Finding the Real Me Pt. 02

<Charles>

Fuck me, I was having a dream that was so real. My girlfriend, Susan, is wild in bed, but absolutely refuses to suck cock. She is a great fuck, though, so I deal with. BUT, I DO miss good head. ANYWAY, This dream is intense. I could actually feel a wet mouth on me, and the image of Allison, my old girl friend, popped into my head. I figured I was just missing this, and indulged myself. Wait, though, I'm feeling myself ready to blow my load. I sure didn't want to fill up my boxers with sticky cum, so I shook off the sleep. Ok, I'm waking up, but STILL feel that mouth, driving me to cum. I blinked my eyes open to find Truman between my legs! Fuck!! I'm in deep shit, now. His mom will think I just brought him out here to seduce him. I could not push him off before I filled his mouth and throat, with cum. I'm pissed, but Damn, I came SO hard. I can't yell at him , in this state, I'll wait till morning.

<Truman>

Oh, my God! That was so much better than the first time, with the guy in the bathroom. I wasn't scared, and I made Charles cum, while mostly asleep. Charles cock is soooo nice. I don't think he knew that he let the Genie out of the bottle. In a matter of hours, I'm going from a lonely, mixed up boy, to a cum hungry slut. And I LIKE it!

I woke up, with a smile, but looked over at Charles, who was dressed, patiently waiting for me to wake up. I was surprised, and glad, that I didn't have a hangover. I gave Charles a grin, but it looked like he was trying his best to look stern.

"Truman, what the hell was that, last night? Don't you know that your mom will blame me, if she finds out what you did? I-I just wanted to help you, to... show you another possibility. WHAT made you do that? To think it was ok to do it?Did I give ANY indication that I wanted that, or, expected that?"

"No, Charles, not at all. But, umm, something happened...in...the bar, last night. A guy, caught me in the bathroom. He...made me...suck him. (I can see Charles eyes light up. He's mad, but concerned, too) I was scared, but, but...after it was over, I realized that it wasn't that bad. That isn't right, it wasn't bad, it was...good. When we got back here, I really realized that you WERE helping me more than you knew, and I... wanted to ...repay you, and that was the only way I could think of. I'm sorry you didn't like it." (lowering my eyes)

"Truman <sigh> it's NOT that I didn't like it. I LOVED the FEELING, but...it's wrong! I feel like, somehow, I took advantage of you. Part of me wants to go back to that bar, and beat the fuck out of that guy. You probably would never have done anything with me, if he hadn't...shown you what it was like. (holding his head in his hands) I just don't know where this goes now. WHAT will we tell your Mom?"

"Why do we have to tell her anything? It can be our secret."

"You get dressed, IN your BOY clothes,while I take a walk to sort this out. Make SURE you get all of the makeup off, and wet your hair down, take that style out."

As he walked away, I heard him mutter, "What the fuck have I done?" But I just smiled bigger. What he did was give me a life I'd never dreamed of before. I packed up our gear, and when he got back, We took down the tent, and headed home. I was having a difficult time not staring at his crotch. I wondered how I could get that cock again. Yes, he's Mom's boyfriend, but I will keep trying. After all, SOMEONE is going to take my virginity, WHY not the man I care the most for? He showed me who I was, why not teach me everything?

On the way, he said it is probably best not to tell Mom anything, ANYTHING. Maybe over the next week, or two, maybe drop hints that I might be bi-curious. Not say anything, yet, about wanting to become a girl, but take it a step at a time. I FULLY agreed. He said he would start planting seeds in her head, since I was SO un-endowed, and would never be able to perform as a man. I figured she knew, but hoped, as I had, that that might change.

That worked, better than we thought, and she suggested keeping up the camping trips, that some good was coming out of it. Charles subtly tried getting out of that, but she insisted, and I was cheering inside. When Charles picked me up Saturday morning, it was clear he was on edge. "Tru, I...want to help you find your way, but we ...CAN'T repeat last week, ok? Promise?" I just grinned.

Charles couldn't have known, but I spent all week doing research. I had no idea there was SO much interest, and information on, boys turning into girls. After several videos, my curiosity was more than aroused, and I started using my fingers on my "boy pussy." That just lit the flame though, so I graduated to candles. With each orgasm, I was forming a plan.

I was worried that he wouldn't take me back to the beauty shop, and felt a relief when he turned down the street. Yes! I felt sure that he'd have a harder time resisting, if I'm Tru, and not Truman. This time, Claire was showing me how to transform myself, so she wouldn't have to , every time I wanted to be Tru. She took the time to show me, then let me practice, until I could put my makeup on nearly as well as she. We decided to hold off on giving me lessons on fixing my hair, and she gave it a mild styling, that I could imitate. I saw her mouth something to Charles, and he just shrugged his shoulders and I heard a pop, and felt a sting in my ear, quickly followed by a second, in the other ear. They were burning, and I knew she had put studs in my ears. It hurt, but I can't say I was mad. It excited me, and I couldn't wait to show them off.

