Conner and Rebecca Ch. 01

It was a dark and rainy Friday night as I drove my Mustang down the freeway to Anderson. The heavy rain spattered against my windshield, making it almost impossible to see. My windshield wipers were never very good, and in weather like this were virtually unusable. I had to drive slower than usual, what felt like a crawl on the freeway at 50 mph.

I cursed under my breath. Rebecca was going to be irate with me for being late. We were going out tonight to drink and dance, well, probably mostly just to drink to be honest, at the Rainbow and 501. That meant I was her escort for the night, as usual.

The first Anderson exit finally revealed itself in the rain and I pulled onto it. Yeah, the second exit was technically closer to Rebecca's apartment, but I was used to taking this one. My parents had used it for year on the way home from town, so it was second nature to me.

The stop sign at the end of the off ramp caught me by surprise again. It had only been up for a few months, and I was still not used to the damn thing. I looked down the road to be sure it was clear before pulling out onto the main road. The Anderson PD was just a block away with a Sheriff substation another block down. Not a good part of town to pull any traffic crazies. Not unless you liked being harassed by small town cops and paying large tickets.

Finally I pulled up into the parking space in front of Rebecca's place. I could see a faint glow from her windows, it pulsed lightly in shades of purple, blue and pink. She was fond of using Christmas lights to light up the rooms sometimes. It was fun, if a little bit more dim. But I couldn't blame her, it was fun.

I hopped out of my car and it beeped as I locked it. I took the stairs two at a time to the second floor door. I tried the door and was surprised to find it unlocked. Rebecca was usually quick to lock the door when she was home by herself. Maybe she had seen me pull up I thought.

Pushing the door open I walked into her living room. "Rebecca, I'm here!"

"About time!", came her playfully terse response. She was sitting in her oversized lazy boy chair dressed for the evening in one of her playful outfits. This one was reminiscent of a schoolgirl with the plaid miniskirt, button up white shirt and tie. She even had her long dark-red hair done up in a pair of ponytails with green ribbons. Very, very cute.

Her apartment was in its common disheveled state. Rebecca worked a lot and wasn't home much, so the place got a bit messy sometimes before she got around to fixing it up. I could see her bedroom from where I stood and was surprised to see that clothes were flung everywhere on the floor. It was a little messy out in the living room, but not quite as much as the bedroom. I noticed her fairy tarot cards were scattered across the inn table.

Well, actually not scattered I noticed. I'd seen her use them often, she put a lot of stock into whatever she read in them. I'd scoffed at it at first, but after a few readings with her I was almost convinced. The cards seemed to really have some attachment to some source that guided them. It was creepy.

They were in a complicated spread I didn't normally see her use. It could take an hour to properly read a question like that, usually with a piece of paper and the book of detailed information on the cards. That spread also required specific questions or it was useless. The more details the better, Rebecca claimed.

"Sorry I'm late," I apologized from the tiles in the kitchen. "The weather's crazy and the freeway took forever. Are you ready to go?"

Rebecca raised one eyebrow from where she sat. Her face was a mix of irritation and impish playfulness. I'd learned to be careful when she had that look. "Conner?" she spoke my name like a question.

"Yeah?" I replied. I really couldn't decide what was up from her expression.

She straightened her skirt for a moment restlessly and glanced over at her cards. A brief scowl crossed her face as she glared at the cards. Her face smoothed and she looked back over at me. "You don't seem to be properly prepared," she said, "I thought I told you we were having a girls night out."

I gulped for a moment. She couldn't mean? No.... she was just toying with me. "I just thought you were being cute, Rebecca. You always say stuff like that. Aren't we leaving?" the hopeful note in my tone seemed to amuse her.

"Remember the deal?" she asked quietly, "After what happened?"

I had to fight back a sigh. Things had happened a while ago when Rebecca and I had gone out. At the Rainbow we had picked up a pretty black haired girl named Marie. She had been making out with Rebecca all night long, and the two had gotten quite aroused. At the end of the night, Rebecca had insisted that I take the two of them back to my place so they could have some fun.

