We were sitting under a tree outside the youth centre smoking, my cousin Karen and I. It was late May and the evenings were still a bit chilly. We could see the coloured lights and hear the pounding of mind-numbing disco music through the two large windows facing the street.
“I’m bored,” said Karen and buried her cigarette butt in the soil. I nodded and flicked mine off towards the bike racks.
Karen leaned her head against my shoulder and ran her hand affectionately over my chest. I kissed her forehead.
“One more fag and then we go back in, okay. At least for a while.”
Karen nodded and dug out the pack of fags from her jacket, lit two and gave one to me. We smoked in silence. Karen’s hand found it’s way down to my crotch where she let it rest casually.
“Y’know K, I got an idea that would spice this party up a bit.”
Karen looked up at me with her big brown eyes.
“And what’s that Nick?”
I inhaled deeply and let out the smoke in puffs as I told her it was a dare. She looked at me like, sure I’m game, and started to unzip my jeans.
“Not me K.”
“Who then?”
“Go back inside. Pick the cutest guy in there, take him out back and blow him. Don’t swallow.”
I paused to see her reaction and there was indeed a glimmer of excitement in her eyes.
“Then what?”
“Then to prove you did it you come back her with his cum still in your mouth and kiss me.”
She giggled and stood up, brushing the grass and soil off her jeans.
“Like I did yesterday after you came in my mouth you mean.”
I nodded and she finished her cigarette.
“Okay then, back soon.”
As she walked off towards the party, I leaned back and lit another cigarette watching the stars, slowly rubbing myself through the jeans. Damn I was half way there already. She was gone at least half an hour because I heard two buses stop and go before she came around the corner with a smile like poison come to dinner.
The moon caught her fiery red hair, and I knew she’d actually done it before she straddled me and leaned in to kiss me deep and slide the cum into my mouth. The pressure of her crotch against mine, the taste of some unknown guy’s cum in my mouth and the images of her blowing him on a dare was enough to make me cum and judging by her moans so did she.
“Now truth K; I said, was he big, did he cum quickly or did you have to work for it, at least a little?”
“A little bigger than you maybe but he came almost the second I got it out of his jeans.”
She giggled and said I’d never guess who it was in a million years, and even though I’ve had my theories over the years I still have no idea even today, a quarter of a century later, who the guy was.
—
May turned to June, spring to summer and with summer came Karen’s mum’s recurring summer fling that almost without exception lead to her going off, leaving Karen with her sister (i.e. with my mum). In all I’d say that Karen probably spent most of her summers living with my family.
We lived in a two bedroom apartment, one room for my parents and one for me . Due to this circumstance Karen was allowed to sleep on a fold out in my room, under the strictest supervision of my mum of course. It just wasn’t really decent for us to share a room like that since we were both seventeen and raging with hormones.
Mum probably saw it as a “like mother like daughter” situation. Karen’s mum was a whore – mum never minced her words when it came to what she thought of her sister’s escapades, or her neglect of Karen – therefore Karen must be a whore too. It’s twisted logic I know but that’s how mum saw it, and to be honest, it’s not all that far from the truth. Even if there had been no cause for her suspicions before, there definitely was now, and had been for the past six months.
It was hell really to sleep so close to Karen knowing that we couldn’t really do what we wanted to do which was to fuck like crazed bunnies on amphetamines. I say she slept on a fold out in my room because apart from sleep and meals we spent most of the days at her mum’s apartment playing house, or to be blunt about it, we fucked every which way and everywhere we could imagine at the time. One incident stands out in my mind.
It was a warm day just after school had ended and we’d been sitting on the balcony all afternoon finishing off the six pack of beer her mum had kept in the fridge. After the third beer Karen got up and said she had to pee. I looked up at her and – remembering she’d been doing a bit of gymnastics up until about a year before – dared her to strip naked and do a hand-stand while peeing.
She giggled and began taking off her clothes right there on the balcony before walking naked to the bathroom with me on her heels. She flipped up against the wall of the shower cabinet, spread her legs a little and gave me a perfect view of her soft smooth cunt, with just a subtle carpet of soft red pubes covering the mound. It was so beautiful I just couldn’t resist leaning in and gently run my tongue over it and once I’d begun I couldn’t stop licking her.
I heard her mumble something about if I didn’t want her to pee all over my face I’d better stop but I ignored it and a few seconds later a hard gush of pee hit my face. I jerked away instinctively but as the fountain of pee subsided a little I got back in and the taste of it all just blew me away. I nearly came in my jeans without even touching myself.
