The Journal of Captain Creame, Chastity Slave Part I

by Captain Creame

  

Captain's Log: February 19, 2004

Things are exciting! I have been getting friendly with this girl at work, Pamela, and taking her out to lunch, and sometimes we've taken the afternoon off work to go to the movies.

Today Pam and I just went to the park and held hands and talked about our lives, and at the end of the lunch hour, she kissed me lightly on the lips. But just as she was going to kiss me again, I heard the roar of a motorcycle, and I pulled away, looking around wildly, but it wasn't my nephew Ron, thank goodness. She looked really weirded out by that behavior, but what can I tell her?

Pamela and I love movies, though, and this is all so much fun, sneaking out in the afternoon when I'm supposed to be at work...my "free time" is always called for! When Master Ron, my strict 19 year old nephew would call work to check up on me, I'd have my secretary tell him that I was on a business call..if he'd found out that his Uncle Creamy was taking a girl to the movies when I was supposed to be working, he'd pull up to my office on his Harley, walk into my office, and make me drop my pants in front of my secretary and my two assistants, and then he'd whip my behind with the Spencer paddle he keeps in my desk!

Master Ron has it there, because every now and then I'll screw up one of my chores, and he has to drop by on my lunch hour, and take me in hand, usually it's fifty with the Spencer paddle, an evil wooden thing with holes, and twenty-five with Ron's razor strop!

Then I have to get on my knees and suck Master Ron's big wee-wee, usually for about twenty or twenty-five minutes before he shoots his scum in me sometimes twice, and leaves me on my knees in the office, with cum dribbling out of my mouth...so I wanted to keep it secret about Pamela.

She asked me if I was married, because we never went out at night, but I said that I had to take care of my aged mother, and there was no time for any socializing at night. I felt so sad when I said this, because I'd love to make Pamela a nice bouillabaise (I'm an accomplished cook). Trouble is, Mom and Master Ron would be there, and I'm not supposed to be neglecting them to go out with some girl.

Heck, Master Ron found a copy of Hustler that I had hidden under the mattress, and he tied me to a tree outside, naked except for a garter belt, and he nearly broke his malacca cane on my butt, and then Mommy attached some clothespins to my poor wee-wee, and she and Ron knocked them off with wooden spoons. By the time I went to bed, I was weeping piteously, and Ron took away my allowance for two weeks! He said I didn't know how to spend it. When I was in bed, Master Ron came in and cuffed my hands and pulled up my night gown (Mommy makes me wear one) and shoved his huge dick in my ass...he'd not done that before, and ooh, it was so awful! Then I had to lick the ca-ca off his penis before he left me for the night...

Pamela really likes me, and I think she'd like to go out one night...but I can't see her at night! what am I going to do? Even if I got her to go to a Holiday Inn with me in the afternoon, Ron would whip me good after he saw the Visa bill, and once Pam and I undressed, she'd see my chastity piercing! What could I do, except maybe eat her out..Mommy's been training me since I was thirteen..and I'm good at it! Well, I'm just going to have to sneak around, right?

 

Captain's Log: Friday, Feb 20, 2004

I've been so nervous lately. I don't know if Mommy and Master Ron suspect anything with me and Pamela, my secret daytime girlfriend... it's awful! The last time I went out with a woman, I brought her to the house during the day, because I thought I wouldn't get in trouble, since I wasn't going to be out at night. I'm forty-two, for God's sake, and this was last year! I was just hoping that if Mommy and Ron met Gabrielle, they'd like her, and maybe Ron would feel sorry for me and unlock my chastity piercing...and to prepare for Gabrielle coming over, I tried to please Mommy and Ron by polishing the silverware, mopping the floor...it was a Saturday, and usually when I'm not grounded I get to go play golf...and they were very pleased at all the work I'd done...

 

I mean, here I am, a great guy. I support both of them, neither is employed, and give them all my salary! And here I am doing all this work. I even gave Master Ron a long, slurping blowjob while he watched a Dolphins game. I was wearing my long johns, and then I got dressed for Gabrielles visit, and Master Ron looked at me curiously.

Then Gabrielle came over, and I introduced them. She was so wonderful. Gabrielle didn't understand why I couldn't see her at night, and didn't have enough spending money (I'm the vice president of a BANK, for God's sake) to take her out to lunch more than once a week, but Gabrielle is French, and doesn't have that American woman greed. She actually offered to pay for lunch a number of times. So I thought Ron and Mommy might like that. The money would still be theirs if I dated her! But the conversation went like this:

Creamy: Gabrielle, this is my nephew, Ron and my mother, Edna. We've been spending time together on my lunch hour, and we went on a picnic last Saturday."

Gabrielle: It is so nice to meet you both! Creamy is always telling me what a nice home life you have here...what nice roses you've got.

Mom: Yes, Creamy takes care of them himself, the dear boy. But where-where were you last weekend when the weeding was to be done?

Me: "I-I just wasn't here...I"

Ron: "You just told us you were on a picnic! You told me you were going to Home Depot and you didn't get back with the mulch til six o'clock. Drop your pants!"

