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Becoming His Girl

By: Tomass



I should be ashamed to tell you this story. But for some reason, I have to do it. 

My name is Billy. I had just broken up with my girlfriend, Wendy, and I was feeling pretty blue about it. It was the summer after my junior year in high school I had just turned 18, and my parents were taking me on a trip to see colleges in the southeast. We were staying at a very nice resort hotel near Atlanta, my parents had gone off to play a few rounds of golf. I was alone with my moody thoughts by the hotel pool.

I had been a swimmer in high school-- not a great one, but good enough that my coach had told me to shave off all my body hair so I would have as little resistance as possible in the water. I had worked up a good tan, which set off nicely against my little white Speedo bathing suit. I had covered my body with oil and now, glistening, I had hoped this afternoon to find a cute girl by the pool. The only girls there seemed to ignore me, so I tried to lose myself in a novel. That's when I heard a deep male voice ask me a question.

"Is this chair taken?" 

I looked up to see a big man with a broad face. He looked to be about 45 years old and in extremely good shape. I told him the chair was available, and e sat down right next to me. I had to admit it, he was extremely handsome. As he took off his robe, I saw his powerful muscular body. He was so much bigger than me, I felt like a girl beside him--- perhaps, in retrospect, too much like a girl.

We struck up a conversation. His name was Jim, he said, and he was here on business.

As usual at that time in my life, I wasted no time telling d him all about my breakup with Wendy. He seemed quite sympathetic and interested, leaning forward and offering me advice. As he made his points about how I should handle my pain, he kept touching my knee. I thought about moving my leg away from him or telling him to stop, but for some reason, I didn't. 

The more we talked the more his hand simply rested on my knee. I felt a little uncomfortable at first, but soon I got used to it. He stared into my eyes as he spoke to me. He seemed very wise, with his deep voice, and I noticed his fingers were squeezing my thigh as he spoke.

I also noticed, to my horror, that my cock was beginning to harden in my suit. His long thick fingers were now sliding up and down my oiled thigh. I was finding it harder to breathe. My cock was now stiffening, it had formed a tent, and I knew he could see it. But I didn't try to stop him from touching me.

Fortunately, we were the only people by the pool at this point. That's when he took things to the next level.

"Well Billy," he said. in a husky half-whisper, "Want to come to my room for a drink?"

I decided that a little alcohol might relax me a little so I agreed. We both put on our robes, grabbed our stuff,and headed to the elevator. We didn't speak as we rode to the top floor of the hotel. As we rode I thought I felt his hand touching my bottom through my terry cloth robe. Why wasn't I telling him to stop?

We entered his suite, and I was impressed by how big it was compared to the rooms my parents and I had rented. We were in a living room, but the bedroom was someplace else. He asked me if I would like some bourbon and I nodded. He smiled, fixed us both a drink and we toasted our new friendship.

I finished my drink rather quickly, and he made me another one. As I began sipping it, he put a hand on my shoulder and looked deeply into my eyes.

"You were getting hard out there, Billy," he said. "Was I making you hard?"

I blushed and looked away.

"Look at me young man," he said, his voice now a little menacing. 

I didn't like where all this was going, but I also didn't want it to stop.

"You have the kind of body that would make any girl happy."

"Show me again, Billy," said Jim. "Take off your robe and show me your body."

I know. I should never have slipped that robe off my shoulders. and let it fall on the floor. But it felt good to have him admire my body.

"Oh yeah," said Jim, "nice pecs, nice thighs, and what a tight set of abs!"

"Turn around, Billy," Jim told me. I did as I was told. I could feel his eyes on my bottom through my swimming trunks. I resisted the temptation to wiggle it for him.

"So smooth," said Jim.

I picked up my robe. This had gone far enough. Jim stepped in front of the door and tilted my chin up toward his.

"You're not leaving yet, Billy," said Jim. "I'm just getting to know you."

That's when he kissed me. Suddenly, I had my head tilted up and my robe had fallen back to the floor.

I had never been kissed by a man before. It was such a sweet, soft kiss. My mouth opened to accept his probing tongue. I felt his hand cup my firm, round ass through my swimsuit. My cock grew stiff against his thigh.

The bourbon combined with the lust to make me want what was coming next, I guess. When Jim pull ed down my swim suit, I felt a sense of excitement. Peeled free of all my clothes, I was naked now. A man old enough to be my father was kissing me, inspecting me and feeling me up.

"You shaved your cock," said Jim, stroking it up and down. "You look like a little boy."

He was patting my ass now, lightly spanking me. I felt my cock wave stiffly before me. 

"No," said Jim. "You're more like a girl, like a girl who needs a good fucking."

I felt myself swooning in his arms. 

"I need to get you wet now, don't I?"

Jim's fingers,covered with a greasy substance were now probing around my ass. I squirmed to free myself, but he was holding me tight.

"Hi, Wendy," said Jim, staring into my eyes as he slid his fingers in and out of my bottom. "Want to go out with me?"

His mouth clamped against mine as his fingers wiggled against my sphincter, and I felt my cock pulsing lewdly in front of me. Jim was mocking me now, but I was ready to be taken like a girl, just as he was getting so hot treating me like one.

Jim pushed me to my knees , and then he stripped naked. I gasped at the sight of his cock-- so much longer and thicker than mine, his balls so big and hairy.

"Suck me, Wendy," he said, guiding my head to his cock. I began by licking his shaft. He groaned as my tongue glided over the bulb of his cock. When my lips engulfed his knob, I felt it pushing against the back of my throat.

"Such a sweet little cocksucker," Jim muttered. I felt his cock stiffen more and more inside my mouth.