When she was done she flipped back off the wall and kneeled in front of me. She unbuttoned my jeans and took my cock out. Slowly she started to lick and kiss it as if making out with it. She looked up at me with those irresistible big brown eyes.
“Now it’s your turn. You must need to go too don’t you?”
I nodded and looked into her eyes as I let the pee flow all over her face and hair. She opened her mouth a little to catch some of the pee which she then dribbled down her chin.
Having made quite the mess of ourselves and the bathroom we mopped up the pee before taking a shower which lead to us fucking with the water flowing all over us. We then spent the rest of the afternoon trying out sex in various gymnastics positions and nearly missed dinner.
—
Part 2
With summer also came my birthday and it would turn out to be a birthday I’ll never forget. Karen woke me up at one minute after midnight, the actual time of my birth, with a kiss. I wrapped my hand around the back of her neck and kissed her back. Her hands ran down my chest and mine found her small round breasts. We made out for a little while being as quiet as possible before she broke free and handed me a present.
She told me it was a secret present, and that I had to open it right then. I opened the carton and pulled out a pair of sexy nylon panties in black with a floral pattern on them. I looked quizzically up at Karen who just smiled at me and said there was a card too. I looked in the carton again and there was indeed a card. I took it out and opened it. It read: “I dare you to wear these all day!!!”
My first thought was: sure I can wear them under my boxers and no one will ever know but that plan went out the window when Karen specified with a giggle and that special smile she had – like poison come to dinner – that I was to wear no other underwear than those panties. She added that if I completed the dare there would be a reward at the end of the day. She was of course talking about sex. That much was obvious but since we already spent most of the last three weeks fucking each other’s brains out and discovering new ways to do. So I knew it must be something more than just sex she had in mind.
Oddly enough I don’t remember hesitating. I sat up in my bed, pulled off my pj pants, slipped the panties on and stood up to pose for Karen in them. The fabric and fit of the panties were very different to what I was used to and the touch of the soft thin nylon made my cock go rock hard in seconds, not to mention the taboo idea of wearing female underwear. My cock quickly outgrew the panties and the head peeked out above the waistband.
Karen gently touched the tip of my cockhead before leaning in to give it a kiss. I nearly came right then and there. She glanced at the alarm clock and told me that at twelve minutes past midnight the next day I could take them off and the dare would be completed.
She gave me a good night kiss and crawled back under her blanket. I was so aroused I could barely sleep. My erection didn’t go down and I didn’t dare touch myself for fear of staining the panties and then having to walk around all day with dried cum in my underwear. Karen appeared to be sleeping soundly but before I finally dozed off I heard a faint moan coming from her mattress. She was probably touching herself, whether in her sleep or not I don’t know.
When the alarm clock rang, I still had a full erection and a beginning pain in my testicles. That was when I realized the day would be one long hell of erotic stimulation. I went into the bathroom to shower and use the time in there to rub off a quickie. So I locked the door and got out of my pjs and the panties. It felt so good to let my cock out of the tight confines but the pain in my testicles grew worse. I wondered if Karen was aware of this side effect of her birthday present. She probably was. It was just like her to pull a thing like that. She was pure evil brilliance when she wanted to be.
I had just stepped into the shower and started rubbing my cockhead with a soft sponge when there was a knock on the door. It was Karen who said she needed to pee really bad and if I didn’t let her in she’d wet herself. I covered myself with a towel and opened the door.
Karen rushed in holding her hands at her crotch as if she really needed to pee real badly. I closed the door behind her and she locked it. She pushed me up against the bathroom wall and kissed me while wiggling out of her pjs. Once she was naked she grabbed my now throbbing cock and sat down on the toilet.
She blew me while she pissed. It took maybe thirty seconds for me to unload in her mouth. I was just that aroused from having worn the panties all night. Afterwards I wiped her clean with my tongue, she put her pjs back on and slipped out with a giggle.
After breakfast we walked to school together. It was just a few blocks away. I was finding it awkward to walk with the panties chafing against my cock and testicles. Karen said it gave me a girly walk and I suppose in some way it probably did. I just hoped no one else would take too much notice of how I walked that day.
School went by in a haze of excitement and fantasies of Karen’s promised reward. I couldn’t concentrate on anything except the ever growing arousal. Karen’s day ended a little before mine did but she always hung around in the rec room and we’d walk home together. By then my erection was worse than it had been that morning. All the chafing from walking around had literally brought me to the edge of orgasm. When I came out of the school Karen was there waiting for me with that signature smile of hers.
“How does it feel?”
