PART ONE: DADDYS PRESENT
I take a deep breathe sitting in my car, suddenly unsure if this was a good idea. Matthew was my best friend. Ever since last week, when he left his Facebook logged onto my computer and I found his group chat with the guys, I couldn’t stop thinking about it. The group chat was full of sly pictures the guys have taken of me, while changing or other wise exposed. The messages were detailed accounts of all the dirty things they wanted to do to me. Let me tell you, there were many many dirty things they wanted to do to me. The better of their pictures and the more detailed of their fantasies were posted to a Reddit page I found with only about 200 followers. It’s then I learned that my ever growing group of all male friends all came together due to one commonality; they found me infuriatingly sexy. It had turned me on so much that it drove me here. I will say that for sure, the need to be here was dire, the pulsing of my clit reinforcing that. I was choosing to be here the way a fish chooses to stay in the water. This was a pure primitive need of mine. Besides, it was his birthday. what did I have to loose?
These guys had been my friends since middle school, and they accepted me as a man before I had started my physical transition, I owed them this, right? And after finally getting a hysterectomy I could repay their kindness. I look down at myself and checked the screenshots I had taken of the group chat, knowing how they had seen me for years making me wet. I wore a pair of jean booty shorts, and black vans. I also wore a button up black shirt that is tight fighting, showing off my form. The shirt was only half way buttoned up, I hadn’t been buttoning them up all the way since I got top surgery, too proud of my chest to hide it. Underneath my shorts I have on a thong. It is black but has happy birthday written all over it in different fonts. I wore one of my favorite collars. Well it’s been my favorite since it was voted the collar I look most fuckable in. My hair is in a punky under cut and dyed purple. Everything was perfect. I take a deep breath. This isn’t the way that most people loose their virginity, but this heat had been growing in me since puberty. Today I was a 21 year old man who was tired of waiting in life. It’s not that the guys had never offered, they had all offered a variety of things, from taking it slow with me, to living out every wild fantasy I could think of. But this was the first time in my life I was free. I was finally comfortable with my body. On top of that, the fear of pregnancy and how it would set back my transition was no longer hanging over my head. This adventure that I hoped I was about to enter was my greatest wet dream. I had waited long enough, I deserved this. I got out of my car and walked up to the door and rang the door bell.
The door was opened and I Matt greeted me with a smile “hey!”
I give him a hug, “happy birthday!” He squeezes me tight, my head fits against his chest, him being over a head taller than me. I was definitely the smallest of the friend group but it came with it’s perks, like having a group of body guards to make me feel safe changing in my preferred bathroom at the gym. They loved going to the gym with me. And kept me on track going 4 days a week. Thanks to them I was very fit. My muscles defined but lean. I know now it was a competition, seeing who could get the best candid nude or partially nude photos of me. The winner of which was Lucas, who got several good pictures of me rinsing off at the gym after some bigot poured their drink on me. God that was so hot to find in the reddit. So many strangers all drooling over my body. I loved showing off my body, and without an audience I didn’t feel like I could come. Even at home, I jack off in front of my sliding glass back door. I wait till night and turn the lights on, and how the frat boys that live across my back yard are out. And now, the boys had gone through and made a voyers dream for me. I was so lucky. In fact I felt like I hadn’t paid them back enough for all their help. That was going to start to changing tonight. I wanted to make them feel as horny as all those chats and photos made me.
As Matt released me from the hug I look up at him. He is wearing a t shirt he cut the sleeves off of from the band some of the other guys were part of and dark relaxed fit jeans. His arms had full tattoo sleeves and were very big and muscular.
“You look amazing!” He says looking me over, his eyes lingering on my short shorts and bare chest a bit too long.
“Thank you!” I say with a smile and slip off my shoes setting them next to the door. Wiggling my butt a little at him as I bend down to set it. I stand back up and turn towards him.
He smiles and leads me to his living room, hazy with pot smoke and beer cans everywhere, most the guys just sitting around chatting. No girls were insight, but this didn’t shock me. Most of these guys had problems with cheating and most girls knew them as pigs. Honestly I didn’t blame them, I could tell you first hand that these guys had some dark fantasies but I also trusted they would never hurt me. They weren’t bad guys, into equality and all of that. It’s just they needed their partners to have a certain submissive quality, and this need tended to make them seem a bit old fashioned and sexist.
