The tantalized, sodomized and feminized sissy

My name is Kim Lee. I am half Korean and half Chinese. My first name got me teased quite a bit when I was in school. Nor did it help that I am a bit small and slender. Consequently I grew up rather shy and reserved. I never really had many girlfriends, as most women that I ever met seemed to prefer bigger, more macho guys. So I was not prepared at all when I met Erin Powell. The woman literally changed my entire life.

I met Erin at the bank. I got hired as a teller and Erin was my supervisor. Over the next six months that I worked there I remained a teller, while I watched the aggressive Erin rise all the way up to the position of bank manager, and then eventually regional manager over the entire state.

Erin was smart, a graduate of Wharton Business School, and absolutely gorgeous. She had the face of a model, classic features like Elizabeth Hurley, only her hair was lighter, dirty blonde.. When she pulled it back into a ponytail, put on her glasses and wore one of her business suits, she looked like a corporate executive from Sweden. She worked out at the gym three times a week, and had a strong, lean body with voluptuous curves. When she walked through the bank, the way her hips swayed back and forth, every man within 30 feet of her was completely mesmerized, hypnotized, myself included.

When we first met Erin was 38, while I was only a few years out of college, 25. I never would have thought a woman of class and sophistication like Erin was even the slightest bit interested in someone small and scrawny like me. That was until the bank Christmas party. Surprisingly she didn't have a date. There had been this big hunky football player guy that had come in a couple of times to pick her up after work named Hank. I thought they were dating, so I was completely and utterly blown away when Erin came up to me at the company party and asked me to dance.

"Kim, you've been sitting here all alone all night. Come dance with me."

I was shocked, but of course I readily complied. We danced a few fast numbers, and then they played a slow song. With a sly smile, without even asking if I wanted to dance close, she put her arm around my waist and drew me to her. I'm 5'8" and rather on the slender side, while Erin is a good 5'10". In her 3" heels, she towered over me, so much so that my head only reached her shoulder. With her arms around my waist, I didn't know where to put my arms except around her neck. All of which felt awkward. I got this odd feeling that our roles were somehow reversed, and that Erin was in the masculine position, and I the feminine.

As we danced, Erin swirled her body against me. Her thighs were level with the crotch of my pants. Her muscular legs seemed to keep rubbing back and forth against my zipper. I tried to control myself, but I was completely and utterly intoxicated by Erin's presence, her perfume, her pretty face so close to mine, her hair, her eyes, her lips, and her incredibly toned, round body undulating against me... I couldn't help becoming aroused.

Blushing bright red, I mumbled, "I need to stop dancing."

"Don't you dare," Erin said. I heard her chuckle above me. When the slow song ended and a fast song began, Erin didn't let go of me. She held tight to my waist and danced against me, gyrating her pelvis rapidly back and forth against my poor excited manhood. The more she danced, the more excited I became... so excited I feared that I would lose all control. I moaned and tried to pull away, but her strong arms held me tight. "Please! I need to stop!"

Erin read me like a book, redoubled her efforts, and in mere seconds I exploded, right in my pants. Erin didn't miss a trick, and just smiled knowingly.

Totally mortified, embarrassed to the core, terrified that Erin was going slap me, as I tried to catch my breath and recover, my mind racing... Erin pulled my head to her shoulder, and bid me relax against her. "It's all right," she cooed. She leaned her chin against my hair and played with it. "You are so easy," she said. I looked up at her exquisite profile and followed her eyes to the wall of the dance hall lined with mirrors. She was looking at our reflection. She towered over me in her pants suit and heels. "You have very pretty hair," she whispered. "I like the way you leave it long. We almost look like two women, don't we? Two lesbians," she chuckled.

When the song was over, Erin lifted my chin and kissed me. It was more than just a peck on the lips. Her lips held onto mine like suction cups. Her passion took my very breath away. When she finally broke free, I was gasping for air. She grinned down at me, in complete control, and she knew it.

"I'm taking you home with me," she said, taking my hand. The way she said it, it wasn't a question, she wasn't asking me if I wanted to go home with her. It was a pure fact. I was going home with Erin. My heart fluttered with nervous excitement. This woman was light years out of my league. I'd only had one girlfriend in my life, Kathy, my high school sweetheart. Only Kathy was kind of the shy, mousey type. So we'd never really ever done much, I was always too nervous, and she was just as nervous, so here I was 25 and could count the number of times I'd slept with a woman on a couple of fingers.

Erin led me to the table where she'd been sitting with the corporate exec's Tom Bradley, Marty Winston, and Kay Brown. "I'm leaving," she announced picking up her purse and sweater.

"Are you driving Kim home?" Kay asked, raising her eyebrows. "You practically raped the poor boy on the dance floor." Kay's eyes said it all. Sleeping with the tellers, eh?

I blushed hotly. What if Hank found out? He'd stuff me in a cash box.

Erin didn't say a word, she just smiled, said her "good nights" and led me from the building to her Mercedes.

"What about my car?" I said. "Maybe I should... "

"Just leave it," Erin snapped. "We'll come back for it in the morning." I was staying the night??