I was trying to prepare myself for his orgasm. I wasn't expecting him to scoop me up in his arms and carry me into the bedroom. He kissed my mouth again as he lay me on the bed.

"Roll over and show me your ass, Wendy," he said.

I lay atop the blanket with my ass hiked up a little.

"Such a pretty little bottom," he said. "Wiggle it for me, Wendy."

I felt my hard cock throbbing beneath me. He started spanking me harder now. I winced in pain, but I loved every dirty second of it.

"You're my little whore now, Wendy" Jim said. "Aren't you?"

"Yes sir," I said. 

"Then get on your back and spread your legs for me."

I felt him pack more lubricant up into my ass. I knew what was coming next. 

He mounted me like the girl I knew I was . I winced in wicked pain as he entered my virgin ass for the first time with that hard tool of his, but soon, I was riding on his big thick stick, grabbing his ass and kissing his mouth. I had become his girlfriend and he had become my lover.

"Don't you wonder who's doing this to your Wendy right now?" he whispered cruelly into my ear as his cock plowed my ass. "Don't you wonder whether she's cumming harder with him than she ever did with you?"

My cock, meanwhile, was swelling and straining, and I was ever so ready to cum. He muttered such nasty things in my ear about what a slut I was and how hot my pussy was, and that, coupled with the masterful thrusting of his cock, were taking me over the edge.

Without being touched, my cock exploded in an orgasm that sprayed semen onto the chest of my lover as he continued to fuck me hard and fast.

"Good girl," he said.

His cock was so stiff and big inside me.He was grabbing each cheek of my bottom in his big hands and thrusting now with an urgency that could only mean one thing. 

"Take my cum, you little Bitch!" he roared.

With a loud groan he rocked back and forth a couple of times more and I felt his penis spew his seed deep inside me. I curled my legs around his back and let him fill me up.

A few minutes later, his cock slipped from my ass, and I felt his cum oozing down my inner thighs.

He kissed me again, then grabbed the shaft of my cock.

"You know why you lost your girlfriend?" he asked, "Because you fuck like a girl."

I hated to admit it, but he was right.

Later that night, after my parents had gone to sleep, I went back to his room. This time, however, under my jeans, instead of my underpants, I was wearing a lacy pair of white bikini panties I had stolen from my mother.

Becoming His Girl



In the summer after my eighteenth birthday, I met Nick. He was a thirty-something who lived in our building. My parents had gone for their yearly European trip, and I had been left behind this year because I had college orientation during what would have been the last week of their trip. 

Mooning and alone, with nothing to do for four whole weeks until my flight up west, I took to the pool to catch some sun. I had not bought new trunks in a while, and so my old ones were riding high on my legs.

Nick was already at pool, beer in hand, sitting back in a barca-lounger. His broad, smooth chest looked freshly oiled, his lightly tanned skin radiant. A thick and unruly mop of brown hair cascaded in lazy waves down his thin and smooth face. His gentle blue eyes looked me over.

"Hey Sandy," he said. "Wanna beer?"

"Not old enough, Mr. Thomas," I said, pulling off my old t-shirt and jumping in the pool. When I emerged again from the cool and chlorinated water, Nick was smirking at me.

"Saw your parents leaving earlier today. I won't tell if you won't."

I started to refuse, but remember why I was here - ennui. "OK, sure," I said, rising out of the water to walk over to his cooler. I bent down, plunged my hand inside the icy water, and pulled out a can. I popped the top and drank, sitting down on the pool side beside Nick's chair.

"Nice shorts," he quipped.

"They're a little old," I muttered, trying to pull them down to cover my bare and glistening thighs. 

"I've got some more in your size if you'd like to borrow them."

"I would," I said. We sat our beers down on the table. Nick handed me a towel, and we walked across the parking lot to his apartment, third floor. Inside, I placed the towel on the back of a kitchen chair and followed him to his bedroom. He opened a drawer and pulled out a pair of swim trunks. He tossed them to me.

A bikini top fell off the back of them and onto the ground.

"Oh, sorry," he muttered, red-faced. He scrambled to pick it up. I got to it first.

"Nice," I said approvingly, looking at the modest cup size. "A conquest leave this here?"

Nick snatched it from my hands. "Wouldn't you like to know?" he smiled.

"I would. I haven't had any since Marcie and I split up."

"Oh, she your girlfriend?" Nick asked. 

"Hah, yeah, for a little bit," I said. "We just couldn't ever hit it off."

Nick stashed the bikini top back away in his drawer.

"You can change in the bathroom if you want," he said, turning and heading for the kitchen. I slipped open the door to the master bathroom.

"No not that" Nick began, rushing back into the bedroom.

"One," he finished lamely as I stood inside a bathroom decked out in pink frills, white lace, and what I could only consider as a nicely-sized collection of makeup and perfumes.

Nick stared at the ground. I rounded on him.

"Yeah," Nick said, an air of confession in his voice. "Sometimes I wear that bikini top."

I looked at him again - the slim hips, narrow waist, smooth skin, longer hair... with the right lighting...

"I bet you make a hot piece of ass," I said huskily.

"I do," Nick giggled, in a high-pitched girly sing-song. "Wanna see?"

"Yes," I breathed. 

I sat on Nick's bed as he primped and preened. In a few minutes, a bathing-suit wearing Nick emerged, one piece hugging his lithe form. Below his collar bone perched two nicely rounded lumps of breasts. He felt them in lazy circles.

"I've got some forms. I like to have tits."

"Tits are nice," I agreed. I couldn't get over how nice his waist looked, so feminine and curved.

