Chapter 227 – Thad Joins the Team and Riley Needs Help
My heart was aching for Thad. He had so desperately wanted to be a part of the group, the intimate team, that he was bravely willing to sacrifice his male virginity to break into the inner sanctum of the team once and for all. I was both proud of him, in one respect, and concerned for him in another. What if this traumatized him to the point he felt violated and not loved like I wanted him to feel. I remembered a conversation with another school friend at one time, when a group of us guys were teasing about being butt fucked. We were just teasing like guys do, but he said something very seriously that stuck in my mind forever and haunted me to a certain extent. He said, out of the clear blue sky, if he ever got fucked up the ass, he thought he’d have to kill himself as he would no longer be a man anymore. That haunted me to this day, and scared the shit out of me for anyone that wasn’t truly sure they wanted to experience that sexual encounter. I remembered telling my friend, that didn’t make him any less of a man if he happened to be raped or something, and he shouldn’t feel the guilt for being a victim. But he was dead serious, and said his life would be over, because he couldn’t be a man anymore. I had never run into anyone else that ever expressed or accepted that kind of guilt or shame for something they didn’t want to happen to them. I knew of a lot of straight guys that tried it and liked it, but weren’t ever going to be gay. Still, that one guy, and that one statement he made, for whatever reason, haunted me still.
I pulled Thad into my bedroom and set the jar of our accumulated sperm on the nightstand next to the bed. I laid Thad on the bed and crawled in beside him. I wrapped my arms around him and kissed him passionately. His cock was ridged and leaking pre-cum, in anticipation of some sort of sex. I was surprised he was this excited, but somewhat relieved to an extent. Had he really been adamantly against this, his dick would be more like a wet noodle, but yet he was ready to breed or be bred. I ran my hand over his temples and looked into his eyes.
“You sure about this. Not doing it will not change the amount of love I have for you, Thad. I love you already. Not making love to you, will never change things between us, I promise you that,” I said sincerely. He smiled at me and kissed me.
“I want us to be together finally. I want to feel with you what the rest of the guys feel with you. If we don’t do this, Josh, I’ll never know the true feeling all the rest of the guys feel. I need that more than anything right now. I don’t want to be left out anymore,” he reiterated. I looked deeply into his eyes and kissed him again.
“You sure you wouldn’t want Trent to be your first, since you’ve already made love to him this way. Maybe he should be the one instead of me,” I told him as I ran my hand down his arms and over his bare ass tenderly caressing him. He smiled at me, then tenderly kissed me again.
“No, Josh. It has to be you. There may be several Trents that come and go, but I’m with you forever. It has to be you. This may not be a frequent thing with you, and, most likely, not with any of the other guys. It may happen with Trent at some point in time, but for once in my life, I want this most important, meaningful experience of sharing my body, with someone that I love dearly, to be with the one I love the most, and that has to be you, Josh. It just has to be. I need to experience the ultimate intimacy between two people that love each other. I’ll never take Jake’s place, and have no intention of trying, that’s not the point,” he said looking deeply into my eyes. “Show me how much love can flow between us, Josh. Show me,” he begged.
“We need a little foreplay. Have you tried 69’ing with Trent?” I asked. He nodded yes, so I swung around and took his cock in my mouth. I ran my tongue up and down his hard shaft and over the top of his pre-cum leaking cock head, teasing his piss slit with the tip of my tongue. He warned me not to get too carried away or he’d cum before we got to the good stuff. I lifted his leg and stuck my head between his legs so I could run my tongue down over his balls and suck on them, then over his semi-hairy taint and into his asshole.
“Fuck, Josh. That’s amazing,” he said as he shook from the sensations. “Shit, it’s mind blowing,” he added shaking again as I teased his asshole with the tip on my tongue, getting all the hair around his hole good and wet. He was doing a halfway decent job of sucking my cock also. I had to be mindful of that, so my little swimmers didn’t show up unexpectedly, surprising me. I still couldn’t believe it was Thad and I that were having sex together. Lubing up his hole with my tongue, mostly, I decided to get the lube out of the nightstand. We didn’t use it that often, but, if we had any type of sexual marathon going on, which happened occasionally, it was nice to have around. I put a glob of lube on Thad’s asshole and ran a finger up his ass. He flinched a little at first, but then relaxed. Then I inserted a second finger, causing him to flinch again. I spread my two fingers trying to loosen up his hole and cause it to relax a little. It was slow going, but I finally got a third finger into his hole. I noticed he stopped breathing, and had to remind him to start again. He said he was good, then went back to sucking on my cock and balls again. Pressure was building in my balls, and I had to stop his attention to that area. I finally rolled him around with his ass on the edge of the bed. I asked him if he wanted to ride me, and let himself down on my cock at his own pace. He told me he wanted me missionary style, because he wanted to kiss me and look into my eyes to show me his trust and his love. He thought if he could fixate on me, and his love for me, he could ignore the pain that was to follow. I thought that might be a stretch, but we’d try it his way first, and, if that didn’t work, I’d have him ride me. I worked my fingers in his ass one more time to make sure to loosen him up as well as I could.
“Thad, when I start to enter you, bear down on my cock as if you were trying to take a dump. That helps for the first few times. I’m not going to lie to you, it’s going to hurt at the beginning, then the pain will go away, and it’s going to feel wonderful. You just have to tolerate the pain for a short time, then it will disappear. Can you do that for me?” I asked.
“I’m here with you all the way, Josh. Show me the love,” he said as I started to push my penis up against his hole. He grimaced at first when I got the head of my penis just inside his hole. I very slowly pushed my shaft further into his body. Thad was stiff as a board, hanging onto me for dear life, not moving or breathing, that I could tell. I slowly pushed further into him. I barely had the head of my dick inside him.
“Are you okay?” I asked, not wanting to go any further in case he wanted to bail.
“Okaaaayyy,” he said, as if he wasn’t quite sure. I kissed his neck and even kissed down his chest, gently nibbling at his nipples, anything to distract from the pain I knew he had in his ass. I slowly pushed a little further in. He grasp me tighter, clenching his teeth.
