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Initiation of a Straight Guy

by BlueCherries


I never really thought about it much. Actually the few times that I did disturbed me immensely. Those few times were always when I was with my girlfriend. We would engage in some pretty steamy foreplay, but whenever we had too much to drink it would get weird. A few times she would be sucking my cock until I would almost explode and then she would drift to my asshole. Those times I would let her linger until I got uncomfortable and move her head away. Uncomfortable. Not in a bad way. The feelings I would get were too disturbing to me, so I would usually blank them from my mind. You see I am a straight guy, as straight as you could get, and such thoughts were not for men like me. Or at least I thought so until now. I was sitting in a lounge chair near the beach bar: I didn’t want to be too far from the booze; this was my vacation. Ahhhhh, Florida: the beach, the girls in skimpy bikinis. Chloe, my girl, had crashed from the night before; too many pina colodas. I saved my booze binge for today: There was no way that I was missing out on the flesh fest and it was better that Chloe would not be witnessing my salivating. I was ogling the beauties from behind my dark shades when a couple walked up to me. I remembered them from the hotel nightclub: Dirk and Madeline. Dirk was tall about 6 feet, dark hair, smooth body and looks that girls drop their panties for in a second. Madeline was a beautiful redhead with an enormous pair of knockers that were speaking to me in tongues as they oozed out of her simply minute top. While Dirk walked over to order the drinks, Madeline was obviously measuring me up. I was not a bad looking fellow actually. I spent most of my free time in the gym and with my Italian looks the girls loved me. The fact that I had a huge cock gave me all the confidence in the world when it came to women. And, from Madeline’s facial expressions, she was sizing me up for something. Several drinks later, Dirk and Madeline decided that we should move to their room as I told them that Chloe was out for the count so my room was out of the question. Their room was better than mine was; it was a grand suite and the bar was stocked. Dirk excused himself while Madeline snuggled closer to me on the couch. “Ummm Dirk should be back pretty soon, don’t you think that you are a little too close?” I asked her. “Dirk wouldn’t mind, drink up.” I gulped down the drink she gave me. This may be interesting, I thought; if I was not mistaken, this girl was giving me all the vibes for a threesome. A threesome; I’d never done that before. Dirk returned with three joints and then the party began. Half an hour later I started to feel woozy. I knew that I had only a couple of drinks and a joint, but this feeling was strange. I purposely cut back on the alcohol so that I would be alert for whenever this redheaded woman gave the signal to fuck her brains out. If I did not know better I would think that my drinks were spiked. The two people stood before me and looked at each other. I did not realize that I spoke out loud. I was not totally inebriated but I felt no pain. Madeline looked at me and invited both men into the bedroom. I followed willingly. The bed was huge. I undressed and I plopped myself onto it. I was being presumptuous but thought I read all of the messages correctly. Dirk walked over and sat near me in a small chair, while Madeline excused herself, gave me a longing kiss and told me that she would be back in a sec. Dirk and I began to chat as I made sure that I did not read any wrong signals. Yes we were in for a wild time. I stretched my legs out as I sat against the headboard. My erection grew at the kinky thought of a threesome. Then I noticed that Dirk was looking at my erection, too. I shifted around and slapped the spot I was on sitting before. I smiled. “Hop on up Dirk, she shouldn’t be too long.” Dirk removed his clothes and gingerly moved to the bed. Dirk had a body the girls would definitely love with a cock around 6 ½ inches. “Your cock is huge!” Dirk stammered. I looked down at my Tommy. “Yeah, it’s about 10 inches full staff.” Dirk looked dumbfounded. I was just thinking what was taking Madeline so long when I noticed that my state of inebriation was peaking. Damn! I could swear my drinks were spiked. Whatever. Even if they did drug me then all the better: I felt liquid and smooth. Like I said before; I felt no pain. I closed my eyes for a moment but a few minutes later I felt soft slender fingers running up my thigh. Good, I thought. I kept my eyes closed. Soft feathery kisses and a little wet tongue flicked across my lower stomach, my abdomen lurched. The wet tongue was now moistening my navel and circling. My cock lay untouched. Wicked, I thought. Soft hands caressed my torso coupled with soft sprinkled kisses. On my chin, my jaw, the tongue lazily grazed my lips, then my ears. This felt so good. The tongue returned to my lips and sucked on them while those soft fingers caressed my chest. I opened my eyes and froze. My eyes were locked with those of Dirk’s. My drugged mind started to struggle. “What are you doing?’ “I…I…I am sorry.” He said as his hands now hovering over me but not touching me. “I want you, Grady, I want you…” His voice trailed as he sat there hovering over me, looking for a word, an emotion, something to tell him if I would turn away or not. I got up from the bed. “You are gay?” Dirk told me that he was. “You spiked my drinks didn’t you?” He nodded. I walked over to the wall and faced it, placed my hands against it and closed my eyes. Several minutes passed in silence. Finally I turned around and walked over to the bed. “I am not gay.” I paused and took a deep breath. “But I will fuck you if you wish but on one condition…” “Any.” Dirk gasped “No one must know of this. If you do tell I will deny it, but no one must know. Agreed?” “Agreed.” “Where is Madeline?” I asked. Madeline apparently was only a good friend of Dirk’s. He explained that she did not want to drug him, but they both felt that I was too straight to even consider sleeping with a man. Yet Dirk lusted after me so they agreed. I returned to my original position on the bed. “Continue.” Dirk smiled and the discomfort and fear were gone from his eyes. Dirk then leaned down and held my cock. I never thought I would say this but I kind of liked the idea that a man was giving me head. Dirk’s head bobbed up and down as he gave me the best head I ever had in my life. I was going to explode. Because of the thickness and length of my cock, most girls barely got past the head, but Dirk took almost half of my swollen member in his mouth and sucked as if his life depended on it. I reached out and caressed his hair. Oooooooh this felt good. As if sensing that I was going to cum soon, Dirk stopped sucking and focussed on my balls. Easing my legs apart, Dirk then shifted between my legs and lapped at my shaved stones all the while caressing my thigh and stroking my cock. His tongue then slowly moved down the seam of my balls. I eased my legs open even more and shifted my hips upward. I then felt his tongue grazing my asshole. I looked down. I saw a man between my legs licking my asshole and my cock grew. My body ached with the thought. Dirk’s hands were now under my ass cheeks as he was now sucking my hole. I stroked my dick. I heard a voice calling out for more as Dirk’s tongue licked harder. Then his tongue passed the opening and pushed further. Oooooooooooooohh. The voice called for more. Dirk’s tongue was then replaced with a finger but, as my asshole was quite virgin, I instantly reacted and asked him to stop. Seeing disappointment on his face, I asked him if he wanted me to fuck him now. As Dirk reached for the Vaseline in the drawer his body pressed against mine, his cock against my thigh. He was about to move away with the jar now securely in his hand, when I reached and held him close. We looked into each other’s eyes. I dragged his head roughly to mine and drove my tongue into his mouth. The agile masculine hunk that was dazzling the females on the beach earlier was now a whimpering soft she-male in my arms. He felt good, I felt good. Why did I not know it would feel this way? I actually felt a lustful yearning for him. My cock got harder still as his now rubbed against mine. Our kiss ended as we separated for breath. Dirk looked dazed. I took the Vaseline from his hand, opened it and started to lubricate my cock. Dirk moved to help me. “Don’t move!” I shouted harshly. He froze. I put the jar on the night table. “Now come here, bitch.” I grabbed his arm and dragged him over me until he straddled me. My hands on his hips, I looked into his eyes. “Now, I am going to fuck you,” I grated out from my clenched teeth. I positioned my cock head to his asshole. “But I am not ready,” he whispered. “Should have thought about that before you spiked my drink and tried to rape me. Bitch!” I drove upward. With the aid of the Vaseline, it slid into his tight passage. I figured that for a gay man his asshole would be loose and ready but his was tight, not very tight but tight. He did tell me he wasn’t ready. Dirk screamed out. He screamed because I rammed all 10 inches of my cock into his tight ass. Dirk stood still, I stood still. Dirk was gasping and his eyes squeezed shut. Good, I thought. And then I started to pump and gorge his ass with my meat. Dirk was stiff and unyielding so I grabbed him by the waist and flipped him onto his back. He still did not move. I now was poised over Dirk. His eyes were now open. I reached down and grabbed his cock with one hand and held up his leg with the other. Bringing his hips up, I then pulled out and rammed as hard as I could into his ass. He screamed again. My cock was long and it also had tremendous girth. I was amazed. All of the women I screwed before never ever took all of my cock, even the most experienced of women gawked at my size. No one ever took all of me before and now here was this man taking every inch of me inside of him. I trembled and closed my eyes. Then slowly, ever so slowly I started to stoke in and out of his asshole. I was still holding his cock in my hand and I stroked it too. I felt so damn good. I opened my eyes and looked directly into his as I now placed both of his legs onto my shoulders. I then leaned forward, the entire time keeping my eyes locked with his. I knew he could feel me more. Dirk looked as if he was about to cum so I leaned onto him, drew my cock out and rammed it fully back in. Dirk exploded. His cock was sandwiched between us and his load spewed all over our torsos. Dirk relaxed but I was not finished. I eased back onto my heels. Kissing his calves, I slowly worked my dick in and out of his asshole. Dirk squirmed and looked at me. His eyes clouded with lust. I then asked him to turn over. Now on his knees, I eased his ass cheeks open. I stared at his now enormous asshole. My