By (user no longer on site)
over a year ago
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I was 18, young and single trying to earn extra money over the summer holiday. I offered to cut the garden lawns on the various houses on my estate for a small fee. After creating a few leaflets I slapped together on Word I posted them in houses on the estate. It wasn't long before my mobile rang with a few people asking me to pop over and cut their grass. I had just finished the second garden when my mobile rings. I soft spoken man by the name of Dennis asks if I can head over to cut his grass.
I knocked on his front door and was greeted by Dennis, who was about 5’7 slim build in his early 70s. We chatted briefly discussing a price for my services and about the nice weather we were having. I was half way into cutting his grass when I noticed he was watching me from the downstairs lounge window but trying to hide behind the curtains. I didn’t think much of this so continued my work. A short time later as I was pushing the lawnmower past the lounge window where he had been standing, I caught a glimpse of Dennis sitting in his chair facing the TV. What I was shocked to see was he was watching porn, not just any porn but gay porn. I didn’t know what to think but I couldn’t stop watching. I found myself watching the TV and then Dennis’s reaction. All of a sudden Dennis turned around and looked right at me. I panicked and quickly went back to cutting the grass as if nothing had happened.
I gingerly knocked on his door once I had finished cutting his lawn. He answered with a smile on his face and invited me in while he went to collect his wallet. As I stood in his lounge I couldn’t stop thinking about what I had seen at the window, I was confused but aroused about it all. I was looking at the TV which was now turned off when Dennis came back into the room. He said “So did you like what you saw on the TV” I tried to say it was different but with the nerves my mouth had dried out so it came out all croaky. He stood a bit closer to me and said he can always show me more. I didn’t know what to do, but what I did know was my cock was semi and only getting harder. At this point Dennis had seen my ever growing bulge and commented ‘I am guessing you did like what you saw’.
Dennis took my hand and lead me to the sofa were we sat down. He leaned in and kissed me on the lips. I was stunned, I had never even looked at a guy before but here I was on the sofa with another guy kissing me. He asked if I enjoyed that and can he do it again. With my dry mouth all I could do was smile as no words were coming out that made any sense, he could tell I had never been with a guy before. He went in for a second kiss this time longer, I could feel his tongue pressing against mine. As I relaxed I started to kiss back, this is when I felt his hand start rubbing my crotch. His fingers rubbing my cock through my jeans it felt amazing but I still couldn’t believe what was happening. Dennis suddenly stopped and stood up, he grabbed me by the hand and said ‘Shall we get more comfortable’. He lead me upstairs to his bedroom, with my croaky voice I uttered the words ‘I am not sure about this’. Dennis stoped, turned to face me and said ‘relax, give it a chance and if you’re really not happy we can stop’.
I was now standing in Dennis’s bedroom, my cock hard and wondering what I had let my self in for. Dennis turned to face me. Both his hands were touching my waste as we started to kiss. He pulled me in close so my bulge now pressed against him. I then felt something hard poking my left leg, when I moved my hand down to feel what it was and suddenly realised it was Dennis’s cock. After a few minutes of rubbing his cock while we kissed, he had me sit on the bed. I could clearly see Dennis’s hard cock under his trousers. He looked down at me and said ‘Go on take a look’ while guiding my hand to his belt. I was shaking but excited with these strange feelings, I unfastened his belt and undid the buttons to his trousers which fell effortlessly to the floor. All that stood between me and the first cock I had ever seen up close apart from my own was his pants. I slid them down to reveal a rock hard uncut cock which must of been 7” long with large balls. He asked what I thought and all I could reply was ‘impressive’. After a short pause I summoned the courage to take hold of his cock. I gently took his cock in my left hand and started to rub it back and forth. I must of done something right as Dennis’s started to moan, his cock then started leaking pre cum. As soon as it started to drip he moved his hard cock closer to my face.