Me: "no, no wait, this is my new girlfriend-"

Ron proceeded to unbuckle my pants himself and drag them down, and then he whipped me with his wide leather belt, before dragging me in the house by the ear. He made me strip and put on my punishment long johns, the ones without a crotch, and lipstick and eye shadow, and a bright yellow wig. I was dragged back out to the yard, and made to do the pruning and gardening, with Ron standing over me with a long thorny branch. Meanwhile Mommy and Gabrielle had lunch in the back yard. Gabrielle patted me on the cheek before she left, and never spoke to me again. That night, Ron and his friends had a poker party in the basement, and I had to serve them drinks and snacks while wearing a tutu and high heels...and then they all took turns raping my ass as it bent over the pool table "You know you're just a sorry little faggot, don't you Uncle Creamy?" Ron whispered in my ear as I cried on the floor, my lipstick smeared, after everyone went back upstairs. "You'll never, never date a woman as long as I'm in charge..." I was so upset, I was in tears...I'd lost my beautiful Gabrielle..."I'm so horny..." I was crying. Ron unlocked my piercing that night, after he came back and played with my "Vienna Sausage" as he calls it for an hour and a half, very tenderly..."I understand, baby..." but just as I was about to cum, he locked me up again. I was so frustrated!

So last night I got in from work, trembling, as I'm dating a girl again!

I don't know if Mommy suspected anything last night, but she was very hard on me. When I got home, Mommy took me by the ear and led me into the bathroom, waving her big hairbrush made of elephant's tusk. Oops-I had left my pink long johns on the side of the bathtub. As I said about my punishment long johns, I wear them, the crotchless ones when I'm on PUNISHMENT, but the rest of the time, I'm supposed to wear my regular long johns whenever I'm in the house, as it's quicker for Mom and Master Ron to administer my punishments, they just have to drag them down!

. I am also supposed to wear them under my suit at work, and sometimes Ron will come over to work and make me strip to my pink dyed long johns and prance around the office in front of him, before he pulls 'em down and gives me sixty.

 

"You know you're supposed to be wearing those long johns, Creamy."

Mom had a death look in her eye. "Take down your pants!"

I pulled down my pants and undies, and Mommy sat on the toilet, pulling me over her knee. Whack! Whack! Whack! I tried not to cry, but the smacks were so hard...I knew as soon as I started crying, Mommy would berate me for blubbering, as she calls it. I bit my lip and the whacks rang heavily on my butt cheeks. WHACK! WHACK! WHACK!

At some point, I began struggling to get up, but Mommy had my arm behind my back and she kept hitting me...

 

Finally I rolled off her lap. "What are you doing? How dare you break away from me? "Mommy stood up and was she MAD. But I thought of Pamela, lovely Pamela who I have been dating on the sly during the day...and I stood up, trembling, my pants still around my knees. It was so embarrassing and humiliating. My cock was getting hard, even with the piercing, it trembled as it filled with blood. Do I like this? But I remembered Pamela. "Mommy...I'm a grown man, I'm forty-two years old..." I felt the tears coming into my eyes. I tried to pull up my pants, and Mommy slapped my hands. "Leave them down, you big baby! As if I hadn't had your pants down for a whipping two to four times a week since you were five years old! Like I've not bathed you for every day of your forty-two years! Tell me what a mature man you are, you cry-baby!" Mommy slapped me again, and I choked back the tears.

 

"Its...its' just that...I work hard during the day [when I wasn't off with Pamela]to take care of you and Ron...and since I'm mature enough, I'm forty-two, I think I can dress how I want, and stay up later...and go out at night!" but then I ruined it by asking "Please?"

Mommy had a nasty smile on her face. By the time Master Ron and his buddy Ward got home, I was in diapers and a bonnet, handcuffed to the radiator, and Mom had left a note before she went out to play bridge, I didn't get to read it, but after Ron did, my diapers got dragged down, and between the beating and the subsequent corn-holing, I decided to table my rebellion for now...my only comfort is tomorrow I can see Pamela, but then not again til Monday. Oh, my dick is so hard in my chastity piercing, Ron and Ward unlocked it and took turns stroking and edging my hard dickie-bird (Ward has such soft hands for a truck driver) Ward kept whispering sweet nothings in my ear, while he stroked...and I thought I might catch a break, maybe get jerked off, or they'd at least let me jerk myself off? But, no, that's not happened in a few weeks. After I got really hard, Master Ron took a car ariel that he had in his gang days and whipped my cock back down, and then he threw me on the floor, and Ward stomped on my poor wee-wee with his Doc Martens, but they felt like combat boots...and then they made me sleep in the cellar... a sad captain

 

Saturday, February 21, 2004

Last night was so scary...it seemed like a near miss! I didn't give Pamela my number, but I guess it's in the book, she called, and Master Ron picked up the phone. As he was talking, I was sucking him in a little yellow frilly dress, perched on my knees. Ron needs to wind down after a week of racing his motorcycle, smoking weed, and ass-grabbing at Leatherland, my euphemism for the bar he hangs out in. (I should know it, I've spent enough time on my knees in their bathrooms, damn it!)

