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“Ah!”

I’m not a virgin but Andrew’s cock hurts me when he pushes himself into my tight little asshole. I gasp out once more and cringe, grinding my teeth, clawing at his clothed arms. I try to dig my nails as deep as I can to give him some pain of my own. The tightness of my sphincter certainly isn’t enough for him, isn’t a suitable revenge. Unless he’s some kind of freak it’s pleasurable, too pleasurable.

I bend my knees and place my feet on his ribs, though quickly slide them down to press them onto both of his thighs as he keeps driving his cock into me further and further. We’re screwing face to face, missionary style. He watches every twitch my mouth makes, I’m certain. He’s reading my emotions to boost his own ego. I lift my butt up a little bit, as if that would lessen the discomfort. Surprise, it doesn’t, just allows him to go deeper, though not by much.

“Oh my god, ungh.”

His cock goes all the way into my hole. The member is swallowed down to the end of its shaft…not that it’s very long. That’s when he takes his cue to start pumping himself in and out of me. I roll my eyes up into my head and take it as best as I can.

Switchblade Symphony’s Mine Eyes plays in the background from a portable stereo that’s directly behind me in the small loft. Haunting operatic vocals matched with synthesizers for an otherworldly atmosphere that fits the low lighting in the room. It almost overpowers the weird squishy sounds of our fucking. I focus my gaze up to the triangular ceiling above. “Harder,” I hear myself saying, practically without any breath behind my utterance. “Harder.” Make this moment special, I think.

He lowers his body onto mine, holding me so that I have to hug his body or otherwise keep my arms awkwardly down by my sides. I decide to run one hand through his chin-length wavy brown hair while I wrap the other one around him to keep him close. Oddly, I’m not hard, not like I am when my brother fucks me. Nevertheless, I moan as if I were, and take his pounding like a pro. For all the things I’ve already done at my age, I’m sadly like a pro.

His small balls slap against my ass. Slap. Slap. Slap. Slap. Slap. My shirt rides up my back, exposing my skin to the carpet, giving me a mild rug burn. His humping becomes erratic and my cock doesn’t get any harder. Any illusion of romance I had with the situation is shattered. It’s too amateurish, I realize. My brother is much more enjoyable, more experienced, more considerate.

“Uh, uh, uh, uh.”

He suddenly scrunches up his face. His whole slim body tenses. To my complete and utter surprise, the bastard chomps down onto the side of my neck. I scream out in agony while his cock twitches inside of me, pumping out his come spurt by spurt. He moans over my yelping and sucks on my neck as if he were a vampire. I know that’s what he wishes he was. That’s fine as I don’t mind the idea of being a blood doll, but some warning would have been nice. I assume this is what I get for wearing a black Interview with the Vampire t-shirt the other day that had a hot-as-fuck Tom Cruise on it with the words, “Drink from me and live forever,” written on the back.

As soon as his cock shrinks, he releases his hold on my neck and pulls out. Relief at last. I close my eyes and take a deep breath. He lies down next to me but doesn’t touch me. He’s out of breath too. When I glance at him I realize that he looks rather silly the way he is…pants down around his ankles. What a lousy fuck, I think. I can’t blame the guy, though. I’m his first boy, his second sexual partner altogether. He was only sixteen, I, the fourteen year old brother-fucker turned slut.

+/+/+/+/+/+

Marilyn Manson Concert. 9:30 Club. Bathroom.

I make direct eye-contact while I wait in line for the bathroom. I suck on my forefinger. It has two coats of hot pink nail polish on it. I ask him for his name.

“Nathan (Ethan?), what’s yours?”

“Seth. But you can call me baby. Do you like me? I like you…think you’re like hot and all.”

We make out like the overexcited, overindulgent rebellious teenagers that we are. Someone shouts “faggots get a room” but we just laugh it off until the line shrinks.

It’s chaos inside the bathroom. Smoke everywhere. And holy shit it reeks of butt. But Nathan/Ethan is so fucking hot, and not too old—looks to be about seventeen. He has braces in his mouth and an earring in one ear. His hair is dyed black and down to his chin, shaved underneath and flipped to one side, too. On his forehead is a black X. Whether it’s there to imitate Charles Manson or Rob Zombie, I’m not sure. Either way, his whole look contrasted nicely with my more feminine appearance—plastic pink barrettes in my short black hair, long black skirt, eyeliner, eyeshadow, mascara, pink lipstick and all.