Things had gotten a little out of hand. People got naked, a certain girl did things with a certain guy she hadn't planned on doing... The details are another story honestly. Ümraniye Escort The end result was that Rebecca had forced me to agree to a deal with her. She knew me quite well, and the deal had mostly not been anything I didn't desire or want... but its one thing to want stuff and another to actually go through with it.

Back in the present Rebecca was staring at me, waiting for a reply. I sighed. "I remember, Rebecca. But I didn't think you meant that tonight. Not with us going out, surely we're not ready for that? Besides, look at the weather!"

She shook her head. "I was serious, Conner. We're going out for a girls night out. That means you're Victoria tonight, not Conner. Also, you're wearing the collar as well. When you're Victoria, you're mine remember?"

My pulse raced in a combination of excitement and fear. Rebecca knew all about my fantasies of being a woman. She knew of my crazy mixed bisexual thoughts. I loved women, a lot. Her especially. But I also was obsessed with men, or at least with their cocks. It was... complicated. And it made me feel very gay and not like much of a man. Society's norms being what they are.

"There's the price you have to pay for me to go out like that," I blurted out. The thought of going out as Victoria was overwhelming and turning me on. But also the thought of Rebecca following through with her payment excited me. It excited me a lot more.

She turned her gaze to the side to look at the cards. "The cards say I need to do this tonight. They say you need to do it as well... so..." she gave an exasperated sigh herself. She hated 'losing control' or being in a situation aside from one she planned explicitly and this was obviously not completely what she had thought out. She turned her gaze back to me. "Strip, Victoria, you look silly dressed in those clothes."

For a moment I hesitated, then I started to pull off the clothes. Under my shirt you could see my skin was smooth and hairless. Rebecca had insisted on electrolysis to remove my body hair permanently. She said this was my true desire and wasn't going to play around with me shaving regularly.

Also as my clothes came off you might notice my girlish figure. I had been slightly overweight and very much man shaped when this had started. But she had me on a special diet, regular exercise and hormones to make my shape more girlish.

It was working, and better than I had thought. I wasn't going to win beauty contests, but my figure was much more feminine and would turn an eye or two even if there were prettier girls around. Under my shirt was binding that I pulled off to free my breasts. That had been my birthday present from Rebecca. I couldn't have saved for the surgery myself, and she said that every girl needed some breasts. They were nice, nothing too large or crazy. Just nice, girl next door breasts that worked with my figure.

Lastly I pulled the hair-band out that had held back my hair. It was wavy, dark brown and hung just past my shoulders. I was still getting used to treating it right for the best look.

Rebecca eyed my body, I could see her arguing with herself as she did. I was her best friend, Conner. But I was also her friend Victoria, who was her sub. "I see your... *ahem* I see your penis hasn't really shrunk much," she said conversationally with a blush.

I looked down and blushed myself. I hadn't been willing to give it up, so I wasn't fully female. Some bizarre in between place. It had decreased in size slightly, that was common, but it hadn't been much. Also it was still functionally, thankfully. That didn't always happen and if it had stopped working right then I might have had to go through with a sex change operation, because there wouldn't have been a point in keeping it around.

"Er, no," I stammered, "Just lucky I guess."

She shook her head and gestured that I approach. I walked up closer to where she sat.

"Get on your knees, Victoria", she commanded in a low voice. She pulled a pink leather collar, my pink leather collar, out from behind her in the chair. It was stylish and could have a leash attached to it, but it could be worn also in public without too much stir. She reached out and clasped it around my throat. She then pulled a metal chain that ended in a leather leash loop out and attached that. She let the chain hang slack and slung the loop onto her wrist.

"I have to punish you for being late and for coming as Conner, not Victoria," she whispered, "The cards were very clear on that." She blushed again for a moment, and paused to reach over to grab a remote off the table. She clicked on the stereo and some random rock from the radio came on. Background noise, boy she was nervous.

"Yes, mistress," I replied softly in my Victoria voice. It was a little deep, but feminine enough. I didn't have to call her that all the time, but when the collar was on and we in private I was to call her that unless she said otherwise.

Setting down the remote she reached to her skirt Anadolu yakası Escort and pulled it back. I gasped softly as she hiked it up to reveal that she had a pink strap-on attached over a very sexy pair of blue lace panties. It was slightly stiff, but flexible. Silicon I guessed. She reached down and pulled it up into an "erect" position.