“We can stop anytime, Thad. Just say the word and I’m out of there,” I tried to reassure him.
“No pain, no gain,” he said somewhat stoic. I kind of chuckled at that.
Slowly I moved further into him. I was halfway there. His body was still ridged. I told him to try to relax, but to continue to bear down on my dick. All of a sudden, his inner ring gave way, and I slid the rest of the way in. I stopped at that point to let him get used to me being there. He was still motionless and ridged. Then all of a sudden, his body relaxed, and he looked into my eyes, kissed me, and told me he loved me.
“We did it, buddy. We’re together now. We’re one in body, you and I, sharing our bodies and our love, Thad,” I told him as I looked into his eyes. He hugged me tightly and kissed me passionately, somewhat going crazy, as he felt the love flow between us, exciting his senses and setting them on fire. He wiggled his ass around my cock wanting more of it. I started thrusting, and getting a rhythm going. He was really into it now, his body shaking as I moved in and out of him, enjoying the sensations of our being one. He looked into my eyes, held my head with his hands, and kissed me passionately. He always did enjoy kissing.
“Fuck, Josh, this is blissful. Oh, I just love you so much. Gawd, this is fantastic. Damn, shit, fuck, I can’t get enough of your dick. Damn, I love dick up my ass. I really love cock up my ass. Can you believe that? It’s amazing, it’s fantastic. Fuck, I think I have to cum,” he said somewhat abruptly. I raised myself up on one arm as I grabbed the jar with the other. I just got the mouth of the jar over the head of his cock as he let loose a torrent of cum, shooting stream after stream of his seed into the jar to join the seed of the others. “Keep fucking me, Josh. I’m not done. Don’t stop. If feels to fucking good. Keep fucking me, please,” he said, as cum continued to dribble out of his piss slit. He jacked his cock more as it stiffened up again. He jacked it hard, as I continued to pound his sweet loving ass. He asked for harder. His cummy cock got hard again as he jacked it furiously. I was getting close to cumming myself and getting concerned. He clinched his anal muscles gripping my cock something fierce, causing my balls to churn, and churn fast. I couldn’t go any longer and pulled out right as he fired a second load. That I missed, as I grabbed the jar to catch my load. I almost missed the jar trying to jockey around to catch everything. I almost spilled the contents of the jar, also, which would have been a disaster. I quickly set the jar back down and collapsed beside him. He grabbed me tightly and kissed me over and over. “I love you, I love you, I love you,” he said over and over, in rapid succession with tears in his eyes.
We were both exhausted and out of breath, and then we laughed. “Damn, boy, you made me cum,” I told him trying to catch my breath. “That wasn’t supposed to happen.” He pulled me to him and kissed me passionately over and over again, tears streaming down his cheeks. I wiped the tears from his face. “You okay?” I asked him. “I didn’t hurt you or anything, did I?”
“I couldn’t be more wonderful right now, or love you more, Josh. I’m totally blown away. That was the most wonderful experience of my lifetime,” he said hugging me tightly, not wanting to let me go. “So, did my hot ass measure up?” he asked gleefully.
“And then some, Thad. You have a hot ass for sure, buddy. It’s a wonderful ass on a wonderful guy, more than anything,” I told him, then pulled him to me and kissed him passionately one more time.
“I kind of made a mess the second time. Don’t know what happened, but I felt like I had to cum again and again, it felt so fantastic. My balls didn’t want to give up, Josh. I’ve never had the that feeling before. Even when Trent and I make love, it’s once and done for me, but you, damn, I just kept wanting to cum over and over again. It was like one long orgasm. I thought it wasn’t going to stop. Felt great though. The irony of the whole thing is, I never felt anything like this with the women you fixed me up with. It was unnatural with them. With you, it was blissful and loving. You’re definitely right, sex is beautiful between two people that care about each other,” he said, still glowing from his first experience. I rose up on one arm and looked at his cum soaked body.
“We have to clean you up so the guys don’t think we missed the mark and didn’t hit the jar. I scooped up some of his second load and wiped it against the opening of the jar, and watched it slide down the glass to join the other. Then I sucked his cock clean. Thad sucked my cock clean, to my amazement. Then we kissed again, sharing the taste of each other’s seed. He hugged me tightly one more time and told me how much he loved me.
We finally emerged from the bedroom. “I thought you guys were never going to get done,” Trevor said anxiously. “Fuck, Josh, you’re not hard anymore. You lose a load?” he asked.
“Yeh, it just kind of happened. I don’t know what Thad did, but he clinched down on me and blew up my balls. I got it all in the jar though. Poor Thad came twice he got so excited,” I told them. Jake just grinned ear to ear.
“You bring out the best in the newbies,” Jake said, then kissed me.
“I’m proud of you, Thad,” Trevor told him, as he embraced Thad. “Are you okay? You’re not traumatized or anything are you?” he asked sincerely.
“Far from it, Trevor. It was wonderful, truly wonderful,” Thad said happily. Trevor hugged him tightly, with Thad throwing his arms around Trevor’s naked body, their cocks and balls pressed up against each other as they embraced.
“Your cock is still sticky with cum. Allow me to suck it off for you? I mean if you don’t mind. I don’t want to freak you out or anything?” Trevor asked.
“Go for it. Why not,” Thad said, still smiling as Trevor bent down and sucked on Thad’s cummy cock. “Careful, you’ll get me hard again and then I’ll have to fuck that hairy asshole of yours,” Thad warned, chuckling.
“Anytime, Thad. My ass is all yours anytime. I love you, man,” Trevor replied and hugged and kissed him again. Thad seemed to really like the attention. It was like he finally broke over to the full team, and he loved it.
“Hey, don’t forget about me,” Dustin chimed in. “I don’t want to miss my turn,” he said as he came up and hugged me, his cock at full mast needing attention. I smiled at him and kissed him.
“Who could ever forget about you, Dustin. No worries, just give me a minute to recuperate and we’ll have at it. You want a private session or public with the rest of your peers?” I asked.
“I want the world to see how you care about me,” Dustin replied.
