Our story started many years ago, when Tom and I were young carpenters working on various projects. In a gig economy we signed on a job until it finished, then looked for another opportunity. Sometimes we worked for each other. The only conflicts we ever had were about who was the better craftsman, who was quicker, who was smarter. Fortunately we never quarrelled about money. Tom was very assertive and I was somewhat shy. He never backed down and always had to have the last word, so we had a lot of sometimes tense discussions on religion, politics, and as we got to know each other, more personal stuff like our marriages, our sex lives, and even once about wether a circumcised cock was less pleasurable to masturbate. Tom was un-cut and I was not, so you can imagine our conflicting views on that matter.
I had seen Tom’s penis once when we were changing into bathing suits. It was about four inches long and the helmet just peeked out of his foreskin. I’m a grower, not a shower, so was a bit self-conscious about my normal size, although I am happy with the fully erect product. I didn’t want to give Tom any other excuses to bully me, so I kept my back turned.
As I got to know Tom better, certain characteristics began to emerge which I had not noticed before. He tended to let his wrist go limp once in a while and often spoke fondly of his summer spent with an opera troupe. One of the women we were working for actually asked me if Tom was gay. Once, when we had purchased sausage sandwiches, he held the bun up to my face with the big sausage end hanging out, dripping from the tip, and said, “Look how the juices are coming out!” He then licked the tip and put the piece of meat in his mouth, sucking on it.
“Mmm, that’s good! Try yours.” He looked at me slyly, waiting for my reaction. I knew what he was implying, but I was too shy to play along, so I just took a big bite and ignored his jest, just inwardly shaking my head.
He often complimented me on my great head of hair and my ‘turkey-leg forearms’, and how I had a great way with words. I enjoyed the flattery of course, but then he would piss me off with one of his argumentative comments. We were together a lot so it became a sort of ‘love-hate’ relationship.
We were once with a group of guys and the subject of ‘sucking up to the boss’ came up and Tom proudly stated that he had never sucked a cock that he didn’t like. This stopped the conversation dead in its tracks, but nobody dared question him because Tom was a big, good-looking macho man, so everyone just drifted away. Tom thought he was being metaphorical, of course, but that moment stuck in my mind.
As the years went by we saw less of each other. Tom’s two marriages fell apart and his kids were all off to school and I saw him only briefly as the paths of our lives diverged. Then one day we ended up on the same job and we were put together on a project. We were over sixty at this point in our lives, so of course we reminisced over our past and caught up on the present. I was driving Tom home after work and the subject of Scrabble, the word game, came up. I liked the game and am pretty good at it, and suggested we play sometime, although I warned Tom that he shouldn’t expect to beat me.
Well, that started it.
“I happen to be an expert scrabble player and I will whup your ass,” was his familiar aggressive reply.
“No you won’t, I’ll have to spot you a hundred points just to make it interesting,” I boasted.
“If you want to make it interesting why don’t we put some money on it?” he challenged.
I have an aversion to gambling, it makes me very anxious. I get very rattled when money is involved but I didn’t want to back down.
“Nah, I don’t want to take your money, let’s just play for fun.”
“Hah! You wish! You’re afraid to lose your money. I’ll beat you easily.”
I definitely did not want to have money involved, but I wanted to play, so I quipped, “Why don’t we play for blowjobs?” I thought this would end the wagering aspect, but Tom’s aggressive nature kicked in, and not to be outdone, Tom said,
“Have you ever sucked a cock?” hoping this would shut ME down.
I was taken aback, but not to be put down, I responded with a ‘repartee’. I laughed and said, “ Yep, and I loved every inch. and… it was good to the last drop. But I am not going to lose, so I don’t have to worry.” I grinned at him, thinking we were still just fooling around.
Tom got all sullen and said, “Well, I’m not playing for blowjobs, even if YOU want to.”
“Oh come on Tom! It’s not like we’ve never done it before.” I couldn’t resist poking at his latent homosexuality.
“So you HAVE sucked a cock!” he shot back.
My attempt at mirth had failed. I was getting angry, I could feel the old resentment of Tom’s psychological bullying taking me over.
“Sure, but so have you. I bet you had some fun times with those opera singers.” I shot back. I was taking a chance with that statement but I could tell right away that I had hit home by Tom’s face. He was blushing. I rarely came out on top with Tom when we had any kind of these intense discussions, so I decided to push the envelope.
“Look, I’ve got a Cialis tab that we can split and then we can talk about the first thing that pops up!” I said, laughing, still taking it all lightly. After a moment’s silence I said, “Of course, if you’re afraid of losing we don’t have to wager, we can just play.”
“I’m not afraid of losing. I always win!” he said, fiercely.
“Well then, what are you afraid of then, let’s play for blowjobs!” I really thought I had him, he would have to back down now. I was taunting him and enjoying it. Tom usually got me all confused and unable to come up with anything clever in these situations, but I was actually winning! Or so I thought.
“Alright, blowjobs then. But when I win, you have to suck me off and you have to swallow!”
“As do you,” was all I could reply. Then my mouth went dry. What have I agreed to?
I had no idea what Tom’s ability at Scrabble was, what if I lost? At that precise moment, I suddenly felt a familiar tingle in my genitalia and I thought, “Well, maybe that wouldn’t be so bad.” Losing a bet and being obliged to pay up had always been a sexual fantasy of mine. Being forced to suck a cock and not having to admit that I wanted to would take away my guilt. And although Tom didn’t know it, I HAD actually sucked a cock in my experimental youth. But that’s another story. Suddenly a part of me I was not expecting surfaced and I was surprised by my enthusiasm.
