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Sissy Humiliation back in High School

Rating: 9
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stanlybull

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#31
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Want to hear more, sissies??? Check out my pics
stanly mills
Razor

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#32
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holy crap, your cock is amazing Sir. How big is that thing?
laurie lickspittle

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#33
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Yes, Mr. Stanley this sissy wants to hear more. Especially all the great girls we couldn't fuck because our cocks were so tiny the girls would laugh at us
whorie_laurie
stanlybull

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#34
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This girl I fucked in high school used to love to hear about me and a few other big cocked studs making bitches of these two little dick wimps in the showerroom. She'd get so wet when I told her how we got our own cocks even bigger with a couple lathery pumps then laughed at the little fag while his tiny little dick stiffened. She called them less than men and said all the time the only guys who she would let near her were real men, and encouraged us to make them cry the next time, and to tell themfrom her: listen to the big men wimp, their big cocks are what girls want, not your pathetic little penis. Then she told all her friends. Still gets me hard thinking about it
stanly mills
stanlybull

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#35
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Oh, and razor
Nine Thick Inches
Stud Cock
thumbnail pic
thumbnail pic

stanly mills
Razor

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#36
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holy cuckolds brownie, puts me to shame big time, whoa
Argos

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#37
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Im not sissy but this experience was pretty emasculating.

in high school in high school (grade 10) I got paired up for a group project with cynthia and ross.

Cynthia was a notorious slut. It was a fairly preppy school but cynthia would dress like a hooker haltertops booty shorts or capris always wedged right up her butt.she had huge tits (for our age) and never wore thick bras you could almost always see her fat nipples sticking out. She was real friendly but kinda dumb. anyways she dated alot of guys in HS but at the time of this story she was going out with this much older black guy Tymister. he was in university I knew him because one of his brothers was in our school.

Ross (im going to sterotype) he was the smily black athlete (basketball team) that was always chirping people. He was nice to me tho.

So for this project he sat in our groups all class for a week. When ross meet cynthia he of course was flirting his ass off with her any confident guy would with this slutty hotty. We'd all talk during our project barely doing any work. Even tho cynthia was flirting alot she dated mentioned tymister. and ross all of a sudden remembered her so he layed off.

but the topic some how changed to how hot cynthia found black guys. and before you know it cynthia was dropping all these innuendos about how hung black guys were and why she like tymister. Ross was just eating it up to laughing along and encouraging her to go on. so i just sat there all one class listening to cynthia say things like "well its true what they say about black guys.", "oh and tymisters really good", i just find black guys cute". and ross was saying stuff like " I bet you do" and "yeah it is true isnt it" all the while laughing his ass off and flashing me smiles occasionally.

I just sat there... hahaha. scaring experience. i swear.
domywifeplease

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#38
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This happened back in 1979, when I was nineteen, I had a girlfriend her name was Sue. She was a very sweet girl. 5'2, kind of a Cher with strawberry blonde hair kinda look, small titties(which i never got to touch). She once told me that she couldn't have sex cause she and an operation and it caused her to never be able to have sex. I was a Catholic raised and very naive, so I believed her.

She on the other hand thought it was neat to be going out with an older guy. She quickly discovered I wasn't much of a guy much less a man. Physically I was very small as a Freshmen in high school I was lucky if I weighed 80lbs.

I liked having a girlfriend and she would make out with me and all that but nothing past first base. She would have me drive her around and sometime pick up her friends. One night she decided to go to a local gaming hangout. One of those places for pinball, pool and such. I didn't really care for it as it was always a rough rowdy crowd and I was kind of a timid quiet kid. Anyway we went there and she saw her old boyfriend he was her age and went to the local public school. They got to talking and had me play some pinball while they talked. I swear they started making out right behind, but I couldn't be tell for sure. Later when we went to leave Sue told me we were giving him a lift home. I wanted to please her and so I did. We took the long way and in the dark of night I kept getting glimpses of them touching each other. Her rubbing him through his jeans and him running his hand up under the rabbit fur coat I had bought her. I really think they were getting off on the fact that i was there. When we got to his house she said she was going to stay and hang out for a little bit and to come back later.