“Let’s have another beer, and then we’ll see if you and I can’t burn up the sheets,” I suggested. We were all standing around in the kitchen naked drinking a beer. Dicks were in various stages of excitement. Mine was flaccid at the moment, but some extremely minor attention could bring it back to breeding stage at any second. Trevor held up the cum capsule for us all to see.
“Look at all that viscous man liquid we all created so far. We need one more specimen to make it complete,” Trevor remarked. I got to thinking I had tasted every one of their specimens and had a little of each of them, minus Dustin, inside my body at the time.
“We ought to take some into a sperm bank and really blow their minds trying to figure out all the mixed genes in this glob of cum,” Trevor commented making us all laugh.
Dustin was getting ancy, wanting his ass attended to. He was down on his knees playing with my cock and licking it with his tongue, then inhaling it in his mouth. I was fully boned in no time at all. Next, I felt his tongue on my balls. “You need something?” I asked.
“Yes, I need your dick in my ass, is what I need. I need you inside me like all the rest of these guys did,” he replied. I sat my beer down and brought him up and kissed him passionately. Our hard pre-cum leaking cocks were pressed between us as we passionately kissed. The rest of the guys cheered as I picked him up and carried him into the back bedroom, where I threw him on the bed. He raised and spread his legs in anticipation of the main event. I knelt down on the floor and licked his balls, then moved down to his taint, wetting all the fine blonde hairs in that area. I slowly moved my tongue down to his asshole and wet all the fine hairs adorning that beautiful opening. Erin was straddling Dustin, holding his legs for him. The rest of the guys were gathered around stroking their hard cocks as they anticipated Dustin relinquishing his virginity. I thrust my tongue deep into his asshole, then worked his hole with my fingers. He wasn’t as tight as I thought he was going to be. I guess whatever Erin had him doing in preparation for this event, had worked. “Josh, I need you inside me. I can’t take anymore foreplay or I’m gonna blow my load, and I don’t’ want to do that until you take me,” he pleaded. Jake helped me up to my feet. I lubed up my cock and Dustin’s asshole, then guided my cock to his beautiful virgin portal. Slowly I pushed the head of my cock inside him. Dustin seemed fine at this point, and begged for more of my cock. He told me to fuck him, not tease him. The rest of the guys laughed. I gently pushed further into his asshole. Half my cock was inside him. He pulled me down to him and kissed me passionately. “Fuck this feels fantastic,” he exclaimed. “Damn, I love it. I feel so close to you, Josh. We’re one, together,” he said and pushed his ass hard up against my thighs and pelvic bone burying my cock, balls deep, in his ass. It almost scared me.
“You okay?” I asked him, concerned.
“I’m wonderful, just wonderful,” he said and kissed me all over, bucking his ass up against me, begging for more cock. I leaned in and put my forehead up against his, locked our eyes together, then began a much stronger rhythm. He loved it, and responded to every action, lowering his legs and wrapping them tightly around me. I drove my cock deep into his ass, pounding him hard as we stared into each other’s souls, kissing passionately, trying to meld two bodies into one. Dustin was one passionate lover. He was really into this, determined to love me with everything he had. His ass felt tight, warm and moist on my ridged cock. My dick loved where it was and who it was breeding. I was close to cumming again. “I’m gonna cum. I don’t want to, but I can’t stop it now. I gotta cum,” he yelled as I stood up and pounded him harder. I felt his body tense, his sphincter clamp down hard on my cock, deeply embedded in his ass, as his cock erupted sending forceful streams of cum into our cum jar. I tried to pull out, but he had a lock on my cock and there was no stopping my cock from unloading deep in his ass. I knew he felt it, as a huge expression of pure delight crossed his face. He pulled me down to him and smothered me with kisses, running his hand furiously all over my back while he still had me locked into his ass, with his legs wrapped around me, as if he never wanted to let me go. We both felt the strong bond of love between us. He literally glowed with delight.
“Give me the jar,” Trevor hollered. “I’ve got another load,” he said as he grabbed the jar and sent another few spurts of his man milk into the jar. “I’ve got one too, Erin exclaimed, as he quickly grabbed the jar from Trevor, Trevor’s cock was still dripping sperm. “Make it a third,” Andy said as he quickly grabbed the jar, almost before Erin finished emptying his balls. “Better let us have it also,” Allen said, as he and OBB stood in line to empty their balls in the jar once more.
“Fuck, that was hot,” Trevor said, as he flicked the last drops of cum off his cock into his hand, then wiped it on the edge of the jar and watched it flow down to join the other fruit of our loins. “Damn, what a night. So much cum and so much love. If we don’t beat all. All of us this time, together as one,” Trevor said as he held up the cum capsule and we looked at all the man milk inside it. Trevor put the lid on tightly, then prominently displayed it on a shelf in the living room. Trevor put his arm around Thad as they both stared at all the cum we produced in one night. “We sure did empty our balls tonight, and you were there with us,” Trevor told Thad, then hugged him one more time. Thad seemed happier than he had ever been, no longer standing on the sidelines, but truly a part of the group.
“I think it’s shower time,” I told the group. I’ve had 8 assholes on my dick tonight and I think I better clean up,” I told the group, as I pulled my cock out of Dustin’s ass, then bent over to lick the last piece of icing from the last dick of the marathon. Dustin smiled big time.
“I think I have something of yours,” he whispered in my ear. I felt you give me some of you in my ass, and I want to hold onto it for as long as I can,” he said smiling. I told him it was better if he deposited it somewhere before we showered and cleaned up. He smiled at me and kissed me again, but thanked me for the honor of receiving my seed. I bro hugged him on the way to the shower.
Our cocks and balls were mainly spent, but we had fun sensuously washing each other. We didn’t bother putting on our briefs afterwards, but hung out and drank a couple of beers naked together, while we ate some birthday cake. Thad did get dressed, saying Trent would be off soon, and he was going to meet him at the restaurant and walk home with him, so he didn’t have to walk home alone. We all kissed and hugged him goodnight. He said he’d see us in the morning.
“Now, I bet he’s fucking Trent,” Trevor said. “If what happened tonight doesn’t make that great dick of his hard and lusting for boy ass, I don’t know what will. I don’t think he’ll be able to stop himself anymore.” I just shook my head.
