Hi, my name is Jackson, I grew up with very relaxed and accepting parents which mostly meant I was free to choose my own paths but as I out found would one day this would lead me to the most embarrassing moments of my life. Like I said my parents were easy on me and never cared for things such as gender roles. So when their 7-year-old son said that he took an interest in cheerleading they were over the moon. They saw this as a chance to showcase how open and loving they were of their son and allowed me to join with the local cheer squad. My town was very into football and cheerleaders were common at the games.
They had junior programs for young kids who wanted to enter into the world of cheering. It should go without saying that most boys were not interested in being a part of a cheerleading team, so I was the only boy among 30 girls. It was this way for years and it didn't bother me, I heard my fair share of teases from other boys my age but things weren't really hard for me until I was about 18. That was the year my virginity caught up with me and hormones began shooting through the roof. I was hornier than ever for some reason.
I remember the first day I realized being a boy among so many girls could be a problem. We always practiced on the field outside the local high school. The girls were practicing their hand stands and summersaults. I was a bit tired that day and decided to take a break. I was standing around and watching the girls do their flips.
One girl, her name was Katie, was practicing her handstand. She was wearing her cheerleader skirt so when she went up on her hands it fell down around her thighs revealing a pair of pink panties. Katie was a gymnast so she had a very nice ass (not that I had really noticed until now) I could see how her panties were swallowed by her ass revealing two perfectly formed cheeks. Her ass was a fair sized and very toned, she sort of flexed her cheeks as she balanced herself.
At this point in my life I had never really seen underneath a woman's clothing in person so this was entrancing. I starred for what felt like hours, I felt strange as I did. It is a weird thought that just the sight of this girl's bottom had caused such a physical reaction. My knees felt weak and my jaw dropped I was completely entranced. I felt like I had lost control of my body like the sight of this glorious ass had transported me to another world. I almost didn't notice the tightening in my pants as something grew pushing the fabric of my track pant forward. That snapped me out of it, my eyes shot down and I noticed the tent forming in my pants. With lighting fast reflexes, I cupped my hands around my growing penis and hunched forward.
It was probably the most obvious way to hide an erection possible but it was the best I could do. I sprinted off the field and towards the school, looking for the nearest bathroom. As soon as I saw it I burst through the door.
I hid in a bathroom stall until my erection subsided. It took almost 45 minutes because the more I tried to keep my mind on something non sexual, the more the image of Katie's tight pink panties would come into my mind. From that day forward I realised the dangers of being a male cheerleader. I was constantly careful of where I looked during practice to make sure I never saw anything that would set me off. I also got used to making excuses to sit out if my urges reached a point where I couldn't control them. Cheer practice changed from a fun filled time to a long hard ordeal (pun intended) every week. Things only got worse with age. As the year passed it seemed the girls got hotter.
The girls even pushed for sexier uniforms. First they got shorter skirts and now instead of the modest shirts that covered them from the waist to the chest they wore cut off shirts with an exposed mid riff. Some of the bustier girls wore tops that were a few sizes too small which cause just the slightest bit of cleavage to show at the top of their uniform, enough to tease me and drive me absolutely crazy. By the end of grade 12 every jump, every move and ever twist these girls made sent shock waves through my body, cheerleading was absolute torture on my cock. I would jerk off before practice but it never helped, I would always end up having to hide a hard on at some point during practice. But luckily I made it through the year without a real incident, that was until a trip out of town.
The trip was for senior members only. None of the members younger than 18 were allowed to go.
We were heading to a competition in a few cities over so we had to take a 2-hour bus trip. It was one of the longest trips I have been on with the team so it was pretty exciting. We met up at around 9 am in the school parking lot. Coach Maria was going over the plan for the day. The coach was from Russia. She was a heavier set woman but still good looking. She had red hair and heavy breast that were normally on display. Today she wore a tight pink top underneath a blue sweater that was unzipped enough that her ample cleavage was on display. She also had on a thin skirt that curved along her luscious ass. I had to make sure to look away, the coach could give me an embarrassing erection as easily as any of these girls could.
I was wearing a pair of grey track pants, so anything that happened in my pants would be very visible.
I looked around to see what I would have to deal with today. It was a hot day so the girls were dressed accordingly. I was met by a sea of short shorts, cut off tops and open clothes that left breast exposed in short there was little clothing on anyone. I knew it was going to take laser focus to make it through the day.
