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First time  

lovelylegs19692 55T
88 posts
12/12/2013 8:39 pm
First time


OK, I will explain my wild ride into this wonderful lifestyle that I live. My first experience was with a friend of the family. I was 14 and he asked me to come over and mow his grass. I gladly accepted as I could use the money at the time. When we got to his house (he drove me there) we went inside and he asked if I wanted a beer. I gladly accepted again, being 14 a nice cold beer was just the thing. As we drank the beer he had some playboys on the table so I quickly started looking through them. He started talking about the yard and what I would have to do and when I would be able to come over but I couldnt get my mind off the playboys. I told him everything was fine, what ever he wanted was fine with me. He gave me another beer and after drinking this one I felt nature calling. I went into the bathroom and relieved myself and as I was going he walked in and asked if he could join. I didnt think anything of it growing up in a mostly boy family it was not uncommon to be 3 wide using a toilet..lol as I was finishing he commented on my cock, I didnt realize it at the time but I was semi hard (probably between the beers and the playboys) he laughed and stated that he wished he still had his hard on even if it was only this hard. At that point he reached over and touched my cock. I laughed with him and left. When he finished he came back into the room and noticed that I was very hard through my jeans. I could not help it as his touch excited me greatly... (OK, now at this time some of you are probably thinking that he was a pedafile and was molesting me. What I fail to leave out of this story is that I was always attracted to men and especially him and for me this day could not be going any better) OK, so as he walked back into the room he noticed me and asked if he did that to me, I was kind of embarressed and didnt say anything, then he walked up to me and asked me if I had ever had a blowjob. I didnt know what to say, I just shook my head and he took my hand and lead me into his bedroom. There he took off my jeans and sat me on his bed. My cock was raging and he knelt down in front of me and I watched my cock slowly disappear into his mouth. His mouth felt so warm and good my reaction was to grab his head as I almost instantly came. He eagerly took every drop of me and it was sensational. As I was so excited I only got 1/2 soft and he told me to lay back on the bed, I scooted back and watched him undress. First his shirt and then his pants, I can see now that he was fully aroused which excited me again. He climbed on the bed next to me and softly stroked my chest telling me how beautiful I was for a boy. He then leaned forward and kissed my chest and then my stomach and then when reaching my cock he kissed it again. This time as he was sucking me he stopped and told me that it was customary to also suck on the man sucking me, in all the excitement I hadn't even noticed that his legs where sprawled on either side of my chest and his cock was only inches away from my face. I readily reached up and touched it, it felt so soft yet was so hard, I had never had one this close before and I slowly put it into my mouth, not knowing what to expect I just sort of let my mouth loosen and started to thrust my head back and forth on it. I could tell that he was enjoying it as he started sucking on my cock harder, this in return made me suck on him and we went back and forth until I couldnt hold on any longer and came again. He rolled me over so that he was on the bottom and I continued to suck on his cock. I suddenly tasted something that seemed sweet to me (my first precum experience). It was warm and sweet and I knew that I liked it. Then as I was sucking him I felt his hands on my ass, not thinking anything of it I continued and then I felt something slide into me. I stopped sucking as I arched my back, yet instinctively grabbed his cock ( like it was my toy and I didnt want to loose it) as I turned to see him smiling. I must have been a sight, bare naked, his cock in my hand, my back in a full arch and me looking back at him. ( I have had toys in my ass before but never without me knowing it was coming) He smiled and said, "you like this dont you" Again, almost to embaressed to talk I said yes. He said that he wasnt sure about me but that this was the answer that he was looking forI felt his finger slide out of me and I was afraid I did something wrong. I asked what I did and he told me nothing baby.. I just wanted to make sure.. he then pulled me back up to him and he kissed me.. the feelings inside of me barely containable I kissed him back as wanting as any 14 year old boy going through puberty could and he rolled me over so that he was laying on top of me. This time my body was talking for itself as my legs drew up and wrapped around his hips. He smiled and told me to hold on.. he climbed off of me and went over to his dresser, he pulled out a bottle of lube and I watched as his cock now glistened in it. He walked back over, I spread my legs wide for him and watched him as he glided his cock into me. First just the tip for a sec then the whole thing. It hurt as I had never had anything like that inside of me, I gasped and ached my back hard on the bed. I started to moan loudly and he stopped and looked at me. He asked me if he was hurting me and even though it was painful for him to be inside of me all I remember is not wanting him to pull out of me... my legs wrapped around his waist tightly trying to hold him in and I said, no please dont stop, I will be more quiet... he looked at me, smiled and told me I could be as loud as I wanted to be, then he leaned forward and he kissed me again, this time very passionately and I grabbed his body and held it to mine, I could now feel his body slowly thrusting into me, I gasped and moaned and started to pant louder and louder... yes, yes..I did not want it to stop. I wanted this man deep inside of me and I meant to have it.. after a couple of minutes I could feel his body stiffen and begin to pull out of me. I squeezed him tightly and said please no, I want you to cum inside of me. His eyes glisten in a special kind of way and I felt him thrust harder and harder then one final push. I could feel his cock spasm as he lay on me and I held tightly on. The he laid on top of me exhausted and rolled my back over so I was on top of himI sat there looking down and him and he lay there looking up at me, both of us exhausted, I could feel his cock slowly softening and coming out of me... I felt so good, so wanted, so needed, I never wanted it to stop. He looked up at me and asked if I would like to fuck him. I have never in all of my fantasies thought of being the one fucking another man and I said no, I do not want to fuck you. The he looked up and smiled and asked if I would like him to fuck me again.. I smiled wide and said yes..he smiled and said, well you are going to have to wait, I am not as young as you and then laughed. The he rolled me over and told me to wait on the bed, I watched him walk out of the room and my mind was in a whirlwind. I couldnt believe what had just happened and how it would change anything.. he then walked back into the room holding an outfit. He asked if I would like to try it on, it was a basic skirt with a nice blouse and panties. I looked at him questionably and said ok, I guess, I took the outfit put it on and looked in the mirror. I could not believe what was looking back at me, it was a precious little girl. I already had naturally long hair and fem features. Surprisingly it felt great wearing it..... I will continue in another blog entry...

fun4me92670 53M
3 posts
12/14/2013 9:58 am

Awesome story so far, I loved every minute of it and would love to hear more darling. If you'd like you can message me on the y at fun4me926


Black_Hills 52M
193 posts
4/22/2016 11:23 am

A wild first time ride indeed! Hot story, thanks for posting


keishacd69 61T
51 posts
8/25/2019 7:52 am

This is a great story. I got so turned on reading it. Wish I had an experience like this!


FunCoolOralReady 62M
108 posts
12/20/2020 12:05 pm

I am now hard. Great story


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