I gulped as I tried to keep up with her as she strode across the parking lot. She opened my door for me. "Thanks," I mumbled.

As she pulled out of the lot and drove across town, she glanced at me in the passenger's seat. "You really enjoy dancing, don't you?" she asked.

I turned fifteen shades of red. "I'm very sorry! It's just that I find you very beautiful... and the way you were dancing against me... I've never felt anything like that before!"

"If you stick with me, you'll do a lot of things you've never done before."

"I-I don't understand. Why are you interested in a boy like me? You could have any man you wanted. I am nothing."

Erin shrugged. "Macho men are such pigs. I hate them. I hate them all. I much prefer, a cute young thing like yourself... that I can dominate."

I gulped. "You... you would go out with me?"

Erin laughed. "Maybe. You'd have to agree to certain terms."

"What kind of terms?"

Without looking at me, continuing to drive, she replied, "You'd have to agree to be my submissive."

"Submissive?"

"Yes. Have you ever heard of Dominant and submissive relationships?"

"Not really." I'd heard of them through the internet, but didn't want to admit it.

"Well, I can tell you've got a submissive personality. And I've been dominant since the day I was born. I much prefer dominating a man like you, than having some Neanderthal try to dominate me."

"What exactly would I have to do?"

"Anything and everything that I ask." Erin glanced at me for a second to gauge my reaction. "The deal is this. If I ask you to do something, and you refuse, our relationship is over. Finished. It's that simple. So. Do you agree? Do you want to be my submissive?"

"I'll try."

"You'd better do more than try, or you're not going to last very long."

"All right. I'll do whatever you want. How's that?"

"Hmm... Let's try a little test. Take your pants off."

"What!? Ms. Powell!"

"Come on. You heard me. Either you do exactly what I ask, or I turn around and take you back to your car. So... take your pants off. And I mean your panties too."

Nervously, hands shaking slightly, I undid my belt and unzipped my pants. "I don't wear panties. I wear men's underwear." Outside we sped down the well lit Main Street. Slowly I pushed them down to my shoes.

"And the underwear."

My heart racing as fast as the Mercedes' engine, I slid my briefs down to my ankles.

"Push your shirt out of the way so I can see it."

I lifted my shirt and we both peered down at my crotch. In the darkness there wasn't much to see.

Erin stopped at a traffic light, and squinted. "I don't see anything," she chuckled. She reached over and pulled my knees apart. "Good Lord. I've never seen one that small before. It looks like a gumdrop."

She cupped my manhood in her palm like it was a baby mouse. Immediately my body reacted to her touch. From a sparse tuft of black pubic hair my manhood sprouted to its full length.

"What are you, about three inches?"

I was too embarrassed to reply. "Can I pull my pants up now?"

"No, leave them down." She examined my tiny shaft with her fingers, bending it too and fro.

I gasped, and shuddered. "Please be careful!" Oh no, too late. Semen coughed up and spewed forth.

"Oh my God! Not on the leather seats!" Erin handed me a kleenex and told me to clean myself up. "Never in my life have I see a man cum that quickly." She laughed out loud. "You've got the tiniest penis I've ever seen, plus you're a premature ejaculator. Ha! At least you're not impotent."

"I'm sorry! I really am!" I said almost in tears as I cleaned myself up. "Does this mean it's over? That you don't want me to be your submissive?"

Erin started up the car from the light. "No. Not at all. In fact, I think you're going to be perfect. Take off the rest of your clothes. Go ahead. I want you completely naked."

So scared, I thought I was going to have a heart attack, I did as she ordered, and sat there beside her in the passenger seat feeling utterly exposed and vulnerable. Ten minutes later we arrived at her home. Thankfully she had an automatic garage door opener. For a minute I thought she was going to make me run from the car to the front door naked. Whenever I tried to put my clothes back on, Erin smacked my hands and told me to stop. It seemed she preferred me nude.

Once inside the garage, she came around and opened my door for me. I felt awkward and nervous as a doe, as I climbed out, barefooted, entirely unclothed. Meekly I follow as she led the way inside.

Her house was gorgeous. I lived in a small two room apartment. Erin owned a huge, 2-story, four bedroom house, with a 2-car garage. There was a deck off the kitchen and a built-in swimming pool in the back yard.

Erin led the way up the plush carpeted steps, past a statue of the Greek goddess Artemis, and took me right to her bedroom, where she bid me help her undress. I got down on my knees and pulled off her shoes... unbuttoned her blouse... and helped her off with her pants. Beneath she wore a very sexy matching black lace bra and panties. She stripped these off as well, without the slightest inhibition at all. My little thing stood straight up at the sight of her perfectly shaped nude body.

Erin didn't miss a trick, and shook her head. "No more for you," she said slipping into a cute black see through chemise. With her luscious body still visible through the sheer material I almost had an orgasm just looking at her. "You've had enough excitement for one night." She opened a bureau drawer and removed something. "Come," she said sitting on the edge of her bed, "And stand in front of me." In her hand she held a tiny little metal hood connected to several steel rings. "Do you know what this is?"

