My wife's first lover was my best buddy and best man at our wedding.
He was my neighbor and the one I started sucking back when we got out of high school and were working a job running power lines across some desolate parts of Canada.
Gary was smaller than me in every way, shorter and leaner, except he had a 7 inch cock to my 4 incher. Even though he was smaller than me, he could always beat me at wrestling and any sport activity, and most games of chance. He was just better than me all around. The policy of the company we worked for was, two men to a room, so we always bunked up together. With nothing else to do in very small Canadian towns,we started playing strip poker to pass the time in the evenings. Soon, we decided to play the game and, the person that was striped first would have to jerk off the winner. I lost and soon I was jerking his cock, as he kidded me about; "that was the only way I would ever get to handle a big cock, since mine was so tiny". I used to always get kidded about my small cock when the guys went skinny dipping or in the shower after gym class. One night we played, and I lost, and he suggested we should play another hand, and if I lost I had to suck him off.
If he lost I got all my clothes back and we would restart. And even that he would suck me off if he lost.
I hesitated about this bet, but he assured me he would let me check my cards before I really had to bet. My cards looked real good, BUT, of course his hand was better. I lost. I didn't want to suck a cock, but since he could beat me up anyway, he said I owed it to him because I lost the bet, and that he would make me do it if he had to. Gary pointed off that he had committed to sucking me off if he lost, so a bet is a bet. I agreed with what he said, and he said he would not come in my mouth.
As I leaned down by his cock, I hesitated, and just looked at it, then he just pushed on the back of my head and I opened my mouth and took in his cock. He told me how to move my head and how much to suck. I sucked down on his cock and moved my mouth up and down his cock. His cock was really nice, and the experience wasn't bad at all. I started wondering why guys thought so badly of someone who sucks cock. I kind of liked sucking his cock and really tried to please him. Also it had my cock rock hard, and I was horny as a steer. I was sucking nicely and sliding my mouth up and down his shaft, even giving some nice attention to the head of his cock. It fit so nicely in my mouth.
I totally decided sucking cock wasn't bad, and he told me when he was going to cum and I finished him off with my hand.
Well after a few times we were playing that way each evening with me sucking cock more and more. One evening as I lost again, we doubled up for 2 blow jobs, then 4 then when the bet would have been for 8 he said, "I'll let you off the hook, you just do one blow job, but I get to pick how, and get come in your mouth."
I agreed, and to tell the truth the idea really turned me on. I had been fantasizing about him cumming in my mouth but didn't feel right about offering to do it myself. I lost, probably on purpose, I didn't seem to have any command of my brain.
He had me lay on the bed and Gary got on top so he was going to "fuck my mouth"
I was turned on so much, I didn't even pretend to not want to do it that way.
He slid his cock into my mouth, all the way in, gagging me with the head of his cock and driving some of it into my throat.
I didn't even try to protest, I sucked down on his cock. I sucked and he stroked his cock in and out of my mouth and throat, stroking and fucking my mouth with his superior cock. He fucked my mouth for minutes stroking in and out, slowly, really controlling and enjoying fucking my mouth. He was fucking deep and long, then he really was ramming hard. Ramming hard into my mouth, he was getting ready to shoot me his load of spunk. Shoot it into my now willing sucking mouth. Then it happened, I could feel him tense up and hold his cock deep in my mouth. His cock started pulsing. As his cock pulsed, it was pumping out cum, he stroked again, stroking and spreading his cum all around in my sucking mouth. I was being used, used as a cum dump, and secretly I loved it.
He also had me jerk off as he came and I guess having my cum while being a cocksucker, set the stage for what, I look at as my sex life today. Getting my pleasure as a hard cock shoots it's load into my mouth. Getting my rocks off while sucking cum was a trigger for what my sex life became.
After that for about two years we kept doing that after a while we didn't even pretend with a card game it was just me sucking him a LOT MORE than he ever sucked me. By then my cock had grown to 4 inches and his to just over 8, and thick. He used to show it to me just to be able to make fun of how his was bigger and superior. When we got back to our home city he started dating women and pretty much ignored me, so I found a girl to date myself. He didn't marry, he just continued to fuck around and chase women. He had landed a really good job, while I was working at the local grocery store.
When I got married, he was the best man at my wedding, and always kidded me about him being "THE BEST MAN", and whether I could please my wife with my little cock.
I told him she seemed pleased before we were married. (She told me later that it must have been the forbidden fruit of premarital sex that was the only thrill she got from me.)
After 3 weeks of marriage, we stopped having sex, with any regularity. Only about for once a month, then she wouldn't have any interest until the next month.
One night I was out drinking with Gary, and, I complained about not getting any sex at home.
I probably wanted him to let me suck him off so I could then get a good jerk off for myself as he came in my mouth, but he had a different idea. He said that my little cock wasn't pleasing my wife, and he would be glad to help out. (A Great guy)!