“Thad is Thad, Trev. He’s a little more complicated than we are. I’ll tell you one thing, he’s a lot more comfortable with all of us because of what happened tonight. I reminded everyone about his brother and how sexual he was when he was here, having brought Thad back to us at the time and spent a night with us. They found that to be amazing. Allen wanted to invite his brother back.
Andy and Trevor finally kissed us all goodnight and headed out.
“Damn, you guys wore me out tonight. That was a whole lot of fucking for me in one night. Won’t have any trouble sleeping tonight for sure,” I told them as I got off my stool at the island and drug Jake with me, wanting to go to bed. I told Jake, as we curled up together, if he was horny, he’d have to fuck me, as I didn’t think I could get my dick hard for one more minute tonight. Jake ran his fingers through my hair and kissed me, saying how much fun it had been tonight and how much the guys all bonded.
Thad was chipper as hell the next morning and kissed me good morning as Jake and I went for coffee in the kitchen. Trevor and Andy showed up right afterwards and he kissed both of them. Hell, he kissed everyone that morning, so happy to see everyone. If we’d have known a dick up his ass replaced the stick up his ass, we would have fucked him weeks ago. We liked the new Thad we had now. What a difference. Trevor patted him on his ass, but Thad warned him again, that was off limits to him. Trevor told him not to worry, but his ass was available to Thad, and he was pretty sure Andy would go along with that also. Dustin jumped into my arms kissing me heartily, as he and Erin showed up for breakfast. I told them I didn’t hear much commotion in their room last nigh,t as they assured me, they were all sexed out after my special surprise. I told them my dick was still recovering, making them all laugh.
Todd and Chad showed up very energetic also. They said they never made it home last night, having spent the night with Ken and James. Todd said he might be walking a little funny today as he had several dicks up his ass last night. Trevor told Todd and Chad, he and the rest of the guys all had my dick up their asses last night in celebration. Then he showed them the cum capsule, a half pint canning jar with a large amount of male semen in it to prove what happened. Todd and Chad were both amazed nine guys produced that much cum. Trevor said there were a few seconds in the mix with added to the volume, but most everyone came hard. They both shook their heads.
Eight o’clock sharp, there was a knock on the door downstairs. The crew was already working, but Drey and Jim had arrived with a boat load of black paint. We all went down to help them unload it. I had forgotten how well the two of them were built. They looked great in their tight polo shirts and tight slacks revealing some nice bulges. They asked again when we could get together to work out. We decided to shoot for Sunday night. They had to work the weekend at the store, but closed early on Sunday so they liked the idea of working out that night together. They gave Jake and I bro hugs before they took off, and told us to call them when we needed more paint. We promised we would.
I was helping George, of all people, move some drywall around for the back hallway, where they were installing some of the last pieces and mudding it in. I warned him about the drywall dust. He laughed, but said he knew where to get it cleaned out. I patted his sweet ass for that one. He laughed. Chad hollered at me that I had a visitor. I went back to the front door area, and there was Riley, standing there smiling in a very preppy outfit, starched cotton collared shirt, starched, pressed, preppy shorts and expensive casual shoes with no socks.
“Heard you were back in town for a few days. What, you couldn’t give Uni up for the summer?” I asked.
“Had to come back for a few days, Josh. Sis and I still have an apartment here in town. On my way to LA, but I needed some help with something I thought you might be able to help me out with, plus I wanted to see you and your place anyway. Looks like you’re intensely working on this place. I guess it used to be a bowling alley, but it doesn’t look like that now,” Riley commented as he looked around. “I saw Jake and Trevor a couple of days ago when you were gone. They were all hot and sweaty. Looked like they’d been working hard. Heard you were working out of town somewhere?”
“Yes, I had a trip to take to accomplish something I’ve been working on. Actually, I was in San Diego for a couple of days. Turned out to be a great trip, and I got a lot accomplished,” I told him, as I noticed he was checking me out, like he always used to do. His eyes said he wanted fucked, but his lips never said that. He was a total enigma to me.
“You have a couple of minutes to show me around?” he asked. I pointed the way. I showed him the plans for the bar and the layout. He seemed impressed and interested in a way. Then he asked if we were going to live here, thinking I had told him there was an apartment upstairs. I took him up to the apartment and showed him around there. He noticed most of the beds were pushed together and said it looked like we all were having a good time with one another. He was extremely impressed with the shower, wondering if it wasn’t a little strange having to shower with others. I told him that was the fun part. He told me he was shy and that’s why he and his sister had an apartment, so he didn’t have to shower with other guys. I told him that was really the fun part. He acted like he wasn’t so sure. He loved the kitchen and the island, saying it was one of the nicest in town. He’d never seen an apartment as nice as this one. I told him he might in a couple of years, as we were working on a plan to build a private dormitory with amenities, such as what he was looking at. He was very impressed, and asked me what all I was doing. I did tell him I was involved in a venture capital investment company, and we were developing real estate in certain areas, and were seriously considering building a private dormitory here. That got his attention quickly. We finally finished the tour and I took him back to the front door, hoping he’d be on his way.
“So, do you have an hour or so to help me with something?” he asked very suggestively. I was hesitant to say yes, as all my interactions with him before were a dead end, but he was still very much interested in me for some reason. He knew I was into boys, there was no doubt about that. I was sure his cousin filled him in big time. I looked around to see if we were in decent shape.
“I might have, depending on what you have in mind,” I replied. Riley smiled from ear to ear.
“I need some help on a project at my apartment, if you wouldn’t mind. It’d be just you and I, but I can’t do this alone,” he said with a sparkle in his eye. My heart started beating a little faster, but then I remembered it was Riley.
“You’re not going to make me help you move furniture or anything heavy like that, are you?” I asked concerned.
“Heavens no, Josh. It’s more of a personal matter, actually,” he replied with a bright smile. He was so fucking beautiful, but so fucking strange also.
“So, what is it you need done?” I asked curiously, hoping he’d tell me, and I wouldn’t be wasting my time. My dick was more curious than my mind.