cock had left it gaping and red around the rim; my cock throbbed. I eased into the now loose flesh and pressed my body against his. Pushing him from his knees to lying flat, I pinned his wrists and rode him as I licked the sweat from his back. Because of the Vaseline my body slid over his hairless body. I was fucking a man, I thought. I was fucking the lights out of a man and he was taking all of me. Dirk moaned loudly. “What!” I shouted Dirk told me that he was hard again. I flipped him over and dragged him off of the bed. Pressing him against the wall. I asked him, “So fucking what? I am fucking you and loving it.” I opened his legs, raised his body up and drove deep into him. I could not understand my feelings so I drove strong and hard against him. Dirk kissed my neck and licked me, begging me, squeezing me. I buried my face in his chest and looked down. Dirk’s cock was getting hard again, his balls were squeezed and I saw my lower body connected to his. The thought of me reaming his asshole and what it must look like sent a chill up my spine. God this was feeling too good. I pounded even harder. Dirk screamed. I slammed him. Then I came. No, I did not cum...I exploded. I rammed Dirk long after I creamed his asshole with my cum. We stayed there for a long time and then I let him go. I lay on the bed as Dirk cleaned me off with a wet towel he got from the bathroom. I fell asleep. A few hours later I woke to find him lying next to me, looking at me. My buzz was gone now; reality set in. We both looked at each other. “Did I hurt you?” “Painfully pleasurable,” was his answer. “I am sorry…I got carried away….” “It’s ok,” he said. Silence again. I reached over to him and gently pushed him onto his back. Taking a deep breath I started to suck his cock. It was like second nature to me. I just thought of how I liked my cock sucked and worked accordingly. Dirk’s soft flesh hardened in my mouth and he moaned. I kissed him and sucked him. His stomach, his chest, his neck…I paused at his mouth. Only a second, and then I kissed him deeply and gently. Dirk whimpered softly. I looked up and saw tears coming from the corners of his eyes. He opened his eyes. “Have I hurt you again?” “No…just…just don’t stop…please.” He said it so softly, if I was not a breath away from him I would not have heard. My cock stiffened. I kissed and fondled Dirk like he was a piece of china: gentle, soft, feathery caresses. I then reached for the Vaseline and handed it to him. “Your turn.” Dirk greased his dick to the excess, he then asked me to turn around on all fours and he greased my asshole. Dirk slid under my legs and started to suck my cock. It grew as he put his finger in my ass, and with the help of the lubricant he inserted two; my hole burned. I moaned. My virgin ass was resisting but I wanted this, I wanted to feel this. He rose, and with his greasy hands he rubbed and massaged my body. I felt him positioned between my legs and my cock grew and stiffened considerably. Dirk rubbed his cock head up and down the crack of my ass and onto my balls. This ritual continued until I thought I would burst. As if sensing my impatience, he slowly inserted his flanged head into my hole. I squeezed at the burning sensation; I bit my lip against the pain. Gawd! The fire of pain was ravaging my asshole. I squeezed. It was an instinctive reaction and he gasped. Thank heavens for Vaseline! I felt my sphincter give way slightly but he did not attempt to go deeper. I was extremely tight. Dirk caressed me and crooned soft words to ease the pain. Several minutes passed, as I grew accustomed to his cock head. I now wanted more, I wanted depth so I leaned back, sliding some more of him into me. The only pain that I felt was the ripping feeling of my sphincter muscle. As his cock filed my passage, I groaned. It was not an unpleasant feeling but a little painful. I paused. Dirk stood still so that I would get accustomed. I felt full and focussed on the feeling of his shaft as the pain subsided. “Put it all in, Dirk.” Dirk put some more Vaseline around my asshole area and the balance of his cock and then slid his entire length into me. I gasped. I squeezed tightly. He gasped. “If you don’t stop that I will load myself into you.” Dirk told me. I tried to control it, but could not; I squeezed. Dirk started to stoke slowly, then faster. I started to sweat. I moaned. This was painful but I started to feel good as the pain subsided. More. I heard the voice again but I realized that it was me. More. More. Dirk pumped into me. Then he reached around and squeezed my cock. I was going to cum. My asshole was burning me and I wanted to come. Oh God, I screamed as Dirk sucked my shoulder. I came all over the bed. Then I felt a shudder as Dirk expended himself into me. Later that day, several times after fucking each other, I decided that I did not want this to end. I had my fist taste of cock and there was no turning back.

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1 Gay Erotic Stories from BlueCherries

Initiation of a Straight Guy

I never really thought about it much. Actually the few times that I did disturbed me immensely. Those few times were always when I was with my girlfriend. We would engage in some pretty steamy foreplay, but whenever we had too much to drink it would get weird. A few times she would be sucking my cock until I would almost explode and then she would drift to my asshole. Those times I

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