At this point I had no idea what I was doing but all I could think about was how hard my cock was and how turned on it made me feel. I had relaxed into rubbing Dennis’s cock and decided to take it another step further. I shuffled closer to his cock and looked up at him, he was looking down at me and smiling. He knew I was intrigued and wouldn’t stop now, with that I looked back at his cock opened my mouth and slide the tip of it in and started to suck my first ever cock. As I slide it in I could taste his pre cum and feel how hard he was. As I got used to the feeling I started taking more of his cock and using my other hand to massage his balls. Dennis let out a long moan and placed his hand on the back of my head, he started thrusting his hips in time with my sucking. His cock was going further and further into my mouth with more pre cum dripping onto my tongue. Several minutes past when Dennis stepped back pulling his cock from my mouth, he then stripped him self down till he was naked and told me to stand up. He pulled me towards him and started kissing me, feeling his tongue playing with mine. His hands then started to undress me, before I knew it we were both standing naked, our hard erect cocks touching each others. He laid me on the bed and told me to spread my legs. My heart was now pounding like mad, Dennis was about to suck my cock!
Dennis took my hard cock in his hand and rubbed it several times back and forth, he gazed at me and said ‘Now let me suck your cock’, he bent down and took my cock in his mouth. I have had blow jobs from girls before but this some how felt different. With every thrust of his mouth it felt more and more amazing. His hands were rubbing my balls, I wasn’t going to last much longer. I let out several moans, ‘Dennis am going to cum if you keep going’. He stopped looked up at me and said ‘I know’ and went straight back to it. Several thrust later and I couldn’t hold it back any longer. ‘Dennis…..am…..cumminggggggg’. My cock exploded in his mouth, waves of cum kept shooting out into his mouth. I could feel Dennis grip my cock a little tighter taking all my cum in. I was now panting, red faced with my cock still twitching. Dennis laid next to me rubbing his hands up and down me. I took the lead and started to kiss him, I could taste my cum on his lips. This oddly turned me on even more.
We kissed for what felt like ages, Dennis looked at me and said ‘Its my turn for some fun’. I blushed and smiled, having no idea what was to come next. He turned me over into the doggy position and gently leant me forward so my arse was in the air fully exposed. With pillows now under neath me for support, I asked is this going to hurt. Dennis leant next to me and whispered ‘I will never hurt you, relax and let me do all the work’. He then shuffled back to position him self, I suddenly felt a cold wet substance drip between my hole. I flinched and gasped. Dennis stopped and said ‘Relax, am just getting you ready’. I did as I was told and tried to relax, my heart still pounding not knowing what to expect next. I felt one hand rest on my cheek and his other hand now started to massage my hole with his fingers. It felt so wrong but I didn’t want him to stop, I was starting to enjoy everything. The more his fingers rubbed my whole the more I wanted him to go in further. I turned to him and said ‘you can slide a finger in if you want’. Without hesitation Dennis slid a finger inside me. I gasped at this new strange feeling, he gently slid his finger back and forth in and out of me taking great care and asking how it felt. Several minutes passed before I felt another strange but erotic feeling, Dennis has added another finger to slide inside me. I was now getting used to having something inside me, I was surprised as I was expecting it to hurt. All I could feel was a gentle pressure when he slide back and forth.
Dennis leaned over to me and said ‘Do you think you’re ready?’ I stuttered something like ‘I think so’. With that he kissed me and retreated back behind me. I then felt it!!!! His cock, his 7”rock hard cock gently being rubbed up and down my virgin ass. Several hours ago I had only wanted to make extra money for the holidays but now I was on all fours naked about to have another man slide his rock hard cock deep inside me. I couldn’t even imagine what was about to happen, all I knew was I wanted more of it. Dennis was gently massaging my back with one hand while he guided his cock into position. I then felt a pressure build up as his cock started to spread my hole, It hurt a little and felt uncomfortable as my hole stretched. After Dennis had slid about 2-3” inside me he paused and checked I was ok. With my heart still pounding I tried to breath normally. Dennis leaned over and said ‘Only a few more inches and I am fully inside you’, as soon as he had said that I could feel him pushing further inside of me , I felt his hand reach under neath me and grab my cock which was rock hard and dripping pre cum. He knew I was enjoying it and continued while sliding more inside me. I soon felt his balls touch the back of my ass, it was then I knew he had slid all 7”, deep inside me. He paused again to give my hole time to adjust to this new feeling.