Once a stall becomes free, we make a dash for it, though he goes in first. He tries to cover me so that I’m barely seen, but we make a last minute change of plans. He goes in and closes the door most of the way while I look around with my fingers on the handle as if distracted. When a few seconds pass, I slip inside the stall as if no one else had entered it before me. As I situate myself into the small space he whispers, “Come on, sit on me.” He’s down on the edge of the toilet seat holding his cock in his hand. It pokes out from his light blue boxers. To my surprise, I hesitate to do anything. I’m suddenly bothered by the fact that there are so many guys in there with us, pissing, farting, smoking and, from some giggles I can hear, fucking girls. They have to know that we’re both in there up to no good. Makes me wonder if anyone will tell, mostly because I’m so young. As soon as I second guess myself, however, I talk myself out of the second guessing. Guys seem to be doing their business and leaving. I can tell because of all the shuffling of feet that I hear. Biting my lip, I look down at the condomless stranger. Andrew is upstairs waiting for me, but he’s a lousy boyfriend. He can wait forever for all I cared.

“Uhm…maybe another time,” I say without making a move to leave. Nathan/Ethan takes me by my fishnet-covered wrist and gently pulls me towards him until I’m between his legs (space in the stall is nonexistent). I gulp and nod. “Okay,” I say to myself as I turn off all common sense, as I relent to my overwhelming need to get fucked in the ass. To show that I’m once again willing, I bend down and kiss him deeply, one hand at the back of his head, the other on his cheek, stroking it. Without resisting, I let him, the complete stranger, tug down my long black skirt while I continue to make out with him. I then let him do the same with my briefs. I’m so nervous that when I regain my posture I’m incredibly stiff, like a robot. He has to take me by the hips and turn me around, my ass to his face because I can’t do it myself. To my humiliation the only thing that isn’t stiff is my little cock.

I begin to lower myself to ease onto his dick but he takes me by my girlish hips and just pulls me down to speed up the process. Within seconds the head of his cock is pressed right against my sphincter, but it doesn’t go inside of me. I have to reach around and hold his cock in place for penetration to start to occur. Deprived of even the faintest of lubrication, it hurts like a bitch and isn’t going in me like it should. I’m way too tight. Too nervous. His cock bends. Instead of feeling like I’m getting dicked, I just feel pressure. There’s too much resistance from my end.

“Wait, wait,” I say, glancing over my shoulder to look at him.

“Move forward,” he says. With a non-violent shove, he sends me towards the door. I have to throw up my hands to brace them against the sides of the front of the graffiti-covered stall in order to prevent a collision with my head. As I remain hunched over like that, he stands up and spreads my ass cheeks. I close my eyes and try to focus on loosening the muscles in my entire body to make penetration easier. It seems to work. I relax, and just in time. With one hand wrapped around my waist, he thrusts his meaty cock into my tight little asshole. He’s not a jerk about it, just desperate. I squeak, but quickly suck my bottom lip into my mouth so that I don’t make any other noise. I don’t want to attract any unnecessary attention.

He immediately begins to pound into me, his cock hitting my prostate with every other thrust or less. My natural ass “juices” are the only lube I get. He slaps my ass. I scrunch my face up into a tight wince. I have to gasp for air as if I had been holding my breath. Drool dribbles out of my mouth in thin threads. There doesn’t seem to be any gradual pleasure with this. It hurts so fucking bad that I force myself to turn the pain into pleasure by sheer willpower. Mind over matter. He moans loudly. The belt buckle on his pants jingles as he wildly humps me. My arms begin to shake at the elbows from being strained and stuck in the same position. Before I know it, my arms are given a break. “Come with me,” he says and pulls me down as he goes back to the toilet seat.

Keeping him in my ass, I’m forced into the position we had tried in the beginning. This time, though, I can work it. With my legs closed tightly together because of the lowness of the seat, hands braced on his thighs, I begin to pump my ass up and down his thick throbbing shaft until I’m practically bouncing on him like an excited little child. He moans and moans until his cock accidentally slides out of me. “Opps,” I say. He goes and puts it back in my hole. I bounce on him some more, muffling my own sounds of pleasure, until his dick comes out again. This time I’m embarrassed. Without a word, he stands back up and forces me forward into the position I had been in when he first entered me.