"Hello?" Ron said "Yes, this is the Creame residence. Creamy? Are you a friend of Uncle Creamy's...yes, I'm his nephew. He's a little indisposed right now." Ron said, looking down at me, as I ran his huge, uncut prick in and out of my painted lips. I just prayed that Pamela would hang up, and I wouldn't have to answer any serious questions. After what happened with Gabriella, I just don't know if I could handle being exposed again. I licked the underside of Ron's frenum with my tongue, to distract him a bit. "Yeah?" Ron snickered. "I guess you can talk to him...Ron grabbed me by the hair, pulling me up to head level, and handed me the phone. As I took it, Ron reached under my dress and began playing with my bowed cock in its piercing.

What some may not understand about a chastity piercing is, stimulation can be done without having to remove the lock, whereas with a chastity belt or tube, the entire thing must be taken off. I spent eight years as a Navy captain, and Ensign Benson, who worked directly under me,introduced me to the chastity belt. Benson was a well built twenty-three year old with broad shoulders, green eyes, and a shock of jet-black hair. I enjoyed working with him, he called me "sir" when things were going well, but Ensign Benson was always rather impatient with me because I forgot to do the paperwork he needed to get his job done.

When this got to be too annoying, Benson would come into my office in his crispy whites, and order me over my desk, and pull my own uniform white pants down. He would then whip me with his fraternity paddle,between 15 and twenty-five strokes, to teach me attention skills. After he'd leave, I would be so aroused by this, that I'd drop to my knees and jerk off, and one day Ensign Benson caught me, he'd come back in for something, and after this, Ensign Benson ordered me a chastity belt, because he said I should'n be getting rewarded for being such a forgetful boy.(a hell of a thing for a child of twenty-one to tell a thirty-year old man!) So I am familiari with both chastity belts and chastity piercings.

With the belt there's no stimulation unless it's taken off, and Ensign Benson, for the time we were working together only too it off if I remembered to sign off on all the paperwork he needed for two weeks straight. Then, I'd give him and our gunnery sergeant each a nice blowjob, and then I'd be allowed to cum by rubbing my dick back and forth against the leg of the desk while whistling the "Sailor's Hornpipe." So really, with the belt on, my poor dick felt immobilized.

Back to the story. As Ron began gently squeezing my cock and balls, locked in the piercing as they were, I got more and more aroused while talking to Pamela. She asked me how I was, and I replied breathily that I was doing OK, and then Pamela asked if I'd like to do something tomorrow, as it was a lovely day. At this point, Ron suddenly stopped rubbing and squeezing my cock,and took a death grip on my scrotal sac. I moaned and dropped the phone, and after I bent over to pick it up, Pamela asked if I was all right, and I said I had a touch of the flu, and that I'd see her Monday. After I hung up the phone, I was afraid Master Ron would grill me, but he just laughed, slapped my face, and pointed at the floor, at which time I went back down on my knees and began sucking away, after of course refreshing my lipstick

Mommy is still a good looking woman. She had me in her late adolescence, and with her hair swept back in a tight bun and her high breasts choked in a snug cashmere sweater, often people mistake her for my girlfriend when we go out together. Mommy also wears high heels much of the time, which she uses to correct me when I upset her with a little stomp on my toe in public, and a jump on my bare balls, while I'm tied down on the kitchen floor at home. Her suede miniskirt looked great this morning as we went through town doing our Saturday shopping at the Farmer's Market and other places, before we decided to get some clothes.

This morning we went shopping at Hecht's, and she saw a number of good looking button down oxford shirts and khakis for Ron that she thought would be good for him in his upcoming term at the junior college. Then up to the Women's where we found Mommy some new spike heels and a couple of nice dresses. We got those on my Gold card, and I expressed an interest in some Ralph Lauren Polo things, but Mommy had an odd smile on her face, and shook her head. "I have another store for you, honey." But I really liked this one denim shirt, I thought it looked incredibly manly, and I wanted to get it for myself. After all, it's my money we're spending! I picked the shirt up and told Mommy that I was going to try it on. "You are NOT trying that hick shirt on." Mommy tried to take it away from me, but I pulled it back "Look, it's my size, and I want something casual, I'll just get it at the register-" "No, you won't!" I felt a sharp pain in my ankle, and she had kicked me with those damn high heels.

People were looking at us, and Mommy was beginning to raise her voice. "I'm warning you, Creamy, "Mommy had a evil gleam in her eye. It wasn't fair, and I stomped my foot. "I want the shirt! I just got you all the stuff with MY money!" I clenched my fists, and tried not to cry. What kind of life is this woman putting me through?

