Sorry it took so long for this chapter. Hope you all enjoy it. I have an idea for the next chapter which you will see a hint of at the end of this one, so hope you will stay tuned.
I have a book on kindle if you would like to check it out called Cowboy Christmas: A Gay Erotic tale. I am also currently writing another book but I won't abandon this one, at least not until I have a satisfactory ending. I'm not sure how many chapters that will be, but I do have an idea for the next three chapters. I'm sorry to have left you hanging so long since the last chapter.
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Thanks.
All of the events and characters in this story are fictitious.
Now on with the seventh chapter of: Jacking My Best Friend.
As I stood outside my dorm room, I pondered what I wanted to say to Steve. If he knew Sheila was a lesbian, then it would be a marriage of convenience for both of them. She would inherit her money and they both would live unhappily ever after. I knew in my heart he didn't love Sheila. Yet, being afraid to live his life openly and honestly could only cause heartache. I had to at least see if Steve knew what he was getting himself into.
Slowly, I opened the door with sweaty palms and a heart which raced at the speed of lightening. Steve stood at the foot of his bed, his muscular back to me, and his suit case open with folded shirts and jeans inside. He looked sexy. His butt fit nicely in the tan jeans he wore. My dick lurched unexpectedly my own blue jeans. I so wanted to slide it between those luscious butt cheeks and into his hole. Being the first and, hopefully, only man to enter him.
He turned and saw me standing by the door admiring his form. He half smiled and then went about his business of packing.
"What are you doing?" I asked, knowing the answer.
"I think it's best we go our separate ways now. I hate long goodbyes."
"You don't have to move out. You're not marrying her tonight, are you?"
"No. In a couple of months. But we decided it would be best if we move in together since she has that off campus apartment. We can get used to each other and...well...it will be easier."
"There's something about Sheila," I closed the door and made my way over to my bed. "I think you should know..."
"She's a lesbian," he said for me.
So he did know.
I sat down on my bed, flabbergasted. Why would he marry someone he knows is a lesbian? Where there can be no love whatsoever between them; at least, romantic love. Was he that desperate to run away from me?
"If you know, then why are you..."
"Marrying her?" I nodded my head. "I'm straight...well...at least I thought I was straight. I never thought about...doing stuff...the stuff we did...and with Greg...and, well...I'm confused." He sat down beside his half-filled suit case, burying his face in his hands.
"Marrying Sheila won't solve anything. It could make things worse. You need time to sort your feelings out. I get that. But hiding from it through marriage won't help. You'll still be gay."
"I'm not gay, damn it!" He jumped from the bed, his face red and fuming. I could have sworn smoke came out of his ears.
"Hey! There's nothing wrong with being gay!" I shouted, getting angry at his reluctance to accept the truth. "I'm gay and I don't care who knows it!" I was getting fed up with his attitude.
Steve sat wide eyed and shocked by my outburst. His mouth gaped open before he softened and slid to the floor at the foot of his bed.
"I'm sorry. I know there's nothing wrong with being gay. But...it's just not who I am or who I thought I was. I'm not sure I could do it."
"Okay. You finish packing. Go be with Sheila. Marry her if you must. Just remember if you get tired of hiding who you are, I will still be here with waiting arms."
I meant it because I still loved him. But would I be willing to wait forever? I was still young and had a whole life to live. Maybe I wasn't being realistic, but I held out hope for a happy ending. If not today, then someday soon.
I rushed to the door and looked back at him once more. I had no idea what our ending would be, I prayed it would turn out alright, one way or the other. I walked out of the room with tears streaming down my cheeks and wandered around aimlessly for an hour. I ended up in front of Greg's dorm room, knocking gently, afraid of disturbing him from whatever he might be doing.
