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An Encounter With Cheerleaders
FDOM, HUMIL, MILK
by ???

 
My name is Rick and I was a 18 year old guy in High School and really had a fetish for our cheerleaders and always masturbated to them all the time. I must have made the high school yearbook sticky everynight on the pages that showed the cheerleaders pictures. I wanted to get into there panties and fuck all of them and would fantasise about each of the pretty blonde and brunettes on the squad. I always enjoy masturbating to them as they have cute butts and I always would get a glimpse of there cheerleader panties when I would go to the basketball games and see them do flips and jump. I always would get immediate erections. One day I was at school and I had to stay later for an after school detention with an individual teacher. It was the day before christmas vacation and the school was virtual empty as everyone cleared out after school for vacation. I may have been the only student left and school ended at 3pm. I was at detention till 6pm so when I left I and the teacher were literally the last two people to leave the building. I then drove home and realized I left my jacket in the room which I needed for break since it was going to be a cold winter vacation. I then drove back around 7:30pm an hour and a half after the detention was over hoping that the custodian would let me in. I tried to open the doors but it was locked. Luckily the female custodian named Becky was still there sweeping. She is about 5ft 7 and 110lbs and in her mid thirties. She said go ahead and go to your locker and go get your jacket. I said thanks and she smiled. She was really cute for a custodian. I then proceeded to my locker as I did, I ran into the Captain of the Cheerleading team named Jill. She was the absolutely hottest girl in the school. She was a brunette who was about 5ft 9 and 120lbs. Stunningly gorgeous with wavy black hair. She said " Hi Rick " in the hallway as I was at my locker. I was so stunned I nearly peed my pants as I got really nervous and started to stutter. I didn't think any of these girls even knew I existed. I was so scared. I mumbled " huh hi J&J Jill".She said dont be nervous and that all of the cheerleaders aren't stuck up and think there better then everyone. She said she knew me and I was shy. I said thanks and then I noticed her too but how could I not cause she was so popular. We talked for a minute then I thought to myself what was she doing there so late. I wondered for 2 reasons. One because it was nearly 8pm and two because she was wearing her yellow cheerleading skirt and a jacket on. I asked her " Jill is there a basketball game tonight " because she was dressed for one. She said no there wasn't but they were decorating the locker room and practicing some cheers for the next weeks games. She said they get a special key from their coach who is beautiful as well in her twenties. I said I see and I said I really hope you have a nice break and I may come to that game next week. Jill then said " Why dont you come to the locker room cause its just us girls and u can see the decorations yourself and tell us if you think the boys basketball team would like it. I said wow, u want my opinion and was stunned. I then got nervous but then said sure, why not. Jill said thanks, and said lets go to the boys locker room. She said all the girls are in there already. Then I really got nervous because these girls were the prettiest in the school and I thought, oh my, its me alone in the locker room with these 5 girls. I was scared and excited because I didn't really know any of them personally. Well we got into the room and she opened the door and there all of them were. There was Michelle, TJ, Jill, Kelly, and Erika. The most beautiful blondes and brunettes in the school. When I walked in, they were all putting up the decorations and looking to damn sexy. Jill introduced me and they all said Hi and they all said they knew of me and I told them I knew them and that they are so pretty. They all laughed and chuckled. Jill said " Rick is here to let us know his opinion of the decorations ". I said they looked great and our school colors were blue and gold. I told them I loved them and Erika had a nice one that said " Luv ya blue ". I told her that was awesome. They all thanked me. The four of them in there had there all gold cheerleading skirts on and looked so sexy. I kept glancing at there legs and they looked so good. Kelly had a nice set and TJ had a nice rack on her chest. I was trying to be discreet. It all finally caught up to me after 10 minutes of talking and looking at there decorations.