"No," I said nervously.

"It's a chastity device. It's the smallest one I have. Hopefully it fits."

"I don't understand... "

"It'll keep you from getting hard, and keep you from cumming prematurely."

"I don't know... " I said backing away.

"It's perfectly all right. I have the key. I'll let you out of it later. I just want to see if this fits. Hm... you're little thing is not going down. Hold on. I'll be right back."

Erin disappeared for a minute and returned with a waddled up white wash cloth. She held it to my groin. I nearly jumped a foot in the air. The wash cloth was filled with ice cubes. She held them to my stiff little member until it softened and shriveled.

"Look at it now," she giggled. "It's small as a little thimble. I just hope this fits." She fit the silver hood of the shaft of my penis as well as the straps and locked them in place. "It's too big. You don't fit all the rings, but that should keep you under control for now, until I can find you the right size. Hopefully they make them this small. Now come here. It's my turn."

She reclined back on the bed, and positioned me with my head between her thighs. With her hands on my head, she guided my face to her shaven pussy, and bid me to: "Lick!" For the next 45 minutes I licked and wiggled my tongue, obeying Erin's every direction. "Not there. Over to the right. Down some. Yes! Yes! Right there!" Her sex became soaking wet, squirting tasty juices like a succulent, ripe plum.

As she became more excited she began to moan loudly, buck her hips, and grind her pelvic bone into my face. The more excited she became, really turned me on, but the chastity device around my member prohibited me from becoming aroused. Instead, as I got excited, I groaned in agony and frustration as my penis tried to expand painfully against the silver tube. But at least Erin was enjoying herself. After a noisy orgasm she collapsed backward among the pillows, gasping for air.

"Come here," she said, pulling me into her arms. We snuggled together beneath the sheets. Within minutes she was fast asleep, with my head on her strong shoulder.

I lay there looking around her spacious bedroom, listening to the rise and fall of her breathing. Could this be happening to me? Could I really be here in Erin's bed? It was like sleeping with a movie star. She was more incredible than I ever could have imagined. She was the woman of my dreams. I was so happy to be in her arms, but at the same time horrified by what she had locked about my manhood. In utter confusion, cried myself to sleep.

The next morning Erin had me revisit her moist "little flower" as she called it, and I brought her to another orgasm. "It's a wonderful way to start the day!" she said.

When I asked her about removing the chastity device, she said, "No little one. You're going to have to wear it for a few days."

"A few days! You said you would take it off."

"Oh I will my darling, I will. But I want you to learn a little more self control first. You don't expect a woman like me to have a lover who can't even control himself, do you? You would wear that for me for a few days, if it meant keeping me happy, wouldn't you? You'll do it for me, won't you?"

"Y-Yes Erin... of course. I'll do anything you want."

"Good. If all goes well, I'll take it off next weekend, and we'll see how you respond then."

I was shocked by her request, and not just a little bit upset, especially when I got home and realized it prevented me from masturbating. During the course of the week at work, Erin said very little to me, except when no one else was looking, and she would give me a big smile. Once while I was counting money in the back, she came up behind me, and hugged me. Her body felt lush and full against my back, especially her breasts. I moaned in agony, and she chuckled. "What's the matter my darling? Your little peanut hurting?" She patted my crotch, feeling the chastity device beneath my pants, making sure it was still there. "Don't worry. Just three more days, and we'll take it off for a while... "

When the weekend came, after a night of dancing at the clubs together, and we were in Erin's bedroom, she ordered me to strip, and examined my caged member. My penis was encased in a silver hood over the top and then belted around my little shaft with two small leather straps. Additional leather straps encircled the base and my testicles. From the bottom strap hung a tiny padlock.

Erin massaged my manhood, making me moan. Instantly it began to swell and strain against the tight confines of the restraining device. The more noise I made, the bigger Erin's smile, as she continued to stroke, tickle, and tease me. She seemed to derive immense amusement out of my discomfort.

"All right. I'm going to unlock you, but I'm telling you right now... if you have an orgasm too fast... in less than five minutes... I'm putting it right back on, and you're going to have to keep it on for two weeks this time."

"Two weeks! Erin no, please no. I don't think I can take it!"

"Why? Did you miss masturbating that much? How often do you do it? Tell me!?"

Cringing, I reddened, and admitted, "I do it every day."

"All by yourself?"

"Well, yes, of course."

"That's horrible. You should never have sex alone. It was meant to be shared with someone else. And since you're nothing but a premature ejaculating, little masturbator... you need to be restrained like this." She glanced at me out of the corner of her eye to see if I bought this.

"I-I... don't know Erin... "

"Are you disagreeing with me?" she asked in a mock firm voice. "If you don't want to be my submissive any more, I can remove your chastity belt, and you can go home. You can go back to masturbating as much as you want, all by yourself. It's like I said. If you don't agree to all of my rules, you can leave... and you'll never see me again."

"No! No! It's okay. I'll do whatever you want. Anything," I said glumly.