Matt sits on his sectional couch and starts rolling a joint, I sit next to him and soon the guys are all around, pulling up an a foot rest and sitting next to me, soon all 12 of us are in a smokers circle.
“What strain?” I ask Matt
“Silver Haze” he says.
I smirk and don’t reply. This wouldn’t be first time smoking silver haze and I knew it was a horny weed if there ever was one. We sit around smoking for a while, soon some joints moving around the circle along with the blunt and I am feeling good and high and so eagerly horny.
“Anyone got any party games?” One of the guys ask in a lull in our conversation.
“How about truth or dare?” I suggest.
This peaks everyone’s interest. They had asked me to play with them before, but I had always feared being asked to do something I wasn’t comfortable with, but now? Nothing made me uncomfortable. I was glad I never agreed to do it until now, knowing it was always a desperate attempt to get me naked.
“Absolutely” Matt’s roommate, Ryan, quickly agrees while Matt is lost for words, “birthday boy goes first!”
Matt is brought back to reality. “Uh yeah okay, Sam, I dare you to uh, unbutton your shirt the rest of the way.”
He is clearly testing the waters with a request he can easily claim is not sexually based. I quickly undo my shirt and some of the guys cheer in encouragement I lean back tossing both sides of the shirt aside to show off my fit body. I lean back and I feel Matt and Mike who is on the other side start gently touching my stomach, up my body to my pecks.
“They healed so well don’t you think?” I ask with fake innocence, pretending I am unaware that they are more than interested in my scars.
That made it my turn.
“Ummmm, Lincoln, Truth or dare?” I ask.
He thinks for a minute “Truth.”
“What is your kinkiest fetish?” I ask with a smirk.
I see some of the boys shift, and I knew I had just set the tone for this game.
Lincoln is blushing slightly as he says. “Well, I am really into animal play.”
Some of the boys start laughing and I hear Lucas chime up, “of course the farmer is into that!”
The boys break out laughing more and it takes a minute for us all the calm down.
“Alright Lucas, I dare you to do a body shot off of Sam.” Some of the boys laugh and clap and the ones on the foot rest get up.
I am laughing and lay back on the foot rest. A salt trail is made starting at the waist of my shorts going up my stomach, and between my scars where a shot glass rest on my sternum. It’s filled with tequila and a lime slice is placed between my lips. A few of the guys pull out their cell phones, not wanting to loose the chance to get this recorded. Lucas crouches in front of me and I feel him place a hand on each of my thighs. I quiver and for a moment I just imagine him ripping off my shorts, and his sweet tongue exploring my warmth.
I close my eyes and wait and soon I feel his tongue just above my waist and travel up me slowly. I feel myself getting wet as he crawls up between my legs. He takes the shot between his lips, and tilts his head back to take it. Then, he grinds his hips on me, disguising it with the movement of him leaning up to take the lime from between my lips. I have to stifle a moan. Everyone laughs and someone helps me up, um laughing as well and my face is flush. The guys help me up, I wish I had the confidence to tell them how that made me throb. It was so hard not to get naked and beg to be railed right then and there.
I laugh to hide my blush and stay sitting on the foot rest with Jason and Josh.
“Okay Sam, since you found it so funny I dare you to…. take off your shorts.”
Some of the guys never put their phones away and I don’t ask them to as I unbutton my shorts and pull them down and off my legs. I’m sitting right in front of Matt who can very clearly see my thong. I spread my legs a bit more with a playful smirk.
“Like your birthday present?” I ask Matt who is just staring mouth a gap.
He nods. I smile and sit back, the two guys next to me continue to explore my body with their eyes.
“Um Kevin”, he has is phone okay and filming me “truth or dare?”
“Dare”
I spread my legs playfully, putting them up on josh and Jason who eagerly grab at my thighs
“I dare you to come get some good shots for that reddit I found”
He eagerly comes over and as he gets his shots I only grow wetter. I feel josh lean over and start kissing and sucking on my neck, and Jason reaches down to my crotch, and eagerly rubs me through my thong. I think this is the moment they knew that their dreams were finally going to come true.