 

"That's it." Mommy took me by the wrist and led me back to the dressing rooms in the Women's again, tossing the denim shirt into a bin as we passed. I wasn't sure what this was about... She smiled and nodded at the astonished clerk, and dragged me into the first open dressing room door that she saw. "Get in here." She shut the door behind her, and locked it. "I've had enough of your immature tantrums." Her voice became threateningly loud. Mommy sat down on the dressing room bench. She fumbled in her purse, pulling out her elephant's tusk hairbrush. I felt a chill coming over me. I remembered as a child, when arguing with her over Eton suits and sailor Donald Duck outfits with the vile hat that made me a target of schoolyard bullies...Mommy would win the argument by taking me into the dressing room, pulling down my pants and whacking me til my screams rang out throughout the store.

 

This can't be happening, I thought. But as I was ruminating on this thought, Mommy was unbuckling my pants, and down they came, along with my pink long johns. She grabbed my shirt, and pulled me down over her knees, and I was determined not to cry. I just couldn't fight her off, though I am a well-built 42 year old man, six feet tall, weighing two hundred pounds, and Mommy weighs all of 110 dripping wet. When she grabs me, I meekly submit to whatever comes next. Childhood conditioning, I guess. I tried hard not to cry, but the elephant's tusk hairbrush hurt so much...I was howling almost as loudly as I had as a child....I couldn't believe what she was doing to me! "You WHACK WHACK WHACK will obey WHACK WHACK WHACK your mother. Do you understand me? I will WHACK WHACK WHACK not have you looking like a WHACK WHACK thug." I was howling now like I'd never howled before. She finally threw me off her lap and I pulled my pants up, still weeping heavily. It looked very curious, a six foot tall man, weeping into a handkerchief while following his enraged mother out the door.

We left Hecht's and drove to a store called Innovations, about five blocks away. I'd never heard of it, but generally I take the bus to work, and Mommy uses my BMW to tour around town...she finds all sorts of interesting things! "This is what I'm thinking of..." Mommy led me over to a rack of really weird looking shirts-they had ruffles around the collars, like they did back in the Revolutionary War...or maybe France during Louis XV. She picked out a vivid magenta shirt, and told me to go try it on. 'I can't wear this..." I was horrified. My mother tapped her purse significantly, and I remembered the hairbrush, and I went in to try it on. Oh, I looked so creepy in it. The ruffles itched my neck, too. I went back out so she could see it, and she and Mrs. Terwilliger, the proprietess of Innovations, looked quite approving. "You can wear it when you go out with your friend Pamela" Mommy said sweetly.

I just began crying and had another fit....

It's now six-thirty, and Master Ron says he's taking me down to the waterfront to make money...he has all these clothes out for me...oh, what to do?

Captain's Log: one thirty a.m.

The night was unbelievably humiliating for me...Ron told me he wanted me to go down to the truck stops and the water front dressed in a short miniskirt, net stockings, high heels, full make-up, a bouffant wig, and spike heels...I was naked when he was discussing this with me, and he was playing with my cock as we talked about it.

"I don't want to, Master Ron, please" I pleaded with him. Ron looked quite attractive in a reddish top that showed off his muscles, and he was stroking my dick slowly, as my hands writhed in cuffs behind my back. When Ron does the soft-sell, rather than the violence and threats, sometimes I weaken even faster...I hadn't had an orgasm in six to eight weeks, and the hand going up and down my shaft, slowly playing with my foreskin as Ron whispered in my ear "Come on, Uncle Creamy...Do it for little Ronnie...don't you care about me, Uncle?"

He is so beautful, and despite all the abuse that I've taken from him, he's a great kid, and I want him to be happy. My balls were heavy and leaden with six weeks of teasing and denial from him and Mommy, and my legs shook weakly. I bit my lip. "You know you want to please Ronnie, Uncle Creamy."

I remembered fishing trips with him when he was a little kid, and going to the movies, and birthday parties...he looked up to me so much before the roles changed after he finished high school, and I became his slave... Those beautiful eyes just bored into me, and suddenly I forgot about being strapped on the bare bottom in front of his friends, or being made to suck off the guy who came to read the gas meter...whatever he wants, I thought.

Gradually he began pumping my cock faster and I began panting heavily. I knew there were terrible penalties in store if I ejaculated on his palm...he once stapled my foreskin to a wooden board for that, and made me walk around with it all day! Faster and faster he pumped , it felt soo good.

It's been so long since I got a release, and I'm just crying, CRYING, to ejaculate... he reached under my cock and played with my balls, and his black hair swept across my face, and I thought of how beautiful he was, and I began sobbing softly. "B-but I want to cum..." I sobbed. "I do all this, and you won't-won't let me cum." Ronnie squirted some lube on his palm, I can't lie to you, he was actually rubbing my genitals with motor oil.

He's used it to sodomize me as well...it's incredibly painful, but the oil is slick and it goes faster...he cums faster inside of me, and when he rubs my dick with it, I cum faster...really fast. I had to hold back while I heard his answer.

"Maybe I'll let you cum, honey..." Ron crooned in my ear. "If you're a good boy and you put on your makeup and your corset, and your fake boobs and your eyelashes and eyeliner and masacara and rouge and thick bright red lipstick, so the fellas down at the truck stop and the water front give you at least $20 a shot for your good blowjobs...and I've trained you well there, maybe you'll have your happy lucky time when you get home...you can jerk off all over my boots and lick it up, wouldn't you like that, Uncle Creamy?" Ron kissed my neck and my cock grew to steel in his palm...Maybe this wasn't a Lucy pulling away the football this time...I agreed.