The door opened and Greg stood there with mussed up hair and drowsy eyes. He must have been asleep and I felt bad for disturbing him. I peered around him to see if anyone else was in the room with him, I saw no one from my vintage point. My face said it all. He pulled me into a hug and ushered me in and sat me on his bed. I let the floodgates go of all my pent up feelings, crying on his shoulder for what felt like hours. When the tears dried up, he just held me in his arms as I drifted off to sleep.
Sometime later my eyelids slowly opened to a blurry image of Greg pulling up his pants. He looked over at me as he buckled his belt and saw my eyes fluttering, trying to focus. My mouth opened for a yawn and I stretched out on the bed, turning over and faced the wall. The bed squeaked and sunk a little as he sat beside me, rubbing my shoulder. I looked over at him with droopy eyes and a half smile.
"Good morning," I said, barely an utterance as my voice felt weak.
"Afternoon," He said, his grin as broad as his shoulders.
My eyes widened in panic.
"Oh shit!" I exclaimed. I tried to get up but he pushed me back and held me there.
"Relax," he said.
"But I already missed two classes and..."
It's Sunday, remember?" He chuckled. "No classed today."
"Oh shit," I said, letting go of my anxiety. "I guess with everything going on I got disoriented."
"Guess you did. I'm off to have lunch with Red, you wanna come?"
"No. I think I need at least a couple more hours of sleep."
"Okay. Stay here. My roommate didn't come home last night, which could only mean one thing, he got lucky with his girlfriend. He's been trying to get into her panties for eons now. He might be back, but he shouldn't bother you. He is a great guy. Captain of the football team. He is quite the eye candy, so he will be something you can fantasize about if you're feeling horny. Unfortunately, he is as straight as they come."
"Well, it's okay. I'll probably just be sleeping anyway. Then go for a late lunch somewhere. Have fun with Red. It seems like you two have really hit it off."
"Yeah. We have," he nodded. "Funny thing is; I don't usually go out with gingers."
Once Greg had gone, I quickly dozed off. Steve invaded my dreams as he and Sheila were about to marry, I crashed the wedding on a motorcycle, yanked off my helmet off, and shouted, "I object to this marriage!" Steve rushed to me and hopped on the back of the motorcycle and we raced down the aisle, with him holding his strong arms around my waist. Sheila ran after us shouting: "Don't go. We haven't cut the cake yet."
I woke with a start with a huge dick mere feet away and a very gorgeous jock pulling up his grey boxer briefs.
He smiled at me as he sat on his bed, his cock now hidden away.
"You a friend of Greg's?" He asked in a deep voice that made my spine tingle.
"Um...," I scratched my head, sitting up on the bed, before stretching. "Yeah."
"Cool. Lovers or just friends?"
"Both. But mostly just friends."
"I see. So, you two did the deed last night?"
This guy was getting too personal.
"I just slept here last night. Had a fight with my roommate."
I got up to stretch my stiff legs.
"Too bad. You usually sleep in your clothes?" He asked.
"What?" I looked down and realized I still had on yesterday's outfit. "Oh, well, I usually sleep in my underwear, or sometimes naked. But I was too upset to undress last night."
"Cool. I'm Josh by the way," he stuck out a big hand for me to shake.
"Derek," I said, taking his hand for a shake.
"So, you're gay, huh?"
"Uh...yeah. And you're straight."
"Uh...well...," he hesitated, which I found interesting. "I guess," he looked away, "but..."
"But...?" I echoed.
His blues eyes looked squarely at me.
"I think I might be bi. You know, like I might like men as well as..."
"I know what bi means," I cut him off. "I get the idea. But what makes you think you're bi?" I sat back down on the bed and petted the spot right next to me, hoping he would get the hint, which he did. As he sat next to me and rubbed his hands over his thighs nervously, looking towards the ceiling as if in search for the right words.
"Well, you see, I have this tutor who's been helping me with my math. I think he's hot, but he is also a nerd. But for some reason, it turns me on."