I lean my head back, moaning lightly and I hear the iPhone camera shutter go off. I feel Jason moving my thong to the side so the camera can get even more pictures. Max comes over, still filming from earlier, getting video footage of the camera shoot. I start feeling Jason probe at my hole and I shudder slightly as one of his fingers slowly enter me. The whole time the camera sound is nearly non stop. Another finger slips in. I bite my lip, bucking my hips a little. He lets me adjust to his fingers before starting to finger fuck me. Slow at first but then speeding up. I moan, Josh moving his hand down to help, rubbing my clit.
It didn’t take long for them to make me cum. I was already so horny. I gasp, and suddenly Josh and Jason are the ones holding me upright. Kevin and Max go to sit down, and I lean against Jason, catching my breathe.
“Ryan,” Kevin says as he sits down. “I dare you to lick our little boy clean.”
Ryan gets down on his knees in front of me and slowly pulls aside my thong, his hands shaking slightly in excitement. Jason and josh both grab my legs, holding them spread apart as Ryan moves my thong aside and eagerly starts licking me. I moan, arching my back and grabbing at Kevin’s hair as he licks my sensitive clit. He spend several minutes licking me clean, and I shudder and squirm with pleasure under his touch.
“Sam, I dare you to suck Matt’s dick.”
Ryan commands as he stands up wiping his mouth and going to sit back down.
Matt eagerly stands up, dropping his pants, his dick springing up, already hard. It was a lot bigger than I ever imagined.
“I’ve never done something like this before…” I slowly get on my knees, “so we may need to practice a few times.”
I look up at him, waiting for a response as I look up at him. I do my best to put fake concern in my voice. He grabs my hair moaning, “fuck don’t worry daddy will teach you.” He says and I start slipping some of his dick into my mouth, using my hands to rub the portion left out as I bob my head on his cock. I hear him moan and this only turns me on more, and I gag slightly, trying to get as much of his cock in as possible.
At some point something changed in Matt and his looses his self control. I feel his other hand go to the back of my head and suddenly grabbing my head he shoves his whole length inside. I gag hard tears streaming down my cheeks, and I am turned on so much as I gag on his cock. I grab his hips, moaning around his dick as my gag reflex subsides. Matt slowly starts fucking my face. He starts almost gentle. But I’ve seen Matt’s messages, he is not into gentle and soon I am roughly being fucked, his balls slapping my chin hard and leaving a red mark. I feel him start cumming down my throat but he doesn’t pull out. He gently pets my hair and coos “you can have your mouth back after you swallow.”
It takes me several minutes to get through it, my throat feeling unnatural as it flexes around his throbbing hard cock. He slowly pull out of my mouth and I gasp for breath. I look around. In this time most of the guys have gotten naked and stand jacking off to me, a few of them filming and taking pictures.
I look up at Matt “Daddy was I a good boy? Did I do good?” I say in my sluttiest voice possible.
Matt starts jacking off, my words clearly turning him on. I giggle and sit back on the foot rest, in between Jason and Josh who are both completely naked, their tattoo covered bodies turning me on even more.
“Did I do good enough to earn a reward daddy?” The circle of men around me gets smaller, four or five of them with phones out filming.
“Yes you did, what does my little boy want?” He nearly growls it, and looks at me hungrily.
I playfully spread my legs, Jason and josh grab them again, rubbing my thighs, making me moan as I speak “Daddy, I want you to have my virginity for your birthday. Will you take it? Oh please daddy? Please I want you to have it.”
I’m still begging as he grabs my thong, and the thin fabric rips as he pulls it off me. Josh and Jason hold me up, making me able to start jacking them off with my free hands. Matt steps between my legs, the boys spread my legs more for him. Using the arms not holding me up to rub and explore my upper body, even toying with my nipples. All while my hands busily stroke their cocks.
I watch as Matt starts to tease me with his head and I let out a whimper, my body craving him.
“I don’t know if you really want me too.” Matt says darkly, looking down at me like a predator about to go in for the kill.
“Oh please Matt, please. If you take it I’ll be such a good boy for you. Oh please daddy. I want your cum to be the first to fill me. Oh please daddy. I want it so bad. Daddy please, I promise I’ll repay the favor. Please daddy I’ll be so good. Oh ple…..”
The whole time I beg Matt slowly pushes his cock in. When he is about half way I loose my ability to speak.
When I stop talking Matt stops moving in me, and Josh and Jason both stop toying with me. It was in that moment I knew I had fucked up.
Matt grabbed my throat roughly, slamming me down onto the foot rest. Josh and Jason hold my hips still as I squirm, desperately wanting him deeper.
