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Intro:
Hey, this is my first sex story. While not all of it is true its based on a lot experiences from my high college life. I have never really written anything like this before, especially not in English. English is not my first language so sorry for any writing errors. This story is something I originally dreamt a few times during puberty and my sexual awakening. Its a story that I go to when I masturbate and want to fantasise. I also couldn’t find out how to add more flairs to my post so I added them in the post title. If anyone knows how to add more flairs please tell me 🙂
So there was this girl that I really liked, she was sort of a tomboy with short hair. She had a lot of ordinary male interests like football, heavy music and cars so most her friends were guys because of this.
We went to college together and got along really well, we hung out pretty much every day. We became really good friends over about 3 years, and our families got along too. We went on vacations together with both our families, but I never really got to be with her alone for very long, at least not long enough for me to tell her how I really felt about her.
Then finally one day late in the 2nd year of high college, having known her since the first year I finally got the time and courage to ask her out. Sadly she said she wasn’t really interested in a relation ship right now. However she didn’t want to ruin our friendship so we both agreed to forget and keep being friends. We did grow closer because of this though and we started to talk more about sexuality and romance. Between us talking we came to the conclusion she was aromantic and probably bisexual but with very low sex drive. I wondered of myself as basically a straight heterosexual man, and I preferred to be the dominant part.
We had many sleepovers both at mine and her place. I was so crazy after her, I wanted her so badly, both sexually and romantically. When we had sleepovers at her place I would sneak in her drawers and cupboards, discover her underwear and jerk off with it in the bathroom before putting it back where it belonged. One time in our 2nd year of high college I found her brand new toy, my first wondered was that is was so big, way bigger than mine. It was sort of scary to think about, that her standard was that large.
In the summer between the 2nd and 3rd year of high college we went camping with 7 of the other boys in our class. We hiked deep into the woods and set up a nice camp close to some water. Me and my crush had our own tent, I was so stoked about the whole situation that I could almost feel my brain melting. I got super horny from the beginning of our camping trip, just the wondered of me and her sharing a tent was turning me on so much.
During the first day after we set up camp we went swimming, her swimsuit was basically swim trunks and a basic bikini top. To most people it wasn’t that sexy, but to me it was amazing. I loved the fact that she had smaller breasts and her tomboyish manners was such a turn on. I think that’s when I realised that I had to tell her again how much I loved her for being herself. Meanwhile the other boys jokingly mocked her for not showing up in a skimpy bikini. However I couldn’t get myself to tell her how good she looked in front of all these other people, so I planned to tell her later when we were “in bed”.
After a while we got hungry and started to get a bonfire going. We grilled hotdogs and marshmallows and on of the guys had a older sister who had bought him some beer that he shared with us. I was a bit scared to begin with since I had never had any alcohol before, but when I saw my crush take one I said I wanted one too. The beer wasn’t that good but I still had a fun time. While drinking the boys wanted to play truth or dare, I was a little hesitant and didn’t say much but when my crush said she was in I joined too. Luckily the boys weren’t that crazy with the questions and it was mostly tame questions or dares. There was one that got to me though, one of the guys dared my crush to distribute a hotdog with him and she did it without hesitation. I wondered she must have no clue that the boys saw this as a very intimate dare. They ended up with less than a centimetre between their faces before they both leaned back and the boys said the dare was completed. I was so jealous, nobody dared her to do anything to me, it was at all times someone else.
When we finally said good night and went to our tents I asked if we could talk alone for a bit before we went to bed, she agreed and we went a bit away from camp. I got up my courage and confessed again, I told her everything I loved about her, I poured my heart out so to say. After I was done she looked at me and said that she still didn’t want any romantic relationship. I got so carried away that I just blurted out “what about friends with benefits then?”. She stopped for a sec. I immediately regretted what I said and took a step back but before I could tell her to forget I ever said it she said “you need to stop being so obsessed with me! I need space from people, I like my alone time and I don’t want any sex!”. She then asked two of the boys if she could swap tents and sleep in theirs tonight. The boys of course were okay with it and so I slept alone in our tent. I spent that night just agonising about what sexual things those 3 would do. It was first when I woke up that I saw that she had forgotten her sleeping bag, this sent me down another spiral of sexualised thoughts. I was so down the rest of that trip that I couldn’t focus and just did things on auto pilot. She however seemed to get along with everyone nicely. She also slept in different tents every night, but never in ours.
I spent the rest of the summer with my family that consist of me, my older brother, my mom and my dad. Usually I would hang out with my older brother but he went on a trip with some buddies of his, so now it was me and my parents. I was a high college kid so I wondered my parents were boring and just stayed alone in my room playing games the rest of the summer.