I caught Erika bending over and picking up a piece of tape and she was showing her sexy white legs that looked so good, and I then caught a glimpse of her panties and butt as she was facing the other way. I then heard Jill yell out " You pervert Rick ". I then got slapped right in the face. Jill just cracked me upside my head. All the girls immediately turned around and came over and asked what had happened. Jill explained that I was being a pervert by staring at Erika's blue panties and her butt. Erika all 5ft 3 and 90lbs of her slapped me in the face again and said I was a pathetic boy and no wondered all the girls wouldn't look at me. As they surrounded me and yelled, I got so scared I ended up getting tears around my eyes but that wasn't the only thing that was rolling. Kelly said " oh my he has water running down his khaki trousers ". TJ then said that wasn't water, it was piss. She said " oh my he is pissing his pants ". I looked down and I was. The girls all giggled and laughed. I had a brief erection when I glanced at Erika's ass bending over but when Jill slapped me it was brought down to nothing. Jill said I was making a mess and said if I didn't want a sexual harassment complaint I better do what they said. Michelle said the first thing is too get out of my piss soaked pants and undies. Michelle was built like a goddess about 5ft 7 and 125lbs. She said take off my shoes and socks then my t shirt. I looked around and Jill said if I stall they would call the police. I got so scared and I took off my socks and shoes immediately. I then took off my shirt. As I did, all the girls started laughing cause I had a spare tire or a gut. It was sticking out. I am about 5ft 7 and 175 lbs.. They all started giggling and TJ said that any guy in the school had a better chest than me even in middle school the boys looked nicer. I was so embarrassed. Erika then sat on the bench crossed her legs and said Rick take off the trousers now or Im gonna shove a broomstick up your ass!!! I then took off my trousers and it was urine soaked. I then stood there in my undies. Jill then said as captain of the team, she demanded I remove my underwear that was piss soaked. She said do it slowly and she told TJ, Michelle, Kelly, and Erika to line up sit on the long wooden bench in the locker room and told me to turn around and bend over facing the wall as I take off my underwear. Jill said she wanted to get a good view of my ass. So I immediately turned around and all the girls were sitting on the bench and slowly undid my undies and brought them to my ankles with my legs spread apart. I heard a bunch of giggling as they laughed at my ass. TJ then said to turn around and I got really nervous. Michelle said if I started pissing in fear that she would lock me in the principals office over break. I then was told to put my hands over my head as I was totally naked. I turned around and faced all 5 girls. The girls laughed hysterically looking at me naked with a big potbelly and then they saw my penis was around one inch. Jill was like oh my God, what a little baby dick ". TJ flipped out and was on the floor laughing hysterically and Kelly kept staring she was so stunned. I couldn't believe this. After 5 minutes of nonstop giggling at my tiny penis, Kelly said sit down on the chair in front of em. Erika asked how does a woman get pleasured by a little inch worm? I said I only had sex one time and the girl didn't feel it. I figured I should be honest. Michelle said oh my gosh what a loser and what a little boy. Michelle then flashed her panties at me and said does this ass make u hard little boy? I started to salivate. Then Erika walked up to me and turned around as I sat on the chair and lifted up her cheerleading skirt and just leaned back and grinded her ass on my crotch while I sat there nude. I started groaning in pleasure as she did that for about two minutes. She said I bet his penis is like popcorn cause when I turn around his little tiny seed will have popped into a bigger one. Erika then turned around and my dick was pointed straight up like a rocket and I had precum oozing out of the tip of my penis. Erika and the girls all laughed and said it looks like a little pinky finger crying for release. TJ who is a hot blond said wow we saw piss and now precum out of your little wiener. Can u milk that thing too? I was too ashamed to respond. Jill told me to stand straight up so I got up and my dick was pointed straight up. Kelly asked how many inches I pack hard. I said its around 3.5 inches erect. Kelly asked if I measured it? I said yes reluctantly. The girls laughed some more and then Kelly hauled off and slapped me again and said she understand why I checked out Erika's lovely butt because I wouldn't ever get any ass with my erect little needle dick. I said yes maam.
Jill said she was going to give me a sexual experience because if she didn't she was afraid I may get caught masturbating in public one day cause I probably was so horny that I may lose my mind. Jill then lined the girls up in a row and told them to stand and face away from me. They were in a line. Jill then instructed me to kneel before them and she told me to kiss every inch of the girls heel to there asscheeks until my face was buried in there skirt. I had to kiss there panties since they were wearing em. I started with TJ and worked on each girl for 15 minutes each. By the time it was over, I finished with Jill and my tongue was drained and worn out. While I did it, each girl was spanking my butt from the back calling me pathetic and needle dick etc.

TJ then brought out a huge standing board that looked like a wide see saw. It had 4 cuffs on it for the wrists and the ankle. Erika then kissed me on my cheek and said baby dick boy, please lie down and lie your erection on it with your back down. I then lied down and the girls all looked at me as TJ and Kelly strapped my ankles and wrists and now I was bound to the board. Michelle turn me upside down and my erection was pointing right at my face as I was struggling in that position. I then because of my own condition asked the girls to place me flat again or upright on the board because I felt like I was gonna pass out. Erika said tell the girls how much of a little needle dick u have little Ricky baby. I then admitted " my penis is so tiny, and I could never pleasure any one of you pretty girls. Jill made me say that 15 times. I did that. Kelly then said admit that u wanna masturbate for us and admit that u have a big fat gut with a short little stub. I then said that 20 times straight. Then the girls faced me upright on the board. I felt a little better. Kelly then said if we untie your right wrist what are u gonna do? I thought really carefully because I didn't want to get hung upside down again. I then had the nerve to say that if you do that " I will masturbate to all your lovely faces and bodies and in honor of your beauty I will do that.