"OK," Nick said. "I did it, now you?"

"Me?" I spluttered.

"Yeah. Look, I can see your dick through your shorts. Either I turn you on, or the thought of dressing up like this does. Which is it?"

I didn't want to answer. "Nick," I said, "what's it like, being... girly?"

"The first time I did it was with a guy in high school. He dared me to dress up during truth or dare. I put on my mom's bra and some high heels. I never felt so free in my life. Something was just right. I blew my friend that night, while dressed. I felt so slutty and perfect."

Nick sat beside me on the bed. I could smell the perfume he was wearing, light and floral. He kissed on my neck. "Do you want me?" he asked.

I thought about it. The kiss felt good, but... friendly. "I don't think I do. I want to be like you..." 

Nick jumped up. "Then we have to get you out of these boy clothes and into something proper. Let me see what I have in your size."

Three hours later, I was fully dressed and made up. I was never a hairy guy, but Nick insisted we take care of what little I had. My legs and chest now freshly shorn, Nick applied a generous amount of lotions and creams to my skin, making me soft and precious. He fitted me with a black and white polka dot bikini top and matching sarong that emphasized my hips.

"Jealous of those hips, girl," he said in that same voice. I tried to mimic it.

"Oh stop. You're the one with the great boobs!"

Nick smiled approvingly. "Your ass and my tits. The boys won't be able to keep their hands off of us!"

"Boys?" I gulped.

"Oh you look too darling to keep all to myself. Let's go out and scare up some dick."

"Nick," I said, returning to my normal voice. "I've... I'm not..."

"Gay? Who cares?" Nick said. "You're a hot girl right now. Don't you want to go all the way?"

The truth is, I kinda did. I looked at the pink glittery lipstick on my mouth and imagined it sliding up and down some guy's shaft... and was instantly hard.

"God yes," I muttered. "What is it about these clothes?"

"You like femininity," he said. "Whether it's you or someone else, it turns you on. And now you realize you can be the girl too."

"Does it... hurt?" 

Nick laughed. "What, getting fucked, is that what you're saying?"

I stared at the ground. "Yeah."

"Use lube, sweetie," Nick said. "Lots of it, and go slow. Once he's in, once you're his, you'll wonder what took you so long."

And that's how fate found Nick and myself at another pool a few complexes down, sunning ourselves, and checking out the local guys. Eventually, two of them, college boys by the look of it, broke away and chatted us up. 

We made smalltalk for a while, me doing my best to keep my girlish voice in place. Then one of them asked my name.

"Oh, that's Chandra," Nick said. "I'm Nikki."

"Chandra and Nikki," he said. "I'm Dave, and this is Adam. It's getting kinda hot out here, let's head up to our place.

We followed them, sandals in hands, up the stairs to a well-furnished three bedroom. Nick and I sat on the couch, sipping our beers daintily, and listening as Adam and Dave busied themselves in the kitchen making more drinks.

"OK, confession time," Nick whispered, leaning close. "I think they know we're... our kind of girls."

"How can you tell?"

"Because both of us have been sporting some fairly noticeable erections for some time."

I looked down, embarrassed to see my sarong being tented. "Shit, my tuck came undone," I whispered back.

"Oh, no need to be shy," Dave said, coming to sit beside me. "A woman as beautiful as you, who cares if her clit gets a little excited?"

"My... clit," I whispered, my voice catching in my throat. He was so close. I could smell the sun and salt on him. I leaned forward.

My lips met his. I surrendered, turning my face up to him. His hand reached around the back of my neck. His other hand stroked up my thigh. My arms fell to his waist, pulling us closer together. My nipples stiffened.

"First kiss as a girl?" he asked after we broke apart. I nodded.

"Let's go to my room." I looked over at Nick and Adam. Nick's hand was already running up and down the front of Adam's jeans.

"First time for a lot of things, I suppose."

"Don't worry," Dave said, placing an arm around my waist and pulling me toward his bedroom. "I'll teach you how to be my girl."

The thought thrilled me. As soon as we got into his room with the door shut, I turned on him, pushing myself into his arms, my mouth seeking his again. This time his hands fell down my back and across my backside, lifting me up. My legs snaked around him, ankles crossing, locking onto him as he carried me to the bed.

He laid me down gently. My hair spilled out around me. My knees opened. I pushed them out wide.

"Not yet," Dave said, waving a finger in my face. "A girl has to get ready first."

I pouted. "Dave," I said. "Tonight, I'm going to become a woman. Don't keep me waiting." I hooked a finger in the band of my bikini bottom and popped it against my skin. 

Dave leaned down to kiss me again, a little deeper this time, his tongue exploring my mouth.

"Yes, that's just wet enough." He pulled me to my feet again, and unbuckled his belt with one hand. 

Suddenly I knew what he wanted. I sank to my knees, pressing my cheek against his thigh, watching with anticipation and he opened his fly, slipped his shorts to the ground. His bulge was impressively large and smelled musky and intoxicating. My mouth opened. I reached my hand into the band of his shorts... and paused.

This was all crazy. I was dressed like a girl and about to blow a guy I had just met. Sure, he was handsome, with his short blonde hair and stubble and defined abs and oh God he was getting hard, his circumcised penis starting to swell. 

My left hand rose to rub the shaft as I moved myself into a good angle to put the tip of it in my mouth. Without thinking, I began to do what girls had done to me, licking vigorously.

Dave tucked a hand under my chin. "Go slow. Taste me," he said, and I did, letting my tongue play over the ridges and planes of his dick, flicking the mushroom of his head. My lips met as I kissed the side of his dick, sliding down to the base, where I inhaled the intoxicating musk of a man... my man.