"I see," I said, letting his confession sink in. "Have you and he ever...,"
"No," he said immediately. He got up and paced the small space in the room. "I know it sounds funny. Me, a big jock afraid to let this little nerd know I want him in a bad way. Afraid of rejection. But I don't even know if he's gay or bi. I mean, I catch him looking at me sometimes, but I don't know if it's lust or maybe just hero worship."
"I see. And all you really want to do is bend him over your desk and fuck the living daylights out of him."
He stopped pacing and looked at me sheepishly.
"Well, you see, that's just it," he sat back down next to me, hanging his head down. "When I think of him...I think of him fucking me." He emphasized the last word.
"You're a bottom?" I asked, surprised, my voice rising several octaves.
"Yeah, I guess, I don't know. I just know that I want to strip him naked and ride him so hard he'll explode in a blinding vortex of pleasure."
Wow, this guy had it bad.
My cock started to get hard listening to him rhapsodize about this guy and how much he wanted him. Josh was a good looking jock with long blond hair down to his shoulders and muscles bulging from his arms and legs. He also had tight abs and a six pack and pecs to die for. And from what I could see earlier, a pretty good size cut dick and fat juicy balls. His body was smooth except for the tuft of blond hair neatly trimmed above his humongous cock. This nerd was going to be one lucky dude if and when they finally get it together.
Lost in my own lustful thoughts I didn't notice him looking right at my engorged crotch until I zoned back in. He gripped my thigh with one hand and with the other he gently lifted my chin to turn my head in his direction. His eyes blazed with lust. His own cock tented the fabric of his grey boxer briefs.
"Do you mind if I kissed you?" He asked, tenderly, almost shyly. "Just to see what it's like to kiss another guy."
I nodded my head in response and he leaned in, I tilted my head ever so slightly left, then our lips touched, united in a brief moment of passion. When he pulled away, he had a bashful grin. Pink tinged his cheeks. He averted eye contact for a moment, pulling a strand of blond hair behind his ear. Then regarded me once more. It was as if he was trying to get the courage to ask me something.
"Can we have sex?" He blurted.
It took me aback. I thought he'd be a bit subtler as shy as he acted about the whole subject matter.
I considered his request for a moment. Weighing my options. The pros and cons.
Oh, who was I kidding? Of course I was going to have sex with this sexy jock.
"Yes," I said. "Let's do it," I stood and stripped off my clothes while he hooked his thumbs in his boxer briefs and pulled them down his hips and kicked them from his feet. His cock stuck proudly out and dripped with pre-cum.
"What do I do?" He asked innocently once I had stripped off all my clothes. He eyed my seven-inch cock with hunger. He seemed to be drooling with anticipation on fulfilling a long held fantasy. Even though I wasn't the guy he wanted, I was willing and I was there.
"First of all, sit down." He sat back on the bed. "Spread your legs out," I instructed, to which he obeyed. I got between them, kneeling on the floor, and grasped onto his hard as steel cock. He moaned in delight at my touch. I stuck my tongue out and gave the head a lick. He shivered at the sensation.
"I know what a blowjob feels like. My girlfriend gives them to me sometimes."
"Yeah, but I bet you never had one from a guy before."
"You got me there," he smiled sheepishly. "But how much better can it be? A blowjob is a blowjob, right?"
"It depends," I said right before I swallowed his whole cock in my mouth in one gulp, all the way down to his pubes.
"Oh my God!" He yelled. "She's never been able to take the whole thing."
I stayed down on his cock for a moment and then slowly slid my lips back up the length, all the way to the head. I licked around the ridges of the head and stuck my tongue in his piss slit. He shivered and moaned. I slid my lips back down to the base and fondled his big juicy balls with both hands as I stayed there for another few seconds.
"Oh God!" He cried out.
I slowly sucked his cock for a few minutes. Deep throating him and then coming back up. I picked up speed and soon I was sucking his cock in earnest. I sucked half his cock and jacked the other half. He thrashed on the bed and brought his hands to his nipples, twisting them as I sucked him hard and fast. He began to lift his hips up and fuck my mouth. I stopped jacking him and played with his swinging balls once more.