And I went down to the waterfront in my whore clothes...I can't write about what happened tonight, but maybe tomorrow!

 

Captain's Log: February 22, 2004

Well, I wanted to finish telling everyone what happened last night when I went out with Master Ron to the truckstop...

Mommy was so pleased when we were walking out. She said I looked "pretty as a picture" My butt is still sore from the whipping she gave me in the dressing room at Hecht's so I didn't talk back. I was just so terrified to do this, but Master said that he wanted me to start doing more of what he wanted for a change (A CHANGE?) since he and his friends had been working so hard to give me an evening social life. I assume he was referring to the parties in the basement where they bend me over the pool table, and pull down my garters and panties and whip my ass and then take turns sodomizing me...or maybe he was referring to our long, drawn out stroking sessions.

Ron's fingers, surprisingly soft for a rough, tough bikers, stroking my cock playing with my heavy, elonogated balls...with all the backed-up semen. I'm always tied down or cuffed, sometimes to a bed or table, and often to a hassock in the living room, begging, begging him to let me cum...with tears in my eyes! But the sessions are intense.As I wrote at one-thirty this morning, Ron had been stroking me all evening in anticipation, and he actually didn't rehook the piercing...instead, because I was supposed to be a girl, he bound my cock to my stomach with duct tape (we can't afford expensive equipment) so it would look like I had a vagina, or at least there would be no bulge.

we didn't have time to go down to the waterfront by the time he got me all dolled up...we walked into this truck stop diner place, it was much bigger than any truck stop I'd seen before...Ron had my arm through his, and everyone wsa staring at us. I'd given Ron a couple of practice blowjobs before we got there, and while he was driving, so Ron was feeling fine. We came in, and Ron shook hands with the prorprietor, who looked at me and grinned. "This Lucy Lollipop?" he asked. "Just as I promised, Irv." Ron slapped me on the ass. "$20 a slurp, $50 for the back door, but the vagina belongs to me." Wait! He never told me that they were going to sodomize me. "Ron, they might have AIDS." I said into his ear." Ron reached under my skirt and ripped off one of the pieces of duct tape, and I squealed, half my pubic hair went with it." Ron smiled. "These are truckers, and you know truckers are all straight...Least until now." Ron giggled.

I began to protest, and Ron took me into the men's john and we had a replay of the dressing room scene with Mother, he pulled down my panties and took off his belt. Several truckers came in to watch. WHACK WHACK WHACK WHACK "You'll do what you're told, you dirty little whore WH ACK WHACK WHACK I'm sick of trying to sweet-talk you WHACK WHACK WHACK WHACK" The truckers began to cheer. Finally I slumped, and Ron stopped and propped me back up on my knees. He whispered in my ear. "Uncle Creamy, if you can't earn two hundred dollars for Ronnie tonight, you're not going to be allowed to cum til June." Oh, God no...my balls are so heavy now. Between Ron's delicious teasing, and Mommy's long baths where she strokes every part of my crotch to "cleanse" me...and watching the cute girls up and down the avenue...and my hopeful girlfriend Pamela...I'm horny so much! It's been six weeks!

I knelt gingerly as the first guy came up to me. A big fat type, with a salt and pepper beard and bald on top he was one of those who constantly has perspiration on the top of his lip "C'mon baby." he slurred. I sighed and opened my painted mouth, and let his cock come in, It was somewhat flaccid, I think the guy was drunk,but I began sucking slowly...then a little faster. Oh, it tasted awful, like it was mossy.I've never been made to fellate strangers before...usually just Ron and his friends!

Ron told me to make some serious money, but then he went out, because he was bored watching me suck off the line of truckers that were coming into the bathroom. If they'd all paid me, I probably would've earned the $200, probably about $500, actually...I was on my knees sucking for a long time...but some of the guys just gave me a dollar, two or three took money I'd already had, and one punched me in the mouth when I argued with him...this did not add to the sore jaw I already had from sucking cock...

I was able to give Ron $85, though I'd serviced more than thirty truckers. I tried to explain about the guys who stiffed me , and the one who punched me, but Ron would have none of it, he whipped my ass in front of the entire truckstop crowd, and then made me ride home in the trunk of my BMW. When we got home, Ron stripped me and then ripped the remaining duct tape off my crotch, which made me scream, and then Mother came out, and Ron told Mother that I was bullying him...this made her reach for her elephant's tusk hairbrush...

Today (Sunday) I was too sick to go to church with Mother, so I stayed in bed...she came home and gave me an ice-cold Enema, which was not what I needed. About an hour ago, Ron came in and tied my arms up and unlocked my piercing and began his slow, soft stroking of my mangled meat (a couple truckers had kicked me in the "cunt") There is no hair on my crotch whatsoever, it's all been ripped off...But Ron stroked and stroked and played his fingers on my swollen testicles, and toldme good news...he would give me another chance next Saturday night! If I could get $200 for him then, he'd rescind the "til June" orgasm date, and let me cum! What a great nephew, huh?