Now I engulfed his penis with my mouth, taking care to keep my teeth away. Dave rewarded me with a gasp and a moan. I moaned around the thick cock in my mouth. This felt so right. So good. I began to bob up and down the shaft, leaving trails of slick saliva.

"Chandra," Dave groaned. "Oh Chandra." His hand came to rest lightly on the back of my head, gentle and insistent. My need for him rose.

I pulled off. "Please fuck me, Dave," I said. "Make me a real girl."

He held my chin in one hand. "Not until you've tasted my come," he said. "You will earn the right to be fucked, Chandra."

Smiling, I went back to my task, sucking and licking, fondling his heavy, semen-filled balls. That's where it was. His stick come. The white reward for being his beautiful, sexy, slutty girl. I felt them tighten.

"I'm so close," he said. I worked his shaft with my hand now, my mouth insistent, sucking, pulling at him.

"I'm going to come," he said. 

"Mmhmm," I murmured, pushing myself down as far on his swelling cock as I could.

He exploded into my mouth, warm and salty. I kept working his shaft, pumping another shot into my throat. When I felt him subside, I looked up through my lashes.

"Chandra," he said. "Oh... damn..." I stood, and opened my mouth. 

"Not a drop remained."

"Was I good?" I asked, biting my lip.

"The best."

"Did I earn my right to be fucked?" I teased.

"I suppose I can make you a woman now."

I laid back in bed, splaying my legs wide. I slipped the sarong off, leaving only the bikini bottom between me and my prize.

I slipped one hand in, past my own swollen and engorged... clit... and to the twitching opening to my ass... my... no... let's call it what it is. My pussy. Where this man was going to fuck me.

"It'll take me a moment to recharge," Dave said, reaching into his night stand for a bottle of lube. "Now to get you wet."

He pulled my bottom aside. He squirted a generous dollop of the lube on his hands, and began working it across my taint, teasing the outside of my hole with his fingers. I spread my legs wider and whimpered. He put his middle finger inside me. My hands closed over his, pulling him in deeper.

"Patience, patience," he chuckled. "We've got all night."

I didn't listen. I kept pulling him deeper. 

"Let me get a condom," he said.

"Absolutely not," I said. "I'm clean... you?"

"Yeah," he answered. 

"Then you are going to fuck this pussy right!" 

He withdrew his fingers from me, and slipped my bikini bottom off. He reached around and untied the string on my top, setting my breasts free.

His mouth lowered to my tiny, erect nipple and began to lick and bite. I gasped.

"You do have nice tits," he said.

"Thank you," I giggled.

"But this ass!" He squeezed my left cheek. I felt his fingers dig in, and slide back toward my opening. I thrust toward him, and felt two fingers penetrate me this time, stretching me open a little more.

"Already so open and relaxed."

"I was meant for this," I said.

Dave mounted the bed, hovering over me, his arms planted to each side of my head. His penis was swelling again, back to its full length and impressive girth. 

"Let me lube you," I whispered. We sat up and I stroked him, applying the lube, remembering Nick's first lesson.

When we were sufficiently wet, I pulled him on top of me again, kissing him deeply. His right hand fell to the small of my back, lifting my hips. My hands felt for my cheeks, pulling them apart, opening my pussy to the invading cock that was now pressing at my opening, pushing in, forcing me open. 

I bit my lip and whimpered a bit. Dave knew he wasn't hurting me. He was in tune with me. He pushed in further, and my cherry was popped. His head was inside me now, the lube slickening his thrust until I felt the coarse fur of his pubes pressed fully against my cheeks.

"I'm in," he whispered. "I'm inside you. You're my girl now."

My legs closed about him. "Fuck your little girl, Dave. Fuck her good."

And he did. Picking up his rhythm. We bucked together, my sweet and no longer virginal boy pussy rising to meet his insistent thrusts. My thighs felt so right gripping his torso, his mouth on mine, each of us moaning our pleasure into the other. I came soon, a thin jet of semen flowing between us.

"Squirted," I giggled. On impulse, I clenched my ass muscles. He seemed to like that.

"Oh, Chandra," he groaned. He thrust very deep within me. I knew this was it. I knew I was going to make him come.

And he did. More than before. Thick jets I could feel deep within me, within my pussy. Thick jets that made me feel so feminine and precious and desired. My legs parted, and after a moment, Dave withdrew from me. He helped me to the bathroom and let me clean up. After I had redressed, we went back out to find Nick and Adam sitting on the couch. Well, to Nick sitting on Adam, with Adam's cock rammed up his ass.

"Didn't mean to intrude," Dave said.

"Watch and learn, new girl," Nikki said, bouncing up an down on her lover. I was entranced by the sight of her feminine waist bouncing up and down, watching Adam's thick dick disappear inside her, only to reemerge slick with lube and her juices. Soon Adam grunted, "Gonna come."

Nikki slammed down on him, her lips locked on his neck, as his balls pulsed and he shot inside her, just like Dave had done to me.

Dave leaned over, "you'll get your chance with Adam, too. We're going to share you two sluts all night long."

I licked my lips. It was going to be an interesting summer.



Becoming His Girl Ch. 02



I left Atlanta knowing I had made a big mistake. 

The whole ride home with my parents, I felt ashamed about letting Jim, a man old enough to be my father, ravish my 18-year-old male body the night before. 

I was especially disturbed because I had loved it so much, being his girl and following his orders. He had called me "Wendy," the name of my ex-girlfriend, and I loved it.

