My name is Adam. I am fifteen and a junior in high school. I had been studying up on all the ways to have gay sex on the Internet and was desperate to try some of the things I'd read about, but I was a complete virgin and hadn't had sex with anyone, boy or man. It was fear of rejection, fear of exposure that made me afraid to hit on anybody. Also, it was just in the nature of suburban living that I almost never had any privacy, what with nosy siblings and all.
One day my sister Annie, who was two years behind me in high school, mentioned at the dinner table the unusual fact that a new boy in town, Reggie LaSorda, had been allowed to join her all- girl home economics class. She remarked that he was a wizard on the sewing machine. He did alterations and made whole garments from scratch. I asked her later if he came across as a sissy. When she said no, not at all, I asked her if she could introduce me to him.
So it was arranged that Thursday after high school let out Annie would introduce me to the boy- seamstress. Reggie turned out to be a well-built little olive-skinned Italian kid that could pass for straight. He seemed happy to meet me and I made a date with him to eat together the next day in the lunch room. After we had made idle chit-chat and scarfed down the cafeteria grub the next day, I screwed up my courage and went for it. I told him that although I'd never had sex with anybody I thought I was gay and asked him if he was.
"Yeah, Adam, I'm as gay as a three dollar bill but I try to act macho in school. They don't even suspect me in PE."
I told him how frustrated I was being a virgin in a closely-watched suburban setting with absolutely no privacy. When I told him I wanted us to be friends he seemed very pleased and said, "Hey, why don't you come over to my house on Saturday? I live on the Hunsecker estate. My mom is cook and housekeeper and my dad is gardener/chauffeur."
"Wow, you live on the Hunsecker estate? Isn't there a big mansion, lots of land and all kinds of out-buildings you can hide in? Do they have any kids?"
"Yeah, that describes it pretty well. The Hunsecker's kids are all grown up and moved away. When you come by Saturday I'll give you a tour of the place. My mom will make us lunch."
"Gee, thanks a lot, Reggie," I said. I'll ride over on my bike. When should I get there?"
"Around ten thirty would be good -- and bring your bathing suit, we have a swimming pool."
"Cool," I said.
Saturday I pedaled over to the Hunsecker place with my bathing suit in my backpack. Arriving at the gate at 10:25 I pushed the intercom button.
"Hey, Reggie. It's me, Adam."
"OK, I'll buzz you in." With that, the two gates swung inward and I pushed my bike through. As I approached the front of the mansion I saw Reggie waiting for me outside the front door. He waved and gave me a big grin. "Just lean your bike against the front of the house. Come into the kitchen and I'll introduce you to Mom." I followed him inside, wearing my backpack. His Mom greeted me warmly. I was surprised at what a nice figure she had not your typical short and dumpy Italian Mama.
"I'm-a so glad you make-a de friends with Reggie. You a good lookin' boy. I have-a your lunch ready at noon. Now-a, run along and play."
"Aw, MA! We're too old to 'play'."
"Well, then justa do whatever you gonna do," she said, laughing.
"Come on upstairs to my room, Adam. We can use the back staircase right here from the kitchen." When we got to the top of the stairs he pointed out his parent's bedroom. "Mine is half way down the hall. It used to be Harry Hunsecker Junior's." I followed Reggie into his suite and was quite impressed. The room was large. He had an industrial sewing machine, a big entertainment unit and a PC set-up, a king-sized bed and his own attached bathroom. One of his bedside tables contained a small refrigerator. The posters on the wall were all of European and South American soccer stars, not gay-looking enough to arouse suspicion.
Reggie surprised me by pulling me into a hug and whispering in my ear. "Adam, would you like us to be more than friends?" When I said yes I would, he kissed me passionately on the mouth. I was beginning to appreciate what a hot little number he was. "You would have plenty of privacy with me here on the estate. In addition to my bedroom there's an unused apartment over the four-car garage that I have the key to. Let me give you a tour of the grounds. By the time we're finished Mom will have our lunch ready."
As we were heading toward the four-car garage I asked Reggie where Mr. and Mrs. Hunsecker were. "They're on a Pacific Ocean cruise and won't be back for another month. Oh, and by the way, my father is on a visit to his family in Brooklyn. He went in their Lincoln Zephyr. Mom drives the jeep to do the shopping. Their limo is a big old 1960 Rolls Royce. It's hardly ever used."
He took me up the wooden stairs against the outside wall of the garage that led to the apartment. He opened the door with his key and I was impressed by the appointments of the sitting room, the big bedroom, the large bathroom with every possible fixture, and the outdoor deck that looked down on the back lawn and swimming pool.
"Wow, this is awesome, Reggie, and you have the key!"
"Sure. Come back into the bathroom for a minute." He pointed out the silver enema hose that was built into the shower head. There even was a bidet. "Yes, it's just for flushing out pussies," giggled Reggie. "From what I can gather the second son is gay and used to get it on with the previous chauffeur up here, and, of course, Harry, Jr. used to bring his women up. No doubt they put the bidet to good use flushing his baby makers out of their cunts."
"Ooh, you talk nasty. I like that."