“Tell me Sam,” Matt’s voice is both soft and deadly and it sends a chill down my spine “did I give you permission to fucking stop?”
“No… no… daddy.” I gasp out.
“And does that mean you were a good boy?” He continues, releasing my throat, and running a finger like a talon down my body.
“N…No daddy. I was a naughty b-boy.” My voice quivers, and I tilt my head up to watch as his finger slowly circles my nipples, taking turns with each.
“And do you know what daddy does with naughty boys?” He ask, and I feel is cock slowly slip out, pausing when just the tip is inside me.
“N-no.” I say biting my lip and sitting up slightly.
He speaks slowly and deliberately “we hold them down,” on cue Ryan and Lucas get on each side of me, holding my arms down. Dwayne comes up behind me and presses my shoulders down to the foot rest.
Max and Kevin circle me, getting a good view of my squirming body, being held still as I throb around Matt’s head.
Matt continues in a voice gentle as if he is comforting me on my death bed “and we fuck them, till they remember their place.”
On the last word he slams his entire length inside me.
I let out a slight scream as I wasn’t expecting that. I throb around his cock in me. And look up as he leans over. Oh fuck this was so fucking hot.
“I’m sorry daddy… please.” I whimper out. I’m not sorry, I would have stopped talking way sooner if I knew it would lead to a railing this rough, but I am desperate to edge him on.
Matt laughs, a twisted Sexy laugh. “No Sam, you aren’t sorry yet.”
I yelp as he starts roughly railing me. I squirm my back wanting to arch, my hands searching for anything to claw to as pleasure rips through me. I’m not allowed that release. Strong hands hold me down, their pressure against me serving only to make me even my desperate to be railed.
Josh starts rubbing my clit and I moan, barely able to think as I feel myself approaching another orgasm.
“If you cum before me you are in big trouble.” Matt growls it at me.
I try my best I swear I do, but josh refuses to let up on my clit, and Matt rams me as hard and rough as he can. I moan as orgasm around Matt’s cock, and he doesn’t slow down a bit, causing me to ride on multiple waves of pleasure.
Matt growls “you’ll regret that bitch.” He slams hard and fast until I feel him fill me with warm cum.
He stays inside me, milking his cum into me and massaging his balls till his cock goes limp in me. The guys holding me down releases me and I let out a whimpering moan as Matt pulls out of me, cum dripping out of my body in his absence.
He grabs me by my hair and forces me onto my knees. He tilts my head up by my hair and Mike passes him a glass cup half full with a white milky fluid. I gulp. Oh no. The cup is slowly pressed to my lips and Matt speaks sternly to me. “Drink it all, and you will be forgiven.”
He pours it into my mouth and try to swallow like a good boy. I really try too. But the taste is too much and I end up spitting it up.
Matt shakes his head at me disapprovingly and slowly pours the rest down my neck and chest. I shiver is drips on me. I’m shoved forward and catch myself with my hands. I don’t dare get up as Matt circles me like a shark. He settles at my ass, getting down on one knee, using the tip of his cock to toy with my asshole.
“It sure is a shame you were a good boy.” He muses softly “good boys get lube.”
Then he does the worse thing yet. He sits and it waits. The anticipation kills me and my arms start to tremble slightly. I close my eyes, deciding it’s better not to know it was coming. I was a bad boy, and now I needed to be taught a lesson.
The pain was so intense, the edges of my vision started to go dark and I felt arms holding me up. “Can you handle daddy’s cock?” I hear Matt ask, not wanting to damage his new toy I am sure.
“It hurts…” I whimper out and Matt very slowly pull out, leaving just his tip in me. Not wanting to damage me so early in the night, I feel Matt slowly jack off into me. All the pain was worth it when I felt his cum seep into me. I arch my back slightly and moan. He pulls out and slowly sticks a finger in my asshole, red and sore, his warm cum soothing as he slowly fingers my asshole.
“Im sorry baby boy. Daddy just got angry. How about I make it up to you?” The whole time he speaks he toys with my asshole.
“How would you do that?” I ask melting under his touch, suddenly so gentle I wasn’t sure if it was him.
“I am going to have all my friends stretch you out nice and gentle for me, so next time it won’t hurt as bad. Okay?”
