Another happy Client

My Second Time

It had been a few years now since I had left High School four to be exact.  I at this time had only been with my high school love and we had not seen each other after losing contact in about 2 years. I was working full time at local retail store had been with them for about 3 years when I had a customer come in.  While assisting this gentleman he inquired if I did any side work.  I explained yes I did what would he be interested in.  He wanted me to help him to redecorate his den.  He was probably in his late 40’s to early 50’s I was in my early 20’s at this time.  It had been a while since I had contact with anyone who was gay other than my brother.

We lived in the suburbs of a large town in the south.  I imagined that he could pick up that I was gay as I found out years later when I started to deal with it head on most everyone knew and I didn’t fool anyone.  We introduced ourselves him telling me that his name was Matthew.  I set up a date and time to visit his home to give him a quote on the job.

Matthew lived in between where I lived and my work so one evening after work I proceeded to go by his home for a quick assessment.  We went into the den having nice conversations, when he asked me are you gay?  I explained that I thought I was but I had no connections on how to meet anyone again this was before the internet. See the main problem I had was that all I heard growing up was you aren’t going to be gay like your brother are you?  Also the family had convinced me to stay away from the downtown area which is where most of the gay action was going on at the time.  If you go down there you will end up getting robbed or murdered.  We talked for a few moments when Matthew asked me would I like to see his cock.  I was like of course I would.  He pulled down his shorts to reveal a very nice 8 inch average thickness cock with the most perfect mushroom head.  I couldn’t keep my eyes off of it.  I asked him may I touch it.  He agreed to let me touch it.  I grasped his semi hard penis with my hand while stroking it up and down it began to get bigger.  I wanted so badly to put my lips on it however he wouldn’t allow me to.  That day we ended up jacking off together while watching porn.  Matthew said hey I have a hot tub you should come back over again.

A few weeks went by Matthew contacted me to come over again I was so impressed with this guy and he had this new thing called the internet.  I told me that he had told a friend of his out west about me.  This gentleman had offered to have me come out to visit him.  I never went though.  Matthew said oh he will move you out there he will have your car transported out there and he will take care of you.  At this point in my life I wasn’t about leaving my family or anything so I politely declined the offer.  Sometimes I wonder how my life would have turned out if I hadn’t.  We again got undressed jacked off cleaned up then I left.  I had gone over to his home a few times throughout that year all we would do was jack ourselves off and nothing more.

Well one day I went over to pay a visit to my surprise he took me into the bedroom laid me across the bed asking me had I ever had a blow job.  Up until this point I had not.  He explained I will be happy to give you a blow job but you must wear a condom.  He was very safe I know this was why he never would let me give him a blow job.  Matthew worked in the medical field so he was very cautious with what he did.  He put the condom on erect penis and being to perform oral sex on me.  I didn’t say anything to him but really I guess because I was wearing a condom it didn’t feel like anything.  However I didn’t want to be rude.  Finally he stopped laid in the bed next to me so we could jack ourselves off.  I lay across the bed now completely spent from my orgasm.  We got up cleaned off got dressed and I went on my way back home.  I would use this memory along with those of my first love to masturbate to when I could.  I often wondered was it because he had a boyfriend we didn’t do more or for some other reason.  I still had only had anal sex with my first whom was a total top so it would be a few years before I would meet up with someone that was a bottom that allowed me to have fully anal penetration myself.  I cherish these times I had in my younger days with men because until I was almost 30 I didn’t have many chances to meet in anyone.