My Best Friends Dad

 I had been watering the Quinn's plants and changing the cat litter for about a week the summer before leaving for college. I was 18 and while I had never had sex with another man before and only had sex with girls up to that point in my life, I had always secretly fantasized about older guys since I could remember and would occaisonally wear some sexy womens underwear while masturbating about being dominated by a hot older guy who knew how to take charge. At 5'10" and athletic with a medium build, my best feature was definitely my very large runners built ass. I had never really had an opportunity to discretly find a guy to try hooking up with at that point in my life.

After a few days of doing the chores and leaving as I should have, I decided to take a look at my best friend's mom - Mrs. Quinn's - underwear just to see if she had anything sexy I could quickly check myslef out in. I tried on some of her thongs and nightgowns and then I found a leather garter with stocking combo that looked REALLY sexy and dangerous and tried it on. I stood in front of Mr. and Mrs. Quinn's full length mirror in front of their bed and posed over and over feeling hotter as I couldn't believe how plump my perfectly round ass looked with the leather garter and ass-cupping straps I was wearing. I strutted towards the bathroom to see if there was a tub when suddenly I heard: "Well holy shit I can't believe my eyes!"

I jumped, completely shocked, and after a few moments realized that Mr. Quinn was standing in the doorway. I froze in terror, thinking immediately that my best friend, his mother and sister as well, would walk in next only to see me wearing one of Mrs. Quinn's sexiest little panty combos. Mr. Quinn walked into the room and slowly walked up to me smiling and he started laughing. "I've been watching you pose in the mirror there for the last 5 minutes and I've got to say, I don't think my wife's ass looked half as good as yours when she was 16 - and that's saying something." I had no idea what to say. I was absolutely terrified and just stared at him not knowing whether to run or talk or run.

Seeing my shock, Mr. Quinn suddenly stepped right up to me and pulled me close to him with his arm. Mr. Quinn was at least 6'3" and around 230 pounds with broad shoulders and dark brown hair with a thick brown beard. "You look really sexy in that gear you're wearing there, why don't we see what you look like with ALL the fixins'." I still didn't know what to say as Mr. Quinn led me into the bathroom and told me that maybe I should put on some eyeliner, blush, and lipstick to see how sexy that would be - and then he shut the door to the bathroom leaving me alone. A million things raced through my mind. Was this really happening? Where were the rest of the Quinn's? After a few minutes I started putting on the makeup and as I did so I felt myself getting harder than it'd ever been in my life. My 6' penis was completely popping out with my thong pulled off to the side because it couldn't contain my massive erection any longer.

I finished with an extra swab of deep red lipstick and opened the door to leave the bathroom. I walked out to find Mr. Quinn waiting in the middle of the room wearing a bathrobe. He walked up to me in 2 quick strides and wrapped both his big strong arms around me bending me backwards like the end of a slow dance and kissed me full on the mouth. It felt so good and I opened my mouth as his tongue explored every nook and crany. Mr. Quinn began stroking my penis as he kept kissing me REALLY hard and eventually he pulled the g-string aside and began fingering my asshole. I could barely contain my pleasure as he kept pressing his tongue deeper and deeper in my mouth over and over. Suddenly, Mr. Quinn picked me up and threw me over his shoulder keeping 2 fingers in my asshole the whole time and began carrying me out of the bedroom and into the hall. I had no idea where we were going, when we entered the guestroom and he tossed me onto the bed. "I only fuck Mrs. Quinn in my bedroom, but I'm going to be fucking you - and only - in this bed from now on, what do you think of that?" A shiver unlike any I had ever felt ran down me and all I could muster up was a nod.

I was really about to get fucked by my best friend's dad. "Call me Papa Joe from now on, ok?" he said as he took off his rob to reveal his hulking naked body and his half-full cock. I crawled towards him from the bed and walked up to kiss him when he told me that my first task would be to suck him cross-eyed. I got on my knees and quickly tried to gobble up his very thick 8' penis. After a minute or two I finally got the hang of how to suck my first cock and I began to get the rhythm of pressing my lips down the length of Papa Joe's cock over and over. He moaned with pleasure and after about 10 minutes he said, "that was ok, but I'm not cross-eyed so we're going to have to work on that, ok? Now for your big lesson." He flipped me over on my belly and pulled off my thong leaving only the stockings and garter with handle on the backside. I suddenly realized there was a mirror covering the entire wall on the near side of the room and I saw how sexy I looked with my dark eyes and full red lips. Mr. Quinn was fingering my asshole really hard now and telling me how sexy I looked. He was kissing me really hard and he would stop from time to time to tell me how much fun we were going to have and how much he was going to teach me.

I watched in the mirror as he laid on top of me and began pressing his large 8' cock into my asshole. It hurt so much and I cried out, but Mr. Quinn covered my mouth with his hand and whispered to me that in 5 minutes I would forget about all the pain and I would know just how good his cock feels and how all I was ever going to want from now on was his cock in my mouth and ass. I almost came as he said this and I nodded, licking the inside of his hand until finally he let go and I told him I wanted him to fuck my virgin asshole. Papa Joe began fucking me doggy-style. Slowly at first, and then he gradually got faster - holding onto the garter handle to guide my ass back into his cock with perfect precision. After 30 minutes of Joe gradually fucking me harder and faster we were both covered in sweat and sliding our hands all over each other as I mounted Mr. Quinn and held his ankles as I bobbed my ass up and down into his lap as he spanked my cheeks while slamming his cock deep into my eager young asshole.

Suddenly with no contact or warning I came twice in a row and Mr. Quinn laughed as he slowed down a little bit but kept my ass in place as he slowly pulled my ass onto his cock from root to tip. Squeezing my ass cheeks so hard it hurt, we looked at each other in the mirror as he shuddered over with his great cock held all the way inside as he came inside my now deflowered ass. I gingerly pulled off of him and crawled under his arm to cuddle. "That was really sweet, and that tight little ass of yours in mine from now on" he said as he squeezed my ass and pulled me close to him, "but you need to get back to work on lesson number one." Feeling a rush of pleasure I looked down at his still throbbing cum-covered cock. "Noone's ever going to find out about any of this, right?" I asked him. "Only my best friend Allan" he said. "Whenever either of us have a sweet younger bottom, we always share.

We'll have plenty of lessons to teach you. For now, why don't you suck all the cum out of my cock." I smiled and happily sucked on Mr. Quinn's penis there in the guestroom - that time and many many others therafter. We spent the next few years sneaking 5 minute quickies with other people in the house and finding time to really be alone. I still see Papa Joe - and yes, my other mentor Papa Allan - a couple times a year.