Putting his cock back into me, he resumes the fucking with an arm wrapped around my waist. I take it like a good boy until my eyes widen in surprise. His free hand wraps around my soft, neglected cock. He gives it a firm squeeze and begins to jerk me off. He goes faster and faster. I grow to my full, though small, length.

I can’t help but watch him handle me as my body is repeatedly thrust into, ass tightening more and more in genuine pleasure. I whimper. Everything starts to feel real good—too good. I close my eyes and cry out, foregoing my attempt to keep quiet. My balls tighten as if they have a mind of their own, and a heat moves down my lower back. I grimace and spurt out come in small squirts all over my own clothes, all over my briefs and skirt. Before I can get a good look at the mess, however, he pulls his dick out of my ass and whips me around. He pushes down onto my shoulders then begins to jerk off. He grabs a fistful of my hair and forces my face forward. Mildly disoriented, I don’t register what he’s doing until it’s too late. Until it literally hits me in the face, landing on the apple of my cheek, and above my eyebrow, onto my long dark eyelashes, barely missing my eye, a little on my nose and some on my lips. My lower lip trembles. My heart pounds. I gaze up at him and see him making an o with his mouth, one that quickly turns into a wicked grin. Just as the come starts drying on my face, he stuffs himself into his boxers. Within the blink of an eye, he slides past me, says, “Thanks, little dude,” and is gone, leaving me on my knees. As if on cue, the crowd in the venue roars. It snaps me out of shock. I reach for some toilet paper to clean myself off, but see that there is none save for a few strands that hang from the cardboard roll.

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Ever since I was little I've loved looking at men's penises. From myearliest recollection of bathing with my father I remember being captivatedby his willy. I would find excuses to go into the bathroom with him whenhe needed to pee so that I could watch. When I got tall enough to stand atthe toilet and pee I did so alongside him whenever I could, just so that Icould see his willy. I was equally fascinated by him peeing, so much peecame out of him and in such a torrent, I was awestruck. I...

3 years ago
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The adventures of Acerboy12

The adventures of Acerboy12This adventure is of the time when I was young and my cock was smooth and it would touch my belly button at the sight of a pussy. My girlfriend at that time was younger than me and the nearest I got to her sweet young pussy was licking it in her back garden, in her tent on a gorgeous sunny day but I was not to concern about not fucking her young pussy because I was shagging her mother silly every second I could get my cock into her delicious fat juicy pussy.I was...

1 year ago
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The adventures of Acerboy12

This adventure is of the time when I was young and my cock was smooth and it would touch my belly button at the sight of a pussy. My girlfriend at that time was younger than me and the nearest I got to her sweet young pussy was licking it in her back garden, in her tent on a gorgeous sunny day but I was not to concern about not fucking her young pussy because I was shagging her mother silly every second I could get my cock into her delicious fat juicy pussy.I was living at home at the time...

2 years ago
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You in Bitch dom instructions to pussyboys

You in Bitch – dom instructions to pussyboysOnline instructions from a dom to his sissy pussyboy.O.K cunt! Enough of this on-line shit! Time to put your mouth where mycock is! You've told me about your sleazy desires and fantasies, and your nasty needto be dominated. Either we're going to do something about it, or you canjust fuck off! I don't have time for pussy boys who don't followthrough. I've been thinking about what I'd like to do to you! Heregoes! I'm gonna get a hold of as many rough...

4 years ago
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Mature whore Toyboy

This happened early 70's when I was 15 .I was in disagreement with my Mum as she wanted me to go on holiday with her and my Aunt to a holiday camp for 2 weeks in the summer holidays and spending 2weeks with mum & aunt was something I was going to avoid at all costs and which I won but was informed that mum's friend would pop in to see how I was etc .I had been to the park to have a a kick about with mates as I play football and Rugby for school and was drenched in sweat as was a hot...

4 years ago
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You dirty boyyy

I show up at your house unannounced, knowing you'd be inside waiting for me anyways. I walk right in and see you sitting on your couch, and to my surprise, you're naked. I feel my pussy tingle and then feel the warm feeling of wetness soak my panties. Oh my, how the sight of you turns me on. I'm wearing a trench coat with only panties underneath and in a sexy manner rip the coat off exposing my breasts but leaving you to still wonder about the last private part of me. I'm also wearing stilettos...