"All right then," she said unlocking the little padlock. "I'm going to time you," she said fondling my penis. It sprang to life immediately. "You've got to last five minutes, or your little peanut goes back into bondage."

Disappointingly I didn't even last 60 seconds. I was so excited, just a few quick strokes of her soft hand and I gasped and groaned as my whole body erupted.

"Goodness, either I'm just too sexy, or your little peanut definitely has a problem with premature ejaculation," she said shaking her head. She cleaned me up with a wash cloth, and put a new, smaller chastity belt around my poor little manhood. "You're so small, I had to have this one custom made," she said locking the clear plastic tubing around the small shaft. She wrapped two leather straps from the hood around the shaft, and two more straps around the base and my testicles. I heard a tiny padlock snapped shut. "Wonderful! It fits perfect. How does it feel?"

How would it feel to have your penis belted tightly? "It's okay, I guess."

She looked up at me. "We'll try it again in 2 weeks, and see if you've learned any self control."

Nightly, before I licked her "little flower," Erin fondled my little peanut. She said she was just checking to see if the chastity belt was still on properly, but I know she loved teasing me, making me squirm. As the nights went by, each time she played with me, it became more and more intense torture. My testicles felt compressed by a vice and bursting with cum.

Erin let me loose in two weeks... with the same premature results. That increased my chastity to three weeks... then a month... then before I knew it, Erin was locking me away and letting me know it would be six months before she would let me out again.

"Please Erin," I said tears in my eyes. "I can't do this anymore. You are driving me crazy. I want you so badly!"

Erin laughed like I'd made an outrageous joke. "What? You want to make love to me? With your little peanut? And how do you propose to do that? For one thing, this time you didn't even last 10 seconds. As soon as I touched you with my hand you came. You're getting worse, not better. And for another thing, you're much too small my darling to give any woman pleasure. No dear. You're much better with your tongue. Your peanut is useless."

"But why do you have to keep me locked up like this?! It's very frustrating!"

"Yes, I'm sure it is. But it gives me great pleasure to see you like this. You said you'd do anything to make me happy. You did mean it, didn't you?"

"Yes," I pouted.

For some strange reason, Erin seemed to derive great pleasure from teasing my restrained organ. She said she loved it, because she knew how badly she wanted me... and it was important to her to be wanted... and I wanted her desperately.

At night after dinner, when we were lounging around in the den watching a movie or the news, she insisted I was nude (except for a short robe on chilly evenings). This way she had constant access to my little peanut, which she teased unmercifully.

She herself loved to relax in a plethora of lingerie. Some of it was conservative, simple satin pants and shirts. A lot of her lingerie was from Fredericks of Hollywood and Victoria's Secrets... sheer black and red teddies, with garter belts, stockings, and high heels... the kind of things that left her breasts half exposed and her exquisite bottom covered only by the tiniest of thongs. All of which was meant to drive me absolutely insane with lust and desire. All of which worked quite well.

After a month into my six months penance, Erin told me to get rid of my apartment and I moved in with her. After the second month she was promoted to the regional manager position, which came with a nice raise. So she told me we didn't need my income and convinced me to quit the bank and to stay at home full-time and become her "house subby." I took care of all the chores around the house, the cleaning, the cooking, the laundry and the gardening, while Erin made a very nice salary at the bank.

Although I loved being with Erin I feared that now I was completely and utterly dependent on her. I no longer had a salary, so if I needed to buy anything, even things like groceries or gas for my car, I had to ask Erin for funds. Erin was quite generous that way, but it was humiliating to have to ask her to pay for even the smallest of things. When I complained that I didn't have the ability to buy her dinner or presents, she just laughed and told me I was letting my "antiquated male feelings" get in the way, and that I should just ask her for whatever I needed.

On weekends Erin loved to go out dancing, and she loved teasing me just as she had done at the Christmas party. On occasion we took weekend trips to the beach. Erin looked absolutely incredible in her yellow bikini. Men everywhere stopped to gawk as she walked past, which made me feel incredibly proud of her, but at the same time it frustrated me to no end to be so close to someone so desirable and not have any release for weeks and weeks. Especially when she would lay on her beach towel and order me to rub suntan lotion into her entire body. As I massaged her gorgeous body, at times I thought I would go mad. My groin ached, and my head seemed to spin. Before I'd met Erin I masturbated every day, sometimes twice. To go eight weeks without touching myself, and to be constantly in the company of someone as intoxicating as Erin, frustrated me to tears.

Week after week, Erin kept my poor, restrained manhood teased and tortured. The key for my chastity device hung from a necklace that she never removed. No matter how much I begged and pleaded she refused to let me free, she just waved the key on the end of the chain, and said, "No way Jose."

Our sex life consisted of me going down on her, not once, but usually several times a day. She liked to start the day with an orgasm... sometimes she stopped home for lunch for a quickie, and I always visited her little "flower" before she fell asleep. She said it helped her to sleep better, plus it relieved all the tension from the high stress of her position at the bank. Each time I gave her release, she thanked me by teasing my poor little peanut. She teased me so much, that after a while it stopped trying to get erect... the pain of the restraint each time she played with me was conditioning my poor tortured little organ to stay soft.