He steps away as he speaks, and two guys grab my arms and lay me back on the foot rest. Matt comes around to my face with a blind fold.
“Tonight, my cock is the only one you get to remember.” With one slip of the blindfold the world went black.
I hear the guys shuffling around. Cameras go off the arm rest is turned to I assume give Matt a better view and then everything goes quiet. I can feel them around me. I can feel their eyes on me making me wet.
I feel someone grab my head, gently lowering it so it dangles off the edge of the arm chair. I hear Matt speak.
“Don’t worry baby boy, we are gonna work I’m getting you use to the taste to.”
Slowly I feel the tip of a cock prod at my lips and I open them eagerly for it. The cock is slowly shoved into my mouth all the way and I gag as he waits for me to adjust. At the same time someone positions themselves between my legs. I feel them rub their shaft against my clit and I moan, desperately wanting them in me. He slowly pushes the tip into me, my body being allowed to adjust around him as the man in my mouth slowly pumps in and out of me. His balls press gently to my chin each time. I whither and groan as they fuck me painfully slow.
The most sensual thing I ever felt only continued as I squirmed and moaned under their touch. They slowly sped up, but staid gentle. My mouth filled with cum first, he pulls out as he does filling my mouth with cum and then plugging my nose and putting a hand over my mouth forcing me to swallow. It takes me a minute but I eventually do. Someone whispers what a good boy I am and I feel warmth flood my hole as the next guy cums in me.
Things did not stay this comfortable as the next two guys got in position. This time there was no time for adjustment, and as both men shove their cocks into me I feel nirvana.
The fuck me swiftly from the start, getting rougher and rougher with each pump. Their movements fueled by a desperate need. By the end the foot rest is sliding across the floor between them, and I whimper through a full mouth. This time I feel the heat in my pussy first, the cock staying in me a few minutes extra as every drop of cum is milked into me. The guy in my mouth finally came and once again I was forced to swallow it, this time managing to get it down quicker.
Two more people line up, with me. I jump when I feel a tongue probe my asshole. Two hands spread my ass and I feel the tongue slip in. I groan lightly and in the moment I dick is shoved into my mouth.
The tip is like a tootsie pop in my mouth, and I suck and lick it. He jacks off into me, cumming quickly but getting hard again in an instant and continuing. Some hands hold my mouth shut around his dick, making sure my only option is to swallow the cum eventually. I feel some fingers start to gently massage and relax my asshole before someone slowly pushes into me.
My back arches and I claw at the foot rest, once he gets all the way in he stops. I try to make those muscles relax but it feels like it takes a long time for my body to adjust. Once he feels that I am ready he slowly starts fucking me. It felt so amazing. My tight hole so snug around his cock. He sped up probably faster than he meant to, but I was driving him crazy and he wanted to cum so bad. When he finally does he takes his time milking himself into me, giving me more lubrication.
I’m not given a cool down time this time as a man who has been waiting much too long for his turn shoves his cock into my asshole eagerly.
By this point I’m starting to like the taste of cum and a new dick is pushed into my mouth. This time my face is fucked with long hard strokes, the man definitely challenge my gag reflex with each long powerful thrust.
I could hardly focus on that as my asshole is pounded hard and fast. The sound of balls hitting me feel like they echo through the entire room. Cum overflows into my mouth, now I suckle it down as if it was my favorite drink. The site of me eagerly guzzling cum gave me the sweet reward of cum being pumped into my ass. As they both pull out of me I feel hands on me and I am turned on my side, my head still hangs off the side of the foot rest and I feel a dick press just past my lips. My leg is lifted up and I can’t help but shiver as I feel the tip of a cock at each of my entrances.
I swear they coordinated it because at the same time I felt three hard cocks rammed into me as hard as possible. The sensation is too much, my head goes light. No this was so sexy I didn’t want to pass out. As they fuck me, my sore body only grows more sore and the pleasure grows in my body. At one point while I was being forced to chock on a cock, the men inside me stopped pulling out, making small rapid movements inside me, keeping my body tight around theirs. The lack of air, and the mixture of pleasure and the pain was all too much and soon I blacked out.
From the author: this is my first piece so feel free to leave feedback. I also would love suggestions for sexy writing prompts and any names you’d like to hear used in my work.
Source: reddit.com/r/eroticliterature/comments/il7dyp/party_games_join_sam_a_character_based_on_the