I also had loved being naked for him. I loved raising my ass, spreading my legs, and feeling him enter me. And it bothered me that I came harder than I ever did with a girl as he plowed into me that night.

But now, I was going home, and it would be my secret forever. I resolved to find a new girlfriend and put the sordid events of Atlanta behind me. I would focus on swimming and high school. I was determined to be a practicing hereto-sexual.

Then a few days later at my house, the phone rang and everything changed again.

"Billy?" my mother called out. "Someone named Jim wants to speak to you."

My hand shook as I grabbed the phone in the other room. It was him, alright.

"How did you get my number?" I asked.

He laughed that deep laugh of his. 

"Come on, Billy," he said. "Is that any way to talk to an old friend?"

"We have nothing to talk about," I said.

"Listen, you little slut," he hissed. "I have some photographs your parents might like to see."

I was being blackmailed by this wicked older man.

"What do you want from me?"

"Let me see you just once more, and I'll leave you alone."

He insisted on coming to my house, so I told him to be there on Saturday night when my parents were going across town to a party likely to last into the wee hours.

My parents had been gone for an hour Saturday night when the doorbell rang. I had forgotten how big and handsome Jim was. As soon as I closed the door behind him, he sneered at me and threw a big manilla envelope on the floor in front of me.

"Just in case you thought I was bluffing," he said.

I looked at the first picture. There I was, naked, sweaty, and sucking his enormous cock. Had someone else watched us from behind a camera? I slid it back in the envelope and shoved it under the couch. Jim knew he had me where he wanted me.

"Take me to your parent's bedroom," he said.

I assumed I was going up there to get fucked, but instead he started going through my mother's dresser. He pulled out a pair of pink satin bikini panties and a pair of white Flash Dance-style leg warmers. He then went to her jewelry box and found a pearl choker.

He threw the whole ensemble on the bed.

"Put these things on under your clothes," he said. "We're going out."

It seemed so degrading. But Jim had me over a barrel., so I took off my underpants, put on the leg warmers and panties under my jeans and tried to position the choker so nobody would see it when we left the house.

When I complained that I was getting tired, he handed me a couple of pills.

"Here," he said. "This is a stimulant and this blue one is, uh, a vitamin. Take these before we go."

Had I not taken those pills, in retrospect, maybe the rest of that night would have gone differently.

He drove me silently in his black car.

"Are you taking me to a hotel?" I asked.

Jim said nothing.

We ended up at a large fancy office building downtown. Jim signed in at the security desk then ushered me into an elevator and pushed the button for the penthouse floor.

"You're very popular here," he said with a low laugh. Before I could ask him what he meant, the doors opened.

The place seemed to be deserted. We walked down a marble hall with crystal chandeliers. He escorted me into the men's room.

"Take off everything but the outfit I put on the bed and leave it in the stall."

I did as he told me. How humiliating it was to be a boy clad only in panties, leg warmers and a pearl necklace. Also nasty. Naughty. Dirty. I prayed nobody would see me like this.

But I had to admit, I felt more naked dressed like this than I ever did when I was actually nude.

To make mateters worse, I felt my cock grow hard as a rock in my mother's panties as I accompanied him down the hall.

We entered a large room which I assumed was his office. To my dismay, three other middle aged men in business suits were sitting around a large desk. They all rose as I entered. I tried to turn and run, but Jim twisted my arm behind my back and pushed me forward.

"Here he is, everyone," Jim announced. 

"Well well, he is a pretty boy," said the oldest man, laughing and pointing at my cock. "You're right, Jim. He does like wearing women's clothing."

"Let me go, please," I begged Jim who responded by producing a pair of handcuffs and cuffing my wrists behind my back.

"Nonsense," said Jim. "These men just want to get a look at you. They want to watch us together. And after we are done, I'll take you home."

One of the men turned off the overhead light. Now the only light in the room was the desk lamp which acted as a spotlight for the performance to come. Through the window across the room I could see the city skyline. 

I began to feel really frightened as the three encircled me. Jim was a tour guide and my body was the destination.

"Check out his nice broad shoulders, his slim waist, and the sleek round globes of his bottom."

The three seemed to be getting hard as they looked me over. I felt their hands on my thighs, my chest, and, yes, my ass and my cock through my panties.

"His nipples are getting hard and his cock is getting stiff," one said. "This one is even gayer than the last boy you brought us."

I felt myself blushing and fighting back tears. I have never been more mortified.

Jim smiled into my eyes as he faced me.

"Ever seen a teen-ager's cock after he's taken amphetamins and Viagra?"

I suddenly realized what that "vitamin" was. I also understood why my cock was so unusually hard.

"No, no, please," I gasped as Jim peeled my panties down my thighs. I looked down in shame as my cock strained toward the ceiling, angry and swollen.

The men gasped. 

"That is the hardest cock I've ever seen," said one man.

"He is really built to be fucked," said another. "There's not a hair on this boy's sweet body other than his head. And look at that beautiful ass... so round and smooth and tight."

Jim laughed again.

"It won't be tight for long," he said as I felt his fingers exploring my crack, sliding a lubricant up my anus.

I tried to struggle, but with my hands cuffed it was useless. My cock waved in front of me like a tree branch as I tried to stop what was about to happen to me. The men each took a seat to watch.I was positioned over the desk with my cock hovering over the blotter and my ass projecting lewdly behind me, slick with lubricant, ready for penetration.

The show was about to begin.

Jim stood behind me and began tapping my ass. He had done the same thing in Atlanta, but not, I had assumed, for an audience.