No matter how much I begged or cried for her to let me free, Erin shook her head and said that she was not going to let me loose before six months were up. And that I had no one to blame but myself. She derived great amusement and pleasure out of the terrified look on my face.

One day, halfway through my six months of enforced chastity, Erin came home with two gift wrapped boxes. "I bought something for you. Open them," she said smiling.

I pulled off the wrapping paper and opened the first box to find an authentic black maid's costume inside, complete with garter belts, black lingerie, nylons, white apron, and a pair of 4" stiletto black patent leather pumps.

When I looked up at her questioningly, she grinned. "You can wear it when you're cleaning."

In the other box, from Victoria's Secrets, was a slinky white satin chemise, that Erin said I should start wearing to bed. "Eventually I want to get you a whole new wardrobe. Come on, put on the dress I bought you."

If I thought I could no longer feel any more embarrassed, I felt it that night as with shaking fingers I put on the black lingerie, nylons, and Erin helped me with my garter belts and getting into my dress. Afterwards she insisted I needed a little bit of makeup. She sat me down in the bathroom and painted my face, giving me careful instructions on how she wanted me to do it in the future.

"I don't understand," I sniffled. "I'm a man. Why do you want me to dress like a woman?"

"Of come on now my little Kimmy," Erin said brushing mascara across my lashes. "You're really not very much of a man now, are you? If it wasn't for your talented tongue, I doubt you could please a woman. Plus, to be honest, I really don't care very much about penetration. Hank was always trying to get me into bed, and I just couldn't stand it. No. I much prefer a boyfriend like you. And you're a very pretty one indeed."

When she finished brushing blush across my cheeks and doing my lipstick she teased my hair out, sprayed it with hair spray, bid me look in the mirror.

I took a step back. I couldn't believe the image looking back at me in the mirror was really me! I looked like a cute young Asian girl wearing a very prim and proper maid's uniform.

"You look lovely," Erin said. "Lovely. I'm going to get you some regular dresses, skirts, and blouses. We're going to throw away all of your old boy clothes and get you a whole new wardrobe. I don't want you ever see you in pants again."

"Erin, you're not serious!"

"I'm completely serious. I like you this way."

That night I wore the cute little white chemise to bed. Being in women's clothes all day and now in bed, was doing something to me. I suppose I'm submissive by nature, but the soft material of the chemise and the feel of Erin's strong arms around me, snapped something inside of me. It was almost as if I could hear my whole past life disintegrating and passing behind me. I knew that from now on, my entire life was going to be different. Things hadn't exactly turned out the way I would have imagined they would, but so long as I was near Erin, I was happy.

Within the next few weeks Erin slowly bought me more and more women's clothes, until she finally announced she'd thrown all my old male things into the garbage. All of which took some getting used to. At home, in the house, it wasn't bad. During the day I practiced with my heels and makeup till I began feeling more comfortable. It was when she came home at night and Erin wanted to go out to eat at our local diner or go dancing at the club that I got nervous. The very first time I was terrified to step out of the house that way.

"Don't worry!" Erin insisted. "You look fine. You look better than most real women. Most would kill for your waistline or your legs. Stop fretting! No one is going to know that you were ever born male. Think of it this way... the only part of you that is male... is so small... and so well hidden... they'll never have a clue."

Erin was right. Wherever we went, to the movies, to the grocery store, to the mall, no one ever said a thing. They looked at my long hair, slender figure, and women's clothes and saw a female. All of which I found quite shocking. After the first few weeks, eventually I began to relax, and even slowly came to enjoy it. Erin would smile at me, with a twinkle in her eyes, as if it was our own private little secret, She got tremendous amusement out of it whenever someone called me "Miss" or a man went out of his way to open a door for me. Once when I was walking down the sidewalk to the post office, a group of construction workers in a ditch even whistled at me! When I told Erin about it later that night when she got home from work she was delighted.

"Do you like men whistling at you?"

"No of course not!"

"Have you ever thought about what it would be like to sleep with a man?"

"Erin no! Please don't even say such a thing! I'm not gay!"

Erin looked at me in my short skirt, high heels, and a red and white polka dotted blouse and just laughed.

Life with Erin was most definitely different, but life was good. Well, except for one thing. No matter how much I pleaded with Erin she would not remove my chastity restraint. Some nights I would literally cry in her arms, begging her for mercy.

"You've still got another two months my beauty," she said, "and you know how hard-headed I can be, don't you?"

Yes I did. Erin was not about to change her mind about this.

"But I'll tell you what," she said. "Now that you've become my pretty little girl, I think it's time you experience some more womanly pleasures."

"I don't understand," I said as I lay beside her in bed in a sleeveless, short white satin nightie.

She smiled at me, her eyes crinkling merrily. "I think we've been living together long enough. Tonight I'm going to make love to you my darling."

"What?"