I don't remember if I went home and masturbated but I do today.
jabblfad

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#39
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Well, I supose Jr and Sr High School is when i started to become a sissy. Not unusual i suppose. I guess it was Jr. High that i started wearing panties and having dreams about being someones sissy.

I had a neighbor, Barbara who was simply a knock out. Long legs, great ass and perfect breasts. I think i was able to hang out with her because our parents were friends, so went over to her place to swim, BBQ, etc. I remember her slight snicker seeing that i was getting hard (even though I'm kinda small) in my red Speedo swimsuit while she lay in her bikini and i fetched her a take, changed the music, etc. I thought she was the hottest thing, she treated my like a little brother.

I used to carry her books home alot. One day, I saw Barbara as school let out and offered to carry her books. We were walking along when she saw Brad, a Sr., Varsity football player, stud. She went over to him and they hugged and kissed and started talking. I started to approach her and give her books back, she looked sternly at me and said "you said you would carry them, so carry them. Wait over there for me". I was a bit shocked, but of course walked over to where she pointed and waited, uncomfortably while they talked, laughed, looked over at me, laughed and such. They finished talking and she walked over to me, turned and waived at Brad again and we walked off.

Someone else mentioned it, i realized i am a sissy, i carry her books, run errands, fetch her a take and such, and studs, real men like Brad get to talk, hang out, kiss, fondel and fuck hot chicks like Barbara.

As if to rub it in, she told me Brad asked about me and she told him i'm just a neighbor boy who likes to carry her books for her and stuff, not to worry, i've never made a move on her and she knew i would never. (sigh)

I was also an athletic trainer and worked with the sports teams, patching them up and getting them Gatoraide. I was in the training room when Brad came in to have his groin wrapped. There i am, on my knee, Brad in just his jock strap and socks, while i wrap his upper thigh. He tells me that Barbara is his girl and that if i ever laid a hand on her or made a move to kiss or touch her, he's kick my ass up and down the street. Me, kneeling at his feet, hands around his upper thigh, inches from his obvioussly large cock in his jock strap, tell him that i know and not too worry, i wont. He laughs at me and says Barbara said you wouldnt make a move, too much of a sissy. "Is that right, are you a big sissy?" Uh, yes Sir. i meakly tell him. He laughs again.

The next time i see Barbara and we walk home, she giggles and says "I hear you and Brad had a chat". I blush. "Well, I guess you see why I'm his girl and not yours". I'm a bit confused. She tells me, I'm sure you could see the outline through his white jock. Now I really blush. She just laughs at me. She tells me that it's no compairmister between Brad's cock and mine. I look at her, because she's never seen my cock. She knows what I'm thinking and says i've seen you in a speedo and i can tell your not very big. "It's ok, not every boy is as well endowed as Brad". I tell her "you know know how big i am". She turn and looks dead into my eyes. "Ok, so show me Mr. Big Man". We were in the forest between school and home. I know i must have blushed (as i often seemed to do in front of her) and stammered a "uhh". Come on, now, take down your pants. She then reached out and undid my belt and jeans.

So this would have been embarassing enough, except for the fact that I was wearing yellow nylon, lace trimmed, hi rise bikini panties.

She had this really shocked look on her face, looked at me then back to the panties. I tried to button up, but she slapped my hands away, then yanked my jeans down to mid thigh. Oh my G!!!!!! Your wearing panties! She said. Well, I suppose this explans alot. "They are kinda cute, turn around" she tells me. And of course I do.

It got worse. About a week later, i am again wrapping Brads groin. He locks the door and looks at me, "so, I hear your a sissy panty boy, is that true?" Uh, what do i say? "Is it? Take your pants down sissy, now." He's really big, strong, hairy, i'm not so of any of that and the door is locked. I do as he tells me, this time pale pink panties. He laughs and has me wrap his groin while i'm in my panties.

He then holds my head and say's Barbara is great in bed, has breat tits and a tight pussy, but she is not all that great giving head. Gag relex and all. So he tells me he needs a bitch to suck his cock, and since i'm a sissy and help her out, i can help him out as well. He pulls his big cock out and waives it in front of my face, so, sissy, wanna suck a real cock?