Kelly said that is so perverted then slapped me in the face again but then for some reason uncuffed my right wrist. Jill then placed the board flat and I felt like I was lying on a massage table being told to masturbate. They all looked so damn sexy in there cheerleading skirts. The girl that looked the most sexy was Erika. She told me she would flash some bare butt at me if I did a good job at jerking off to the girls. Kelly brought out some KY Jelly and TJ had a black dildo and told me before I masturbate they wanted to show me what a real dick looked like. The big black cock was about 9 inches long and they told me this is what a real man has and that I could never be one. So Jill lifted my right leg and Erika lubed the KY jelly in and around my anus. The feel of her soft feminine girly finger felt so good against my anus that it sent me into shivers and I felt at ease and my cock was about to explode. Then before I knew it Jill was sticking the black dildo in my anus and giving it strokes like a man fucks a woman. TJ said this is how it feels to be a woman being fucked by a real man. It feels so good doesn't it Rick. TJ then screamed at me and said it DOESN'T IT? I said yes TJ for sure. It hurt so much to have this dildo in and out of my anus as 5 beautiful girls were staring at my naked body and I felt like a little boy. Finally Jill finished. Then the girls untied me and took me off the board and said you make a really good " bitch ". I then got slaps from the girls on my butt and pinches too. My cock was erect and hard. Jill said we better let his 3 incher get some release. They told me to sit on the floor and spread my legs. I was told to lean my back against the wall. The girls then all took the benchin front of me. I got some hand lotion that given to me by Erika. She told me to lube up and when they were ready, I could masturbate. They all sat in a line again. Then Jill stopped and said you know what girls, I think Rick has a crush on Erika cause he keeps looking at her sexy legs and thighs. Why dont the 4 of us stand to the side while Rick masturbates and we can do a cheer while he strokes his dick to Erika and screams her name while he dribbles his load on himself. Michelle then said Erika why dont u get on your knees and give Rick a view of your butt and legs. Dont take off the panties, let him imagine whats underneath and he can masturbate to you only dreaming of ever knowing what getting laid is like from you. Erika laughed and said I would love it cause with his puny wiener he isn't gonna get any girl let alone me. I was still lying with my back against the wall legs spread and all and Kelly said to lube up and quit wasting time. I then lathered the lotion on my balls and penis. It felt good. Jill and Kelly then stood to one side of me and Michelle and TJ the other side. Erika now was bent over in front of me with her luscious legs out and her skirt lifted over her panties and my dick was just ready to wack off to her butt. Her face was turned to capture me masturbating. Jill said wait. She then ran somewhere and came back. She placed a video camera on a high chair and said we have to capture this for memories. She reassured me it would never be seen if I cooperated. At that point I couldn't argue as I wanted to get it going. Jill then got back in position and said Masturbate Rick. The 4 girls then chanted ' Rick wack off Rick stroke it, oh stroke it, as they clapped. They chanted " work that wiener, oh baby work it ". Erika was bent over and I just started masturbating and stroking my dick and stroking it furiously and Erika said " go needle dick go ". I then kept going and then all the girls chanted ' cum baby cum baby cum cum cum ". Then all of a sudden, I just exploded bursted cum everywhere, on my gut, on the bench, and even on the back Erika's right leg. I chanted " Oh Erika, Im cumming baby, Im cumin to your fine olive white ass, oh Erika Im cumin ". I then shot all the load out. I felt relieved.

All the girls clapped but Erika was mad, I landed a little cum on her leg. She then scooped it and made me eat it. She then grabbed some more from my tummy and told me to open my mouth. I was forced to swallow all of it. After Jill washed my balls, ass, and penis with a warm towel, I was done and returned to my 1 inch again. TJ said I was disgusting and sad and said to get the hell outta the locker room. I stood there stunned. Erika said I guess he needs to be thrown out. The girls then picked me up and I protested " what about my clothes?". Erika said forget your clothes, get outta here you little dick boy " and then they tossed me out the door nude and locked the door. I was now nude in the high school. When I tried to bang on the door, the lights went out in the room and it seemed the girls snuck out the other door. I ran to my locker and when to see if I had a spare shirt or shorts in there from gym class and as I ran Becky the custodian came out of the restroom and ran right into me in the hallway. I got so frightened I fell down in front of her. She stared at my naked body and my little dick. She said oh my, u are naked and what is that. She then pointed at my dick. I said Becky please give me some clothes, I had a bad experience. She then told me she had no clothes and told me she would let me wear her panties if I would lie on the hallway floor and masturbate for her. Well even though she was in her mid thirties, she did look good so I went ahead and got an instant erection and she just looked me down and I started jacking off again and she stared intently and then I came screaming Oh Becky, Oh Becky. As jets of cum spurted out onto the floor. She then said ok, u are too cute and kissed me on my cheek and slapped my bare butt once she stood me up. She told me to wait a second. She then went into the women's bathroom and came out with a pink thong very light. She said I can wear that and try to leave on my own to my car. She said she had to run but she was being picked up and couldn't cover or shield me to my car in the parking lot. She in fact told me to just leave. In the end, I ran out the door in the pink thong to my car and once I got in the car, I heard clapping and I turned around and there was the 5 cheerleaders and the custodian laughing and clapping. I drove home and luckily no one saw me.


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