"I'm going to take your virginity," she whispered, kissing me gently. "Just as a woman experiences some pain at first... it's going to hurt. But I promise you that I will be gentle, and once you get used to it... it will give you some relief."

I had no idea what she was talking about. Her, make love to me? My virginity?

I didn't fully understand until Erin climbed from our bed and disappeared into the bathroom. I lay there waiting, heart pounding, nervous as a bride on her wedding night.

Eventually Erin returned wearing a long black nightgown. She fiddled with a CD-player on her entertainment center. Ravel's Bolero played through the speakers. Erin hid a smile, and tried to look serious. She came back to bed, and let her satin peignoir fall from her shoulders.

My eyes widened. "Oh my God no!"

Around her waist she wore a leather harness and a very life-like strapon dildo. It had to be a good 7" long, more than twice the size of my own little peanut, and artfully designed with veins and testicles so that it bobbed and moved between her legs like the real thing.

"There, there, my blushing little bride. Don't look so frightened. I know it's going to hurt the first time, but I promise you that in a few weeks you will be begging me to make love to you. Now, take down your panties... spread your legs... and lift your knees to your chest."

Trembling in fear, I did as told, feeling frightfully exposed.

Erin climbed up onto the bed between my outstretched thighs.

"My darling Kimmy," she said softly as she positioned herself, looking down at me, "you look so beautiful like this... so timid... so vulnerable. Don't be frightened. It will all be over soon enough my love."

Erin knelt between my legs, placing the well-lubricated head of her lifelike dildo at my tiny opening. With her hands gripping my ankles, pushing them back toward the headboard, she raised my bottom to meet her phallus. I whimpered as the head pressed against my anus. Then without warning, she rammed her hips forward, taking me in one quick and painful thrust. I cried out shrilly in pain and surprise. Just one thrust, and she completely took my breath away. I lay there gasping for air in short quick gasps.

I thought she was going to be gentle!? "It hurts!" I wailed. My insides were ripped apart and bleeding. Her penis felt like a man's fist shoved inside of my most tender of openings.

Erin's eyes flamed with lust as she watched me squirm and bleat like a slaughtered lamb upon the altar before her. She placed my ankles over her shoulders and leaned forward and kissed me passionately. "There, there, little one... I'll give you a minute to recover. Don't worry. It hurts at first, but I promise you that you're going to enjoy this almost as much as I do."

"I thought you said you were going to be gentle," I cried, tears in my eyes.

"I want you to feel some pain my love... that's why I did not use too much lubricant. I want you to know how a real woman feels when her husband tears away her most sacred virginity. I want you to remember this, your first time... and I want you to remember me. Your first." She kissed my lips tenderly. "It's okay. I promise you, from now on, I will go slow."

She rested against me for a minute, allowing me to catch my breath. A tear slid down my face. She kissed it away, covering my face with soft, fluttering kisses. Then carefully, skillfully, she began to raise and lower her hips, easing her plastic extension in and out of me in long, deep thrusts. At first it was excruciatingly painful, and I cried piteously.

As she made love to me, Erin rose and lowered my ankles, tilting my hips, and listening to cries. Finally, she found my sensitive prostate gland with the blunt knob of her phallus. When she did, I let out a surprised moan of pure pleasure.

Between half closed lids, I saw her... grinning down at me. "I think I found the spot," she whispered.

Her hips undulated like a dancer. As Ravel's Bolero quickened, she began to thrust faster and faster. Her strapon slid back and forth across my sensitive little cherry till I was groaning loudly and uncontrollably.

"That's it my pet... didn't I tell you this would give you some relief?"

I thrashed about beneath her like a fish on a hook, torn between pain and pleasure. My poor little peanut tried to lift his head, and was strangled by the straps of my chastity belt... such exquisite bondage.

But I wasn't focusing on the peanut. My entire epicenter focused on my here-to-for untouched, virgin cherry that Erin was ravaging quite totally with her 7" strapon.

Never had I ever experienced pleasure like this before. It was mortifying to be used such a way by a woman, especially such a beautiful woman as Erin, whom I loved and adored totally and without reservation. In the back of my mind framed images of me ever playing the role of the man with Erin were being shattered like picture frames smashed by a sledgehammer.

She filled me not only with her penis, but with feelings of excitement I never knew existed... feelings that we both knew were about to shape our relationship for years to come. All of which was exciting Erin terribly.

She impaled me deeply, moving her hips with the music, grinding the soaking wet folds of her clitoris back and forth against the base of her phallus. "Oh God, I'm close," she gasped. She thrust hard against the base, eliciting from me a high pitched cry of both joy and frustration, just enough to trigger her orgasm. Her body shook and jerked like a puppet on its strings, as she let out a loud, satisfied roar of release.

After she finished shaking and twitching, as the last electric impulses faded away... her gorgeous, voluptuous body fell like a mighty oak, landing on the pillow beside me. As she did so, the strapon was ripped from my body, leaving me empty and groaning in throbbing frustration.

For a few minutes she lay there, catching her breath. Her breasts and belly shone in the candle light with a sheen of clean sweat.