Of course, i do. He grabs my hair and holds my head as he fucks my face harder and harder, eventualy cumming in my mouth and on my face. I'm officially a cock sucking sissy!
sc03

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#40
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One of the most humiliating high school memories I have was about a week after I started dating my then girlfriend, I was in gym class and after class I was showering next to both her ex boyfriends. They were on both sides of me I was in the middle. We were all good friends but it and I knew from previous shower sightings that they were both well endowed, but standing between the two of them for the rest of my classmates to see was a true defining moment in my life. I can only wonder what my other friends and classmates were thinking.
laurie lickspittle

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#41
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Great Stuff. The hottest thread on CP!
whorie_laurie
MrsBlackBlowupDoll

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#42
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Wow! Jabblfad, don't leave it there. Did anything else happen? Did Brad tell Barbara about the encounter? What was her reaction? Did he tell anyone else? Did she? Did it happen again? Do tell!
Pantalone, Wittol, oblate, abnegator, fellator, pathic, irrumatiophile,fop, epicene, cotquean, skivvy, thrall, and pilgarlic.
laurie lickspittle

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#43
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sc03 did your girlfriend stat with you???
whorie_laurie
jabblfad

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#44
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laurie, yes, she did find out and apparently agreed with it.

Awhile later, after i sucked Brad off, i was again walking home and saw Barbara walking. i carried her books and we walked along. i was wondering if Brad told her that i sucked him off, but could not bring it up, and she did not say anything.

Brad drove up in his car and pulled to the curb. Barbara leaned in the window (man, what a great ass) and then got in the passenger seat of his Camero. She looked at me and i handed her books to her, she said see ya and they drove off.

I continued to walk home, alone, when Brad's car pulled back to the curb and the passenger door opened. i jogged up to see what they wanted and Barbara said to get in. i scramred into the back seat and Brad continued to drive. The both looked at each other and snickered. Barbara turned to me and said "Brad agreeded to give you a ride, so is there anything you wanted to say to him?" Blushing as i did, "uh, thank you Brad for stopping to give me a ride".

"No problem, I'm sure you'll pay the favor back, soon". The both snickered some more as i sat in the back looking down at the carpet. "So, Barbara tells me that you wear panties, what color do you have on today, sissy?" More snickering. "they're white". Brad laughes, "White, what for a virgin? You are a virgin, right sissy? I mean you've never been with a girl, let along gotten to second base, right?" Barbara replys with "well, he's gotten further than that with a man!" They both laugh. Of course, i had not even really kissed a girl, as in romantically on the lips, not a peck or as a young kid.

We went to Barbara's house. It was a really nice day and nobody was home so we went out to the pool. Barbara changed into a really sexy white bikini, Brad into some blue swim trunks. I went into the poolhouse bathroom and put on my red speedo. Since i lived across the street and was always over there, i kept my swimsuit there. It was from several years ago, and as i got older, probabally should have been swaped for some swim trunks, but Barbara said it was fine and i looked cute in it, so i kept it.

We frollocked in the pool, well not actually me. Brad dove off the board (you remember, when pools had boards), Barbara got onto a floating lounge raft, which i moved around the pool, or went and got her something to take, etc. i got their towles when they got out.

Barbara and Brad started to head into the house and looked back at me and said to come along. We went into Barbara's bedroom where she told me what music to put on. Brad pulled her onto the bed and they started making out. i was just standing there in my red speedo, not knowing what to do. Brad, who was now sitting up on the bed, behind Barbara, took her breast in hand and said to me "you've never seen one of these, I mean not in real life, have you?" He then slipped the bikini top off her breas and fondled her breast while holding her to his chest. I stammered a "uh, no, not really". Brad said "of course not, what girl would want to let a sissy like you feel her up?" "Do you want to touch it?" Brad asked me, and when i said yes and started moving forward at his insistance, he covers her breast up and pulls her away. "Too bad, none for you sissy boy" and they both laugh out loud.

"Im busy, go get into the closet" Brad tells me. What? Get into the closet? Why would i do that? So, i go get into the closet. Guess that's part of a sissy/sub's permisterality, following orders of Alpha Males and Females. i close the door and am now standing in her closet.

