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High School - Summer Job 5
Boy, Terry's face nearly dropped to the floor as I knew that Josh was begging off their planned afternoon fuck. "Yeah, sure...I understand...but maybe later we could..." Terry said. He was absently stoking his cock down the side of his leg, which I noticed right off. Josh then must have killed that 'later...when you're rested' idea and Terry was looking so crest fallen. Yeah he was a little dorky, but he looked so cute when he was disappointed. Terry and Josh hung up and then he looked over to me...his hand was still resting on his cock. "Fuck" was all that he said. I wanted to say, 'sure I like that suggestion', but I'm much too hesitant and so I said nothing. Part of my brain just said to me...if you don't do something 'now' you'll never get any action. So I took a big leap (at least for me) and said quietly "I could help you out with that". "What was that?" Terry asked. Shit, I had to repeat my offer. My cock was swelling in my own pants and my brain said 'say it'. I repeated (still quietly) "I could help you with that, you know". Terry heard me that time and said "You wanta play with my cock, huh?" stroking it more now, up and down the full length of his shaft (all 10 inches). "Yeah man, shit yeah" I replied. He said nothing and then just got up and walked into his house, leaving the front door open.
What do I do now, I thought. My cock was telling me to follow him, but he might want to fuck me and although the thought of it made my ass tingle, I'd never done that. I then said to myself, just go inside and all you'll have to do is suck his thick cock...man that would be so hot. I got up and went inside. The living room was rather dark and I didn't see Terry right away. Suddenly I was pulled from the entrance and the door closed behind me. I was being pushed down to my knees and then I felt his cock against my face. "Suck me Cory...I want your lips around my meat!" was Terry's command. I didn't need to be told twice, my mouth engulfed the head of his tool, but man it was so fucking big and long...I could never deep throat him...no way I thought. I managed to get only about 5 inches in my mouth and he seemed content to let it go at that. Terry started to really fuck my face, now that I was getting used to his dick. Still it was just 1/2 of his cock, but he seemed fine with it...after all he wouldn't be getting anything if I wasn't here today. I settled into a pattern of nice steady sucking when Terry started to say.."I need more than this man...my cock wants to really pound some hole". Part of me was frightened and another part was so hot to get fucked.
I said nothing for a while and just continued my sucking, hearing him moaning his approval. Suddenly, saying nothing he pulled is cock out of my mouth. It had been stuffed with a lot of thick meat for nearly 20 minutes and it felt so empty now. Terry said "You were getting me too close, I was gonna blow man and I'm not ready yet". My hand by now had opened the front of my pants and I was beating my meat as I sucked him. It seemed to be so anti-climatic, and now what was I to do. Terry could see this in my eyes I felt, as he said "You're gonna be such a sweet little fuck". Wow, this shy dorky kinda guy was a really into taking charge here. "I don't think I can...." I tried to say, but Terry would have none of it. "Don't think about anything man, just 'feel baby' and take it like I know you really need it". Man my hole was aching for cock. All I could do was to think back to seeing the freshly fucked Josh (both by Mr. Lewis and Sam) and seeing the look on Barry's face as Sam fucked him. I knew that I had to have some of that action.....but how to handle a big dong like Terry's?
Terry was not going to change his role here...he was a take charge fucker and he'd get his hole no matter what. The idea that this same cock that Terry was aiming to pound into my virgin hole was regularly sliding up Josh's ass was just so hot. I really didn't care if he ripped my ass open I had to be fucked now. I said quietly, "Fuck me Terry". "What did you need Cory?" Terry answered. "I said Fuck me you dumbass" I gave in a teased reply. "I'm gonna take your cherry baby and you'll love taking my cock" Terry said with a grin. He pulled me up and bent me over the table in the center of the living room picture window. I gazed out over the lawn and was terrified that he was going to fuck me right here by the window, for all to see. I moved to get up and Terry just leaned down hard on me while he pulled my pants down over my ass. His hand was working something around my hole and it felt so hot, so fucking hot. I was forgetting that I was being fucked while on display for anyone to see that happened by. I didn't give it a second thought I just didn't want it to end. Terry was at this time working his finger up my hole and it hit me...shit, this is so hot. I couldn't hold back...I shot my load all over the wood finish of the table. Then, I was coming down from my high and was just relaxing feeling satisfied, but Terry wasn't finished with me yet.
Terry didn't miss a beat, he reached over and scooped up my cum, coating his now really hard dick and rubbing the excess over my hole. And then it happened...he just pointed his cock at my hole and shoved it nearly all in (well maybe half), but it sure felt horrible and I gasped "What the fuck are you doing to my ass, you're killing me". He persisted and said "A tight little cherry like yours can only be opened up the hard way" as he continued to sink more and more of his dick into my hole. I must admit that he was real slow and took it easy with the last 5 inches. When I felt his balls up
against my ass I tried to look back and see if his whole cock was now really in my hole. Terry said. "You got my all my meat up your hole man...now lets have some fun". With that he began to slide in and out of my hole and that enough time had elapsed, so I was starting to enjoy the friction inside me. My dick was now rock hard again and I was settling into being fucked (just like Josh I thought). Terry was telling me how he liked my tight cherry hole and that he needed to do me again...once was never enough. "You're so tight man, you take my meat almost as good as Josh" he moaned as he continued to fuck me by the window. I was so content that at first, I didn't notice that there was some activity outside the window. Then my eye's could make out Jim, Terry's younger brother far out on the lawn slowly coming into view.
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