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My first Bi sexIf you’ve paid attention to my profile, you’ve seen a lot of man-on-man, crossdresser and ‘pegging’ videos as well as my own videos playing with a dildo and anal beads along with all the ‘normal’ straight sex stuff. I’m bisexual and I’m a ‘bottom’ (I’m going to assume that you know what that means). I’m 45 and have known I was bi for about 30 years. I remember what got me started playing with my own ass. An uncle used to let me watch (REALLY showing my age here) 8mm movies. Yes….old film 8mm movies that used a projector and needed either a screen or bedsheet tacked to the wall the watch them. I was fascinated by the anal sex, always saw that the women seemed to be in a lot of pain when they got their ass fucked. Then I watched one of those old movies (I still remember the title: GayLay) this woman starts out playing with herself and starts fucking her pussy with a hairbrush and after a couple minutes she pushes the handle of the brush up her ass. [The ‘gay’ part of this movie happens when the 2 guys that force their way into her apartment and force themselves on her and as one of them is eating her pussy, he’s leaking pre-cum and the other guy takes his cock in his mouth and licks off the pre-cum]. Anyway, that got my mind turning and I started experimenting with putting things up my ass. I started out small….fingers, crayons. a wooden dowel that had a bulb on the end. I had not toys to play with. Then it happened. One day during school summer vacation I was doing what every teenage boy that gets to stay home while his parents are at work do….go exploring through the parts of the house that are normally off-limits…..like the parent’s bedroom. I’m like my dad….I can walk into my room or my livingroom and tell if something is out of place, so remembering this I was careful not to disturb anything and anything I moved went back exactly as I found it. Anyway, I was digging through their dresser when I found it…..a tan-colored, 7″ long, cock-shaped vibrator. I felt and electric jolt go through my body and knew I had to try it out. I dug around and found some C-cell batteries but no matter what I tried it refused to work so it went from vibrator to dildo. It was too close to time for my parents to get home to try the dildo out, so I made plans for the next time I had the house to myself. It was a few days until I had the opportunity and my mind kept going back to that wrinkled, brown paper bag that was shoved in the back of a drawer. Well the day finally arrived. My parents left for work and my sister was at a friend’s and I was alone. I gave everybody a hour or so to make sure they stayed gone. I got the dildo out of its hiding place and took it to my room. I looked around for a place to put it so I could try it out and was nearly ready to give up when I noticed the old Eletrolux cannister vacuum cleaner. It was an ancient model given to my parents by my grandmother when she got an upright, it had swivel caster on the front and straight rolling wheels on the back. It was about 18″ high in the front and 10″ at the rear. It had a threaded connection on the front for vacuuming and one on the rear for blowing. I looked at the base of the dildo and the hose connection…..they fit together. The base of the dildo fit snugly into the threaded opening and didn’t pull out easily and the perfect height for me when I got on my hands and knees in front of kıbrıs rus escort it. Heart racing and cock dripping pre-cum I got the vaseline and coated the dildo and my asshole and got on my hands and knees. I inched back until I felt the tip of the dildo against my hole and hesitated. I was nervous and excited at the same time……excited about what I was about to do….scared that it would hurt like I had seen on the movies and read about in magazines. I eased back and felt the tip start to push into me and just as it started to penetrate my ass, the vacuum rolled backwards. I go up and looked around trying to figure out what to do. The back panel of the machine was flat so I decided to back it up against my chest of drawers to hold it in place. After I got the machine set in place, I got back down on my hands and knees and eased back until the tip was again at my hole. This time when I pushed back….the chest of drawers kept the machine from moving away from me and the head of the dildo slid into my virgin asshole. I eased back until half of the dildo was inside me and stopped. I was just thinking that it didn’t hurt at all when my virgin ass went into spasms and let me know it didn’t like what was happening. I lurched forward getting that thing out of me…..it felt like my asshole was breaking. I waited until the spasms quit, determined to try again I eased back and this time moved a lot slower. I stopped after the head went inside me so my ass could get used to the new feeling. After my body accepted the dildo I moved back until I felt the cold metal of the vacuum cleaner against my thighs and ass. I stopped again so my body could adjust. I moved forward slowly until the dildo was almost out then slowly moved my ass back taking it all inside again. My cock was hard as a rock and dripping per-cum. On about the 5th or 6th time of burying the dildo in my ass I hit my prostate and my cock erupted like it never had before. I came hard and long, my body was shaking, my asshole was clenching the dildo and I cried out in sheer pleasure. Then I collapsed, my cock throbbing and asshole still clenching. I was spent….and after recovering I cleaned the dildo and put it back in its hiding place, cleaned my cum off the carpet then went outside to smoke. I didn’t bother getting dressed…I saat on the front porch naked and smoked. We lived on a dead-end street and there were (and still is) only 4 houses on the street, 3 on the side my parent’s house was on and 1 on the other side of the road The 2 houses at the inttersection end of the street were blocked by our house and trees. There was nothing straight across from us except a metal shed that hadn’t been used for years. The house on the end of the street was empty…..the man that lived there was at work. It was a few days before I got to use the dildo again but everytime I had the house to myself that summer I used it. I discovered that I could wedge the dildo into the exhaust opening and it positioned the dildo about 3″ off the floor……perfect height if I was laying on my stomach. So I decided to try that and see how it worked. I took a pair of panties I had stolen from a friend’s mother, laid them on the floor, and lay down on my stomach. My legs were too long to lay flat and still have the dildo reach my asshole, but I found that if I bent my legsI could reach the dildo kıbrıs rus escort bayan and still have enough room to fuck myself. I moved my ass back and slid the dildo into me while my cock slid