She'd kept me on the edge of orgasm, but without the final release, all of which conspired to make me more horny and frustrated than ever. I turned away from her, and buried my face in my pillow, sobbing.

"There, there, my little Kimmy," she said. She snuggled up behind me, still wearing her greasy stapon, which pressed against my bottom, a dull reminder of where it has just been. "Why are you crying?"

I turned to face her, wiping away my tears. She pulled me into her arms and kissed my sweat soaked hair. My face nuzzled her neck. "I haven't cum in five months. Please Erin, please, I'm begging you to take it off me. Just this once. You are going to make me crazy!"

Erin chuckled, "But my darling, you did cum. See?" Her fingers massaged my flaccid, restrained, numb penis, and played in a puddle of goo on my tummy. "You came a lot. Five months worth."

"But... but... but!"

"You've just been milked my darling."

I didn't know it then, but in the days and weeks ahead, as Erin continued to make love to me, I realized that the pressure of the strapon pressing against my prostate forced the semen out of me. But because my little peanut was restrained, I was not able to experience a normal male response. It was an orgasm, without ejaculation.

"You still have another 30 days, before I set you free," Erin said. "But I promise you this... I'll make love to you with the strapon whenever you want. All you have to do is ask."

I blushed hotly. "But Erin, shouldn't I be the one making love to you?"

"Put those old-fashioned notions out of your head, my little Kimmy. Face reality. You are not physically equipped to please a woman that way my pet. Which is quite fine with me. I much prefer your tongue, and to take you like this. So if you want to stay with me, you mind as well just give in and get used to this. You'll never make love to me like a man. It's never going to happen. If anyone is going to penetrate anyone in this relationship... it'll be me, making love to you."

Tears welled up in my eyes and glided down my cheeks. "All right," I said. "It's okay. You know that I would do anything for you. Anything. Because I love you... I really do love you!"

Erin smiled and hugged me even tighter. "I know you do my pretty little sissy."

No matter how embarrassed I was to be taken that way, Erin's milking my prostate was the closest thing I could get to any kind of sexual release. In the beginning it left me moaning and sobbing in frustration. Still, our love-making bonded us closer together still.

After she took my virginity, I was sore for several days. At first I worried that she'd take me again the next night, but she didn't. She said, "I told you... if you want me to make love to you... you're going to have to ask."

At first I was too timid, too shy. At first I thought if she made love to me the very next night, I was so sore... she'd damage my insides.

After a two days of lapping at Erin's little flower every morning and every night, I began to crave her. It became like a hunger. I wanted her to take me, to penetrate me... I wanted her inside of me... almost desperately so, but I was afraid. Not matter that I dressed as a woman all day long, there was still a male ego deep inside of me, and it tore me apart to have to ask Erin, my beautiful Erin... to fuck me.

Finally after three days, I could take it no more. One night as we climbed into bed, I snuggled up against her. Shyly, I asked, "Erin... will you... will you please... make love to me again? Tonight. Please."

With her elbow in her pillow, Erin lifted her head up into her palm and stared down at me. Her eyes danced playfully. "Beg for it."

"What?!"

"Come on. I want to her hear you beg for my cock."

"Erin!"

"Do you want it?"

"Yes!"

"Do you want me to fuck you?"

"I want you to make love to me."

"No. I want you to beg me to fuck you."

My faced heated. My heart was beating so hard, I couldn't speak.

Erin rose up, and climbed from the bed. She went to her nightstand and opened it, and pulled out her strapon harness. Where usually she wore some lingerie, at least a thong, tonight she was nude. She stepped into the black leather harness and pulled it up snugly, and belted it tightly around her crotch. In the center was a steel ring. Empty right now.

From the open drawer she set the 7" lifelike dildo she'd used to take my virginity. Erin grinned. "You remember your old friend Peter, don't you? Well, Peter has a couple of older... bigger... brothers. Let's see... " She pulled a second phallus from the drawer, this one 8" long, and black as Denzil Washington. "How about Jesse? Would you want to try Jesse tonight? Or how about his brother... Jeff?" Jeff was 9" long, and modeled after porn star named Jeff Stryker. Compared to the others, Jeff was narrow as Jesse around the base, but then flared out thickly beneath the head. "Well? Which one do you want to try? Which one do you want me to fuck you with?"

"Just Peter," I whispered.

"You don't want to try one his big brothers? Jesse or Jeff?"

I was so nervous, I couldn't speak. I shook my head negatively.

"All right," she smiled, and slipped Peter through the metal ring on the leather harness. "But one of these nights... maybe some Saturday night... " she said climbing into bed, "... after I've had a few drinks... and I'm feeling a little randy... Jesse is going to come out and play."

This time, Erin rolled me over on my belly, and climbing on my back, took me from behind. After she was finished grinding against me, and collapsed with a satisfied sigh upon my sweaty back... she reached under me to feel the sheets. They were soaked. Once again I'd been milked dry.