They start to make out and i can hear heaving breathing, moaning, them shedding their swim clothes. Barbara starts moaning "yes" and "that's it" while Brad eggs her on with "is that what you want?" "Like that baby?". Meanwhile i'm standing in the closet, i can't believe i'm hearing this. i start to play with my cock, which is growing harder in my speedo. After awhile, it sounds like they both cum, hard. i'm standing there, not knowing what to do, so i figure i should wait for someone to tell me to come out.

Brad tells me to come out of the closet. i walk out and they both are naked and look like they just vigioursly fucked, which they did. Barbara was partially covered by the bed sheet, Brad was sitting there, cock half hard and glissining with his cum. Brad tells me he want's another go with Barbara, and this is where he would have her suck his cock hard again so he can fuck her a second time. However, as great as she is in bed, and he was sure i knew it now, having heard her, she has quite the gag reflex and can't take his big cock far enough into her mouth. Obviously as we all know know, i sucked him off and am in reality quite a good cock sucker. Brad thought that i should pay him back for the ride by sucking his cock.

I looked at Barbara, i could not believe what was happening. She said she's all for it, she knows she can't take his big cock, want's him to fuck her again, knows me and has no issue if i become Brads cocksucking faggot, its not like he's seeing some other girl who's doing that for him. I look back to Brad. He said he likes that i wear pretty panties, and as cute as my bikini bottom (red speedo) looked, he want's me in some sexy panties. He asks Barbara if she has some for me to wear. Barbara get's up, completly naked, and goes to her drawer. She pulls out some pink satiny panties, a pink bra and some white thigh high stockings with a bow on the wide, thigh part. "Here, put these on sissy."

i strip off my speedo to reveil my almost completly hard cock. Of course it is nowhere near as impressive as Brads. i put on the panties, bra and stockings. "Much better", now you truly look like a sissy cock sucking faggot! "Well, get to it!"

i get on my knees at the edge of the bed and start to suck his cock. I lick, stroke, fondle his balls and eagerly suck his big cock. Barbara is looking on and telling Brad "he really gets' into sucking your cock baby" and they start to make out, while i suck him.

After he's rock hard and all slick with his cum, pre-cum and my saliva, he pushes me back telling me get a rubber from my pants pocket and put it on him. I get the condom and take it out of the packaging while he's kissing and feeling up Barbara. i place the end over his head and roll it down his long shaft. Once it's full on his cock, he say's "that's enough, go stand in the corner". Brad turns to Barbara, spreads her legs and rubs her damp pussy. i head to the corner and glance back to see Brad place the head of his hard cock up against her pussy and beging to slide in.

They fuck, hard and loud. Barbara is panting, pleading with Brad to fuck her and he does with her on her back, on her knees, on her side, etc. All this while i stand in the corner, Barbara's panties getting more and more damp from my pre-cum. i can't believe what's going on.

Brad and Barbara both cum loudly and colapse in a heap. Brad calls me over to the bed and tells me to remove the filled condom from his cock and then to lick him clean. Of course, i do exactly as he says.

We realize the time and have to all go. i start to take the bra, panties and stockings off when Barbara tells me to keep them, she does not wear them so they are now mine. "You can go home and jack off into your little pink panties while thinking of sucking Brads big cock, you sissy cocksucking faggot"! They both laugh as i put my cloths on over the lingerie.

Did i? Of course, i went home and jacked off thinking about sucking off Brad's big cock while Barbara told me what a sissy cocksucking faggot i was! Damm, did i cum!
laurie lickspittle

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#45
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Was this an ongoing "affair" between you Barbara and Brad?Thanx for sharing!!!!!
whorie_laurie
laurie lickspittle

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#46
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i never took a shower in HS. was afraid to let everybody see my tiny cock and man titties. i wasted my chance for some Delicious offense. too young to know that offense is heaven. i often wonder how big Laurie's boyfriend's cock was. He was crude and mean. He would have mocked me and worse. why does the thought excite me now.
whorie_laurie
laurie lickspittle

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#47
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i have a rather bizarre fantasy. Laurie and her lover have me in a stockade. They power feed me tons of juice, beans and other veggies. They lace the food with a laxitive. Then they wheel me still trapped in the stockade outside next to the dumptster with my ass to the dumptster. I am broiling in the sun while Laurie and her lover relax in the shade. They strip and i stare frusterated at Laurie's fantastastic tits and her lovers incredible cock. I want to suck on them all but all i can do is drool from my gag. The heat is getting bad, i am sweating badly and the flies from the dumptster are starting to bite and bother me.