Lastly, she opened a box with silicone B cup breasts, that glued to me. There was a subtle difference in the color and my skin tone, but kind of made it look like a tan line. Under a thin bra? Undetectable. The sexiest part? My new breasts had pointy nipples that pushed through the bra, and made a noticeable impression on my blouse. Even Charles had a hard time trying not to look at them. While Claire had been busy with my hair and makeup, her assistant was putting nail extensions on, and giving them, and my toenails, bright pink color. Could I FEEL more girly?

And, again, Charles took me to the mall, buying more clothes, shoes, and really surprising me, buying me bra/panty sets, and stockings, in different colors. He was racking up the credit card charges, on ME! I know he wanted to help me, but he's going overboard. At the last store, he picked out a little black dress for me, that looked so good, he insisted I wear it, with stockings and the new 4" open toed ankle strapped heels. I felt like a princess, strutting in them. They made my hips sway more, and the slight flare of the dress, too.

Walking through the mall, like a model, I couldn't have smiled bigger if I'd won the lottery. In MY life, I HAD won the lottery. I, for the first time, felt like I belonged in the world. And Charles? He looked like a proud Dad. My love was growing for him in almost every way possible. I knew that was dangerous ground, but could not control it. I used every opportunity to bend over, sway, or, when sitting, flash more thigh at Charles. I hoped that, even subconsciously, it might make him want me. I made a point of licking my pink lipstick often. (Though it wasn't much effort, I loved the feel on my tongue)

It may have been imagination, but it sure looked like he was really trying NOT to focus on the features I was trying MY best to show, not always successfully.

Like our previous weekend, he took me to a very nice restaurant. In the back of my mind, I wondered how my Mom landed a guy who was definitely above her pay grade. These past weekends, he was spending money on me like there was no limit. As we ate, and I sipped my wine, and he his Whisky Sours, I was going over the plan I'd formulated during the week. After dinner, he drove us into the city, and to a lavish bar/club. I saw him slip the waiter a Benjamin when he ordered us drinks. He leaned over and said, "You looked pretty comfortable dancing last week, I thought you'd enjoy it again." I simply smiled. After a couple of drinks, we were both a little buzzed, and danced a few dances, and he excused himself to go to the men's room.

I took that opportunity to go to the bar, and lean in to the bartender. "I've heard that most bartenders also serve other things besides drinks." (Raising my eyebrows and smiling) "I'm wanting to give my date a birthday surprise later. Do you have viagra, and...maybe... some X?" He started trying to tell me he only dealt alcohol, but I put my finger to his lips and licked my lips. "I'll make it worth your while, I promise. When he comes back to the table, I'm going to the bathroom. IF you are helpful, it can be the men's bathroom, and I'll show my appreciation. Deal?" His eyes went wide, and he grinned, nodded. I hurried back to our table, barely having time to sit before Charles walked back. I told him I needed to pee and freshen up my makeup, and gave the bartender a nod as I stood. I got to the bathroom doors, and made sure Charles wasn't watching when I ducked in the men's room. I felt a rush of excitement , flashing back to last week. THIS time, though, I was in control. I wasn't in the stall 20 seconds when the bartender popped his head in the bathroom, and locked the door.

"We'll have to hurry, the bar is swamped tonight, but...I couldn't turn down a hot little lady in distress, could I?" I held out my hand, and he dropped two little packets in it. I put them in my purse, and immediately unzipped him. Dropping to my knees, I fished his cock free. It wasn't big, but it was hard and throbbing. I ran my tongue along the tip and he groaned. He pushed the head in my mouth, and I think it was me that moaned. I'd been wanting this feeling all week. My hands were on his ass, pulling him into me, and he was oozing precum. The way he was facefucking me, I knew it would be quick, and it was. He stiffened, moaned and shot his load . I was swallowing, but also savoring the feeling. His cum was bitter, but still gave my mouth that tingle I'd craved. Three minutes from the time I walked in the bathroom, he was zipping up and walking out.

I peeked out, and quickly stepped into the ladies room, peeing quickly, and fixing my lipstick. I marveled at just how quick that exchange took. My plan was coming together. When I got back to the table, I motioned back to the adjoining lounge, where the band, and dance floor was. Charles stood, and walked over to join me. We danced to the crowded dance floor. I was openly getting more provocative in my dancing, and ,maybe because he had a good buzz on, he wasn't stopping me. He DID mock scold me, when I put his hands on my ass, but he just raised them a few inches, to my waist. I think, maybe, he was enjoying seeing other guys watch us. He had to look like my "sugar Daddy", and neither of us minded if someone got that impression. An ego boost for him, I believe. I was playing it up for all it was worth. Occasionally, I felt random hands on my ass, and I may have even backed into them. I was having the time of my life, and I was going to push it farther.