After a few minutes Dennis began to gently slide his cock back out of my hole. The feeling was a pleasurable tingly sensation but with the feeling of pressure relief. I felt his cock pop out of my hole and with that Dennis leaned over and said “how did it feel having your first cock inside you?” I grinned, feeling more confident I replied “I hope that wasn’t the end”. A quick squirt of lube on his cock and my hole and Dennis was ready. I could feel him gently pressing my hole as it expanded to accept his cock. I slowly exhaled, his cock sliding in to full length in one slow gentle continues motion. I felt him stop as his balls started to touch my ass again, he said softly “See not so bad is it”. He started to thrust slowly back and forth, I felt my self not having to breath as deep and that pressure urge had disappeared with only that erotic tingling sensation as his cock thrusted in and out. With every thrust I was enjoying more and more. I started to push back as he thrusted in me. “Is someone enjoying there first anal experience” Dennis said in a cheeky voice. I didn’t reply but let out a soft moan to let him know I was.
Dennis had both his hands on my waist and was thrusting harder and faster into my ass. I was intoxicated by the feeling of his cock pounding my little hole. My cock was bouncing back and forth with pre cum dripping on the bed. Dennis stopped, withdrew from my ass and had me lay on my back. He took control of my legs lifting them up and spreading them in the air. I felt so vulnerable, he lubed my hole up again and was then sliding his cock back inside me. With the position change I could see Dennis as he fucked me. He was smiling, and staring right at me. He lowered him self onto me as he started pounding me. We kissed, our tongues rubbing and clashing with each other. I placed both my hands on his ass and and with his thrusting pulled him in closer. This must of turned him on as he started to thrust as deep as he could go inside me. I stopped kissing Dennis and told him I wanted to try going on top. He didn’t hesitate, we switched positions and I was now on top. I reached behind my self and guided his slippery cock into my wet hole. I then slowly eased my self down until it wouldn’t go any further inside me. I started to thrust my hips back and forth feeling every inch of Dennis’s cock inside me, I was in ecstasy. I had never felt such a good feeling before I didn’t want to stop. I picked the pace up and till I could hear my balls bouncing off him.
Dennis was moaning loader and loader, his grip a tightened around my waste, I knew I was pleasing him and getting him closer to climaxing. My hip thrusting skills must of done the trick, Dennis let out a long moan, “I am nearly there”. Just as he was about to cum he rolled me back to allow him to stand up, I got hold of his cock just in time to slide it into my mouth as his cock unloaded every ounce of cum in his balls, wave after, waver after, wave of cum sprayed the back of my mouth. It tasted nice, a warm sweet texture to it. It then dawned on me my mouth is filling up with his cum. What should I do? Do I spit? But he swallowed mine and it might seem rude. Or do I swallow and please him? I decided to swallow, with one gulp his warm sweet cream slipped down my throat, I could feel it slide down. Dennis was gazing at me he could see I had just swallowed his cum. He withdrew his cock and gave it a final squeeze to get every last drop of cum out, my tongue licked it clean. We both collapsed next to each other on the bed, me red faced, heart pounding with what just took place.
After a few minutes rest to catch our breath, we both got cleaned up and dressed. I went into the bathroom, stared at my self in the mirror. I couldn’t believe what I had just done, my hole was tingling with the feeling of his cock pounding me, my arms and legs were shacking from the adrenaline. I went back out onto the landing, Dennis was standing there wearing a dressing gown. He walked over placed his arms around me and kissed me. I smiled and went all shy not quite knowing what to do next. I said ‘I wasn’t expecting that this morning’ jokingly. He looked at me and said ‘Do you fancy doing that again sometime?’ I paused and smiled, he knew my answer without me having to say a word. We made small talk and then made an exit from his house. As I stepped off his porch and said goodbye he replied ‘I haven’t paid you for the work you did on my lawn’. I turned and said ‘don't worry ill be be back to collect it’ with a cheeky smile.