I woke up the next morning with Crissy's hard cock pressing against my ass. My butt was still throbbing from last night, and my cock was also very hard. She looked so innocent and pretty as I turned over to see that she was still fast asleep.
I was already aroused thinking about the nylons I was still wearing, and I'd been playing with myself around the freshly-shaven area of my cock. I'd become infatuated with Crissy's cock, and I just had to reach down to hold it again. It felt so powerful in my hand as I remembered how I'd been such a slave to it last night.
As my fingers smoothed up and down the bony cartilage of her hard-on, Crissy started to stir. She woke up horny and happy, cutely fluttering her eyelids as she became aware of my fondling.
"Well, hello there, lover…" she purred, "and what do you think you're doing?"
"Ummm… playing with your cock?"
"So I see… I think you're starting to fall in love with it, are you not?"
"Maybe."
"Maybe, my ass," she laughed, "I can see it all over your face that you are. And the fact that you loved getting fucked like a girl last night proves it."
"Oh God… you know I loved it."
"And you like wearing the nylons, too. Don't lie to me now."
"Well… yeah. They do make me feel different."
"They make you feel feminine, which in turn makes you feel like your ass is a pussy."
"It sounds kinda weird to say it like that... but yeah."
"It's not weird at all, baby. Discovering the female side of you is actually a beautiful thing. I went through it myself, so I should know."
"I can't deny that I liked it more than I thought I would."
"We'll be fucking lots more, babe, cuz I really liked it too. If we didn't have to go to work today, I'd fuck you again right now."
"Shit… work," I sighed.
We lay there talking for ten or fifteen minutes, but mostly it was me listening to Crissy telling me all the ways she wants to fuck me. It was starting to get late, so she showed me how to roll the nylons off my legs without messing them up before playfully grabbing me by the cock and pulling me into the bathroom
We got in the shower and immediately began to kiss. The hot water splashing against our faces intensified the experience as her hands became as hungry as mine. She played with my cock and ass at the same time, to which I turned around and wiggled my butt for her. My newly discovered 'pussy-hole' was still throbbing from last night, and I had this uncontrollable urge to be penetrated again.
I would have liked to suck her, but she didn't give me the option as she pushed my face against the shower wall and spread my legs. She ran her soapy cock along my crack as she pressed my cheeks together like a hot dog bun holding her wiener. This really gave me a thrill, and the moment I felt her fat head pressing into my hole, I pushed back… hard… until I felt the pain.
Without doing all the foreplay we did last night when we were stoned on weed, my hole was tight as hell. But she didn't seem to care as she shoved her slippery cock right through my hesitation.
"Aaaaagh!" I screamed, feeling like I was being torn apart.
Crissy grabbed my hair and yanked my head backwards, "Embrace the pain, my little bitch," she snapped. "A greater pleasure always replaces the lesser pain."
Before I could ask her to ease off, she began to fuck me hard and fast. I squealed like a little girl as she fucked me like there was no tomorrow. Then, just like she said, the pain slowly started going away, and I was filled with the most pleasant, erotic sensations I could have imagined.
As the pleasure overtook my pain, I relaxed into Crissy's arms and got into a nice rhythm with her. The warm water soothed me as she reached around and started jacking my cock. My head fell back on her shoulder, open-mouthed and gasping in the erotic mix of pleasure and pain with the hot water cascading over our bodies.
This was the kind of fantasy stuff you only read about, but there we were, actually doing it. It was exciting to be the object of her sexual aggression, and she never held back. I was feeling weak with her cock thrusting up into me so hard while her hand frantically stroked my cock.
It didn't take her long to climax. Her legs spasmed with twitching jerks as her warm cum splattered against my anal walls. I was so weak when she withdrew that I lost control of my legs and slumped to my knees.
She crouched down to embrace me, kissing my face as I knelt, dazed by the intensity of what had just happened. I staggered to my feet and went into the bedroom to lie down and catch my breath while Crissy did her makeup and got dressed for work.
When she was just about ready to go, she came over and kissed me heavily on the lips. "Thanks for the great fuck," she smiled. "You can stay here as long as you want, but I need to go to work."
I was disappointed, but I had to be on my way to work in an hour myself. Reality can suck sometimes when you've been in heaven all weekend. I don't know why I was so nervous when I asked her if I could see her again tonight.
"Of course you can, silly," she laughed, "We're so into each other now, we'll probably sleep together every night from now on."
Delighted, I raised up on my elbows as she began to kiss me again. I opened my lips to let her tongue push into my eager mouth as my head tilted back, yielding to her. I put my hand up her dress to feel her cock hardening again as she rocked her hips back and forth. Our desire was so strong that we began to lose control. Our conscious minds receded as the chemistry of our bodies took over.
