The usual disclaimers apply, if your not supposed to be then leave. Do not duplicate this story without my permission. This is a work of fiction so if any parts of it resembles someone in real life its not intended. Since this is fantasy disease doesn't exist so use condoms to protect yourself. Bonus points to anyone that knows what song the title of this part comes from. Lastly before we move on I know this sounds preachy but please donate to nifty if you can I have been lucky enough to have found this site just after it started and the other authors have entertained and thrilled me since. Its people like them and you readers also that make this site great and we all need to keep it going.
There's a First Time For Everything
At the time this took place I was only about 19. I am 32 now. I was shy pretty inexperienced and very unlucky when it came to meeting men. Red heads don't seem to get much play it seems. Well at least the men. I was a late bloomer and still pretty smooth. I topped out at 5'8" and was a little on the husky side but not fat. By dick is a decent 6" but I have big balls and a good thickness
Up to that point I had only brief oral encounters with guys most of which was just me sucking the other guy off. Needless to say I was getting bored with it and I know what you are all saying. How can you get bored with sucking cock? Well I did so I started looking for guys that wanted to do more and found very few. Only a couple of guys would let me fuck them and I just wasn't ready to bottom yet.
One day I was in a local yahoo chat and was cruising for some fun and boy did I find it. The guy sounded great and if the pic he sent was really him I knew I would have a good time. He was 6' tall and about 175lbs nice hairy body but not quite a bear. At the time I had no idea about otters, cubs and the whole bear community. His cock was slightly curved and wasn't to thick at 7". The only thing that I wasn't so kosher with was the fact that he is married. He said his wife didn't know about him and very rarely got with a guy and the last time was a few years ago. I had only been with one married guy b4 and it was a big disaster when his wife walked in on us. He hadn't told me he was married and I was never going to do it again but something told me to go for it this will be different. I was so glad I did cause for 3 years we still met for some fun and the wife never found out and I'm the lucky one cause im the only guy he got with. We only stopped seeing each other because he became a father and became very devoted to his family. I could only respect him for that.
We chatted for about and hour and told each other what we were into and we matched pretty well except for one thing. He was a top and wanted to fuck. I told him I had never been a bottom before and didn't think I was ready for that yet. He told me he respected that and was cool with just oral and we can still have a good time. So I got ready and headed out. I told him I'd be there in about 20 min. Now if any of you reading this live in the Metro Detroit area then you know that wasn't going to happen. I forgot that it was 5 in the evening and rush hour traffic was in full swing. It took me almost an hour to get there. By the time I showed up I figured he would be mad but he was very understanding lucky for us the wife was out of town.
When I showed up he was in only a pair of briefs and told me I was way to over dressed and started helping me out of my clothes. Once we were both naked we sat on the couch and fondled each other a bit till our dicks were hard as rocks. As I started to lean over to suck his dick he met me half way and started kissing me. I did not expect that and snapped back I hadn't kissed anyone yet and told him so. He got this worried look on his face and asked if that was alright with it and I told him he just surprised me and I was OK with it. He then practically tackled me and got me lying back and kissed me. He later told me if it was going to be my first time kissing a guy he was going to make it memorable. Then he moved down and started sucking and chewing on my nipples and god how I love that. Five minutes later both my nips were swollen as he licked his way to my cock only pausing to give my nuts a quick swipe with his tongue.
As ravenous as he was with my nipples I thought he would attack my cock. Instead he nursed on it and kept bringing me close to climax but wouldn't let me cum no matter how much I begged him. I had no idea what edging was. When I couldn't take it anymore I pushed him off of me and onto the floor that's where I got my revenge and attacked his dick with wild abandon. Eventually he couldn't take it either and suggested a 69 which I readily agreed. With him on top he pumped into my mouth. Its a good thing his dick was thin and curved. I hadn't had much luck with deep throating yet and I could take him all the way down as continued to nurse on me. I felt him trying to push my legs apart and me thinking he was going for my balls like before let him. Instead of my balls he lifted my legs and went for my asshole. I had only been rimmed once and that was one of the very few times I have cum without touching my dick.
With his tongue in my asshole I redoubled my effort on him wanting to bring him as much pleasure as he was bringing me. All too soon I tasted his load and he continued his assault on my hole. Thought he was going to fuck me didn't you. I spit his cock out and told him I was so close so he dropped my legs and dove on my cock and when his lips touched me I exploded and he swallowed it all. As we were cleaning up he told me that was the best time he has had since he got married and had to see me again. He went on to tell me how much he had to have my ass. It was that moment I knew he was going to be the man to take my cherry.
It was a few month later when we got together again and I told him I was ready to at least try to get fucked. I swear his cock practically ripped his shorts off for him. He led me to the bedroom, stripped me down, threw me on the bed, and dove on my cock. I had to slow him down he was just to excited so he let up on my cock and went lower to my ass. As he spread my cheeks he kissed each one and worked his magic on my hole. His tongue kept swirling around my hole but never penetrated and I was getting hot but impatient so I told him I needed it. He rose from my ass and said don't worry im working on loosing you up trust me you will thank me later. He spent about half and hour just working my hole. Now I had tried playing with my hole before and could never get a finger in there. I could get my very small thin vibrator in but never a finger and his were no exception. I don't know why but I just cant take a finger maybe cause its so ridged I guess Ill never know.
I told him to just go for it I needed cock and his finger was not going to work. He turned me over and told me it would be easier on my stomach flat on the bed and turned me over. Laying on top of me he whispered into my ear to relax and stop him if I couldn't do it. Raising himself up he spread my cheeks bent over to give me one last lick then grabbed the lube. I could hear him lubing his dick up and suddenly it dawned on me. 'I'm about to get fucked and there's no turning back now.' I was going to take it no matter what. With his dick lined up with my hole he told to relax and gently pushed and guess what nothing happened. My hole just wouldn't let him in. I said lets try another position and flipped over and put my legs up. He leaned in and started kissing me again I was so into the kiss I didn't realize his cock was slipping in. Once he pulled back it hit me like a ton of bricks. I screamed out and tried pushing him off me but he held me down and told me to relax and stayed there. I'm so glad I listened. After a few minutes I told him to go slow and lets do this. He slowly pulled out to just the head and slowly pushed it back in. On the way out it burned like hell at first but on the way back in I couldn't help but moan.
As he picked up speed my cock leaped back to attention and a river of precum came streaming out. I have never had a lot of precum it's almost been nonexistent. He only fucked me for about 5 minutes and I was blowing the biggest load ever all over us. That set him off as he blew into me which got me thinking. 'I've got his load in me' and set me off again. That makes twice in one day this guy has gotten me off with out touching my dick. It was the only time in my life I had a double orgasm. We ended up laying there together for an hour recuperating. We met many times over 3 years and he fucked me only a few times after that but it was never as good.
To this day he is only one of a few men to have fucked me. A couple of years ago I was working at a family oriented place and ran into him there. I doubt he recognized me let alone would remember me. But I never forget a face, really how could I forget the man who took my cherry. He seemed happy and his family had grown. I was helping them out and my ass couldn't help but twitch at the thought of maybe getting that cock again.
I hope you guys liked this. I had posted this story years ago under a different name and title and it was horrible. The spelling was way off and the grammar sucked big time. I have been writing a series in the adult friends section under Size Does Matter. And it got me thinking about the stories I had posted so many years ago. So I am going to update them a bit and put some polish to them. If you like it let me know all comments welcome. chefinthewild@yahoo.com