 

Captain's Log, February 23, 2004

Oh, I am so unhappy tonight. After that vile weekend I had with being beaten at Hechts in the dressing room, and then being orally sodomized at the truck stop (Master Ron says next week it will be a Trailways station bathroom) I thought things could get no worse. But today, something incredible happened, and there was nothing I could do about it... Pamela and I were kissing passionately, finally, and she said "Let's get a hotel room, my treat." I was so excited, and we drove to one immediately. I hoped my secretary would cover for me if Mommy or Master Ron called, but I was so distracted...once in the room at the hotel, Pamela went in the bathroom and came out in a body stocking, a sheer fishnet thing that fit tightly over her breasts and long, pretty legs. She was all made up and began prancing around in front of me..I stripped to my boxer shorts before remembering that I had my piercing on!

Oh, how ghastly...I just looked so helpless. Pamela looked at me and took my hand. "What's wrong, Creamy? Don't you...are you shy? You know, I really like you, and you've been so nice to me." Pamela began rubbing the inside of my thigh, and whispering in my ear. "Don't be scared...I'm a quiet girl,but I love sucking dicks...you are such a handsome, upstanding guy, and we spend time together, and you've been such a gentleman. I miss men like that, you know" She kept rubbing my thigh and my cock began to struggle against the cruel piercing. I tried so hard to not look at her full breasts, pushing against the fishnet top, but it was so difficult. She has those light pink nipples that I like in a woman-Mommy has brown ones, but don't ask how I know that. Pamela began kissing my neck and whispering about sex, and why I shouldn't have to be such a gentleman, and I was just so frustrated...Oh, God! "Do you want to lie down and neck, sweetie..." Pamela asked.

I nodded and said "Oh, Pamela, I am so attracted to you...I just am nervous. Could we take it easy today/' Pamela smiled warmly. "Of course we can, Creamy." We lay down on the bed and began necking. Pamela is certainly a proficient necker, and she kept rubbing her long nails over my chest as my cock strained against the testicles, where the frenum was hooked. Oh, that hurt...Pamela kept rubbing her nipples against my chest, and I was just thrusting and moaning, I felt like I should pull back, because my groin was in such pain, but when would I get a chance like this again? Pamela was so irresistible, and I had to gently dissuade her from giving me a hickey. "It might upset my mother." Oh boy, would it.

A girl in college gave me a hickey once. It was amazing that time, because I was living at home and Mommy had the same rules she has now, no socializing in the evenings, but the girl liked me, and I got this big red hickey, and Mommy was so angry...she put me in a frilly pink dress with Mary Janes and white socks and a red wig and pink nail polish and we walked to the sorority house...when we got there, a number of girls, including Rachel, the one who gave me the hickey, were sitting on the steps, and a couple of frat boys were lounging as well. Mommy began talking to this one hottie in a pink cashmere sweater. "My daughter is interested in joining your sorority...is it a lot of fun?" The girl looked at me, my legs were hairy, and I had five o'clock shadow on my jaw, under all the heavy pancake and rouge. Rachel, the girl who gave me the hickey, was wearing a tank top in which her nipples showed through, and she cocked her head. Had she seen me before? One of the frat guys pointed to my legs and snickered, and I hung my head. "Little Creamette here is just so shy." Mommy said with a grin. "She thinks she might blossom in a nice sorority environment. I looked so odd, as this was 1981, and I had this 1954 dress on..."Well, Creamette could always come to our rush party." The head girl was quite doubtful about this, but determined to be nice. "Creamette do you bench press?" one of the frat guys asked...my shoulders were quite broad, unfortunately.

I was at the school on a wrestling scholarship, and did work out quite a bit...I also played a little football in the intramural league, it was an excuse to get out of the house...the rest of the sorority story is too painful to discuss..but I never got a hickey in college again!

Pamela and I necked and touched each other for nearly two hours, and my dick felt like it was being hauled by oxen, before this was over. Pamela could see that there was some liquid on my shorts...despite the piercing, I still was pre-ejaculating like no tomorrow! "Would you like me to take my top off?" Pamela asked kittenishly...in a moment I was kissing her bare, full breasts, making the nipples hard, and oh, I wanted to find a way to break that piercing. This was one of the most challenging chastity experiences I think I've ever had! My balls were huge and leaden, and my cock was just trembling with frustrated desire. At some point, I made an excuse to get back to work, and Pamela smiled. "Honey, I think this might take some time." I was blushing "Yes, Pam I know..." Pamela laughed. "But I could tell you enjoyed it, Creamy! Would you like to do this again tomorrow? My brother-in-law owns this motel and I can rent us the room for twenty-five dollars a day!" Oh, tomorrow

 

Captain's Log, February 24, 2004

Oh, my God...I have to get this piercing off! Last night when I came in, my balls and cock were overly swollen from the experience with Pamela on the bed in the motel...I had showered to get all of her perfume off me, and I didn't want to upset Mommy...but she said I looked a bit sweaty and hot..if she only knew! So Mommy stripped me down and gave me a big soapy enema-I resisted as best I could, but a back hand from her got me on my hands and knees in preparation. She made me hold it in for a good five minutes before expulsion, and then she unlocked my piercing.