She pushed her panties to her knees and lifted her dress. Before I knew it, she was on top of me with her cock between my legs and sliding against my ass. I knew what to do by now, and raised my legs as she pushed and teased at my hole, which was still sloppy from the cum she'd just pumped into me.
Each time she pushed against my tender opening, I moaned and curled my back to get her to slide into me. All of a sudden, she broke off our kiss with her cock still pushing against my ass.
"Baby, I have to go to work."
I pouted in disappointment and arched my back into her.
"Please…?" I begged. "Please put it in me."
I couldn't believe the words that were deliberately coming out of my mouth. Maybe it was the newness of it all that made me want it so bad, I didn't know. All I knew was that I was hungry for it, I wanted it, and I was also a little scared that I maybe even needed it.
"Oh… poor little baby," she mocked me, which I probably deserved.
With a predator-type grin on her face, she wrapped her hand around my throat as she slowly pushed into me. My body shuddered at the thrill of this slow, aggressive penetration. Once she was fully into me, she pulled back quickly, then re-entered me just as fast. She pumped into me three or four times before she held it deep inside me and intentionally pulsed her cock.
"I have to go, you gorgeous slut," she softly said. "Tonight, we will finish this."
With that, she pulled out, slapped my ass, and got off the bed. I could only watch with fascination and deep desire as she blew me a kiss and left for work.
I was still so horny when I returned to my apartment, I had to jack off before my hard cock would settle down enough to get dressed and head off to work myself.
~~~~~
When I got to my usually mundane job that morning, I felt like every nerve in my body was buzzing. I would often get bored at my job, sitting alone in my cubicle staring at numbers on a computer screen. But today, I wasn't bored at all. I was thinking about Crissy, and the workday went by in a blur.
After work, I knew Crissy was home when I arrived at our building, but I was tired and went straight to my apartment. I changed clothes, then went into the bathroom to freshen up a bit. I was staring at myself in the mirror when there was a knock on my door.
I knew it was Crissy as I excitedly went to greet her. She looked stunning dressed in tight jeans, boots, and a lacy black top that showed off her breasts. She leaped towards me and kissed me hard with her blood-red lips, leaving the flavor of the lipstick on my mouth.
"Hi there, sexy," she said with an enticing smile. "Did you have a good day?"
"A good day thinking about you," I replied. "Except that my ass has been a little sore."
"I wonder why?" she giggled. "Do you have any regrets about last night?"
"Not really," I shrugged, "except for when I was thinking about how my sexuality has now changed. I'm probably not heterosexual anymore, but I'm not gay, either. I'm not sure what I am."
"Those thoughts will haunt you from time to time," she understandably said, "but don't let it bother you. I think of myself as hetero-flexible, because I like switching back and forth between male and female. That's where you're headed with me, you know, and I think you will be happy being that way.
"So… are you hungry? You wanna go out and get something to eat before we make love again?"
There wasn't much to think about. I was tired and hungry, and neither of us had enough energy to cook.
~~~~~
We found a nice little restaurant on a side street, and the hostess showed us to a cozy, secluded booth near the back. As we followed our hostess, Crissy's hand found my ass and I got the biggest thrill when she grabbed my left cheek, right there in public. When we sat down she planted a hot, wet kiss on my lips and nibbled on my ear.
"I've been thinking about you all day," she whispered, "I can't wait until my cock is deep inside you and you are moaning with pleasure, my little slut."
I felt so aroused, but in a different way. My cock wasn't hard, but I was still so turned on. My lips were trembling as I leaned towards her to return her kiss, but was interrupted when the waitress came to take our orders.
She brought us a bottle of wine while we waited for our food. As we drank a glass or two, Crissy filled my ears with dirty talk and teased me about how much I loved the ass fucking she had given me. At first, I was shy, and a little embarrassed to talk about it.
But after a glass of wine, I got really relaxed and started talking dirty back to her. I openly admitted how much I had enjoyed it, and how it had changed my thinking in such a short time. I confided in her about how I'd looked at the guys at work today, and fantasized about sucking their dicks. We both laughed about it, and she told me she'd done the exact same thing when she was first discovering her female sexuality.
It was reassuring to hear her talk about it so nonchalantly, like fantasizing about cock was a normal, everyday kind of thing. She told me not to suppress those thoughts, but to have fun with them, because it's a normal part of becoming her bitch. I cringed at first when she kept referring to me as her bitch, but the more she said it, the less it bothered me.
"Are you ready to go?" she asked as she gave my cock a squeeze under the table, "I have a surprise waiting for you."
