Getting Down to Business

I had no idea how Chad was going to react to my request for him to pose for my camera. He was pretty reserved and private most of the time. He definitely had a wild and slightly kinky side and it made me feel special and trusted that he shared it with me, but most of the time he was Mr. Buttoned-Up.

He looked at me for a minute, then a small smile formed. “I guess the birthday boy gets whatever he wants,” he finally said.

I lifted the phone and snapped a photo of his face as he accepted. Then I turned on a couple of lamps to be sure there was enough light to capture good images.

“What do you want me to do?” he asked.

I had already planned out everything I wanted from him in this, so I was ready with an answer. “Start by unbuttoning your shirt,” I told him.

He untucked his dress shirt and worked his way down the buttons and started to remove it.

“No, don’t take it off yet. Just leave it open,” I said. He stopped and stood there, a strip of bare skin showing, from his collarbone down his flat stomach to his belly button. He was still holding on to just a touch of his summer tan. I snapped a few full-body photos, then moved closer to him. I pushed the shirt aside just a little, exposing one of his dime-sized pale pink nipples. I snapped a close-up of it, then bent down to gently bite and lick it. Then I got down on my knees and got some close-ups of his navel and the small black trail of hair below it leading into his beltline. Then I nuzzled and licked that as well. I stood back up and began to push the shirt off his shoulders and he took it the rest of the way off.

“Now put your arms behind your head,” I directed. He moved into position, exposing the perfect little tufts of hair in his armpits. I loved his pits; several times he had let me rub my penis through the hair and then masturbate my load onto it. I repeated my process of getting full-body photos, then close-ups. Then I gently stroked the hair in his pits and licked it as well. I took close-ups of his eyes and lips and profile too.

“The pants come off next.” He bent over to remove his shoes, then unbuckled his belt and pulled it through the loops and started to toss it on the bed.

“Put it over your shoulder first,” I said. Then I got a shot of him shirtless, a belt casually tossed over his shoulder, and a smoldering look on his face.

“The camera loves you,” I told him. “Now the pants.”

He unbuttoned and unzipped and stepped out of his slacks, leaving him in only socks and small white bikini brief underwear. He looked at me a little uncertainly. “Hold it there,” I told him, as I got my wider-angle shots, then I moved in close. I knelt again so I was eye-level with his bulge. I could see a hint of the dark bush beneath the thin fabric, so I got my close-ups of that and of the shape of his penis beneath the pouch. I ran my finger gently around the waistband over his hip as I stood up.

“Now… the underwear,” I said softly.

He reached for the sides of the Jockeys and stopped a moment. “You’re sure this is just for me and you?”

“You know I’d never do anything to hurt you like that.”

He slid the briefs down and stepped out of them, removing his socks for good measure. Now he stood before me and my camera completely naked and exposed. I had seen him naked so many times, but for him to bare himself at my direction and for my camera was making my cock stand at attention. His flaccid penis looked like it was just beginning to plump up. I wanted pictures of his soft guy, so I moved in quickly and snapped off several shots from both sides and the front. I gently moved the shaft aside to get a clear close-up of his smooth balls. Then I backed up and took full-body shots as he looked off to the side. I circled around behind him and took pictures of that USDA Grade-A prime rump.

“Do a lunge,” I said. He went with it and stretched one leg out in front and knelt. It made his cheeks taught and showed off his lean legs and strong hamstrings. I got various angles of that, then walked over to the closet. I opened my suitcase and removed the backpack.

“What’s that?”

“Time for a little costume change,” I told him. I unzipped the backpack and pulled out a baseball jersey and cap and tossed them to him.

He caught them and grinned a little. “You want me to play dress-up? That’s kind of hot.”

“Just a little athlete fantasy.”

He slid the jersey over his head and settled the cap on his head. He was hard now and his erection tented the hem of the jersey. He folded his arms across his chest and gave me a “game face” look as I snapped away. Then he lifted the hem of the jersey, baring his stiff cock and taut belly as I clicked off several photos. Then I reached into the backpack again and pulled out different gear.