"That's a good boy." Mommy remarked. "I am so glad Ronald thought of this little gizmo for you, honey, you were always playing with that nasty little thing! Oh, how I've worried." It is true, whenever Mommy caught me playing with my wee-wee from the ages of four to nineteen, she'd punish me in some horrible way-whipping my cock with a vacuum cleaner cord, burning my genitals with her Viceroy cigarettes and after I went to college,she began taking me to Father O'Meara, who was truly a vindictive man. She would leave me with him for an hour after telling him of my onanistic sins...

Father would strip me naked, tie me to a pew in the deserted chapel and whip me hard with the same quirt he used to whack himself on the back to get rid of his odd urges. Then he would whip my cock some, and once or twice he tied my cock and balls to a rope attached to the church bell, and then pulled the other rope, which knocked my then youthful body up to the top of the tower, hanging by my genitals! After punishing me, and counseling me about the evils of self-abuse, I would suck Father to a full erection, and he would have his way in my twitching rear end...rather tight at age 20, I thought!

But now Mommy was letting me into the bath, and she began washing me...Continually I've told her that I am old enough to wash myself, and men should take showers, not bubble baths as I've been subjected to in her house all my life. But not for her "Baby Boy" no sir! Mommy was concerned because my genitals were so swollen. "What happened, my little Princess?" Mommy looked quite concerned. She began to lather up my cock and balls.

"This must be a cleansing issue, don't you think?" After she'd washed my genitals thoroughly, I was even more erect than before. So Mommy took me into the bedroom, tied me to the bed, and began working on my erection with baby oil. "You poor thing, this little booger needs cleansing and massage, I think..you might have sprained it." Mommy is a beautiful woman, and quite youthful. Although I have not seen her in the buff, despite her stripping me down every day for most of the time I've lived in her house, I certainly have noticed the swell of her breasts in the tight cleavage of her various dresses and low cut blouses.

Mommy was leaning over, giving me quite a show as she rubbed and massaged my poor cock, scraping it with her French nails, and trying to calm the swelling down while actually of course, pumping it up again. I closed my eyes and willed myself to go limp, but it didn't happen. Master Ron came in from school and watched Mommy. "What are you doing, Grandmommy?" he asked. "Is Uncle Creamy not well?"

Mommy looked at Ron seriously. "I don't understand this, he is bloated in his nasty." As she said "nasty" Mom whacked me in the balls with her fist, and I burst into tears. "No whining now, Creamy." Mommy said severely. "Ron, what do I do with your uncle? This-" she pointed at my straining erection-"is just disgusting!"

Ron looked at my engorged cock speculatively. "I think all this weeping he's doing is tantrum stuff. Uncle Creamy, why don't you stop thinking those nasty thoughts...then you'll have a nice limp little thing!" Ron punctuated this by grabbing my hard cock and twisting it around and around, which only made it harder...

Rubbing my member up and down, teasing the frenum, Master Ron continued "If you can't stop these obscene thoughts, showing your naked swollen wee-wee to my grandmother-" I don't want to, she makes me, I thought. "I am going to have to do something to calm it down." After playing with my cock for another couple of minutes, Uncle Ron got mad, and unbuckled his belt. I closed my eyes. Oh, please go down, he's going to kill me WHACK WHACK WHACK the pain of the belt surged through my tumescent scrotum, I opened my eyes in horror to note that my nephew was using the buckle end against my genitalia, and the heaviness of the brass was causing my distended scrotum to bounce, viciously.

I cried and cried while Ron swung and swung, hitting my stomach, my legs, oh and once a nipple. Mommy just nodded and smiled grimly. She hates perversion, you know. Finally my cock was limp and there was a tiny little bit of blood on the tip.

Ron smiled...he has a dimple it's so beautiful! Ron stroked my cheek as he spoke to me softly... "Youre a good uncle, Creamy...thank you for being such a good example, and losing that hideous hard-on."

My balls were huger than ever, though...with the backed up cum of six weeks of teasings and chastity, plus today with Pamela, Mom, and Ron...it looked as if I had a gunnysack hanging from my legs...Ron tickled my huge scrotum, and idly rubbed his forefinger up and down a vein on my cock, talking softly about what a good man I was, deep down, when I wasn't having these nasty thoughts. How can a 19 year old reformatory grad and community college student lecture a former Navy captain, Harvard M.B.A. and second chief officer of one of the largest investment banks on the East Coast? But Ron kept stroking my cock, and telling me to just obey more, and think less about those nasty sex things, as if he wasn't screwing men and women every day and night!

Suddenly, I was erect again, and Mommy snorted, and Ron picked up the belt again, raising it...and the night went on!