"Your... your... ahem... Your late arrival makes me think you're not ready for us to spend any quality time with any people," Rebecca said in a soft voice that I could barely hear above the radio. The colored lights made it hard to be sure, but I was positive she was still blushing. "So we're going to practice your... c... your cocksucking skills for 20 minutes."

Her hand that held the leash reached out to the back of my head and pulled it closer to her strap-on. "And we're not going to settle for any cheap blowjobs, you're going to learn to do it right, girl. Every blowjob you give, whether it's a real cock or some lucky girls fake cock, is going to be a deepthroat. Understand me, Victoria?" She gazed into my eyes with her green-blue eyes. They had a slight fire behind them. She was letting out a bit of her own deep desires here I could tell. She was beginning to enjoy this.

"Yes, mistress," I said.

She tightened her grip on the back of my head and pulled it the last couple of inches to the strap-on. I touched it with my lips for a moment, and then opened them slightly. My tongue slipped out and grazed the tip of the pink cock, then slid over the top and then I swished it down under the head. I slid my tongue out further along the smooth, slick surface and then once it was extended the whole way (which was surprisingly far to me) I bobbed my head forward to take as much of the strap-on into my mouth as I comfortably could.

Rebecca relaxed her grip on the back of my head with a slight moan. Her eyes shined in the flashing lights as she looked down on me. I kept my eyes on hers as I slowly began to tease her cock in and out of my mouth to get the feel of it. It was of decent girth, and must have been about six inches long.

At least she hadn't started me off with a monster strap-on, but if I knew her she'd work up to larger sizes eventually. She was getting off on this, I could tell. She liked being the one with the cock, and the one in control. It excited her.

I began to set in with an earnest, bobbing up and down on her strap-on. After a minute she moved her hand from the back of my head to the arms of her chair. Soft moans continued to escape from her lips as I went. A couple of minutes passed as I pushed the cock as deep as I could into my mouth. It wasn't enough, and I knew it. She had said deepthroat, and while I was giving a damn good blowjob, I knew she was going to want more.

Maybe 3 minutes in her hand grasped the back of my head, her fingers twisting into my hair. "I said, deepthroat, Victoria. You're doing very well, but that's not a deepthroat." Her voice was louder and more firm than earlier. The excited tone in it was clear to my ears and turned me on more than I already was.

I pushed further, trying to drive her cock deeper into my throat, but it was tough. I just couldn't seem to force myself far enough let along get my gag reflex to let up on me.

"Here, I can see you're trying but that's just not good enough," Rebecca almost purred with her excitement. Her grip on the back of my head tightened and she shoved my head down on her strap-on, thrusting upward with her hips at the same time. I fought down a strong urge to gag as the pink cock pushed into my throat.

"That's it, Victoria. Swallow my cock." Rebecca went into a frenzy, thrusting the strap-on repeatedly into my mouth while keeping my head from getting away with her grip. It took all my effort to not gag with each thrust, especially the ones that didn't' go into my throat but just banged against it without penetrating.

Rebecca looked up at the clock then back down at my coughing and gagging face, "Only 15 minutes of training left to go, pet. But I think you're getting the hang of it. Just relax your throat a little and try not to think of gagging." She emphasized the last sentence with a few extra strong thrusts timed with the words relax, throat, not, think and gagging. My eyes watered up with effort and I coughed and gagged on her strap-on.

Her hand twisted in my hair painfully for a moment, "And a good cocksucker maintains eye contact while she works, pet."

I raised my watery eyes to watch hers as she continued to fuck my throat. Her eyes continued to shine with excitement in the dim, flashing light as she thrusted. After about 10 minutes I seemed to get the hang of it and the gagging faded away. Her plastic cock was sliding in and out of my throat smoothly.

Once she saw I had gotten the knack down she leaned forward in the chair and grabbed the back of my head with both hands. She slowed her thrusts slightly and pulled my head in deeper, burying the strap-on İstanbul Escort fully in my throat so that my nose was hitting her stomach with each thrust.