"Oh God," he pushed my face away and disengaged his cock from my salivating mouth. "If we keep that up I'm going to cum too soon. I want to suck your cock," he said as he lifted me up off the floor and practically through me on his bed. I laid there with my legs splayed out and my cock throbbing, awaiting his hot mouth. I didn't have to wait long as he dove straight for my cock and swallowed about half of it.
"Ooh!" I cried, thrilled that this hot jock was about to suck my aching cock. And he went at it like a maniac. Sucking furiously and jacking the bottom half of my cock as he sucked the first four inches. Playing with my balls with his other hand. All the while I was making cooing noises. He wasn't half bad for a beginner. "You sure you never sucked a cock before?" I asked, teasing him.
"This is my first one," he said as he came up for breath from my cock. "I've had my cock sucked by girls and know what I like and what I think would feel good to other guys. And to be honest, I do have a dildo hidden in here somewhere I practiced on for the day I get to suck Kenny. If I ever get that chance."
He went back to sucking me and my eyes rolled in the back of my head, enjoying the warm sensation of his velvety mouth.
"Well, Kenny is going to be one lucky guy," I said. "Oh yeah, suck my dick," I panted, my tongue hanging from my mouth as the glorious feeling Josh was giving me overtook my senses.
Josh slurped and moaned as he moved up and down on my shaft. He went down to my balls and licked them and slurped them into his mouth awhile as he continued to jack my saliva covered cock.
"A real dick is better than a dildo," Josh growled as he lifted his head from my groin. He moved up my body and kissed me full on the lips. "I never kissed another guy before," he said, moving down to my nipples and sucking one into his hot mouth and gently nibbling it. "I think I could really get used to this," he moved to my other nipple trying to coax nonexistent milk from it. He reached back and jacked my cock some more.
"Let's sixty-nine, I want to taste you cock again," I gasped.
Josh immediately flipped around to where he was over me, and eagerly sunk his dick into my waiting mouth, then he dove down onto my straining cock. I moaned around his thick cock as his pumped his hips up and down, fucking my face.
I reached up and felt his buttocks as they flexed. I spread his cheeks and searched out his hole. Once found, I touched it but didn't push in. His big juicy balls slapped against my forehead as he pounded into my mouth. I traced my finger from his hole down his taint and onto his balls and then back again. I did this a few more times before I signaled a change of positions.
"Okay, I want to rim you then fuck you. Is that okay?" I asked.
"Yeah."
"Have you ever been rimmed before?"
"No. My girlfriend never wanted to do anything like that."
"Well, I think you're gonna love it. Get on all fours on your bed."
He obeyed, sticking his luscious curved ass in the air, his dripping cock and balls hanging down between his powerful jock legs.
I got behind him and spread open his cheeks and saw his pink hole winking at me. It looked so clean as if he had just taken a shower, and I suspected he did before I woke up to find him in the room. I stuck my tongue out and poked it in his hole, licking and slurping and tongue fucking him.
"Ooh, ooh," he moaned. "Feels so good."
My tongue darted in and out of his hole while he squirmed and moaned. I licked my way down to his balls and back up to his hole and repeated several times and then went back to tongue fucking him.
"I'm going to use my fingers now," I told him. I stuck a finger in my mouth to get it wet with my saliva and then gently pushed it into his hole.
"Oh God!" He exclaimed.
"Feel okay?" I asked.
"Yeah. Feels fine, actually. Keep going."
I moved that finger in and out of his hole as it gripped me pretty tight. I eventually stuck a second finger inside. He looked back at me with a glazed expression on his face, though he winked at me to let me know it was alright to keep going, so I stuck in a third finger.
"Oh God! This is the best thing that's ever happened to me," he announced.