Suddenly, my stomach growls. loudly! I have an overwhelming desire to poop. By now Laurie and her friend are laughing their asses off. "Does sissy have to go poo poo" Laurie teases. "What's stopping you!" I try to hold it, but i finally do what i must. I take a huge cuckolds brownie. I cant wipe my ass!! the flies attack my butt in unbelieveable waves and torment me beyond endurance. i scream in my gag in total panic, shame, humilaiation and misery. Laurie gets up, her tits jiggle delightfully, and says, "comeon lover, it STINKS out here! make love to me in cool crisp sheets inside" They then both walk inside. i can only scream in my gag LAURIE! PLEASE NO! MMMMMMMPHHH! LAURIEEEEE! PLEASEPLEASEPLEASE!!!!
LAURIEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEE!

no response. the flies just get worse.
whorie_laurie
curiousinct

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#48
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I was in new in high school at a gym class in the showers. I looked around and everyone had pubic hair and a bigger penis. I was hairless and still had a grade school pee pee.
jonnybananas

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#49
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growing up gym class at school was mostly casual games of dodgeball or kickball for 40 minutes and then the class would quit and head off of to whatever class we had scheduled next. things changed when we got to high school though. we were powerd to change into "gym clothes" in the locker rooms with the rest of the guys and then would head into the gym in our mesh shorts and tshirts. we would wait for our gym teacher and the slower members of the class before we would engage in any activities. most of the time was just spent bullcuckolds brownieting and talking. i was a quiet and shy kid so i would normally just hang by myself and wait for class to begin. the first class went by and was pretty uneventful and boring.

the second week i was standing around waiting for class to start and one of the "jocks" snuck up behind me and pulled my shorts down to the floor. everybody got a good laugh and my face was a deep shade of red. there i stood...with a tshirt and briefs on. i realized while changing the previous week that all the other guys seemed to wear boxer shorts because briefs were for "little boys". the laughter died down and then class began. what i didnt realize was that it wouldnt be the last time i had my gym shorts pulled down in fron of my class.

i usually avoided showering after gym class. it was a rule that we had to but i would quickly put on deoderant and splash some water on my face before putting my regular school attire back on. well our gym teacher made a point that he would be paying attention in the locker room to see that all of us showered because it was dirty and gross for us to be walking around all day sweaty and smelly. i was a hassle but i didnt realize how BIG of a hassle it was at the time.

i never thought i had a small penis. never spent a second even thinking about my size. i just always assumed what i had was average. well the boys in my class had no problem displaying their MANhood in front of myself and the others. i was by far the least developed of the whole class. i had very little pubic hair at the time. what i had was short and faint. barely visible even. my balls did not hang like theirs. instead they hung very close to my body. these other guys all had chest and armpit hair as well.

i hoped nobody noticed or cared but i did get some humiliating comments from most of them. even one of the smaller guys made a point to smile and say "yes! im not the smallest one in here!". good for him right?

after having my shorts tugged down a few times and being ridiculed for my "tighty whities" i convinced my mom to buy me boxer shorts. i was proud to put them on that morning before school and felt like i was no longer a little boy. my classmates would see me as a guy or a man like them....wishful thinking i guess....

nothing happened that week so i wore them again the next week. well something happened all right...one guy pulled my shorts down and the unthinkable happened. when he grabbed my shorts my boxers came down with them! i didnt realize at first but my soft little pecker was on display for everyone. some of the girls in my class were standing around waiting for class to begin and rest assured they saw what i was packing too.

needless to say i was dubbed many nicknames after that. such as tiny, dinky, and little guy. i would say it ruined my chances of getting laid in high school but to be honest a was a shy geeky kinda kid so my chances werent very high to begin with.
laurie lickspittle

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#50
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anyone got anry toilet paper? Or should i beg Laurie to have her lover give me an enema?
whorie_laurie
laurie lickspittle

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#51
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Another Laurie fantasy. We are in a sauna. Laurie is relaxing on a bench nude and beautiful. i am kneeling before the stunningly perfect Laurie. i am dying in the heat in a leather disclpline helmet and in a green wool bodysuit. My hands are bound behind me. my balls are connected by a short chain to an eyelet in the floor. i am soaked in sweat and tormented by the itchy wool.