She held the last thrust for a couple of minutes as my hands tightened on her thighs as my breath began to run out. A laugh escaped her lips as she ended with a final thrust and then let my head go and pulled the strap-on out of my mouth. I gasped for air, resting my head on her thigh. I noticed that Rebecca's breath was a little labored. She'd been putting some effort into it.

I sank back to a normal kneeling position, my breasts heaving slightly as my breathing evened out. I wasn't quite sure what to make of what just happened. Rebecca had been rough with me, but I had enjoyed it and was turned on.

Rebecca got up out of the chair and adjusted the harness so the strap-on swung down between her legs out of the "erect" position, then swung her skirt back down and smoothed it. She grabbed my leash and walked towards the middle of the living room floor. I started to get up but she reached over to push me back down to my knees. "Nuh uh, girl. You're still being punished, so hands and knees only until I say otherwise."

She started back towards the center of the living room so I crawled after her on my hands and knees. The carpet dug into them slightly, but I could see her blue lace panties just barely from where I crawled so it wasn't all bad. From what I saw of them I think I saw a damp spot... the thought of Rebecca being turned on excited me even further.

Once she had me positioned in the middle of the living room she pushed my head down to the carpet and then pulled my arms behind my back. "Stay here a moment, Victoria. I'll be right back."

Rebecca walked to the back of the room. She paused for a moment to light a stick of incense and then stride back to her bedroom. I heard her rummage around for a minute then she walked back into the room. She came up behind me and lightly ran her hand down my spine. "Time for your next punishment."

I craned my head to look back at her, "Next punishment?" I said incredulously, "But you just punished me!"

Rebecca smiled evilly, "The deepthroat session was for being late, and to prepare you for whatever happens tonight. This," she paused to pull her arms from behind her back. One held a leather arm binder glove, the other a red paddle. "Is for coming as Conner instead as Victoria."

I gulped slightly and at the same time felt a strange arousal. Rebecca's earlier hesitation seemed gone, now she was focused and in the moment. She put down the paddle for a moment to slip the arm binder up both my arms.

The leather glove slid up past my elbows and then zipped shut. My hands were clasped together inside the leather, it was closed at that end. On the top above my elbows it laced shut to secure it better. I noticed Rebecca had gone through the trouble to find a shade of pink leather that matched my collar and leash. Victoria, or me rather, liked pink leather gear for these sorts of things and Rebecca loved that.

"Bad girls that pretend their boys deserve to be spanked," Rebecca said in a soft voice in my right ear. I could feel her running the paddle along my back as she picked up the leash with her other hand. "Since this is slowing down our girls night out I'm going to have to give you more swats than usual. I think 50 firm swats should remind you."

50? I hoped they weren't hard. Sure, I wasn't afraid but 50 just might hurt and leave me sore for a few days. The pain might even force some tears out of my eyes too. Hopefully she wasn't planning on hitting me hard.

"One!", Rebecca called out gleefully as the paddle connected with my raised ass. I let a squeal escape in surprise. That had stung. She was swinging hard.

"Two!" I choked back the squeal this time.

Rebecca continued to swing, using her full strength each time and counting each one out loudly. After 10 strikes I couldn't hold the squeals back anymore. I made sure to keep them feminine, otherwise she'd probably punish me with more.

At 25 strikes it was more like a small shriek/sob with each hit. Tears were certainly in my eyes by that point and if anything she was swinging harder than earlier.

My ass felt like it was one fire and I was softly sobbing by the time she hit 50. She had held nothing back and I could hear her panting from exertion. She rested one hand on my ass lightly, it stung fiercely. The other hand pulled back the leash to arch my back. "Did we learn our less, pet?" she panted.

"Yes, mistress," I said around the sobs.

"Good girl," she said impishly and smacked my sore ass with her hand. "Just one more thing and we'll get ready to go out."

She hauled me to my feet and pushed me into her room, arms still bound. Her black silk sheets were pulled back and she shoved me down onto the soft material. "Since we're going out, you get to be fucked in the ass by my cock. That was the deal, right, Victoria?"

"Yes, mistress," I replied warily. She had used to swear this was never going to happen, but something was different tonight. I could only wonder what happened to put her in this mood. Maybe something in the cards? My ass was red and sore, but I couldn't resist my arousal. "P... please do me, mistress."