We started boarding the bus, I walked on behind this girl named Claire. She was wearing a frilly skirt not unlike the ones the girls wore for cheerleading, when we started climbing the stairs I looked up and saw her skirt bouncing as she moved showing me glimpses of what looked like baby blue panties. I held my breathe as I watched her move up the stairs, I could peak and see her cheeks moving as she maneuvered.
This was going to cost me, I wasn't even on the bus yet and already I had a stirring in my pants. I thought to myself if I can just make it to my seat I will be fine. We got on the bus, Claire moved into a seat with one of her friends and I was clear with no one in front of me. I decided to head to the back of the bus where hopefully I could go unnoticed.
I found a seat right at the back and sat down fast, I leaned my head against the seat in front of me and got ready for a long ride. Before the bus started moving I was interrupted by a tap on the shoulder. When I turned my head I was at eye level with a tight and sexy stomach. As I looked up I passed a pink sports bra that was straining against two large breast, and definitely showing more cleavage than the design intended. My eyes continued to move up until they fell on the eyes of my gorgeous teammate Christina.
"Hey Jacks, I couldn't find a seat is it cool if I sit here?" She asked. Christina is what you picture an average cheerleader being, blonde, busty and popular. She had shoulder length well styled hair and piercing blue eyes. I don't think I have seen eyes quite as blue. She was medium height and very athletic. For some reason she was always pretty nice to me which was cool but would often she would be the cause of my erections. One time she gave me a long hug at the end of practice which resulted in a massive erection that lasted until I made it home and jerked off about 6 times.
I only managed a slow nod, I didn't know what else to do, I certainly couldn't say sorry Christina but no, I don't want your massive tits to give me a huge erection. "Aw thanks, is it ok if I take the window seat?" I managed another slow nod and she began to move.
She turned sideways to move passed me her butt facing my direction. She was wearing a tight pair of black yoga pants that made the shape of her ass pretty obvious. I was sitting at the edge of the seat by the walkway so she had to move passed me to get to the window seat. I flattened against the seat as much as possible and tried to give her as much room as possible. She slid across the seat as she moved, as she did she sort of pushed her butt out which gave me a good view of her round ass. It pushed against her yoga pants and I could see the outline of her panties. Her ass was very close to my face and as much as I tried I couldn't ignore it.
As I was staring the bus lurched, it seemed like the bus had started moving. Christina began to stumble and she fell backwards landing on top of me. Her ass slammed directly into my crotch. As much as I was trying not to think of it before it was now clear that my cock had began to swell and was already a pretty large size. I felt as Christina shifted her as to try to balance herself all the while rubbing it into my cock. She then slid off into the empty space beside me.
This would have been a quick move for her but for me I felt as her ass rubbed along the length of my dick as she moved side ways. I lurched forward and put my hands on my lap concealing my erection. I was hoping that some how she didn't notice it. She was now sitting beside me and was sort of turned to face me. I was getting pretty nervous at this point and hoped she didn't say anything about what she might have felt.
Christina broke the silence "Ha-ha that was pretty scary, luckily you caught me Jacks." I made a quick polite laugh and a few affirmative noises. Christina continued talking. "It is so hot today too, all I have on is a sports bra and I'm still burning up." As she said this my eyes wandered back down to her chest. She pulled at her bra to sort of let air in, doing so gave me a view of her breast. I watched as beads of sweat fell down her chest and into her cleavage.
She let go of the part of the bra she was tugging at and let it snap back into place. Her hand lingered on her breast a bit more as she readjusted the bra and moved things back into place. As she did all of this I could feel my erection getting harder and I knew this was going to be a long three hours.
Christina took out her phone and began typing on it, and then she looked up at me. She didn't say anything but I felt like she was giving me some kind of look I couldn't exactly explain. She smiled and then said to me "Oh Jacks you must be feeling this heat too; you are looking pretty sweaty." No Christina, I thought to myself, it wasn't the heat that was making me sweat.
The worst part about a boner when I was with the squad was that there was almost no way of getting rid of it. Even if I looked away from Christina I was still surrounded by equally sexy girls. There was no where to turn and I couldn't get my mind off her breast. They were perfection, perfectly round and not a hint of sag. Every so often I would sneak a peek even though I knew I shouldn't.
