over at the clock.
I had been fucked in the ass by three dildos and a real cock. I had sucked my first real cock and swallowed two loads of cum. I was totally exhausted and felt completely used and abused, and I loved every depraved minute of it!
Altogether, it had taken just over two hours for me to go from being a frightened crossdresser to emerging as a cock-hungry crossdressing slut.
"I think things will never be the same," I said. "I can't wait for my next encounter."
"I'm glad to hear you say that," Marisa said. "I already have an appointment for you tomorrow evening. I have a very exclusive client who always likes to try my new girls first. The particulars will be waiting for you when you get back to your room tomorrow."
Marisa crawled off the bed. She removed my dildo from her harness and reattached hers. I rolled off the bed onto my knees and found Kayla standing before me. Without even thinking I slurped her soft cock into my mouth, enjoying it one more time. She looked down at me.
"You're fucking awesome, Stacey," she said. "I hope you're available the next time I need to dump a monthly load."
I was still slurping on Kayla's cock when Marisa finished dressing and walked for the door.
"I'll be in touch," was all she said. She left the room and closed the door behind her. Kayla stepped away and pulled my Anal Twist from her ass. She crossed the room and paused at the adjoining door.
"You're sure a great fuck," she said. "I'll be seeing you later. Maybe one day you'll decide to stick your cock in my ass, too. I'd like that." I heard the door close behind her and now I was left alone.
I stood up and walked over to the vanity mirror. I was a hot mess!
The mere sight of my state caused my cock to stir in my panties. I realized that the front satin panels of both my garter belt and the thong were completely soaked with pre-cum. I also realized how badly I wanted to cum.
I didn't want to take the time needed to inflate the Rocker Ball, so I just grabbed my large dildo and my lube from the bedroom and went back to the vanity. I pulled my panties to the right, freeing my aching cock and exposing my well-fucked ass. I applied a generous coat of lube to the dildo and then held it at "dick-level" against the vanity.
I lined the dildo up with my ass and rammed its entire length inside me with one thrust, just as Marisa had done twenty minutes ago. I held the balls and the bottom of the dildo shaft in my left hand as I humped against it, fucking my ass. At the same time, I stroked my hard cock with my right hand, at first using the residual dildo lube as a lubricant. My pre-cum was flowing freely now and quickly took the place of the Astroglide as I continued stroking my shaft.
I looked over my shoulder at the wanton slut in the mirror. I could still see some dried cum on my face, which was distorted by the pleasure I was giving myself. All of the emotion from the events of this evening suddenly flooded over me as I felt my impending release.
"That's right, fuck that cock," I said out loud, egging myself on. "Stroke your dick while you fuck yourself in the ass." I impaled myself on the dildo one last time, leaving it buried balls-deep in my ass.
I let go of the dildo and cupped my left hand under the head of my cock to catch the load. I came so hard that my legs started shaking. Spurt after spurt of my hot cum flooded my palm. My knees buckled and I found myself dropping to my knees on the cool tile as my orgasm continued. My ass clenched around the dildo inside it and I kept stroking my cock, milking every last drop into my hand.
Finally, after coming down from the orgasm-high, I stood up, holding the dildo in my ass with my right hand. I leaned against the door frame to the bathroom as I turned to face the mirror. I bent over and resumed fucking the dildo. I watched myself in the mirror as I humped my dildo. My cock, growing softer by the minute, flopped back and forth as I fucked myself. I lifted my left hand to my mouth and lapped at the cum, licking and slurping my load.
I stumbled to the bedroom, utterly spent. I collapsed face-first onto the bed where Kayla had fucked me, the dildo still shoved up my ass. I wriggled close enough to the nightstand to get to the phone. I asked for a wake-up call and hung up. I closed my eyes and sighed.
I briefly wondered what tomorrow night held in store for me. I felt both my ass and cock twitch at the thought as I drifted off into blissful sleep, a satisfied smile on my cum-coated lips.