We kept dancing, and drinking, I was happily surprised that Charles was letting himself get drunker. I mashed up the viagra and X, and slipped them in his last drink. He was too buzzed to realize the taste. He did wince a little, but drank it down anyway. We stood to dance again, but Charles said, "Woah, Tru, I...I think I might have overdid the drinks a bit. I think it's safer if we get a room here, instead of trying to make it to the lake. Is that ok with you?" I smiled, nodded. Perfect! The desk attendant gave me the up and down, as Charles registered, but said nothing and handed him the key cards. I knew exactly what he was thinking, and I hoped to prove him right.

In the elevator, I hugged Charles tightly, and he didn't seem to mind. I kept stuck to him to our room. There were two beds, as he requested, but if I have my way, only one of them is getting messed up. Charles had an odd look on his face, and I figured he was feeling the effects of the X and hopefully, the viagra. I could almost see the wheels turning, trying to figure out what was going on. "I'm going to freshen up, and change into my nightie, I'll be right back." I purposely took my time, making sure my makeup still looked good, and that he had enough time to undress and get in bed.

The lights were dim, and he was under the covers when I came out. I walked passed his bed, and sat on "mine", while I watched him. His eyes were closed, but he fidgeted, and tossed slowly side to side, mumbling to himself. Even with the lights lowered, when he would turn a certain way, his cock was obviously very hard. It appeared that he was trying to will it down, and nothing was working. I struggled not to laugh. He was in discomfort, and random "What the fuck", and "go down!" whispers were escaping his lips. A good 30 minutes went by, and he lay back, hands clutching the sheets, trying, still, to will his hardon down. His eyes fluttered, in a semi-sleep, and I tip-toed to his bed.

I slowly fished my hand under the covers, and gently wrapped my fingers around it. He let out a gasp, but still wasn't aware of what was happening. I leaned in, ran my tongue on his cockhead, and he shuddered. "Oh, Fuck!" I'm positive he thought he was dreaming, as his hands cupped my head. I opened my lips and took my reward in my mouth. I'd waited, plotted, planned, all week for this. He felt even bigger than before, and I was savoring him in my wet mouth. I was prepared for when it dawned on him just what was happening. I counted on the X and viagra, too keep him from being able to stop me.

Suddenly, he lurched up, realizing, again, that he wasn't dreaming. "Tru! Please, stop! We..we CAN'T do this!" But, even as he protested, he held my head, and his cock throbbed in my mouth. "Oh, God, Baby, you..shouldn't...be...doing this....fucccckkk!" His fingers were combing through my hair as he subconsciously fed me. "Goddamnit, it feels so good!" With that, he fell back on the bed, lifting his hips up to meet me. I licked, slurped, sucked, and kept assaulting him. "Baby, if you don't stop, I'm cumming." Which, of course, made me intensify my actions, in seconds later, he blasted my mouth. I thought I was ready, but he came SO much! My throat was swallowing as fast as I could, but his cum even filled my nose. I was desperately trying not to choke, gasping as I struggled to breathe, and swallow. He relaxed some, but his cock remained hard, just as I'd hoped.

I raised up, leaned in, kissed him as hard as I could, while holding his cock, and aiming it at my pre-lubed star (A girl should be prepared, if she's going to lose her virginity)

His eyes widened, probably from the kiss, as much as feeling what I was trying to do. He was shaking his head, but his body was not co-operating, it wanted more, just as I did. Sure, I was prepared for it to hurt, but I wanted, no, needed, his cock inside me. I wanted him to be the one who took me, made me a woman. I struggled to push his cockhead into me, and as soon as it popped in, I was the one who tensed up. Oh My God! I thought I was prepared. I sat still, trying to relax, to let him ease in, my heart was pounding. I was going to have him, no matter how much it hurt. Tears ran down my cheeks, but I made my hips push down. I pulled away from his mouth long enough to whisper, "fuck me, Charles, please! I need you to be my first!" He stared for what seemed to be a minute, his eyes softened, and he nodded, and I felt him slide farther in me. I had to hold my breathe, but seconds later, it was like the gates opened. I moaned as I felt most of him enter me. There are no words to describe it. In that moment, I was completely in love. I hugged him SO tight as he worked himself into me, and pulled back, and back in. He did it! He deflowered me, whether he intended to, or not. And, once he was in me, took full advantage of that stiff cock, and fucked my brains out.

There were moments when I felt as if I'd pass out, and moments when I could not stop cumming on his belly. I covered his face in kisses. I felt him cum in me three times, but it may have been more. I was in another world, so I'm not sure. At some point, though, we both fell asleep. I woke up, a few hours later, him still semi-hard inside me, and my ass very sore. I wiggled my hips a little, and felt him rising to attention again. Even though he was still sleeping, I slowly fucked him until he came in me again. He woke up JUST before he shot in me.

"Tru! You are the devil! We should never have done this." I just grinned again.

"But we did. I loved it, and, since my ass is full of your cum, I think you did too. We don't have to tell Mom, it's our secret. You showed me who I am, and I love you for it. I hope this is not our last time, but if it is, I'll deal with it. Thank you, Charles, for being my first lover."