“You’ll see. It’ll be fun, I promise,” he said winking at me. He was such a cock tease. Everyone seemed to be busy. The boys were starting to spray out the ceiling. Thad was in the office working away. I wasn’t busy at the moment.
“Okay, but I don’t have much time. This better be worth my while,” I told him, but he just smiled. I hollered into Thad, I would be back a little later. He waved at me, never looking up from what he was working on.
Riley said he walked over here and it was hot. Maybe I could drive us back. I rolled my eyes at him. “Now, I’m your chauffeur also?” I asked. He giggled. We jumped in my Ranger. He looked to see if the seat was clean before he sat his pristine ass on the seat. “Don’t worry, Riley, your sweet little hot ass won’t get dirty. The seat’s clean at least,” I told him. He looked it over good. I shook my head. “What’s your sister doing this summer? I asked just making conversation.
“She’s at home working this summer and chasing hot guys,” he told me, making a face. “You know, she thinks you’re the hottest guy on campus, Josh,” he added. I had to smile at that.
“Does she now? What do you think?” I had to ask.
He squirmed a little at that question. “You’re definitely one of the most handsome young men on this campus, Josh, and one of the nicest, I’d have to say,” he said, complementing me.
“Handsome and nice, but what about hot. Do you think I’m hot?” I asked him point blank, not really caring anymore to be guarded around him with my sexuality. He squirmed a little more.
“Uh, yeh, I think you are, from the standpoint you and I both know how to appreciate male beauty in its purest form,” he replied.
“What do you mean by purest form, Riley. I’ve always had a hard time understanding you, and where you’re going, wanting some kind of relationship with me. I’m kind of lost here,” I told him as we arrived at this apartment building. We got out of my truck and headed up the stairway to the second floor to his apartment.
“Well, you admire young men like I do, almost as art. You are inspired by beautiful men as I am. We have that in common together. I put you in the category of male art, a thing of beauty to be admired. I guess that’s what I’m trying to say,” he said as he unlocked the door to his apartment. I had to stop and think about what he was saying, but I was finally inside Riley’s lair and was not sure what to expect next, so I dropped my further questions as to where he was going with all this, hoping the project he had in mind involved my cock up his sweet hot ass.
The apartment was simple. There were a few nice things. It had two bedrooms, obviously one for him and one for his sister, a living area, dinette and kitchen. There was only one bathroom. At one end of the living area there was a blank wall, that was white. All the other walls were grey in color. Still, it didn’t mean anything to me, and I considered it a bland accent wall, but not a very nice one. No furniture was in front of it. He pointed to the couch and told me to sit. He sat down beside me, our bare knees touching at times.
“I’ve been involved in my own business also, Josh. My asset is me,” he said bluntly. “I’ve been doing some modeling. I have some interest in New York, and have been out there a few weeks, but I didn’t like it that much. I quit one job, because of their behavior and that kind of pissed off the agent I was working with. I still have an opportunity in LA, and I’m going there next. I need some better photos of my modeling ability, but my agent said he wasn’t spending any more money on me until I changed my attitude. He’s giving me one more chance in LA, but I need some pics. I was wondering if you could take some photos of me. I have the lighting and the camera that will get me by for what I need. I just need help in putting it together,” he said, putting his hand on my thigh when he said it. I still looked puzzled.
“What’s wrong with the ones you have in your portfolio already? I assume you have a portfolio. All models do, as far as I know.” He nodded his head yes. “Weren’t they taken professionally?” I asked curiously.
“Yes, but I wouldn’t pose the way they wanted me to for some of them. They want a little more skin, you know in places. Mine were purely vanilla, I guess you could say,” he told me. I rolled my eyes.
“What, they want you for porn?” I asked
“No, no, nothing like that. I’ll still do clothes. You’ve seen the ones I wear. I wear excellent clothing, nothing cheap. But they want some underwear photos, and I don’t have any of those. I really don’t feel comfortable with others seeing me in underwear. I know it’s part of the fashion industry, and they love to have young guys like me modeling underwear, but I’m shy there, Josh. I’ve never been naked around other people before, except maybe my sister and she’s just my sister so she doesn’t count,” he said, making me wonder. “I know she likes hot guys, and she told me one time when I was coming out of the shower, if I wasn’t her brother, she’d fuck my brains out. I guess that means I look hot enough naked,” he said, which blew my mind. “She was always bringing her girlfriends around in high school, trying to get them to seduce me so she could find out what I was like in bed. I hated to disappoint her, but that never happened. She almost hated me for that.”
“Your sister had the hots for you, Riley? Seriously?” I asked extremely concerned.
“I guess when you’re twins you are extremely close, but that was a little too creepy for me,” he admitted. “I know it’s weird to ask you to take pictures of me in underwear, but I also know you have and eye for what looks great on a guy, and how to enhance the way a guy looks. I may be a little skittish about this, but I’ll try to get through this if you don’t make fun of me. I need your help, Josh. I can’t afford to blow this next interview and model shoot in LA. Can you help me with this?” he pleaded.
“I guess I can photograph you, if you tell me what you need and how to work the camera,” I replied. He grabbed my head and kissed me on the lips.
“You’re the greatest,” he said, then jumped up to get the camera and set up the lights to shine on the blank white wall. I still wasn’t totally sure what I was doing or why I was even trying to do anything for him.
He had a really nice Nikon camera, that had the ability to e-mail pictures, as well as store them. I took the liberty of putting in my e-mail address without his knowing, so it copied me, as well as him, on the pics we were about to take. He had two light tripods set up with diffusers. Hell, he had the makings of a photo studio right in his own apartment. Fully clothed, I had him stand in front of the wall and took a few sample pics of him to see the kind of the distance and framing he needed. Actually, it was kind of fun, I thought. I got the body size to frame setup to his liking, then took a few more, having him pose in different positions with his preppy clothes. The camera seemed to love him.
“You ever think about acting, Riley?” I asked him.
“I’m taking some theater courses this fall and hope to get a part in the play the theater department puts on this year. I’ll have to see if I’m any good, I guess,” he said somewhat modestly.