I didn’t answer I just looked at her. She giggled and started to skip off towards home. I followed and I just knew I wouldn’t make it home before my cock exploded. I was right too. About halfway home I felt that all too familiar rush in the spine and right there in the street I came so hard in the panties that I almost passed out from the intensity. I closed my eyes and unable to control myself let out a long loud groan. I was seeing stars implode all around me. It was the singularly most intense orgasm I had ever had at the time and even today it still ranks in the top ten.
When I opened my eyes again the first thing I saw was Karen’s smile. She took my hand and pulled me off the sidewalk and behind some large bushes, undid my jeans and stuck her hand inside.
“Now didn’t that feel good?” she said and ran her fingers through the cum. She took her hand out and brought her cum-smeared fingers to my lips. I licked them clean and then she kissed me real quick for a taste of her own.
—
The rest of the day was a tedious blur of birthday cake and painful conversations with family members that never visited unless it was a birthday or some other holiday. I got basically nothing I wanted as per usual. Home knitted sweaters, a book I had already read, a record I already had. Karen’s official gift was the only one that wasn’t a waste.
She’d bought me a cheap bracelet and had my favourite phrase by Patti Smith engraved on it: “Jesus died for somebody’s sins but not mine.” I loved it and still have it today although I don’t wear it all that often anymore since it reminds me too much of Karen and the time we had together.
All through the afternoon and evening I tried to be as still as possible to avoid the panties chafing against my cock. The cum I had shot into them earlier had dried and made the chafing even worse. Despite these precautions I had to make at least two trips to the bathroom to release the tension and still I was hard when the day finally ended and me and Karen got into bed at 11:00 pm. One hour and twelve minutes left of the delicious torture.
We lay there talking trying to pretend we weren’t both waiting for the time to pass. Karen asked me if I had liked her present and I couldn’t deny that I had loved it despite the torture it had caused me all day.
By midnight, the apartment was quiet and my parents were fast asleep. Karen sneaked into my bed. She kissed me on the cheek and slid her hand into her pj pants. I could see it moving as she rubbed her clit. Twelve minutes left, the slowest twelve minutes of my life.
Exactly twelve minutes past midnight Karen sat up and pulled off my pj pants and finally the panties came off. She pulled them off slowly and the feeling of my cock finally being free of its delightful prison cannot be described in words. Very very quietly Karen blew me and very very quietly I came like a volcano into her mouth about 30 seconds later. Afterwards we made out for a while before Karen slipped back onto her mattress and we went to sleep.
As for the reward she had promised for completing the dare. Well that is another story.
—
Part 3
The thing about Karen was that she had always had a way with people. I’d seen the way she’d picked up guys and one or two girls, without them even realizing it was her picking them up rather than them picking her up. I’m still not sure how she did it though.
If I’m being honest Karen wasn’t what you’d call “a looker”. She was quite plain looking. The only things about her physique that ever really attracted any attention was her smile and her fiery red hair but her personality was at times gravitational, like a black hole. She’s the kind of girl you could walk right by on the street without noticing and then feel an inexplicable urge to turn your head and look back. Anyhow, I’m digressing.
The weekend after my birthday came and for some reason I had not seen Karen all week until after dinner. She’d disappeared off on her own after school and returned at around five, half six, gulped down dinner, showered and then buried herself in homework. It was a bit uncharacteristic for her to behave this way, especially with the start of the summer holidays being just a week away.
The next Friday. as we walked to school together, she pulled me into the same bushes where she had jerked me off a few days earlier, kissed me and told me to meet me at her mum’s place after school. She smiled and I smiled back. Things were getting back to normal it would seem, and not a day too soon.
I hadn’t cum since about thirteen minutes past midnight on my birthday, and as I am sure most guys can imagine, my testicles were starting to ache a bit. She gave me her key, told me to let myself in and wait for her. She had something she had to do after school but she’d be there before four. I slipped the key into my jeans and we walked the last hundred yards or so to school.
Of course, I knew that this was somehow all related to the surprise reward she had promised for completing my birthday dare and the thought of what Karen might have planned for us kept me in an aroused state all through the school day. I wanted so badly to slip into the restroom and jerk off a quick one but I figured that would be cheating. Not sure why I felt that way but I did. After the school day ended I couldn’t get to Karen’s place fast enough even though it was just two o’clock.
When I got there I decided to shower and have a snack before Karen showed up. After the shower I went into her room and slipped on a pair of her panties. They were lilac lace and silk. I thought it would be a fun, sexy reminder of the hellish dare she had put me through. After that I made myself a sandwich and sat down in the living room watching TV while I waited.