"Watch this," he said, "This little bitch gets real horny when I play with her ass."

I groaned in shame and lust as his palm kept slapping my ass. Each slap made my cock bob up and down. Audience or no audience, I desperately needed release.

"Please..." I gasped at Jim. "Please fuck me,"

Jim slapped my ass even harder. "Such a polite little girl."

The other men had opened their pants and were stroking their cocks as they watched this lurid scene.

I spread my legs a bit and rolled my hips to invite Jim's cock inside me.

"Oh God, have mercy on me," I gasped. "Please Jim. Put your cock in me..."

I heard his zipper go down. Then even more rustling of clothes. Jim was stripping.

"In your pussy, Wendy?"

I had lost all shame by now.

"Yes, yes, in my pussy. Fuck my little pussy."

I felt his fingers pull my ass toward him. His legs were kicking mine farther apart. Through the corner of my eye, I could see he was nude. We were putting on a private sex show for some very powerful men, and I was the main attraction.

The tip of his big hairy penis was slimy with lubricant and seemed to be searching for my asshole. I felt the bulb sliding in my anal ring, and I winced in pain as the invasion began.

Suddenly, he shoved into me with brutal authority. I moaned and slumped a bit, but Jim reached forward and pulled me back up by the shoulders.

"These men paid a lot of money, Wendy," he said. "They deserve a good view."

I stayed upright and looked down at my cock, jutting so high over the leather blotter on that glossy desk of burled walnut.

Jim's thrusts reminded me why I had swooned in his arms in Atlanta. His slithering cock massaged my prostate with devastating effect. I felt as though his cock was masturbating me from the inside out. My cock was now bigger and harder than I had ever known it to be. I worried for a moment that it would be permanently disfigured by this secret lustful dance I was doing in this executive's office, but a few shoves later, drunk with lust, I only wanted to cum. 

Jim reached around and pinched my nipples, massaged my belly and, for only a moment, touched my cock. I gasped and pled again for him to jack me off.

"No, no, no, Wendy," he said sadistically, his powerful hips slapping against my ass with wicked regularity. "That will happen on its own."

The audience was now pumping their cocks at full speed. I now realized Jim was the greatest lover I would ever know, With a yelp then a scream, I watched my hard cock as it began first to drool and then to gush streams of cum that formed slimy trails all over the desk and blotter.

Jim grabbed my ass and slammed his cock even harder into the depths of my bowels. Right now, I was truly his girl, and he wanted me pregnant.

Then with a loud roar, Jim spewed his sperm into my bottom. 

"Yes, yes," I cried, "Fill me up."

His cock finally stopped its contractions, but Jim still held me tight.

Our observers were as spent as we were, each using a handkerchief to clean their cocks.

Jim pulled his cock from my ass and spun me around to face him. We were both glistening with sweat as he bent down to kiss my mouth. I returned the kiss with lust.

Our audience applauded.

Jim uncuffed me, I said goodbye to the others, went back to the bathroom, with Jim's cum drooling down my legs, and got dressed. As promised, he drove me back to my house.

We didn't talk as we rode back. I thought about resting my head on his shoulder but decided against it.

As he pulled into the driveway, he reached into his wallet and pulled out $200.

"You earned this," he said. 

I took the money. I know that makes me a whore, but I don't care.

"When will I see you again?" I asked.

Jim smiled.

"I don't know," he said, "But each of those guys will want to see you."

Damn that Viagra. My cock was hard again.

"My parents aren't back yet," I said. "Want to come inside?"



Becoming His Girl Ch. 03



Just a few weeks ago I was Billy, an 18-year-old boy, a member of the high school swim team, a boy who liked girls. 

But now I was Wendy, and I thought about only one thing: 

Jim. 

Jim had seduced me with his quiet, 45-year-old confidence, his huge, powerful body and his enormous cock. He was a blackmailing bastard who threatened to show my parents pictures of me having sex with him. He forced me to perform sex acts with him in front of other men. They had watched him pummel my little round ass with his thick, hairy cock. They watched my untouched cock gush cum all over someone's expensive desk as I thrilled to each invasive thrust. 

After that episode, he truly owned me, He called me "Wendy," the name of my ex-girlfriend, and I didn't care. In fact, it made me hard. I spent every moment wondering when we would meet again.

I didn't have to wait too long.

Jim called one night and summoned me to a suite at a fancy downtown hotel. It was a Wednesday night. A school night. I had a history test the next morning and I had yet to study for it. 

But I had to have Jim's cock. So I made up some fake story about studying with a friend, took my mother's car and drove to the hotel. I went to the suite. He was there to greet me at the door, in a dark business suit, his hair still wet from the shower. His greeting was less than cordial.

"Where the fuck have you been?" he asked.

"I came as fast as I could," I said, taken aback.

"You'll find your outfit in the bedroom," he said. "I have to leave. The guests will be here in a few minutes. Entertain them for me. They're coming to see you. So fix them drinks. Give them lap dances. Let them feel you up. Suck their dicks. But don't let them suck you, fuck you or jack you off. Is that understood?"

I nodded, and he left.

On the bed in the bedroom, I found a pair of white knee socks, a lacy pair of white bikini panties, and one of Jim's mongrammed dress shirts. Though I should have been humiliated I put it all on. The shirt, of course, was way too big for me. I wore it like a girl who had just had sex with a man, sleeves rolled up a bit, and unbuttoned so the guests would see my washboard abs, my panties and my knee socks. Lust had destroyed my sense of shame.

I also found two pills on the bed. I knew from our last tryst that one was an amphetimine and the other a Viagra. Like a good girl, I took them. Then I waited for the guests.