"Oh really," I said doubtfully. "Better than getting into college? Better than making the football team? Better than fucking your girlfriend?"
"Yes! Way better."
"And I'm not even using my cock yet," I teased. I lean in close to his ear. "And just wait until Kenny fucks your ass fucking raw," I whispered.
"Oh God! I'm ready for your cock now. Fuck me! Fuck me now!" He demanded. Who was I to deny him?
"Okay. I'll get the lube," I whispered into his ear. "Then I'll fuck you to heaven and back," I added.
I checked Greg's nightstand's drawer, figuring he kept some lube in there, and I was right. I took the bottle over to where Josh was still on all fours. I stood back a moment, admiring his plump, round ass. This was going to be fun, I thought. I kept some condoms in my pants, never knowing when I might need them. I retrieved them and while I prepared the condom and lube on my prick, Josh looked over his shoulder at me, licking his luscious lips, anticipating the fuck I was about to give him.
"Come on, man. My asshole is itching to have that thing in there," he said, impatiently.
"Anyone ever told you that patience was a virtue?" I approached the bed, my now condom clad, lubed up cock leading the way. Hard as steel.
"When you're as horny as I am, it's pure torture," he whined.
"Well," I squeezed some lube on my finger. "Let me lube you some here," I moved my lubed finger to his asshole and entered him. "Just to make sure I can get in okay."
He closed his eyes as my finger went in and out of his hole.
"Mmm," he moaned. "That finger feels good, but I want your cock now!"
I kissed his shoulder. He moved his head to see what I was doing so I kissed his lips and pulled my finger out of his ass.
"Your wish is my command," I told him.
I got behind him and lined up my cock with his hole.
"Ready or not," I said, then pushed in.
"Ahhhh!" He screamed.
"Shh, take it easy there," I rubbed his back. "I'll just wait a moment until you're ready to take more, okay?"
He nodded his head.
Slowly I pushed more of my cock into his tight hole. Soon, I was all the way in this sexy jock. My cock throbbed within the walls of his ass. The feeling, even with a condom on, was overwhelming. I slid back out slowly then plunged back in.
"Oh yeah! Fuck me!" he pleaded, almost to the point of whimpering. He wanted it and wanted it bad. I obliged him by fucking him in earnest. Each thrust of my cock within his hot hole made his muscular jock body move forward and his dick and balls swung underneath him and my own balls swung in unison with our erotic union. "Oh God! Yeah! Fuck me!" He cried out once again as his whole being was enthralled in the sensations of being fucked in the ass for the first time.
I reached underneath him and fingered his wet cock head as he had been leaking massive loads of pre-cum. I wrapped my hand around his slick cock and slid it up and down in rhythm to my fucking.
"Oh yeah! Jack my cock! Jack my cock and fuck my ass!" He shouted.
"Let's change positions. Lie on your back," I told him.
He flipped onto his back and I got in between his legs and once more and plunged in. His asshole swallowed my cock as I pistoned in and out hard and fast. He turned his blond head from side to side. His silky long hair splayed out on the pillow. I felt his hard cock under my abs, rubbing against my six-pack.
"Oh yeah! Fuck me! Fuck me!" He kept repeating as his mantra. I obeyed his every word and fucked him good and hard; plunging my dick in and out of his gripping hole. My hot breath blew softly on his neck, he gasped with an overload of his senses. "Oh my God!" He screamed. "I never felt anything like this before. Feels like my whole body is on fire!" My lips plunged upon his in a smoldering passionate kiss.
We switched positions once again as I sat back on the bed while he straddled me in a reverse cowboy. I admired his broad, strong back. The curve of his ass. I could see my cock entering and exiting between his muscly globes as he bounced up and down. I could feel his hole, tight around my cock as it slid within him.
"Oh God Josh! I'm gonna cum!" I yelled.
"Cum in me! Cum in me!" He pleaded with vigor, squeezing his anal muscles on my sensitive cock which was about to explode with rapture inside the condom.