“Next up, sexy pirate,” I said, tossing him an eye patch, a bandana tied off as a head covering, and a pirate shirt with a lace-up front. I knew this one was a particular fantasy of Chad’s, since the outfit was from a Halloween costume from the previous year. Late that night, we’d had an intense make-out and 69 session because he was so turned on by the idea of the hot pirate. On Halloween, he’d worn it with black silk pants but tonight he was bottomless for me. Once he’d donned the items, I got my pics as he turned in various positions so I could get all the angles. He turned his back to me and looked back over his shoulder so I could have a shot of his tight ass under the billowing cotton shirt. I could see that a little pre-cum was starting to leak from him and he stroked his meat a few times.

“You’re looking sexy as fuck,” I said. “Ready for your next outfit?”

“I have no idea,” he laughed. “Am I?”

I grinned and dug back into the backpack. I pulled out a jock strap and tossed it to him. I was just a basic white Duke jock with the red and blue stitching around the waistband, the kind you wore in high school gym class. The kind my buddies on my soccer team back then got good and sweaty, leaving me longing to steal them and press them to my face to inhale their scent and touch the fabric that had been so tightly packed against their cocks and balls. Once in college, I had gotten bold enough to steal one from a hot suitemate in my dorm while he was doing his laundry. I snatched it out of the dryer while he was out of the room and snuck it back upstairs and rubbed my cock raw against the rough fabric of the pouch, masturbating to orgasm lots of times with it. All year, I wondered if he missed it or wondered what happened to it. On the last day of class in the spring semester, I hung it up in the communal bathroom on one of the towel hooks, wondering if he would claim it. I’m not sure who took it, but it was gone a couple of hours later.

I told Chad this story as I handed him the jock and he put it on. He loved hearing personal, private things like that and his raging erection got even stiffer. The front pouch had no hope of containing his engorged prick, so the head pointed out the side towards his hip. His cockhead was wet from a steady flow of pre-cum. I took extra care with this set of photos and rubbed my dick through my slacks, nearly losing my load from the friction and the total fantasy come true of Chad, naked with an intense hard-on, posing for me in a skimpy jock strap, nearly completely exposed. Part of his bush showed through the fabric, his head and the upper part of his shaft were showing, and the pouch strained against the rest of his dick and testicles. The straps in back traced the outline of his firm bubble ass. Finally, I felt I had enough pictures and I went to the backpack for one last item – an item I had ordered online the previous week.

I pulled out a fleshlight and a bottle of lube and walked them over to where Chad was standing. “I got you a toy,” I said.

He looked at what I was holding, then back into my eyes. He slowly lowered the jockstrap, kicking it off his ankles to be completely nude once again. Then he took the fleshlight and lube from me and sat on the floor with his back against the wall next to the armoire. He squirted a little lube into the opening of the toy, then put a dollop on his palm and greased up his rod. He locked eyes with me, then placed the fleshlight over the head of his dick and worked it down. His breath shuddered as it slid down his shaft. He gradually began to pump it up and down and his eyes rolled in pleasure, the slick sound of his motion filling the room. I moved in and began to take pictures, first full-length, with his legs splayed out in front of him, then from the groin up, his face a study in pleasure as he masturbated himself, then close-ups of just the fleshlight and his cock. I got shots with the base of the toy pressed against his balls as his shaft was fully encased, then other shots with the base just on the tip of his dick and his shaft exposed, ready for him to plunge the toy down again.

“You like watching me fuck this?” he asked. “Does it turn you on?”

“It turns me on so fucking much.”

“What else do you want?”

I hesitated. There was one more thing I wanted to complete my plan, but it was a big ask.

“Come on,” he said. “I can tell there’s something more. Whatever it is, I’ll do it.”

“I want you to… pull your cheeks apart and let me get some shots of your hole.”