An hour passed. It was now 11 p.m. Jim wasn't back, and the guests had not arrived. My head was wired from the speed, and my cock was stiff from the Viagra.

Then I heard the knock at the door.

I ushered in the same three middle aged men who had watched me get fucked in that office a few nights before. They leered at me as they entered, all wearing business suits.

They sat down and barked out orders for their drinks. As I threw ice in their glasses and filled the glasses with scotch or bourbon, I could hear them behind me, whispering and laughing. I know I blushed as I carried their drinks to them on a tray.

As they sat and drank, I walked from man to man, straddling their laps and wiggling my panty-clad bottom over the cocks I could feel stiffening in their pants. I enjoyed their lusty groans, feeling their cocks between my cheeks, knowing all this could only go so far.

My cock was clearly hard in my panties, and one of the men asked to see it. so I stood up. Like a stripper, I slowly pulled down my panties, stepped out of them, and displayed to each man my hairless cock stiffly arching toward the ceiling. I felt the hem of the shirt tickling my firm round bottom. I was a dirty little slut, and, to be honest, I loved it.

The oldest of the three stepped up to me and kissed me on the mouth. As he held me, I felt the other men slide their hands over my ass and stomach. Someone started to lick my cock, but I jumped back and told them Jim wouldn't allow it.

The oldest man broke his kiss and pushed me down by my shoulders.

"Jim will allow this," he said.

The man unzipped his pants and, inches from my face, his hard cock sprang forward, pointing at my mouth.

"Suck me, Wendy," he commanded as the others jeered.

That was only the second cock I had ever sucked, but Jim had taught me well. In a few minutes the man was rocking his hips and holding my head to his groin. The tip of his cock kept sliding against the back of my throat. I could feel him getting harder with every thrust.

"Swallow my sperm, bitch!" he cried as his throbbing cock gushed in my mouth. I was a good girl and gulped it all down. I even licked his shaft afterwards.

The other two men then insisted on the same treatment. I obeyed. The three of them stood around me and called me a sweet little cocksucker. I took each cock like a prize,  noting the prominent wedding ring on each man's left hand. I stared into each man's face as I swallowed their salty sperm.

After the last of them had filled my mouth, they zipped their pants up and pulled me to my feet.

"Put your panties back on, and come with us."

I slid the panties on and followed the three back into the bedroom. I heard a clinking sound. They pulled off my shirt and handcuffed my hands behind my back.

"You're not supposed to fuck me," I cried. "I'm not supposed to cum!"

"Shut the fuck up, you little queer," one said. "We know what we're doing."

In fact, these men did not make me cum or fuck me. But they tortured me so much I could only wish I was getting fucked.

They ran their big hands all over my body. They caressed my balls. They pinched my nipples. They licked my thighs. Someone squirted a whole tube of KY jelly up my rectum, and they laughed as some of it oozed out and made my bottom slick inside my panties. My cock was now pressing hard against the front of those panties. The tip had poked out above the waistband. I was panting with desire. My cock wanted to explode.

Even though Jim had warned me not to, I begged them to fuck me, but that only made them tease me more. Finally, one of them stuffed a ball gag in my mouth. I groaned into it, desperate for release, as they left me alone in the room. I heard the suite door close again. It was long after midnight. My parents would kill me when I got home. I would surely flunk that History test, but all I wanted was for Jim to finish me off with his magnificent cock.

Then I heard the door open. My heart lept up as I heard Jim come in, but someone was with him. I heard them fixing drinks. I heard a woman's voice. I recognized the giggle.

Jesus! My old girlfriend Wendy was here!

I was so ashamed. The last thing I wanted was for her to see me like this -- chained to a bed in panties and knee socks, my cock as hard as a rock, but those men had positioned me so I couldn't move, and try as I would, my hard cock just wouldn't get soft.

"So, Jim," I heard her say. "Where's the bedroom? I need you right now."

"I say when we fuck, bitch," I heard Jim say. "Any way, little girl, I have a couple of surprises for you. The first is in the bedroom."

The door opened. I tried to look away. She laughed and pointed at me.

"Oh My God, Jim," she said. "It's Billy!"

She walked up to me and peeled down my panties to expose my hard cock.

"God, Billy, why didn't you ever get that hard for me?" She let go of the waistband and let it slap painfully against the head of my cock.

Jim walked in behind her. 

"Because he likes being a girl," he said, "He likes wearing panties and knee socks, and he likes being fucked by men. That's why I call him Wendy."

He stood behind her and put his hands on her shoulders. I was reminded why she had appealed to me. Her tits were so big and round, filling that "Elle" tee-shirt she liked to wear. Her slim waist with the ring in her pierced belly. Her hip hugger jeans showing off her sweet round bottom.

"Billy here-- I mean Wendy-- is probably wondering how we met," Jim said, as he slid his hands over her belly and cradled her tits through her tee shirt.

She sighed and turned to face Jim. They kissed passionately, and he moved his hands to her ass.

"Remember your last swim meet?" she asked me. "Jim happened to sit next to me. We struck up a conversation and he whispered some really nasty things during your event. He told me he thought you were gay, the way your ass jiggled. He got me so wet and confused, I couldn't concentrate. I never met you afterwards, like we had planned, because Jim took me home-- only we didn't go straight home."

Jim laughed as his fingers cupped her pussy through her jeans.

"We stopped at a pet supply store and I paid my friend, the manager, to let us use the back room," he said. "I took her back there and stripped her naked and fucked her hard, the way little teenaged bitches need to be fucked. The door didn't even lock. Anybody could have found us back there. But she needed a good hard fucking, and I was just the man to give it to her."