on the nylon panties. I moved my body back and forth and in just a few minutes had a tremendous orgasm, soaking the panties with cum. I was only 16 and spent the next 3 years jerking off and using that dildo when I was home alone. I graduate high school, started college and met a girl there. I was 19, she was 24 and I’m not embarrassed to say I lost my virginity to her. We broke up when she had a rebirth of religion and decided we were sinning and moved to Pennsylvania. I moved out a little later and took the dildo with me and continued using it at my new place. I was 20 and met a 33 year old married woman through my job and spent a year fucking her with her husband’s knowing and approving. About the time she ended our affair I lost my job and moved in with my uncles. It was then I discovered swinger’s ads and wanted to explore my bi side more and try sex with another man so I spent the (then) outrageous sums of $10 and $12 for a couple swinger’s ad magazines only to discover I had wasted money on one of them because it had the same ads only a different name. I used my uncle’s Poloroid to take some pics of my cock and ass and a couple of me wearing the teddy that the married woman had left at the place I moved out of (I should say that I like wearing panties and later on went all out and fully crossdressed, but that’s later). I got some envelopes and stamps and mailed off my replies to some of the ads. **NOTE: this was way before the internet, cell phones, free long diatance and digital cameras** Well I got a few replies to the letters I sent but nothing promising. Finally I got an answer from a man in Birmingham. He was in his mid-50’s and would be in town on business a couple weeks later. I gave him the phone number and we talked on the phone a few times a week when my uncle’s were not around. Then the day came when he was in town. He called me about 6PM, told me which hotel and room he was in and the he expected me in an hour or so. I showered and put on the teddy under a pair of jean shorts and a tshirt. I left my uncle’s a note and left. I was nervous as hell driving to the hotel. I got there and sat in my truck for 5 minutes making sure it was what I really wanted to do. I decided that I had come this far I might as well see how it goes. He may see me and the medical issues I have and decide I’m not what he wantd to deal with or he may live up to what he wrote in his letters and said over the phone that it didn’t matter. I got out of the truk and went to the door. I knocked and he answered…..naked as the day he came into the world. He was about my height…5’6″, had a slight gut, grey hair and his cock was about 6″ hard. He lead me into the room and closed and locked the door. I was more nervous about him locking the door….my mind racing to all the possibilities of what could happen…getting shot….stabbed….all kinds of things. All that went away when “Will” moved behind me and started kissing the back of my neck and rubbing my ass. He turned me around and started kissing me on the mouth….and he pushed his tongue into my mouth. Now the last time I had kissed another man I was in the low single digit age range. Now rus kıbrıs escort here I was….a man 30 years older than me was French kissing me, one hand rubbing my hardening cock though my clothes, the other squeezing my ass……and I was getting turned on bigtime!!! I started kissing back…..reaching around him and putting my hands on his ass and pulling him against me. He then took one of my hands and put it on his half-hard cock. I felt a jolt of electricity go through me because other than my own….this was the first cock I’d ever had in my hands. I felt it throbbing and getting hard as I slowly stroked it. He asked if I was wearing the teddy and when I said I was he reached down and unzipped and unbuttoned my shorts and let them fall the to floor and started kissing me again as he rubbed my cock through the material. He pulled away and lay on the bed, his cock standing straight up, and told me to take off my shoes and shirt and get in bed with him. When I got in bed next to him he started kissing me again and his hands ran all over my body. I moved down and took the next big step….I took his cock in my mouth and started sucking it. It felt good…..no bad taste….his pubic hair smelled freshly washed and I like the feel of it pulsing and throbbing in my mouth. He had me get into a 69 and he licked my ass and sucked my cock as I sucked his. At this point I have to tell you that I had had my cock licked and sucked by a couple females and had my ass fingered but never licked. When I felt “Will’s” tongue push into my ass I thought I would cum right then and there. I moved my head down and tried to lick his ass but couldn’t reach it, so I had him turn over. I found that I loved tonguing assholes….first woman’s then with “WIll” men’s. He moaned and ground his ass against my face as I licked and probed his ass as deep as I could. After a few minutes he turned over saying he wanted my ass, so I lubed his cock and my asshole with vaseline and straddled his hips. After a couple of misses we managed to get the head of his cock into my asshole and he thrust his hips up and buried his cock in me. There was absolutely no pain….only a constant tingle going from my asshole straight to the head of my cock. He reached up and pulled the shoulder straps of the teddy down so he could get to my nipples and pinch them. I was bouncing on hip lap, taking his cock deep as I could, loving my first man/man sex. When I heard him start breathing faster and heavier, I leaned down, gave him a deep passionate kiss then whispered into his ear, “Thanks to you I’m no longer a virgin”. He grabbed my ass, forced it down and thrust his hips up burying his cock as deep as it would go into my asshole, grunted and I felt his cum shoot into my ass. I rolled off and lay beside him and we caught our breath. He suggested we go to the resturant next door for something to eat and got up to get dressed. I got up and walked up behind him said “I haven’t cum yet” and rubbed my cock between his asscheeks. He had already told me that he was strictly a top but I needed to cum….my balls were aching. It only took 3 or 4 strokes and I was cumming, but instead of letting me cum on his ass, he turned around and I shot my cum on his cock. When I was done he had me lick and suck him clean. We dressed and went to the resturant. He ate while I had coffee and we chatted. We got back to his room and he said that he was done for the night, that as hard as he had cum he was finished. SO we talked a few more minutes and I left. We got together again a few weeks later and again, he was a 1-shot man. I’m not complaining. He was my first, not the last but he will always have the honored spot of being the man to take my man/man virginity.

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