Laurie is starting to sweat in the sauna's heat. my task is to prevent Laurie's sweat from hitting the floor. i can only use tiny flicks of my tongue to prevent this. If i take a full lick, Laurie kicks me in the balls. If any of Laurie's sweat hits the floor, She also kicks me in the balls.

so i am bound, dying in the heat, powerd to watch all of Laurie's sweaty perfect body for beads of sweat and to flick my tongue on her body at any sweat that threatens to hit the floor. tha problem is that every time i lean forward to perform my ordered task, i pull on my chained balls causing awful pain. so....lean forward and touch Laurie with my tongue...pain. (a relieve the p
whorie_laurie
laurie lickspittle

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#52
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OOOOOPS!! sissy laurie had an "accident" why is my keyboard sticky? Someone really needs to put me in a chasity devise to prevent further sissy outrages!!
whorie_laurie
laurie lickspittle

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#53
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oh yes. How the beautiful Laurie is diabotically tormenting me! If i lean forward to perform my duty, i pull on my balls. If i lean back to relieve the pain, Lauriesweat will fall to the ground and She will kick me in said balls. Omigod, what is a sissy to do?

Well, it is a sauna. There are beads of most wonderful Lauriesweat all over Her face , legs, stomach, pubic hair, and of course Her magnificant tits. i am in a lather frantically flicking my tongue all over Her body. Exctasy! Laurie laughs at my pathetic exertions and mocks me, claiming i look and smell like a reptile. i accept my dehumanization, pain and offense with joy.

Fate interviens cruelly. a large bead of Lauriesweat forms on her most perfect nipple! my tongue touches it. the temptation is too much. my Laurie fevered mind goes crazy!! first i lick, then i suck. i cant let go! LaurieLaurieLaurieLaurieLaurrrrrieeeee!

Laurie is outraged. She shoves me violently back, nearly pulling off my balls in the process. She kicks me hard in the balls 3 times. "YOU FUCKING BASTARD!!! I GIVE YOU THE PRIVLEGE OF WORSHIPING MY PERFECT BODY AND YOU START SUCKING ON MY TITS LIKE YOU WHERE A REAL MAN???? YOU WORM! YOU REPTILE! YOU PIECE OF SHIT!

Laurie pulls off my helmet, pulls my hair in a short ponytail, ties heavy duty string on it and pulls hard, attaching it to another eyelet in the floor. relieve the pressure on my balls, horrible pain radiates in my scalp and vise versa. i am blindfolded and gagged. Laurie leaves without a word. I writhe in agony.

then i notice something else. Laurie turned off the heat. It is now getting very cold. I start to shiver in my sweaty woolens.

Laurie, I love you.
whorie_laurie
laurie lickspittle

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#54
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cmom girls..your stories and fantasies please!!
whorie_laurie
laurie lickspittle

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#55
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hi sissies..please post
whorie_laurie
laurie lickspittle

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#56
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hey...I'm jacking off to my own stories!! I need some HELP!! Continue the huttest thread at this website!!
whorie_laurie
laurie lickspittle

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#57
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The Hottest thread on the Web. a new band of sissies need to tell their stories!1
whorie_laurie
willdo

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#58
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what a great topic
willdo
laurie lickspittle

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#59
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Thank you Karli for sharing!!
whorie_laurie
laurie lickspittle

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#60 
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Hey Sissies!! I found my crush Laurie on Facebook!! Unfortunitely after a couple friendly (non sexual) conversations, she doesent get on much. but i am still hopeful! Anyone else find their "humiliatrixes"????
whorie_laurie
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Sissy and Chastity Forum CuckoldPlace.com / Sissy and Chastity Forum /
Sissy Humiliation back in High School
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