When college started again I tried to talk to my crush, but she wasn’t that interested in having longer conversations with me, so it became short talks about nothing interesting. She had now started hanging out with the boys from our camping trip now, it seemed like they were genuinely having a good time and no sexual tension at all. Those 6 boys were at all times so calm and relaxed with girls around, and probably even more so with her since she was a tomboy.
I was lonely, had almost no friends except for her. After a few weeks I actually started to think that I should better my self and try to discover new friends. But the deep down I wondered that if I made friends with the guys she was hanging out with, I could get her jealous about me being their new best friend and all the things us boys could do together that she couldn’t. In reality it went a bit more uninteresting. We all eventually started to hang out as a group and became good friends. My crush warmed up to me and we hung out alone again. She told me she was so grateful for the friend group we had now and that she just felt like “one of the boys”. I didn’t want to scare her away again so I played it cool.
One weekend I got a snap from her, she was at a party. After a bit I got more snaps where they were drinking and loud music was playing. I replayed the snap and recognised a few of the boys from our friend group. I was so confused! Did I miss and invitation? I checked but I hadn’t gotten any. I got more snaps, they were outside now on a terrace with a pool. Some of the guys were bare from the waist up. More snaps rolled in this time a video. She was filming some of the guys from our group dressing down to their underwear and jumping into the pool. They told her to join them, egged her on. No more snaps… about 40 minutes later I got a selfie with her and the boys in the pool. I couldn’t tell from the picture but I knew she was at least in her underwear. It was so heart breaking to think about her being with those guys at a party having fun while I didn’t even get an invite.
Again I didn’t want to scare her away, so I tried to forget. It went fine until I got an invite to her 18th birthday party. I immediately wondered about the snaps I had received. I tried to forget about them and started to think “but this time I get to join in on the fun”. I later caught myself in these thoughts with the question, why would I be happy to distribute her? Am I that desperate for sex that I would give up my dignity and distribute her as some slut being gang banged? There is no way she would do anything like that! She even told me before that she hates girls clothes specifically very feminine or sexy underwear. There was no way this girl that I loved would ever do something like that! I was still worried though, so I started going through different scenarios in my head trying to mentally prepare for anything of that nature.
It was now only 2 days until her birthday, I had panicked and bought a band t-shirt from one of her favourite bands. I wondered it was a good gift when I bought it, but now it just seemed lame. A t-shirt for her 18th birthday!… This wondered didn’t stay with me for very long however. If there is a chance that something sexual were to happen I would at least like to be prepared. So the evening before the party I shaved and made myself ready, just in case I though…
The day arrived. It was a nice Friday, the weather was gonna be nice the whole weekend and that made me in a good mood. I was still nervous thinking about all the things that could happen. The party started at 6 pm, I was as ready as I managed to be. The thoughts of anything sexual happening at the party made me physically shake out of nervousness.
I realised that I hadn’t been at her house since our 2nd year of high college, it honestly made me a bit sad thinking about that.
When I arrived at the party a few minutes before 6 her dad opened the door. I at all times though her dad was a nice guy, a bit intimidating sometimes but not today. Today I was relived that her parents were home. I got inside and most of the guys from our group had arrived. We sat in the living room waiting for the 2 others. Everyone seemed happy almost giddy, but where was my crush? A few minutes later the last 2 walked into the room and sat down on the couch. Still she was nowhere to be seen. It was only us boys and her dad in the room. Her dad cleared his throat wanting our attention. “She will be here soon, but first may I ask you to stand up for a bit?” her dad said pointing at me. I froze for a sec but my thoughts raced. Is this it? Will I be getting his blessing to be her boyfriend? Have I been chosen? Has she told her dad to make me the king and her the queen of this party? I can not believe it!
He held something small, pink and glittery in his hand. I couldn’t tell what it was until he held it up in front of everyone. IT WAS A TINY GLITTERY PINK CHASTITY CAGE! I was shocked. “Pull down your pants and underwear and put this on” he said with a strong manly voice. I came back to my senses and immediately refused. “Grab him boys” he said with a commanding voice. The boys grabbed me and held me down on the couch. “Undress him” he said looking at one of the guys. I struggled but it was me against 6, I stood no chance. He continued “she said she wont come out here unless you were caged”. My pants were pulled off, my underwear with it. Some of the guys burst out in laughter looking at my small dick with no hair surrounding it. “Did you shave or do you just not grow hair down there?” one of the guys said mockingly. I was in so much panic I couldn’t speak, all I mustered was a whimper before a few tears started to form in my eyes. They all started to point out how small I was and that it wasn’t much of a change for me being caged. Looked down and saw one of the guys lock the cage and hand the key to her dad. IT WAS TINY! NO! NO! NO! NO! THIS CANT BE HAPPENING TO ME!