"Well, let's go out on the deck for a while and then it will be time for lunch." Reggie pointed out the garden and apple orchard beyond the pool and the distant steeple of the Congregational Church in town. Then he closed the place up and we walked to the back of the mansion. We saw his mother setting our lunch out on an umbrella table on the flagstone patio behind the kitchen door.
"Hello, Mrs. LaSorda," I called out as we approached.
"Hello boyza, go in the kitchen and washa yo hands. I've made a nice-a lunch-a for you." Indeed it was. It was the best chicken salad I'd ever eaten on great, chewy Kaiser rolls, along with tomato soup and lemonade.
"We'd better wait an hour before we go swimming in the pool. Just leave the lunch plates here. Let's go around to the front of the house and up the grand staircase to my bedroom. We can talk about introducing you to the joys of gay sex."
"Yeah. That would be great!" I said, scraping my chair back. When we got upstairs to Reggie's bedroom and went inside, he locked the bedroom door and said, "Let's get naked. We'll take a shower before we put our trunks on." We shucked down and, of course, had to check each other out. I had chestnut hair, was wiry and sported four inches of uncut meat. Reggie had black curly hair to go with his olive complexion, had lost most of his baby fat but was still voluptuous. His uncut tool was also four inches on a soft. But, being Italian, he had just as much public hair as me, even though he was two years younger.
I followed Reggie into his bathroom and, after he had adjusted the temperature and flow of the shower, we climbed into the huge tiled stall. We got wet and started soaping up each other's bodies. It started sensual and went to sexual. Soon we both had boners sticking out in front of us: six inches, six and a half inches, respectively. We traded wet kisses and stroked each other's erections but held back from climaxing. After a few minutes we rinsed off all the suds as our dicks deflated. We got out and toweled ourselves off, because we knew if we toweled each other off we would just become aroused again.
Back in the bedroom Reggie asked me, "What do you want to do? Lie down for a while or go back into the bathroom for a lesson in how to douche with the enema hose?" Much as I would have liked to cuddle up with him on his bed for a little leisurely make out session, I was eager to experience the exciting world of butt fucking. So without saying anything I just took his hand and led him into the bathroom.
"What should I do?" I asked him.
"Put the toilet seat lid up, back up to the door of the shower stall and I'll give you your first enema." I put the lid up and backed up until my ass was at the entrance to the shower stall, bent over and placed my hands on my knees. I noticed that Reggie's dick was half hard. He started the silver enema hose inside the shower area, splashed some water onto his hand to test the temperature and turned the flow off with the control just behind the silver nozzle. He fingered a little soap into my rectum, inserted the nozzle and then gently released the flow.
After about forty seconds I whimpered and said, "I feel like I'm full up!" Reggie shut off the flow and instructed me to carefully go over and sit down on the commode and then let go. We both heard water rushing out of me into the toilet and a couple of plops.
"OK, wipe your ass with dampened t.p. and back up to me here again," instructed my junior proctologist. As I went back to be serviced this time I noticed that I was almost fully erect. Reggie was showing serious tumescence as well as he shot me up for the second time. When I evacuated my bowels there were no sounds of solids being expelled, but Reggie told me to come back for a third irrigation "just to be on the safe side." He reached around and stroked my now raging hardon as he filled me up with warm water for the third time.
"Oh, Reg, you're getting me so horny." I noticed that a sneaky smile crossed Reggie's face when he heard me say this.
Back in the bedroom Reggie spread a large terry cloth towel over his duvet and asked, "OK, who wants to get fucked?" That question was answered by my crawling onto the bed and lying down on my belly with a look of happy anticipation on my face. "Looks like I'll be pitching. Here is the tube of KY. Work some into your ass and then slather my dick with it. Then I'll help you with opening up your back door."
He worked one and then two lube-covered fingers into my ass, trying to stretch my winker. I felt a lustful desire to be penetrated and awaited further instructions.
"Adam, it's going to hurt at first when I try to push in. Make like you're trying to pass a big turd and your asshole will open up for me enough that the head can pop in. After I get the head past your sphincter, hold still for a while until you get used to the feeling."
As he pushed in my ring of muscle clamped down just behind the head of his dick and I went, "Ow, ow, ow!"
"Relax, Adam. Let me know when I can push in some more."
After about a minute I said, "OK, gimme some more meat, but slowly." It took another five minutes of careful negotiation before he hit bottom and his pubes pressed against my crack. He pulled back about three inches and set up a rhythm of thrusting. I started to moan, but my sounds now expressed pleasure instead of pain.
"Damn! I've dreamed about this for so long. Give it to me, Reggie. Really sock it to me!" What could he do? He seriously went to town on my ass. I noticed that Reggie had been trying to alter the angle of his in-strokes to hit my G-spot. It must have worked because suddenly I howled as my sphincter spasmed around his shaft and I shot ropes of cum onto the terry cloth beneath me. Humping harder Reggie must have soon felt that old tingling build-up and ejaculated his heavy load into my now ravaged ass. We both collapsed as we tried to calm our breathing.
"Thanks for busting my cherry, Reggie. That was wild."
"You're welcome. I'm more used to being a bottom. I'd like to give you some buns in return."
"That's a deal! But now I think it's time to pedal my busted cherry home."