He studied me, then stopped beating off and put the fleshlight to the side. He slid down until he was flat on the floor, then wrapped his arms around his knees and rolled back, separating his asscheeks. There was his perfect pink pucker fully exposed to me, his most private and forbidden part. I carefully framed it in my viewfinder and clicked off several shots, a few of just his hole with a few short black hairs surrounding it and a few with his balls and lube-covered, erect penis in frame as well. It seemed like my cock was going to burst my zipper. I felt like ninety percent of the blood in my body was in my dick right then.

“Do you like my hole?”

“Yes.” I could barely speak. This was better than I’d imagined. “It’s fucking beautiful.”

“Taste it,” he said.

I put down the iPhone and moved between his legs. I touched him gently with a finger, circling his button, then lightly stroking the center. Then I put my tongue out and gently licked him, savoring the silky feel and the amazing erotic intimacy of this moment. I probed deeper, pushing past that initial ring of muscle while working my tongue up and down, then in and out. His hole was a musky cocktail and I was getting drunk from it. He sighed and I could feel his muscles clench around my tongue.

“I want you to fuck me,” he said simply.

I didn’t believe for a moment that I’d heard that. I stopped what I was doing and looked at him, lying there with his legs spread apart and a bit of a goofy grin on his face. “Really?”

“Really.”

“I’ve got a rubber in my bag.”

“No,” he said. “I… want you to fuck me bare. Be the first man to put a raw load in my ass.”

We had fucked each other before, before we met our bottom buddy Rob, but always with condoms. I knew that neither of us had ever been fucked bareback and it seemed almost inconceivable that he was giving this piece of himself to me. I was suddenly a little nervous, but also tremendously excited. If Rob had the Honda Accord of buttholes – durable, reliable, for the masses – then Chad’s was a Rolls Royce. It was delicate, exquisite, exclusive.

Almost in a trance, I undressed, tossing my clothes on the bed. I almost felt bad about how perfunctory it was after the show he had given me. I picked up the bottle of lube and began to work a generous amount into his tunnel, using first one finger, then two. I felt him relax as I got him slick and pliable. Then I applied more lube to my cock, being careful not to make myself cum because it was so sensitive. It took everything in me to control my orgasm, but I couldn’t ruin everything with a premature ejaculation.

Then I knelt between Chad’s knees and aimed my six-inch missile at the target and pushed the tip into him. He made a soft “umf” sound and I stopped, giving him a minute. Then he looked at me and I could tell from his eyes he was ready to continue. I gradually filled him with my length, agonizingly slowly, until our balls came to rest together. I held still for a bit. I could faintly feel his pulse in his colon. It made for an intense feeling of being joined as one.

“It feels so thick,” he breathed. “But kind of good too.”

I began fucking him with a slow rhythm, trying to be aware of his reactions. The heat of him against my bare cock flesh was a high like I’d never experienced before. I’d fucked my share of guys bareback, but never anyone I connected with this way. I shifted a little so that I was balanced more above Chad and gently stroked his cheek. His eyes were closed and he was breathing in short little bursts as he received my steady thrusts. I began to pull out a little further as I pumped until gradually I was nearly withdrawing before I filled him again. The lube was working its magic and making that unmistakable wet sound of sex. I wanted to continue this forever, but the friction began to build and I knew I was approaching my climax. My breathing quickened and my movements became a little more intense. Chad knew the signs, so he opened his eyes and gave me a slight nod, his permission to continue.

I managed to hold back for a few more thrusts, but then it was too much and I began to ejaculate, my seed leaving me in burst after burst, probably the most intense orgasm of my life. I came and came and for one absurd moment I almost expected my load to start leaking out Chad’s ears. I was completely spent but also exhilarated as my balls completely emptied. I lowered myself and kissed Chad tenderly, so thankful he had given me this experience.

“I think I’m falling in love with you,” I whispered.

What? No, don’t ruin everything like that! I berated myself mentally. Fuck! Fuck! Fuckity fuck! What a douchebag move to say something like that to a guy for the first time when you’re still balls-deep in his ass and your jizz is puddled in his guts. Even though it was true…

“I think I’m falling in love with you too,” he said simply, and suddenly a whole world of new possibilities opened.