2 years ago
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Daddys Girlyboy

I was alone in the house so I was indulging in my fantasy of dressing up as a girl. I had my long hair all straightened, full make up and my skimpy sheer black thong on with black stockings and suspenders with a tight lycra dress which showed off my very girlish figure. This was finished off with a pair of killer heels which complemented my shapely, smooth legs. Dad wasn't due in for a while yet and mom was away on business. I put some music on and was enjoying being the real me for a while.I...

3 years ago
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Jabalpur Callboy

Hi friends, girls and all sex seeking women reading my story This is my 1st story I should introduce myself I’m of 21 yrs height 5 11”, athletic body (with 6abs), fair in colour and my penis size is approx 9inch with thickness of 6cm diameter Now without delaying I should start my story of my first meeting as a call boy with a lady named Shweta (name changed). I was looking for a girl in Jabalpur to have fun I tried everywhere facebook, tinder , Instagram, google, etc for 2 months...

3 years ago
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cumboy

I first met him online at one of those dating sites,we chatted a few times exchanged photos talked dirty, never figured on actually meeting since he lived all the way across the country,He was gorgious,and married.Then as fate would have it, i found myself in his city since i traveled around doing show at tgirl stripclubs.So i figured id email him and tell him i was in town for a show, maybe we could meet for drinks, He messeged me back, said his wife would be away for the day and gave me his...

3 years ago
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Ex Girlfriend8217s Friend Made Me A Callboy

Hi, this is Neil. I’m 22 staying in Kochi, Kerala, very rightly called the god’s own country owing to its unmatchable beauty. I believe life is short, so I guess we gotta make every moment count. We just can’t afford to put up with regrets. I love sex and in fact, most of the people do. After all, it’s a biological necessity and I hate the fact that it’s considered a taboo in our society. Satisfaction in sex is my priority and it’s very imperative that both the partners enjoy completely. So...

3 years ago
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Wild Threesome Adventure With A Callboy

Hello friends and fans of this wonderful site. This is Gautam basically from jaipur but currently in delhi, india. I am 24 yrs, 5ft 11 inches male with a good physique, with some really hot looks & a very strong sex drive & I have a 8 inches rock hard cock to please & satisfy any female craving for sex. I’m very good in massage and women find it erotic when someone who can satisfy them in bed as we as make their body dip with oil. You can mail me at So without making you bored. Lets just start...

2 years ago
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At the Mercy of a Muscleboy

At the Mercy of a Muscleboy - By Obedient Boytoy I loved spending time at the gym. I wasn't a musclehead or a vain yuppie or such, I just enjoyed the activity, the exercise and the scenery. I was fit, slim and trim, with a smooth body. I exercised to stay that way, not to bulk up. I was in nice shape and looked good for a 34-year-old guy. Even with youth drifting out of sight in the rearview mirror, I still was referred to as a 'pretty boy' by many of the studs in the gay...

2 years ago
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Sweet Rascal Chennai Turned Into Callboy

Folks first I need to thank the Indian sex stories team which gave me an wonderful chance to satisfy the ladies in chennai .So this will be my third story and the previous story link is given and I got many replies and emails for my previous stories and in fact got many fakers invitation who keeps the email address in girls format name. So my advice is please don’t contact me or send any emails and don’t waste my time and also your time. Be always true to be original and according to my...

3 years ago
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Cum Face the Boyz

I am not sure if this story belongs under this category since it doesn't involve nudity, but I think this is the most appropriate place. Last week I went to visit the guy I am dating, Adam. We were hanging out alone at his parent's house (they were out) and we decided to order pizza. While waiting for the pizza we started to fool around a little bit in his living room, and I ended up giving him a blowjob. I was really getting into it (Adam's always into it!) when the doorbell rang. I...

1 year ago
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Oral Sex With Virgin Girl Leads Me To Become Callboy

Hello to everybody! I am Krishna from tirupathi (andhrapradesh) studying btech in andhrapradesh staying along with my family. I am a big fan of ISS and had read many stories here. Now it was the time for me to share my experience with you,this happened around 4 weeks back. This story belongs to the girl who introduced me to real life of sex. Her name is gayatri and lives just opposite to our house with her parents. That time i was 19 yeairs old and gayatri completed her btech . She is 22 years...