Her dad turned around, having found a gag he grinned at me and said “she wanted to be nice and invite you today but she really doesn’t want you join in on the fun”. The guys laughed again. “Be a good boy and watch instead today “he said having put the gag on me.
I sat there shocked and in disbelief. Could this really be happening? Isn’t this just my wild fantasy conjuring up a horrific nightmare? Those thoughts didn’t last long however. I saw the door open and in came her mom dressed in a tight latex bikini, boots and gloves. In her left had she holds a leash and in the end of that leash is my crush. She’s in an even tighter purple latex bikini, its so small I can see the top of her pussy and clit poking out on top of the bikini. The top isn’t even a full bikini its more of a harness with some purple see-through latex covering her nipples. She was gaged too, with a dildo gag going down her throat. Her hands are cuffed behind her back and she’s barefoot with purple painted toes. Out from her ass is a tail, a purple fox tail attached to a large butt plug.
She looks at me, I can tell she’s smiling with her eyes. Her mom looks at her dad obediently before saying in a cute seductive voice “here’s your two little cocksleeves”. Its clear that her dad has full control of the house. “Good girls” he says “tonight I will by her request share my daughter with her friends”. I just sit there completely naked with my tiny caged dick and watch as my crush looks at her dad obediently asking with her eyes if its okay for her to be the night’s little slut. Her dad smiles and nods. The guys get up and her mom hands them the leash. My crush looks at them with obedient eyes as if she’s begging them to use and ravage her.
Her dad comes over to me and leads me to a small chair like thing. Its a large black dildo and its on a large machine. He’s wearing the type of latex gloves doctors wear. He pours some lube into his hand and rubs the dildo a bit before pushing two fingers up my ass. He makes me sit down on the dildo and to my surprise its warm. It starts to vibrate, the sensation sends shivers up my spine and my little dick tries to get hard in the tiny cage. “Enjoy the show” he says taking a seat at the couch. Her mom crawls over and starts to undo his belt and pants. It looks like she knows her place as a cock sleeve to the father in the family.
I look over at my crush and the guys. They are toying with her still, making her do tricks as if she were a dog! She’s however obediently following all of their orders. She’s on her knees looking up with lustful obedient eyes at the guys circling her. They strip down and reveal six enormous cocks. Her face lights up! The guys undo the large dildo gag and she wastes no time before her mouth is on a cock. Its clear she loves cocks, you can tell she’s addicted to them. She starts sucking one guy while jerking two other. The rest starts jerking themselves. She makes them all cum one after another.
Meanwhile I sit there so pathetic. My tiny dick caged and a big black dildo vibrating up my ass. The guys who were standing in a circle, opens the circle with my crush in the middle facing me. They all laugh and I can see my crush smirk at me thinking how pathetic I look. One of the guys suddenly burst out “HEY! Is he cumming!?” followed by a burst of laughter. I look down and see something white leaking out of my tiny cage. I look back up at my crush, she’s still smirking and I can tell by the way she looks at me that she no longer thinks of me as a man. Tears form in my eyes. “Is he crying?” the laugh.
At this point all hope that it was just a nightmare has disappeared. I know this is real and I hate it.
The night continues with me sitting on the dildo and everyone else enjoying an orgy. I cum so many times, I stopped counting after 11. Meanwhile my crush is being used right in front of me. The guys don’t see her as a friend anymore. She’s the group’s new slut.
After a while her dad calls her over “lick your mother clean” “make sure to suck it all out”. My crush crawls over to her mom and dad. She gets under her mom who’s squatting right over her. She eagerly gets to work licking her mother’s pussy and ass. She’s so desperate for her dads cum. Its as if her life depended on it. When she’s done she looks up at her dad with begging eyes. “oh you want more?” he says “maybe later” she frowns a bit “for now get back you your friends”. She turns around and see all the six guys hard and ready to fuck her mind out.
She crawls on all four back over to them. They pet her, she looks happy being treated like an animal. They get to work spit roasting her. She looks like she’s in heaven. They keep going at it while I just sit here watching with my ass full, dick caged and moth gaged. I have stopped crying now and I’m mostly just trying not to cum because its so humiliating letting them see me cumming from having my ass stuffed. I don’t think I would even called it cumming anymore, its just leaking out every now and then. I’ve completely lost control.
I look over at my crush. She’s got a dick in every hole! Her pussy, ass and mouth are all full of cock and she’s jerking two with her hands. The last guy is rubbing his cock on her feet. I stare at them. My crush… covered in cum… She is licking some of it when she gets a chance to, but she almost at all times has a cock in her mouth.
End of part 1
NSFW: yes
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