“You certainly have the face for it. The camera likes you also. These pics look really good so far,” I told him as I reviewed the frames on the camera I had just taken. Riley smiled. “Okay, guess you need to strip down to your underwear and let’s get this show on the road,” I told him. Riley got really nervous all of a sudden.
“This is the part I hate, Josh. I really don’t feel comfortable being in my underwear around other people. I’m really shy,” he said coyly.
“Riley, it’s no big deal. I’m sure when you do photo shoots with other models. You guys change clothes in front of each other and don’t think anything about it. It’s just part of your work,” I said trying to make him realize it wasn’t sex, it was work.
“Yeh, well, that’s where I got in trouble with the others. I always wanted to go behind a screen to change while the others changed out in front of each another. I got teased a lot for that, and kind of became the outcast of the group. A lot of them were gay, and even played with one another during the shoots. They thought it was cute and caused them to show more bulge to make them look sexier. Some of the guys had girlfriends, and still liked to show off their junk. It’s just a weird industry, but it pays well, and if you become a featured model, you can really make it big. I’ve done okay so far, but because I refuse to do underwear, my agent says I don’t have much of a future, and I might as well hang it up if I can’t get over my inhibitions,” Riley explained. “My last gig, the photographer said I was a prude and difficult to work with. That’s why I kind of lost my job with that agency,” he said disappointedly.
“Riley, it’s just skin. No one’s going to fuck you. We all have a dick and balls. They do come in all shapes and sizes, no doubt about that, but in the end it’s no big deal. Jump out of your clothes and let’s see what we have to work with here,” I told him. He was nervous all over. “You want me to take them off of you?” I asked, teasingly threatening him. He got real concerned then.
“No, Heaven’s no, Josh. I don’t need that. I’ll be almost naked and you’re still dressed. It’s just weird.”
“Hell, I can get naked if it’d make you feel better. I’m sure not modest about being naked around other guys. I’m on the swim team. We’re naked around each other all the time. It’s no big deal,” I assured him.
“You’re used to it, though. I’m not,” he said sadly. “I’ve never been in my underwear around other people, Josh, and it bugs me to know end.”
“Do the pictures of you bother you once you’ve seen them?” I had to ask.
“No, once I’m photographed, it doesn’t bother me to see my pics afterwards. That’s only an image. Me, in the flesh, is me. A picture of me isn’t going to embarrass me, just me as they take the picture,” he confessed.
“You’ve got to get over this phobia you have. Just be natural, as if you had all your clothes on and you’re doing a shoot. But, be a little sexy when you do it. The sexier you can be, the more attention you’ll get with your pretty boy looks. That’s what should get you places,” I assured him. He was still nervous.
“I don’t know how to be sexy, Josh. I need you to teach me some of that. I know you’re very sexy. Cody, my cousin, told me you were extremely sexy, and he should know,” Riley replied.
“What all did Cody tell you, Riley?” I asked a little concerned.
“Pretty much everything, Josh. He said you were to die for. But I don’t care. I’ve never had sex with anyone, even though Cody tried to help me in that area at times. I don’t know how to be sexy,” Riley explained, and looked away somewhat embarrassed. I shook my head.
“First of all, it wasn’t Cody’s right to tell you anything about me or anyone else for that matter. Do you think less of me for what he told you?” I asked.
“No, not at all. I think you’re terrific, actually. I mean, I really enjoy being around you. You and I have a lot in common, in that we know how to appreciate male beauty. You see it, and I see it. I appreciate a guy that understands it, I really do. You should do some modeling also, Josh. I mean you really have the look for it.” I shook my head.
“I have way too many things on my plate for that right now, Riley. Speaking of which, I’m running out of time. Do you want me to take pictures of you or not, as I need to go soon,” I flat out told him, noting I had to get back to work and I couldn’t psychoanalyze him all day.
Riley took off his shirt, revealing his chest and nipples. He seemed terribly embarrassed. He then took his shoes off, as if that was a big deal. He did have nice looking feet, well-manicured toenails, probably had a pedicure, I surmised. I liked his lightly haired legs, they were very masculine and shapely. He had a thin light blonde treasure trail leading to the promised land. He stopped at his shorts, getting very nervous again. He looked over at me several times. I’m sure the fact I was watching him, was killing him.
“Oh, for Heaven’s sakes, Riley. Here, I’ll take off my shorts and shirt, and I’ll be in my underwear. Now we’re even,” I said dropping my shorts and whipping off my shirt, leaving me in my new soft model cotton boxer briefs. Riley was spellbound looking at me in my underwear. “Make you feel any better? No big deal, I’m telling you,” I assured him. He slowly undid his belt and dropped his shorts. He had on navy boxer briefs like I did, CK’s, one of my favorite brands. I was impressed with his taste at least. His hands went right to his crotch, as if he thought he was totally naked and needed to cover himself. “I hate to tell you this, Riley, but your crotch is what everyone’s going to want to see. You’ve got to loosen up with this. You’re not naked. You’re still clothed. But the sexier you are, the more the agencies are going to want to hire you to model their underwear or anything else you’d look great in to sell. Let’s get real here,” I tried to convince him. “Turn around and let me look at you,” I told him. Gradually, he turned around and let his hands go to his sides. “You look hot, Riley. Truthfully, you really do. We look alike. Look, we have almost the same underwear. Go figure. We both have great taste, what can I say,” I chided, trying to make him relax a little. “Let’s take a couple of photos of you in these, and then let’s look in your underwear drawer and see if we can’t find something sexier for you to model to really make those ad agencies salivate,” I told him. Riley kind of cracked a smile. With the dark color, you really couldn’t see much of his bulge. These briefs weren’t the most flattering on a male body, but they were damned comfortable. I had him do some different poses, a body builder’s pose, but he wasn’t very muscular. Still the pose looked good. I had him do the ‘thinker’ pose. I was directing him to stand certain ways. I grabbed a bar stool of his he had at the kitchen island, and had him sit on that for some of the photos. I moved his legs in certain positions to make him look good. I could tell each time I touched him, he reacted to my touch. That made him a little nervous. I would sit on the stool and show him how I wanted him to pose. Then he would try to copy what I showed him, but sometimes I had to move him by grabbing his legs and moving them one way or another. Our bare chests would touch at times and he would sigh a little. I was definitely not trying to seduce him, but I could tell he was fighting some desires that were awakening his senses.