"What kind of surprise?"
"Something I bought for my little bitch. Something to wear. Something you'll like."
~~~~~
The short walk back to her apartment was both exciting and erotic. Her hand was on my ass the entire time as she filled my head with more dirty talk about me being her bitch, and how she was going to fuck my mouth and ass. Needless to say, by the time we got back to her apartment, I was horny as hell and ready to be that little bitch.
As soon as we got inside, she pressed me up against the wall. She grinned and began to kiss me, soft and tender at first, then with more aggression. It was incredible to have someone as hot as her being so totally into me.
After a few minutes, she broke off the kissing and grabbed a sack off the kitchen table. I could see from the printed logo that it was from a ladies' apparel store.
"This is a present from me, my darling," Crissy said in the sweetest voice. "I will be giving you more presents like this as our relationship progresses."
I blushed when I looked inside to see a set of powder-blue nylons, panties, and bra.
"Oh my God, Crissy," I said with astonishment, "you want me to actually wear this stuff?"
"Yes, baby," she confidently said, "I want you to get used to wearing lingerie around me. You're sexy as fuck, you know, or maybe you don't know. Dressing like this will help you feel as hot as you actually are.
"And remember, you're only dressing for me. No one else will ever know what we do in private. Pretend like I'm your husband, because I kinda am now. You're my sub, and you want to please me. Isn't that right?"
"I guess so," I answered, a bit bewildered. "I know I want your cock again."
"Of course you do, you gorgeous little slut. Now go in the bedroom and put these on for me. If you have trouble with the bra, I'll help you figure it out."
"Do I really have to do the bra?"
"Well, you don't… have to… but you know my terms. Do everything I say before I'll let you fuck me again."
I looked at her with pouty lips, hoping to change her mind. But she made it clear that just like shaving my cock, dressing in lingerie was not a request, it was a requirement.
I reluctantly went into the bedroom to change into the lingerie. I was feeling a little weird about this as I stripped naked. Then I opened the nylons and felt the fabric on my skin. It felt so exotic to roll them up my hairless legs, and the panties also gave me a thrill. I loved the way they hugged my cock, with the elastic bikini edges making my ass feel just right.
I pranced around a little bit as I allowed myself to get into this new feeling. I'd worn nylons last night, but I was more focused on getting fucked than how the nylons felt. Right now, I was focused entirely on the sensuous way I felt from the waist down. I was starting to like this.
The bra was a different challenge altogether. Not only was I reluctant to wear it, but I couldn't figure out how to put the damn thing on. I got the straps over my shoulders ok, but I couldn't reach around behind me far enough to attach the complicated hooks. I finally gave up and went to ask Crissy for help.
"Ooooo…. You look good in baby blue," Crissy said as I came out of the bedroom. "How do those cute panties and nylons feel?"
"They feel alright," I said with little enthusiasm, "but I can't figure out this fuckin' bra. The straps already feel weird on me and I don't like it at all."
"You've never worn a bra before, so it's bound to feel weird until you get used to it. You're gonna wear one until you like having it on. Those are the terms you agreed to.
"Here, let me show you the right way to put it on."
She showed me how to do the hooks in front, before turning it around, and then pulling the straps over my shoulders. It was quite easy once she showed me, but how could a man know these things?
"This is a training bra," she told me, "that's why the cups are so small. Later on, when you get comfortable wearing a bra, I'll get you some with bigger cups and fake titties."
"Fuck, Crissy," I cringed, "do we have to go this far with the girl stuff?"
"You'll love it, baby. I know it's more than you expected, but just trust me. Right now, I'm the Dom, and you're my sub. So get used to it, bitch.
"And besides, you look so pretty in lingerie," she said as she swooped me into her arms.
I think she knew the humiliation I was feeling from wearing a bra for the first time. That's probably why she started kissing me before I could complain about it anymore. She soon had me drifting off to a beautiful place, where the only things that mattered were her tongue whirling around inside my mouth and her big hard cock pressing against me.
I have no idea how long it was before she broke the kiss, but I was wide-eyed and horny. My ass was gently throbbing and wanted to be filled. She gave me that predator-looking grin as her hand delved inside my panties and worked its way to my ass. Her finger quickly found its target, and I was suddenly hungry for penetration.
I moaned into her mouth, overcome with a feminine-type lust as her finger curled its way inside me. She kept kissing me and teasing my ass to a point where she knew I couldn't stand it. She knew she had me where she wanted when I wrapped my right leg around her to give her more access. She pushed a second finger into me as she engulfed my ear and got it all wet with her sloppy tongue.