Cigar club

My grandpa always had a cigar.  He would drink a cold beer and ask me to bring him his cutter and his humidor to his favorite leather arm chair.  My dad would show me how to cut just the tip and light a cigar.  I was allowed every now and then to share time with the men of our family as they relaxed puffing on a stogie.  I knew being around men doing masculine things had my cock twitch.  One summer evening my grandpa my uncles were discussing a group of men in town that were cigar aficionados.  I was eighteen years ago and waiting to enter Vanderbilt University in the fall.  My uncle was in town visiting while he was traveling on business.  I arranged with my parents to stay a couple of days with my grandpa while my uncle Houston was in town.  Houston was ex military and fuck I’d always had a crush on him.  During this visit my uncle brought a box of Montecristo cigars.  

My uncle shared a bottle of Gentlemen’s Jack whiskey with me.  He took his cutter out of his trousers and cut the tip of a cigar about the size of a dime.  He licked the tip of the cigar and I was almost in a trace watching his mouth attack that cigar as he was puffing to get a good draw started.  He knew I was watching and told me to have a seat and enjoy the moment.  We talked about sports, SEC football and my approaching freshman year in Nashville.  Our conversation centered around college life, pledging the best fraternity, etc.... 

Uncle Houston attended university in the late 1960s.  He was an alumnus of Vandy and was a member of Sigma Alpha Epsilon.  I knew I wanted to pledge a fraternity and making the best of the opportunities once I got to campus.  Our evening was phenomenal.  I told him I’d appreciate any and all advice he could give me.  Having three sisters I craved male friends and being a mans man.  As he drank and smoked his cigar he was chilled and asked about my sex life.  I knew I wasn’t interested in girls.  I told him I had hoped a guy from church would have gone with me to Vanderbilt but he had decided to enroll at Clemson.  The more I drank and enjoyed my cigar and his company I asked about dorms, roommates, community showers, etc....he winked at me and told me if our family jewels were passed on I’d have nothing to be ashamed of in a dorm shower situation.  He cupped his crotch and without saying a word he unzipped his khakis and said....I’m sure you’re not as big as I am...but I would represent the family well.  

My god his cock was gorgeous.  I couldn’t take my eyes off his low hanging nuts and his mushroom size head.  He stood in front of my puffing on his cigar as he stroked his cock making his monster grown.  He told me to stand up.  He placed his hand on the back of my neck and kissed me.  Damn, his tongue tasted of whiskey and cigar.  My mouth took his lead and I licked and sucked on his tongue.  Without moving his lips from my face he reached down and unzipped my jeans.  I was hard as a rock.  He grabbed my nuts and tugged. I moaned into his mouth and was loving his touch.  He took a long draw on his cigar and blew it in my face.  Damn, I thought I was going to shoot my load right then on the spot.  He told me he had wanted my mouth on his cock for some time.  As we stroked each other he leaded in and nippled on my earlobe.  Holy hell.....I was in heaven.  He was about six inches taller than me.  He placed his hands on my shoulders and guided me to my knees.  I was eye level to his beautiful cock.  I took a deep smell and was loving being so close to his fat dick.  

He told me to kiss just the head of his phenomenal pecker.  He placed his hands on each side of my head and he started to tease my mouth with just his head.  God I was in heaven.  He was definitely in control. He was gentle to begin with.  I’d look up and his facial expressions were so reassuring I was pleasantly impressing him with my cock sucking skills.  As I bathed his cock with my wet, warm mouth my slobbers were running down below his balls.  I didn’t want the mom to end.  Uncle Houston took the bottle of whiskey and poured a small amount over his cock.  Fuck, I went wild....slurping and allowing his cock to rest in my throat.  Eventually he placed his hands under my arm pits and pulled me to his face.  We kissed while his fat cock rested up under my balls.  The next thing I knew was he squatted down and in one movement swelled my dick.  His tongue was magical.   He licked his fingers and teased my ring and started finger fucking my virgin pink hole.   As he sped up I told him I was ready to cum.  I shot my load down his throat.  He stood up and kissed me.  

I was lost in emotions...he was giving me the best attention ever.  He told me to bend over and he gingerly licked my hole.  Sweet mother of god...I was blown away.  Next...I could tell he was standing behind me.  Before he slide his cock in my ass he asked me.....had I ever been fucked before....my response was not with a cock that big.  The next sensation I experienced was hit fat head was breaching my rim.  It hurt but it was a good hurt.  He pumped his entire cock deep in my ass.  The next thing I knew was my grandpa was feeding me his cock.  My god....I was loving it.  Both me being so attentive to my body and yet the ember glow of their cigars burning in the dark of the night while I was being used...no, being loved by two men I had always loved.  When I was close to cumming my grandpa got under me and eat my cum.   I will never forget that evening with the two men who taught me what man sex was suppose to be between men who definitely knew what they were doing.