“Can I see what you took so far?” Riley asked. I took the camera off the tripod and showed him. He seemed very pleased with what he saw so far, but I wasn’t. They were very ‘plain Jane’ type of pics, and we needed hotter, a lot hotter to get the attention of ad agencies.
“You don’t have much chest definition, Riley. It would help if you hit the gym once in a while to work on the definition of your pecs. If you’re going to do underwear, maybe work on your legs and glutes also. Make that butt of yours look hot and desirable,” I said, coaching him a little. He said he wasn’t sure what to do. I laid on the floor and had him kneel beside me. I showed him some crunches for the abs. I had him feel my abs when I did the exercise and feel how they tightened. His bulge tightened and grew with the touching I had him do to me. He was getting excited, which wasn’t what I was working towards, however it was kind of interesting. Then I bent over and had him feel the strength in my glutes. I squeezed them tightly to define them. I had him feel my ass as I tightened my glutes for him. Then, I had him do the exercise with me. I felt his asscheeks as he tightened them. He boned up rather quickly with that movement. He was crouching afterwards, trying to hide his excitement.
“I kind of got excited there, Josh. I’m so sorry. I’m so embarrassed,” he said like he almost wanted to cry.
“It’s not problem, Riley. It happens. It’s perfectly natural. Doesn’t bother me in the least. In fact, it makes you look more desirable. Quick, let’s take some more photos,” I told him, and quickly situated him on the stool again to do the thinker pose. The briefs were still too dark to get the definition I wanted, but the bulge was better. I told him it looked really good for that couple of photos. “You don’t have much chest definition, Riley, so we need to make your chest more desirable. You do have some nice nipples, which is your asse,t for the moment, on your chest. We need to stimulate those to make them, what you would call, ‘perky’,” I explained to his confused look. “Here, let me do something to make your nipples more desirable,” I said, then went over and nibbled on his nipples some, causing his erection to leak pre-cum and form a wet spot on his briefs. The spot was dark on his dark briefs, but I felt the wetness and the hard head of his cock, as my arm moved across his chest, when I stimulated his nipples. He grabbed my head and kissed me, a little more passionately than he had before.
“Sorry, Josh. I just really appreciate you helping me out here,” he said, somewhat embarrassed he kissed me.
“Glad to do it. At least you’re getting more comfortable at this. The more you do it, the more comfortable you’ll be doing it, Riley. Just chill and work through it all,” I said encouragingly. “Look, your nipples are enlarged and perky now. Good job, Riley,” I said, as I ran the tip of my forefinger over the tip of his right nipple making him tremble. “Got you excited there. Now we need to take a picture of that,” I said as I went back to capture the moment with the camera.
“Okay, what other kind of underwear do you have to model?” I asked Riley, knowing we needed some light-colored underwear to see some contrast and the contour of his junk. He ran into the bedroom and brought out a few pairs he said were samples that the agencies said they’d like to see modeled. He had some damned hot stuff that would have looked great on some of my dancers at the CNB. If Riley wore any of these for the wet underwear contest, he was assured the grand prize, there was no doubting it, I thought to myself. “Here, take the ones you have off and put these on,” I told him. He grabbed them and ran into the bedroom and closed the door to change. I rolled my eyes. “Still having a problem with modesty, are we?” I yelled after him. He came back out wearing the powder blue ones, a pair of 2(xist) that hugged the male form and accentuated the junk, cut like a bikini brief. They were so hot on him, I wanted to fuck him right then and there.
“Okay, now we’re making progress,” I told him, trying to contain my dick from the excitement it was viewing.
“I feel so cheap, Josh. I might as well be naked,” he said somewhat ashamed.
“Oh, Riley, this will excite those agents beyond belief. Lean back against the wall and spread your legs, buddy,” I told him. I went up to him and sucked on his nipples, pulled some of his arm pit hair into view, kissed him passionately to horn him up some, lowered his waistband just a tad to show a little line of pubes, then ran my hand over his junk making him hard as a rock and sigh like crazy, then told him how to form his lips. I clicked off a dozen or more pics, then fussed with his hair, had him hold his arms up showing off his hairy pits, turned him this way and that way, constantly clicking more pics of him. I ran into his sister’s bedroom and found her lipstick. She had some clear lip gloss in her dresser, and I applied that to Riley’s sensuous lips, which I kissed right before I applied it. I ran my hand over his boner a few times more, keeping him hard as a rock, then photographed him in several sensual poses. When I was done he was almost a nervous wreck, but then I showed him the pics.
“Fuck, I almost want to fuck myself, and I don’t even know how to do it,” he said surprised and amazed at the pics. I e-mailed them to myself, wanting to study them later. He hugged me dearly and kissed me on the cheek.
“Hey, remember, I’m in my underwear. Don’t get me too excited. I can’t hide it and may have to do something about it,” I warned him. He backed off, much to my disappointment. “Do you trust me, Riley?” I asked him, making him more nervous than he already was. He hesitatingly nodded his head yes. “Go find a jock to put on. I want some of your hot ass and asscrack hair to show. We’re going to make you so hot, you’re going to get offers out the ass, no pun intended.”
Riley disappeared into his bedroom, closing the door as usual. He emerged a few minutes later with a white jock strap with narrow straps, his asscheeks hanging out all over. “I feel naked, Josh,” he said concerned.
“Oh, sweetheart, we’re going to make you the most desirable young male model on the circuit,” I told him. He smiled. I had him lay on is side and took several pics from the back side, his dirty blonde ass crack hair visible in his crack. It was so fucking hot, I almost came, as I arranged it in his ass to please the camera. Then I took some directly above him so you could see his cock straining at the pouch, his armpit hair, his erect nipples and his asscheeks. I was having a hard time controlling myself, as I snapped off tons of pics. Then I had him sit on the stool and bring one knee up to his chin, turn his head sideways and smile, capturing a little of his taint, a full pouch, some stray pubes sticking out the sides of his pouch, his erect nipples and beautiful glossy lips. He looked so hot, I wanted to throw down the camera and fuck him silly. My cock was so hard and starting to leak pre-cum, forming a wet spot on my briefs. I pulled him up, hugged and kissed him, our boners rubbing together, only separated by thin fabric as we hugged.
