Mr. Harris must have sensed the converstion going on in my head because he again kissed me gently then turned me around. He gave my butt a smack and said: “OK, Mike. Let’s see if you can follow some easy instructions.” He then told me to place my knees on the edge of the bed. I did as he instructed and I felt him crouch down behind me. Holding my waist he gently kissed my right ass cheek. Then, with one hand on each cheek he slowly parted them. “Legs apart for me, sport,” he said. I spread my legs for him and as I did so I placed my hands on the bed to further support myself. Now, on all fours, I was now fully exposed to Mr. Harris.
With my cheeks spread wide I felt Mr. Harris blow lightly on my anus. The breeze surprised me and I giggled which further encouraged him. His face got closer to my exposed backdoor and then I felt something both warm and wet. I moaned a bit at the new sensation and then realized that what I was feeling was his tongue. I closed my eyes and placed my head on the bed further lifting my butt to his tongue. With slow movements at first his tongue swirled around the inner regions of my cheeks and then came to rest at my backdoor. My moan became audibly louder and that encouraged him because his tongue pressed against my anus as if it were attempting to gain entry.
The pleasure I was feeling was incredible and it felt like my already rigid dick had extended itself another two inches. Every now and then Mr. Harris’ tongue would pause and a finger would tap on my anus and gently push. The third time this happened the finger entered. I raised my head and gasped but Mr. Harris simply whispered: “Relax and trust me. Mike.” I instinctively spread my legs a bit more and I was met with that firm tongue wetting and lubricating this previously unexplored part of my body.
Mr. Harris must have realized that he had accomplished his mission because I heard him stand up from his crouched position. I kept my head down on the bed with my eyes closed and, even in that state, I could hear him removing his clothes. Finally, I opened my eyes enough to see him walk to the other side of the bed, remove his white boxers and then place them on the bedpost opposite the one that held my Hanes briefs. Then he opened the drawer to his nightstand and removed a tube of some kind.
He returned to where I was and stood directly behind me. I raised my head up but maintained my position on all fours. I turned my head just enough to see Mr. Harris open the tube in his hand. He winked at me and said: “Doctors use this all the time so I figured that it must be the best lubricant out there.” With that he applied some to his index finger and said: “Stay put right there.” I did as he commanded and then felt his lubricated finger at my tender anus. Perhaps a bit of fear of the unknown caused me to try and bring my legs together but a firm smack on my left cheek told me to keep them spread wide so that he could access my hole freely.
I closed my eyes and repeated the word “trust” in my head. As I did so Mr. Harris said: “Now relax young man and trust me.” I did my best to relax but I was nervous and even a bit scared. “Take a deep breath,” he commanded. “Again,” he repeated.I followed his instructions and could feel the finger begin to apply pressure. “Now, big breath and hold it.” I sucked in the air and waited. “On three, release the air. One, two…three.” On hearing three I exhaled, and his finger entered me to past his second knuckle. “Mike, relax and don’t bear down. Relax! Breathe!”
There was a brief moment of pain, and I yelped at the initial invasion, but it soon passed and then I began to feel the pleasurable effects of being empaled on his index finger. As I relaxed more, his finger went in deeper, and I moaned loudly. “Such a tight butthole,” whispered Mr. Harris. “I’m wondering,” he continued “is this new for you?”
Without turning my head, I nodded it in the affirmative. Truth be told I was a bit embarrassed to admit that I had zero experience with sex. I knew that so many of my buddies and female friends had been sexually active since high school. But not me. This was all new for me.
“So,” continued Mr. Harris “is this your first time with a guy?”
“Yes,” I whispered in a barely audible voice.
“Are you a virgin. Mike?” inquired the man with his finger deep inside of me.
I couldn’t respond. Nervouseness or plain embarrassment seemed to just make me mute so I nodded my answer for him.
Leaning in close and with his finger still deeply planted Mr. Harris said: “It’s okay, Mike. You’re just a late bloomer. Nothing to be ashamed about. In fact, I have to tell you that I feel a bit honored to be your first.” Slowly he began to withdraw his finger while his other hand rubbed my left ass cheek. “I’m just surprised that a handsome guy with such a round and firm ass like yours hasn’t had a buddy bend him over in the locker room or dorm room.” As he finished speaking his finger was completely out and he continued: “Just keep concentrating on your breathing.”
Mr. Harris then instructed me to move the middle of the bed. I did as he told me and laid down on my stomach. No sooner had I laid down then he straddled me and told me to resume the previous position. As I raised myself back up onto all fours, he rubbed his rock hard dick on my ass. It seemed to go from one cheek to the next and then up and down my crack. As I enjoyed the sensations I saw him apply another generous amount of KY to his hand.
“Now, it’s time to put some of this doctor recommended lube on me. OK, Mike legs wide apart for me.”
Realizing his intention, I started to panic a bit, but he reminded me about my need to trust him. As he spoke, he applied the KY lubricant to his erection. “Legs wide.” he repeated.
“Mr. Harris, I don’t….I mean….I’m not sure,” I said. My voice sounded almost squeaky.
Ignoring my protest, his big hands pushed my legs wide apart. As he did so, he also took the opportunity to reach between them and grab my throbbing penis. “You are one big boy,” he said. “Your size puts me to shame but sometimes it’s not about size but experience and technique. Perhaps I can now show you that tonight.” I turned to look at him and he smiled and reminded me to relax and follow his instructions.
Placing on hand on my lower back to steady me, he put the tip of his erection against my anus. “Now,” he said in a calm and quiet voice “you’re going to feel a bit of pressure. Keep taking those big breaths.”
My nervousness was beginning to get the best of me but I tried to keep focusing on his request to trust him.
“Big breath now.” he commanded.
I inhaled, held it a moment and as I released the air his rigid dick broke past my sphincter. My gasp was almost a squeal, and I instinctively tried to free myself from the intruder but Mr. Harris held my hips tightly as if he were riding an untamed pony. Putting my head down on the mattress I tried to concentrate on “trust” but all I could concentrate on was his dick inside me and the discomfort. However, my thoughts were interrupted by the continued advance of the intruder as it worked its way further into my insides. Raising my head I yelped: “Mr. Harris!”