High School Glory Hole

By Beaumonte Bill / Oral Guy 2000

Published on Jul 19, 2020

Gay

High School Glory Hole (part 16)

A guy who is curious about sucking finds his curiosity satisfied when he encounters a glory hole — only to find that his life is forever changed! I hope you enjoy this work of fiction.

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Now in the beginning of May graduation is just weeks away, and as a Senior, I'll be leaving my favorite glory hole behind. Thanks to my coach I've been able to give blowjobs at seven other schools, but that will be coming to a close as well.

Coach asked if I took it up the ass and I told him I liked that second only to sucking, and he asked if I would help him in giving the graduating football players a party to remember. I listened with interest as he explained.

"In my basement I've set up a different kind of glory hole – sometimes called a reverse glory hole," Coach related, "Instead of a hole for sucking, there is a larger opening that goes around your waist, leaving everything from the waist-down available for fucking, but keeping the rest hidden, and anonymous."

"That sounds really hot," I quickly agreed, "Count me in!"

"There's just one thing," Coach responded, "I want you to wear lingerie, so the guys think they are fucking a girl – that will be hotter for them – do you mind?"

"I never did anything quite like that," I returned, "But I'll give it a shot – I don't think I would be fooling anyone, though."

"We'll give it a try at least," said Coach. He gave me the date and time, asking that I arrive 90 minutes early to prepare.

On the day of the party I cleaned myself out thoroughly and went to Coach's at the agreed-upon time. The party was in session in the back yard, consisting of a cook-out and plenty of beer. I went to the front door and Coach let me in and took me to a bathroom where I undressed.

"I'll have to shave your ass and legs – at least the tops, so you look femme," he explained, and I let him soap me up and shave. He also shaved my cock and balls, which didn't seem necessary at first, but he told me that would keep the tape from hurting. I didn't understand that, but knew I'd find out soon enough.

After that he put a black garter belt on me and helped me put on some black fishnet stockings, clipping the garter belt to their tops.

"You got a really nice looking ass!" he said, "The boys are sure to love it!"

"What about this?" I asked, lifting my cock and balls.

"I got just what we need," said coach, and picked up a roll of duct tape, pulling off a strip. He told me to pull my cock as far upward as I could along with my balls. Then he put the end of the tape strip under my balls and pulled it up, securing my package to my belly.

He put another strip on, just to be sure, and said, "From the back, nobody will suspect – just don't say anything."

Coach took me downstairs and opened up the reverse glory hole. It consisted of a padded table, which I stood at, then leaned forward, laying on it's surface. Coach brought down the rest of the enclosure, at first fitting loosely around my waist. After checking the fit, he opened it up and inserted some foam strips to improve the fit. My ass was completely exposed and available for anyone to use. I enjoyed the thought that I'd get gang banged by all the senior football players, while they thought they were fucking some hot babe!

Coach told me he would bring the boys down soon, but just wanted to make sure everything was okay. I felt his hand massaging my cheeks, and a finger run up and down my crack. "You got such a pretty ass," he said, "I just can't resist!"

He spread my cheeks and the next thing I could feel was wetness and realized that he had his tongue in my ass! That felt really wonderful – for that I'd dress in girls stuff any time! I wished he would keep going, but soon it stopped, and he said he would bring the boys down now.

I didn't mind wearing the garter belt and stockings, but I was nervous about actually passing as a girl. If the boys figured it out they might be pissed. But I had confidence in Coach, and with my balls taped out of sight there was nothing hanging down to give me away.

Soon I heard the boys coming in and Coach said, "Okay, listen up everyone. If any of you are a virgin, you won't be after this. You are in the presence of a lady, and I expect each of you to act like a gentleman. Show appreciation and be gentle."

"Who is she?" one boy asked.

"That's confidential," replied Coach, "All I can tell you is that she is from your school and your graduation class, but we need to respect her privacy and be thankful for what she is offering you tonight."

Coach approached and slipped a lubed finger between my cheeks, pushing lube into me. "We want no chance of pregnancy," he stated, "So this will be anal – which means you must be gentle on entry – once you are in – go for it, but don't hurt her by forcing your way in!"

Soon I felt the first cock press into me. It wasn't very big. Coach had told me that the boys would fuck me in order of cock size. That way I would be opened up gradually, and everyone would have a tight fit. That was fine with me, and I enjoyed my first anonymous fuck.

He came and pulled out. In less than a minute a slightly larger guy entered and began to pump. His cock felt better and I enjoyed hearing him muttering, "Oh, you're so hot!" It didn't take long for him to finish either.

The next guy was a little bigger, and I appreciated the size increase. He took a little longer to cum, and when he did, he pushed hard on my ass, thrusting deep into me.

Each guy in succession was larger, and I appreciated each a little more. When the last one finished, I heard someone say, "Hey, I know who that is – it's Amy Carter – I'd recognize that ass anywhere!"

Coach covered well by adding, "You can't be sure of that, but please don't be bothering Amy – just appreciate what you have here."

The football players all had reputations as studs, but I think at least of few of them lost their virginity to my tight ass.

Coach invited the guys to have another beer in the back yard, and soon he returned. I felt his cock pressing into me – the first adult cock of the day, and by far the best. He didn't last long either, before pumping his hot load into me.

He lifted the top of the enclosure, freeing me. "You gave the boys a graduation they won't forget," he said, "And you passed completely as a girl."

He helped me take off the garter belt and stockings and told me to remove the duct tape by pulling it off starting at the bottom. I thought it would hurt, but it didn't – good thing he shaved me, or it would be pulling hair out.

I thanked the coach for a wonderful time and promised to help him whenever he wanted. I got dressed and went home, jacking-off once I got to my room.

The guys on the football team may have had the time of their life, but I got the best of it!

With graduation fast approaching, I would be preparing for college soon. I hoped there would be glory holes there, but since I would be eighteen I could go places I couldn't now – as long as there are men, there would be cocks needing sucking!

–––––––––––––––––––– The End

Feel free to contact me with your comments or requests. –Bill (oral_guy_2000@yahoo.com)

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