“I’ve never felt this way before, Josh. No one has ever touched me like you have today. It’s weird, but it feels good,” he said, still stunned by his male senses on overload. I kissed him on the tip of his nose, then forehead.
“You’re just feeling the excitement of being turned on and into a hottie. Go put on another pair of some sensuous underwear. Knock my socks off, Riley,” I told him sexily. He smiled and took off. He came back with a pair of briefs that had the ass out of it, two giant holes revealing his asscheeks. I put him through the same paces as I had with the jock, exposing some pubes here and there. I had him in all kinds of sensuous positions. The camera totally loved him. Hell, I was extremely proud of my work as a photographer as great as these were turning out. Then I grabbed him, kissed him passionately, rolled around on the floor rubbing our hard cocks together, steaming him up, getting him all sweaty, then stopped abruptly and quickly took more photos. I nearly came when I looked at some of these. “What do you think? We have enough for your new portfolio?” I asked, as I showed him the last of what I took. He said he thought we had more than enough. “You want any nudes, Riley?” I asked him suggestively.
“No, Josh, no. I’m not a porno star. That’s not who I am. I just want to be recognized as a legitimate sexy male model,” he said half panicky.
“I don’t mean with your dick and balls hanging out, just the tease type, where you’re situated with your arm over your junk, just exposing some pubes, but not your junk,” I said, trying to explain. “You know, you’re naked, but not exposing any sexual organs, just a major tease.” Then I sat on the stool in my underwear and posed like I thought he might want to pose.
“I don’t think I need to go that far. I see what you’re saying, but I think I probably went overboard on what we did already,” he admitted. I smiled at him and told him he was good, but if he ever did want to take it a little further, I would be more than happy to help him. He hugged me for that.
Before we decided to go through the pics we’d taken, Riley asked if we could take a couple of pics together in our underwear, so he could see what his agent said about me. I kind of liked that idea. I set up the camera’s timer and jumped in the picture with him. We had a couple side by side with our arms around each other’s shoulders. Then I surprised him on one, picked him up putting one hand under his knees and the other around his shoulders, and held him in my arms, kissing him right as the shutter went off. He laughed. Another one, I bent down and sucked one of his nipples, right as the shutter went off. A different one, I put my hand over his junk right as the shutter went off, kind of startling him. He told me we were getting too carried away and thought we had enough. I was getting crazy, but he liked it.
Finally, we sat down in our underwear beside each other at his kitchen table with his laptop, our bare bodies up against each other, and viewed and critiqued all the photos we had taken. We judged each one of them for sensuousness and beauty. There was one on his hands and knees where he was running one hand through his thick wavy blonde hair, with a growling look on his face and his pouch fully loaded below him. That was my favorite. He laughed at me for picking that one.
We picked out about 25 photos to send to the agent representing him, to add to his portfolio, new photos showing what he was capable of modeling for any interested underwear companies. Riley e-mailed them right away.
“Well, let me know how it turns out, if your agent thinks they’re good and you have potential. Honestly, those are some of the hottest pics I’ve seen of guys in underwear, Riley, and I’ve seen a lot of hot guys in and out of underwear,” I assured him. He smiled and hugged me again. “Well, I guess I better get back to work,” I told him as I got up and started looking for my clothes.
“I don’t know how I could ever thank you enough, Josh. I could never have done this without you. You helped eliminate some of my inhibitions, which I needed to lose in the worst way. I’ll try not to be a prude at photo shoots, and I’ll try to be more cooperative with the photographers. Most of them are pretty decent to work with. And, I’ll try to fit in more with the other male models. You’ve been a great help, Josh. I feel so much better now,” he said staring into my eyes. Then he grabbed me and hugged me again. We stood there together, running our hands over each other’s bare backs, our hard cocks up against each other, feeling the heat from each other’s erections through our underwear. I got a slight motion going there, and he sighed a couple of times, but didn’t move, allowing what was happening to happen. His hands moved down under my underwear over my bare ass. I followed suit, wanting to find out where this might be going. I squeezed his buns a little as we held each other tightly, not saying a word, but sensing each other through our actions. Then he quickly withdrew his hands and backed up, my hands slipping off his ass and out of his underwear. “I’m so sorry, Josh. I’m not ready for this. I’m just not. I hate myself for not being able to be with you. I want to, I really do, but I just can’t yet,” he said with tears in his eyes. I grabbed him back, embraced him once again, running my hands over his bare back, consoling him.
“It’s fine, Riley. You’ve had a tremendous amount of growing here this morning. You’re just a little emotional right now. I’m fine. You’re fine. We’re great friends. We have some time invested in our friendship now which makes us even better friends. I want to know how all this comes out, so you have to keep me informed. You have my number to text me sometime and let me know. I have a feeling you’re going to blow them away when they see your new pics,” I told him as I held him rocking him back and forth. His cock was still hard and pressed tightly against mine. He wanted something, but was too scared to go for it. I made up my mind whatever happened between us, had to come from him. I was not going to be responsible for it. I wiped the tears from his eyes. “Whatever you need to know or learn, I’m here for you and you can take it at your own pace,” I assured him. He smiled at me and kissed me on the lips again. I smiled back at him, then let him go and quickly found my shorts and t-shirt. I got dressed quickly. He hugged me again, as if he didn’t want me to leave. I had to think of something cute to say to cheer him up on my way out.
“Hey, tell your sister, when she sees those pics of you, not to fuck you senseless. That would disappoint me greatly,” I told him. Riley laughed.
“Wait until she sees you in your underwear with me. That’ll make her pussy wet for sure. She’s more interested in fucking you senseless, Josh. ” Riley said smiling.
“You can tell her for me, that the chances are greater that could happen between you and I, before it would ever happen with her,” I said smiling again. Riley wasn’t sure if he should laugh at that or not, but cracked a cute smile, as if he thought about that idea