His ass cheeks slapped against my pubic bone as he bounced with delirious delight. My head swam as the feelings in my groin grew more and more intense. I felt the rise of my sperm coming up through my cock and the ultimate splashing of the seed gushing out into the condom.
"Oh God! Cumming! I'm cumming!" I screamed as I released my load.
"Oh Yeah! Cum in me! I can feel your cock throbbing! Feels amazing!" He said, breathlessly.
He stood still as my cock erupted and I thrusted up into him, trying to fuck out the remaining juice which had splattered within the latex.
"Oh yeah! Keep fucking my ass!" He pleaded some more.
He squeezed his anal muscles some more, tightening his grip around my still hard cock. I couldn't stop fucking his ass. The friction felt too good.
"Oh, I can't believe it! I think I'm going to cum again!" I announced as I felt the familiar stirrings in my groin.
"Cum again! Keep fucking me and cum in my ass again!"
The feeling was too intense. It was fucking amazing.
"Ooh! God! I'm cumming! Ah! God! Ooh! Ung! Ung! Ah!" I screamed as my second load splashed out of my cockhead.
"Oh yeah! Sweet!" Josh exclaimed.
I pulled him off of my overused cock and discarded the cum filled condom and pushed Josh onto the bed with his legs spread wide, gobbling up is leaking cock. I sucked hard and furious, trying to suck the cum right out of him. He thrashed and bucked on the bed as my cock-hungry mouth devoured him.
"Oh shit! Oh God! Ooh! Ooh! Ah! God!" He screamed as he squirmed and shivered as his orgasm fast approached. "I'm cumming! I'm cumming! Oh God! Shit!"
Though he might have meant it as a warning, I kept on sucking, wanting to drink every drop of his delicious jock juice.
His cum gushed out of his pee hole like a volcano erupting sending its lava down my throat. I held my lips tightly around the head of his cock while I jacked the bottom half and with my other hand, fondled his balls.
I swallowed all he had to offer.
"I can't take anymore," he said, succumbing to the sensitivity after cumming. I pulled away and gave his cockhead one last kiss. "Oh God," he sighed as he laid back on the bed, placing a hand over his eyes. "That was wild."
"Well, that's what it's like to have sex with another dude. You think you might try this with that guy...uh...what's his name?"
"Kenny."
"Yeah, Kenny."
"I don't know. Do you think he might be into it?"
"Well," I got up from the floor where I had been kneeling and sat on the bed beside him. "I don't know the dude, so I can't say. "But if he is into sex at all, I think he might be interested."
Just then, there was a soft knock at the door and I had a funny feeling of who it might be. Though I was tempted to answer the door stark naked, I decided to slip on my boxer briefs while Josh stayed on the bed with half the sheet covering his goodies.
When I answered the door, there stood before me a dude if about eighteen, wearing glasses. He had short brown hair parted in the middle and a smattering of freckles on his face. His attire consisted of a blue plaid shirt tucked neatly into black slacks. He had on a brown belt and grey tennis shoes. Not exactly a fashionable guy, but cute in his own way.
He was carrying books as if ready to study.
He gulped when he saw me in only my underwear, with a visible bulge. My cock hadn't gone soft, like it had a mind of its own and it wanted more sex.
"Kenny I presume? Come in, we're expecting you."
He looked confused as he walked in and dropped his books when he saw a naked Josh lying on the bed, though his privates were still covered, there may be no doubt as to what we were up to as the smell of sex lingered in the air.
Kenny slowly backed up and bumped into me, I closed the door and locked it. He looked at me nervously and looked back at Josh, who proceeded to uncover himself from the sheet. Kenny gasped when he saw Josh's hardening cock.
"W-what's going on guys?" Kenny asked in a squeaky voice.
"Are you a virgin, Kenny?" I whispered in his ear.
"Um...what?"
"If so, that's about to change."
To Be Continued...