Then today at lunch, Pamela came by again!. I have made a bit of money for the investment bank, and taking another afternoon off wouldn't hurt me...unless my family found out, of course, so off we went to the hotel. I was still so concerned about the damn piercing, but again she stripped, and I was in my undies, and we started necking...I am supposed to wear panties under my clothes, along with my long johns, but I have been changing to regular men's boxers during the day in case all this happened. Today I told Pamela I wanted to give her pleasure, instead of her giving me a blowjob, that could wait til we knew each other better...

So I spent an hour and a half going down on her...I am proficient at cunnilingus, as I was taught it as a teenager by an evil aunt, and have gone down on both my wives, who were also my Mistresses (how does it happen to me?) and I've eaten out many of Master Ron's women friends, Matter of fact, some would come by on a weekend while Ron was out, and grab me and we'd go to my room, and I'd eat them out, while they laughed at my trembling dick in it's cruel piercing.

After Pamela had had her fourth orgasm, she pulled me back up and hugged me madly..."Sweetheart, I've never felt so good!"she breathed. "Please let me suck you, darling..let me give you some pleasure! She groped my penis through the boxer shorts, thankfully not feeling the metal piercing and my cock jumped in her hand, and I rolled my eyes and said "Let's just get back to work, Pammy...I've got all this stuff piled up with these long afternoons...we can get together tomorrow!" Pamela beamed.

Unfortunately, I was so distracted that I forgot to put my panties and pink long johns back on, and when Mommy pulled my pants down to check on my "swelling" she saw those macho briefs, and I got a hiding that I don't want to talk about. Then I was locked in the closet for an hour...and Master Ron has yet to find out! oooh. Mommy has also reduced my bedtime back from seven-thirty to six oclock for two weeks, so I will remember that I am a little baby and not a big strong, boxer-wearing man....I had to sneak out of bed and write this in the dark on my laptop...ooh me.

 

Captain's Log, February 25, 2004

My God, my prick is now just raw! Good things and upsetting things happened to me today. Today Pamela and I had our long lunch at the motel, and at some point, before I was aware of it, she'd gotten my boxer shorts down (I had to buy a new pair, as Mommy confiscated the others) and Pam discovered my piercing. "What the hell's this?" Pamela twiddled the piercing. I began crying, knowing that I would lose this marvelous girl, but I had to be honest. I told her the entire story of my life-Mommy's peculiar treatment of me as a child through young adulthood, my various enslavements from my grad school landlady through Ensign Benson, and moving back home, and having Mommy and Master Ron take over my training again.

And I told her how they controlled much of my behavior by carrot and stick-the carrot being the orgasm, which was controlled by the chastity piercing. Pamela held me close to her breasts as I sobbed the story out, and she stroked my hair. "You poor, poor thing." I was gasping "I know, I know...I don't know how to get out of this...I'm drawn to slavery and I pull away from it too...I've even started a journal on a Yahoo group to tell others similarly afflicted about my propensity towards slavery...but I want to be normal!" I shook my head. "You can dump me if you want to, Pamela-I know that you must've wanted some nice normal guy, but I'm just not him. I could move out of my mother's house, take my car and go, they wouldn't follow me or blackmail me-but I love my Mommy and want to make sure my nephew is raised well hard as he beats me...so some of this is my fault as well!"

Pamela smiled. "Well, I think you're a wonderful man. I'm not letting go of you just yet." My heart sang, and Pamela crawled down the bed to examine my piercing. "My God, it really is locked up tight, isn't it?" She twiddled the tiny padlock with a long red nail, and stroked the underside of my cock, watching it bulge and tremble in its prison. Pamela cocked her head and stroked my bowed penis some more, her breasts heaving in this camisole-body stocking she was wearing, and I got hornier and hornier. Pamela started trying to lick my cock a bit, and I felt an intense surge of pain as my dick tried to rip loose from the piercing . "Stop, Pamela, please stop!" I begged. "I can't take the pain of the piercing, because I get so horny when you lick and stroke me, baby!" Pamela pulled her mouth and hands away from my horribly tortured cock. "What do you mean, Creamy? You don't want me to touch your cock?" Pamela seemed so confused.

"No, no..."I shook my head. "I love it when you touch me, and would love a blowjob, but my cock is locked in rings, and so when you stroke me, it's pure torture, as it's trying to get loose. It can't get loose, and so the harder it gets, the more painful it is." Pamela smiled, and looked at the piercing carefully. "I wonder if I could pick the lock?" She looked in her purse for a hairpin, but didn't have one. Of course after talking earnestly and staring at each other, she ended up playing with my cock for forty-five minutes, and then we necked some more, and I tried to push my bowed penis into her pussy...oh did that hurt! Pam was also fascinated with the condition of my scrotum, which was horribly distended. The idea that there was such a back log of semen in there absolutely fascinated her, and she couldn't keep her hands off that, either. By the time I got back to work, I was staggering like a drunk, I was so horny and back logged. I got into the office and my secretary, Miss Braunstein told me the bad news..."Your nephew is waiting in your office, Mr. Creame." She smiled weakly. "He seems very upset at your absence."

The rest of the day was very bad...

  

  

  

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