Half an hour later there was a ring at the door. I knew I hadn’t locked it so I was a bit surprised that Karen didn’t just come in. Was it part of her surprise perhaps? I grabbed a towel in the bathroom and wrapped it around me to hide the panties when I went to open the door. Just in case it wasn’t Karen.
Good thing I did because when I opened the door there was a woman I’d never seen before. She was a total looker too and already being aroused by the thought of Karen’s surprise reward and wearing her panties I got a full blown erection just by seeing this total babe outside the door.
She was wearing short jeans shorts and a thin white blouse under which she obviously had nothing because I could make out the contours of her nipples. Her breasts weren’t all that big but holy fuck they were gorgeous. She had sun bleached blonde hair and sparkling blue eyes. In many ways she was the exact opposite of Karen.
Before I could compose myself enough to ask what she wants she asked if Karen was home. I shook my head telling her that I was expecting her no later than four though. She introduced herself as Molly and asked if it was alright if she waited inside for Karen. Still taken aback by her beauty I just nodded and opened the door all the way for her. If this was part of Karen’s surprise, which it probably was, then I had to admit she had outdone herself.
I asked Molly if she wanted something to drink while she waited for Karen. She shook her head and reached for my towel. She yanked it off and smiled when she saw my rock hard veiny cock poke out of the panties.
“Damn, Karen was right.”
I felt a real surge of sexual energy pulse through me despite the embarrassment of having been caught wearing panties by a completely unknown seriously hot girl. I smiled and tried not to blush too much.
“Karen bet me that I would find you wearing her panties. Looks like I owe her.”
I kept smiling not knowing what to say. My cock was throbbing with excitement as it started to dawn on me what Karen had planned for the afternoon. The thought had barely settled in me before Molly started to unbutton her blouse before kneeling down in front of me. She caressed my cock through the panties and that was enough to get me to leak precum.
She looked up at me and pulled the panties aside to release my testicles from their captivity. She leaned in and gave them a lick. Her hand was still caressing my cock gently. I had my back to the door and was so wrapped up in pleasure that I didn’t even hear it open and close.
It wasn’t until I felt a pair of hands on my buttocks that I realised Karen was back. She had probably waited outside for the right moment. She pulled the panties further to the side, spread my buttocks and started licking my asshole. Between the two of them it was enough to make me cum. I shot a big load all over my belly and Molly’s hair.
After I had cum they both stopped. Karen stood up behind me and kissed my neck. Molly slid her tongue up along my softening gooey shaft, licking up the cum. She licking up over my belly and chest, stopped momentarily to suck on my nipples and kissed me with her cum-smeared lips.
“Wonderful surprise K,” I said and cupped my hands on their crotches.
“Oh this was nothing Nick. Just you wait.”
Having said this Karen took Molly by the hand and led her into her mum’s bedroom, pushed her roughly onto the bed and pulled the yellow summer dress over her head exposing her naked body to me before climbing on top of Molly.
They started making out quite heavily and it took about three seconds before I was rock hard and ready to go again from watching them. I picked up Karen’s dress and for no reason I could explain then or now I slipped it over my head and climbed onto the bed. The dress was a bit tight around the waist and ass but not enough to risk tearing it. I sat by the foot of the bed watching them, slowly stroking myself through the dress.
Karen reached over with one hand to help me. Molly undid her shorts and pulled them down before turning around to face me. As Molly positioned herself to start sucking my cock Karen positioned herself to start licking Molly’s cunt. I came almost the very moment Karen’s tongue flicked Molly’s clit. I came so hard it was as if my sperm was being vacuum-pumped out of my balls straight into Molly’s mouth. I doubt I had ever shot a load as big before.
The afternoon continued on in the same way. Molly and Karen ate each other out while I went back and forth between them, fucking them. The two of them sharing and fighting playfully over my cock. Me fucking Karen while Molly rode her face and vice versa. Molly riding my cock while Karen rode my face and vice versa. It all ended with me and Molly giving Karen a good hard double penetration, Molly with a strap on in Karen’s cunt and me with my cock in her ass.
Once again we completely lost track of time as we all lay there totally exhausted and satisfied. After I don’t know how many orgasms, the phone rang. It was my mum and she was quite angry because we had missed dinner and said we had half an hour to get back home or we’d be grounded for the entire summer holiday. Yes. She was that strict.
Being grounded for the entire summer holiday would’ve been disastrous for mine and Karen’s sex life, so we hurried the hell up and were home with time to spare.
—