After that night Erin no longer required me to beg for it. She took me whenever she damned well pleased, which because of her high sex drive, was a lot, probably more than most men would have. She delighted in "christening" every room, and every piece of furniture in the house by bending me over and taking me then and there, when and wherever she pleased. In the pool, the den, the kitchen, the garage, the backyard at night under the stars, even the Mercedes. One night she took me to a drive-in movie and we made love in the back seat like two teenagers... only the boy was the one getting fucked. That was the night she chose to introduce me to Jeff... who was so huge, that Erin had to gag me with my own panties, I was screaming so loudly.

Finally the six months came to a close. I was so excited, I feared that once she removed my chastity belt just her slightest touch would make me cum, and she'd lock me away for a year.

When Erin removed the chastity belt from my poor little peanut, it had been so long since I'd had an erection, I wondered if maybe it had been conditioned to stay soft forever. At the same time I was afraid if she touched it, I would cum immediately.

"If you can last five minutes, I'll let you keep it off for a few days... otherwise it is going right back on... and this time it stays on for an entire year."

"Oh my God, NO!"

"Yes, my little Kimmy. So... what do you want to do... do you want to try to make love to me? It may be the last chance you ever get," she said slyly. "Even if it only last for a few seconds... at least you'll have the knowledge that you did make love to me... once."

The thought of just putting my penis inside of the beautiful Erin, something I'd never done during the course of our entire eight month relationship, was almost enough to make me cum right then and there. I knew I'd never be able to last 5 minutes, let alone 10 seconds inside of her. I bit my nails and pondered...

While I thought, Erin got up and put on her black strapon, the 8" one she called Jesse. It was so lifelike it looked like it was a part of her body.

"If you're not going to make love to me. I'm going to make love to you. Maybe you'll be able to last longer this way. Just don't touch it."

"I-I don't know... "

Erin had me get out of bed and stand in front of the full length mirror on the back of her closet door. I was naked but for a white garter belt, white stockings, and a white lace bra. Erin stood behind me, lubing up her dildo.

"Bend forward slightly," she whispered. With one hand on the small of my back, she pressed Jesse's head against my well used hole. With me bending over she could see over me into the mirror and see how my unrestrained manhood was behaving. So far it still remained flaccid, and dangling between my legs like a rotting piece of fruit on a tree.

Gently Erin eased her thick 8" black phallus inside me. Slowly, as she began to undulate back and forth, the sensations gliding across my prostate had me instantly aroused. Surprisingly my little penis began to fluff, and slowly rise to his full 3" in height.

Slowly, gently, Erin began a fucking cadence. As she did so, my free erection began to swing back and forth, waving between my legs like it was waving me goodbye.

"That's a minute," she said, slowly beginning to increase the pace. My penis began to slap back and forth between my thighs. The slightest touch against it had me on tip-toes, gasping in fear and pleasure. Just the slightest touch could make my aroused little peanut erupt and sentence me to a full year's worth of chastity and teasing.

"That's two minutes!" She pulled the dildo completely from my body and rammed it home. She did that several times. All the way out. All the way in. Her pelvis slapped against my upturned bottom like a hand giving me a spanking.

"That's three minutes!" The sensations inside of me were exquisite... my little penis jutted stiffly straight up... I was doing my best to hold back... control myself... just two more minutes to go!

"That's four minutes!"

Erin began to quicken the pace until she was thrusting in and out of me hard. I began to moan loudly... As Jesse probed my prostate I could feel the semen bubbling up inside of me. I wouldn't last much longer!

Like a madwoman Erin fucked me, giving me long, hard, deep strokes. Only thirty seconds left! The harder she thrust my excited organ waved frantically back and forth in the wind... the very air itself... the friction of my engorged, tortured organ waving back and forth in the air, plus Jesse pounding my prostate... caused me to explode. What felt like gallons of semen... buckets... spewed and shot forth from my tiny little organ... so much... and so far... and for so long, that even Erin's eyes widened. Semen flew across the floor... across the carpet... it even splattered across the full length mirror.

Erin withdrew Jesse with a loud, unlady-like pop from my anus, and slapped me on the ass. "You almost did it! Four minutes and fifty-five seconds. Just five more seconds and you want have made it!"

"Aww Erin, that's no fair! You can't do this to me!"

"Yes I can my pet. One year. Twelve months of chastity. Twelve months of exquisite torture for you, and twelve months of fun for me. Oh come now. Wasn't it worth it after all these months? Didn't you enjoy it? You lasted longer this time than ever before. Four minutes and fifty-five seconds. That's a record for you."

"Tears formed in my eyes. "Please no. I'll do anything. Anything."

"Anything? You'd do anything?"

"Yes, you know I love you so. You know I'd do anything for you."

Erin got up from the bed and brought over a new chastity device that she'd just purchased over the internet. She opened the package and fit it about my now shriveled little member. After she closed the final lock around my tiny shaft, she grinned and showed me the package. On it, it read: "Permanent Chastity Belt. No key. No turning back."

"NO!!"

"Yes my little sissy. You said you'd do anything for me. And this is exactly the way I want you. Permanently frustrated. Permanently mine."

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Page last updated 05-Jun-12 by: Altairboy@aol.com