3 years ago
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My Aunty Who Made Me A Callboy

Hello friends, this story was forwarded to me by a friend, this is AK back again with another true story of mine. Let me introduce myself again to those who have not read my first story. Am AK from Bhubaneswar, Orissa, India.. I am 5.8 feet and have a decent 6.5 inch cock and am cute looking as females say. From the beginning of my college life I had an eye over matured women who came across me……But never got a chance of have a day with them until I got to fuck my aunty Leena who is also my...

2 years ago
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Kaise Bana Main Callboy

Hi, I am Archie form Mumbai and I am 18 yrs old. And I am a regular ISS reader. Dis is ma 1st story so sory fr ny miskakes. Yeh story abi thode tym pehle ki hi hai. Mai college mai IT ka student hu so ek din college canteen mein baithe baithe mjhe call aaya, maine call recieve kiya toh woh ek wrong number tha, ek bahot hi sexy lladki ki awaz thi. Maine zyada kuch socha nai aur main class attend karne chala gya. Clas s nikalne k baad mjhe phr usi numbr s cal aaya maine call recieve kiye toh uss...

2 years ago
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I Became Callboy

Hello and Hi to all the readers of this ISS site stories. I’m reading almost all the stories of this site. This is the story how I became Callboy for my family problems. I am a businessman in Mysore. Usually I travel more to Bangalore to purchase materials. Like that few weeks back when I boarded the bus there were only few people in bus. I sat in two seat side and a lady around 30-32 years was diagonally sitting in next seat. Meanwhile I got a call from my client and I was discussing on rate...

Incest
2 years ago
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For billy69boy

So I was at this lil party and things were getting pretty wild. My girlfriend at the time, a 19-year old asked me if she could invite two girls upstairs to have a little fun with us in our hotel room. Of course, I said sure.Once we got up there, the other two were waiting. One was 18 and one was 19. We all stripped and took a shower together, where we all washed each other.When we were done with the shower, one of the girls (the 18 year old) kinda chickened out and said she just wanted to...

2 years ago
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Bootyboy4u

I'm a horny sexy tranny that loves to get assfucked. As you can see I have a big ass. I loves asses, pussies and dicks. I am a escort, I date women and men. I dress very slutty in thing like short skirts, slutty shorts, tight jeans. I have a girlfriend and a boyfriend, we stay together. I love to watch them fuck, we r so nasty , I like to lick her ass and pussy after he fucks her, his dick is so big, Ilove to lick his cum out of her ass and they both luv to play in my ass, after I cum home from...

2 years ago
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The Bankboy

By : Prod_ben He had written in his profile on some gay socialising site that he was looking for mature tops or versatile had pinged him there and he immediately responded. Initially he was hesitant in sharing face pics and our chat used to be off and on. Within a months time the trust or passion or whatever built up some more and then we shared pics. He was and is average by looks. i mean at his age there are many boys who look even more sexy to my eyes. Immediately after pic exchange...

4 years ago
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Steve shows his new ponyboy

Steve Shows His New PonyBoyBy Richard Taillon Chapters 1- 12 --------------------------------------------------------------------------------------------------------- Chapter 1Finally I was there after a two hour drive. I could see the house at the bottom of the mountains, in a very secluded place. At least he gave good directions because it's almost impossible to find it at the end of a dead end road.As I approached, the house was a one floor building with wings.  It seemed well kept. I parked...

1 year ago
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The Poolboy

You are in our garden next to the pool and the sun is beating down on your smooth, tanned, wet body. You are wearing a tiny white bikini, which is slightly see-through because you’ve just come out of the pool. You put on your iPod and sunglasses and lie back on the sun bed, letting the sun dry your body and hair. You close your eyes and you slowly start to doze off, and you start dreaming about your fantasies and your past sexual encounters. As you dose, your hand slips down in between your...

Straight Sex
2 years ago
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Ponyboy

PonyboyBy Sarah        ?But mom, why can’t I be a ponygirl like Sarah?  She looks so cute in her tack, all quivering and prancing.  He ass and tail really make me hard, just thinking that only ponyboys can fuck her.  Please mom, I want to fuck her.  Can’t I be a ponyboy??        John stood at the table looking at his mom, and out the window at his slave sister Sarah.  He had watched as his mother and father had taken a nude and struggling Sarah outside, and forced her into the hoof boots, bit,...

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