By this point in the narrative, Jim had peeled Wendy free of everything but her bra and panties, and I felt a weird combinaion of horror, anger and excitement.

"Jim really knows how to fuck," she said. "You always asked permission, Billy. Jim never asks. He just takes what he wants." Then she laughed derisively, "But what am I saying? You know what it's like to get fucked by Jim."

With that, Jim yanked off her bra letting her tits swing free, erect nipples bobbing at me.

"I love teenage pussy," Jim said. With that he grabbed her panties and literally ripped them off her legs. Her sweet smoothly shaved pussy was glistening with wetness. I could smell it from the bed.

"Know what I like most about moments like this?" she asked me. "It is knowing that I'm about to get fucked by a big powerful man."

Jim quickly stripped naked. He looked like a bodybuilder, and at 5'1", Wendy looked tiny alongside him.

"I don't want to confuse the two of you," he said to me. "So you are Wendy, and I'll call her Elle-- after her tee shirt."

"Suck my cock, Elle," he said. She quickly dropped to her knees like she wanted to worship his massive cock with its big heavy balls.

Indeed Jim looked like a God as Wendy-- Elle-- sucked him. She was crouched down facing away from me, and I could see the tattooed star on her lower back.Her sweet ass was quivering as she slurped on Jim's huge dick.

My cock, meanwhile, was aching. I was desperate to cum. I squirmed around on the bed to see if I could rub it against something, but to no avail.

Jim picked up Elle as though she was a feather and dangled her over his uputurned, unprotected erection. She was panting and wriggling over him, her bald pussy actually dripping her juices on to the head of his cock. 

"Please, Jim," she gasped, "Please, please fuck my little pussy."

Holding her by her little round ass, Jim slowly lowered Elle onto his shaft. I heard her yelp like an animal as he entered her, the folds of her vagina reluctantly yelding to this intrusion. I watched his cock disappear into her as her wetness made a puddle on the floor below them. She wrapped her arms around his neck and her legs around his back. Holding her still, he arched his back and pumped himself in and out of her from a standing position, his biceps bulging. The speed picked up faster and faster until he was slamming against her with ruthless regularity. 

Her hard nipples grazed the hair on his chest and she gasped and writhed in ecstasy as he fucked her hard in that wicked freestanding way of his.

"Oh Daddy," she whispered, biting his ear a little. "Ohhhhhh.... Fuck me Daddy."

Jim's endurance was just amazing. He kept pumping his cock like a piston in and out of the young girl's pussy.

"Did he ever fuck you like this, little girl?" he asked, gesturing toward me with his head.

"Never!" she moaned. "You fuck me so much better than he ever did, Jim. You make me cum so much harder. You're the best!"

She gasped as Jim suddenly lifted her off his cock, wiggled a finger up her ass and dropped her down on the bed.

"Face him, Elle, and tell him yourself."

Elle, sweaty and musky from all that fucking, now faced me on her knees as Jim entered her pussy from behind. With one hand he grabbed her dark hair. With the other, he slapped her ass. I saw him stab her pussy from behind with that enormous dick of his. They both had betrayed my trust, but watching them fuck, who could blame them?

"God!" Elle screamed to me as she stared into my eyes. "Why couldn't you be more of a man? You never did me like this, you little asshole! I wasted way too much time with you."

Jim made Elle change positions two more times, each nastier than the last.

Finally, both of them exploded in orgasms. Elle cae first, screaming so loud I thought the neighbors would call security.

It was 2 a.m. I was still hard, horny, ashamed and desperate for an orgasm. But Jim was spent. And Elle was covered in a glaze of sweat. Jim's sperm was oozing from between her thighs, and her expression showed she was clearly satisfied.

"I have one more gift for you, Elle," Jim said, handing her a box from the nightstand.

She opened it to reveal a strap-on black cock.

"Oh God," she said. "What do you want me to do with this?"

"Well," said Jim. "I've fucked both of you. But you've never fucked this little bitch boy have you?"

With that, Jim pulled down my panties to expose my throbbing cock. 

"Get behind her, Elle," he said. "And finish Wendy off."

I was propped in front of her, my ass still shiny from all the lubricant. I know I was blushing as I awaited my ex-girlfriend's assault on my bottom.

That strap-on cock was 11 inches long and two inches in diameter. It felt excruciating going in. Elle grabbed my ass cheeks and began rocking against me.

"This is cool," she said. "I've always wanted to fuck a gay boy."

As usual, Jim was an excellent teacher. He showed Elle how to move against me so her cock would stimulate my prostate.

As she got more and more involved she leaned against me. I felt her nipples grazing my back as she fucked me.

"Cum little girl," she sneered into my ear as she slapped my ass. "Cum for me!"

With that, I groaned, and my untouched cock spewed semen all over the bedspread. She kept rocking for a few more minutes, just to make sure I was spent, then she pulled out of me with a great plop.

She jumped off the bed, obviously anxious to get away. I remained handcuffed as she got dressed and kissed Jim goodbye.

"See you tomorrow," he said to her. She smiled and left the suite.

As he dressed, Jim then told me that he wanted Elle all to himself.

Then he leaned over and grabbed me by the throat.

"You and I are finished," he said. "Don't contact me. And don't complain about me to the police, or those pictures will be all over the internet."

He uncuffed me and left. I remained naked on the bed. At least my erection was finally gone, and I didn't need to cum. As I got dressed to leave I thought back on the events of that night.

There was no doubt about it, I decided, I had been totally and utterly fucked.