I had wondered all my life what it would be like to finally just do it and satisfy a man orally and maybe more.....When I was in high school. I got really drunk with my cousin one night and before I knew it I fell on my knees and looked up I was staring at his cock...so what could I do ...I gave him the best blowjob I could...then pretended the next day I was too drunk to remember anything.
Since then I had planned out my first gay experience. I had masturbated for years Pretending scenarios where I would be giving blowjobs and jacking off. One night after Giving my self and enema and watching some oral porn I decided it was time....I drove down an old industrial road on the other side of town and found a shipping yard that I has seen the previous months when I was looking for an address. It was perfect: secluded, one person in the guard shack, middle aged man with a partial beer belly, no marital ring.... I pretended to break down about a half-mile from the entrance of the gate about 11:00pm. I was shaking with excitement in the hot humid night air as I walked over to the guard shack. I knocked on his shack, I had everything staged perfect. I introduced myself as Jack, he said his name was Craig. I asked him if he had a wrench because I had gotten lost and broke down just down the road.....he said he may. He invited me in to the shack which was pretty roomy inside (a room about 10x20 with shaded windows on 2 walls) Craig said he had to log me in as a visitor and then proceeded to get out the toolbox he had. I noticed he had a girly magazine under some papers...a really raunchy one too. I though to myself this may be easier than I thought. While he got some keys together my eyes moved down to his package and it seemed pretty impressive. We drove to my old truck down the road. I popped the hood and started tinkering ..."looks like it was a loose battery cable" I said, as I tightened the bolt I had loosened only a little while before. Craig asked me to come on back to the shack to sign the `incident' paperwork. When we were back in the shack he filled out a form and asked me to sign the bottom. I thought I was now or never. I bent over slightly to sign the form and took out my wallet to pay him for his service. Craig said it was not necessary to pay him... It was crunch time and I looked at Craig and said I am not going to leave without repaying his kindness. I said I guess the only other thing I can offer him is to give him an oral orgasm. Craig looked at me and said "A What " I took a deep breathe and said "you know, give you a blowjob" And I partially confessed that I had always wanted to "try it" and now seemed like a perfect time and place. Craig looked dumbfounded but didn't decline....he replied " Son, I appreciate the offer, but I am not gay". I said to Craig " to be honest with you neither am I, but you seem like a nice man all alone out here and if there was a better time to try and offer something like this I don't know of any ..." Craig was speechless, I took that As an opportunity to make my move. I walked over to where Craig was standing got on my knees and ran my hands up his legs to his thighs...Craig put his hands on my hand to stop me ... but I had come to far to stop and moved my hand to his crotch to massage his cock. Craig hesitated at first but when I found his shaft getting hard I knew this would work to my advantage. Craig was saying "this is not right, you don't have to do this" I replied to him "ok, I will stop if you tell me you don't want to cum " with that I unbuttoned his workpants and pulled them down around his ankles. Craig didn't say a word....I continued to undress Craig as his cock began to get bigger and bigger under my rubbing. I pulled down Craig's boxer shorts and came face to cock with his thick pulsating dick. I gently grabbed the base of his cock and inserted his warm semi soft cock in my mouth . I sucked the tip gently and was rewarded with a big drop of juicy pre cum on my tongue. It tasted really good and Craig also approved my placing his hands on my head as I sucked his cock as far in my mouth as his cockhead pushed against he back of my throat. Craig's dick was really getting big now....a full 8 inches and as thick as my wrist. I continued to suck him and gradually moved my hands up and down his thighs until I placed them around his body and pulled his aching cock into my mouth by grabbing his ass cheeks and pulling by his body to me his ass muscles flexed as his started to thrust into my mouth. I could smell Craig's musky crotch as I tried to put all of his cock in my mouth.....I had lubed my asshole earlier that night with the intention of going all the way. I think Craig didn't care either way at this point ...he just wanted to cum.... I pulled my mouth off his huge hard cock and said that my jaw aches to bad .....if he wanted to finish he would have to fuck me from behind...Craig motioned me to turn around as I got on all fours and pulling my shorts down and off Craig positioned himself behind me between my legs. I paused as he pushed the head of his big cock into my ass...WOW what a feeling!! He worked it slow in and out until the lube was all over his dick. Craig now pushed my shoulders down and began to fuck me like a 2 dollar hooker.....it took only a minute of his hard pounding before he grabbed my hips hard and with one last push started cumming inside my ass...it felt great a warm sensation came over me and my as muscles tightened and my insides flexed and my ass has an orgasm too...Craig was still flexing inside me when I almost collapsed from the pleasure.... Craig pulled out of me as cum dribbled down the inside of my legs from my asshole he offered his cock to my mouth...I said what the heck ...I sucked on his cum soaked cock until he started going soft getting soft ...I thanked Craig for him giving me my first experience with a man Craig asked if I wanted to come back next Thursday and explore this some more...he also said that he was not putting this incident report in ....since then I went back 2 more times and got to swallow his whole load of cum ...oh that's a nother story though....hope you enjoyed this true story.... Jack