I was beginning to discover my homosexuality.
We had arrived at Tom’s place in silence. “Well, do you want to come in and play, or are you chickening out?” Tom challenged.
“Let’s play,” I managed to say. Surely this wouldn’t go as far as I was imagining.
Now a lot of winning at Scrabble is the luck of what letters one draws, but I think we were both willfully ignoring that fact.
Once inside, Tom suggested beers and I agreed, thinking a hit of alcohol would calm my nerves. I popped out a tab of Cialis, bit it in half and offered it to Tom. “You’ll appreciate this when you’re sucking me off. Chew it up and let it coat your gums, that way it gets into your bloodstream faster.” Now I was the one being aggressive again. Where was that coming from?
“Oh, fuck off, I can feel your lips around my cock already,” he shot back, smirking, taking the half pill. Our hands only briefly touched but I felt an electric thrill go through me. I realized by the charged atmosphere that we did not really need the Scrabble game any more, we were both in the same grip of some weird sexual desire.
“Let’s make a rule that anytime we score more than a twenty-point word the other guy has to remove an article of clothing. Strip Scrabble, sort of. I want you naked when you’re blowing me.” I couldn’t believe how I was pushing the situation, how assertive I was. I was acting like Tom. Tom was always the one who said the things that made me insecure and flustered, and here I was actually pushing him!
“Okay,” was all Tom said as he started setting up the board on the living room carpet. We sat cross-legged on either side. The air was crackling with tension.
I didn’t care if I won or lost at this point. In fact, I even considered losing on purpose just to make sure Tom didn’t chicken out. But I could see that Tom was just as nervously enthusiastic as I was. We masked our raw desires by setting up the game, which had now seemed to be a mere excuse for something else entirely.
The mental activity of searching for words from the letters on my board had become an effort. My cock was still trapped in my jeans but was trying to expand. The first few words were low pointer values but then I scored a twenty-five-point beauty. Tom dutifully removed a sock and I knew we were on our way. As the game proceeded we were more or less evenly matched and as we passed two hundred points I still had my tee shirt, jeans and underwear, but no socks. Tom had just lost his undershirt and was barefoot and bare-chested.
I then scored a forty-five-pointer and leapt into the lead. Tom stood to drop his pants and I got a view of the outline of his cock through his tight briefs. “I hope you like the taste of cum,” I taunted him. I was so bold!
“This game is not over. This is what you’ll be sucking,” he said, gripping his cock in his underwear and pulling it forward. Still aggressive, I noted. But I gulped, and could not tear my eyes away. My mouth was now watering.
The next few moves had Tom gradually catching up and us both wearing only our briefs. I finally got another twenty-pointer and Tom shuffled his briefs down and I got to see his almost hard member, the mushroom head fully protruding from his foreskin. I just stared, paralyzed with desire. My mouth was filling with saliva. Swallowing, I said, “Since you’re now naked if I get another twenty I get to fondle your balls, ok?”
Winning the game was by no means certain, but I wanted to feel his genitals no matter what.
Tom agreed and sure enough, I got another over-twenty word. I was well ahead in points now and confident of winning, so I said, “Turn around and get on your hands and knees. I want to get you horny so you can properly enjoy sucking me off.”
Tom snorted his derision but assumed the position, and I slid my fingers in Tom’s ass-crack and slowly let them brush past his anus and on to the scrotum, fondling his hanging balls and then slowly taking his cock in my hand, lightly gliding up to his purple mushroom head, caressing the underside lightly. I felt a bit of wetness which must have been pre-cum so Tom was definitely aroused, he spread his legs slightly, offering himself to me. This was going to be great! I brought my fingers to my mouth to taste the moisture, it was just like mine. Ah! The unique taste of pre-cum!
There were only a few letters left. I was anxious to finish the game and get Tom’s mouth on my cock. “Your turn, cocksucker.”
Tom turned back to the game with a smirk on his face which puzzled me. I assumed he knew he was losing, but his expression was almost jubilant. To my astonishment he put down all seven of his letters which, if you know the game, doubled his already high-scoring word and in one single turn put the game out of reach for me.
“I told you I never lose,” he smirked. “I hope YOU like the taste of cum.”
I was too astonished to reply.
I had lost! I had to suck him off!
And I knew I actually wanted to.
As I pulled down my underwear my now fully erect penis stood straight up, revealing my willingness to pay up for losing our bet. I should have been embarrassed, but I wasn’t at all. “Well I guess you win,” I said.
Tom looked me in the eyes and said, “Are you going to honour our bet?”
I suddenly realized that I actually really enjoyed Tom’s overbearing and dominating behaviour and that my mild rebellions were just to provoke more psychological bullying from him. I wanted to submit to his will.
“Of course, you beat me fair and square. I’m ready to pay up.”
Saying those words out loud was an acknowledgement that I was about to suck Tom off and I felt a wave of lust course through my entire body. I slowly pushed the board aside and crawled between his legs, settled on my elbows and took him in my hands. Tom spread his legs. My right hand cupped his low-hanging balls and I let my fingertips slide towards his anus.
With my left hand, I circled the base of his shaft and lined it up with my mouth. I suddenly realized that I was about to suck Tom’s cock and another thrill went through own cock. I slowly eased my tongue onto his already wet helmet, tasting again the slippery pre-cum and feeling the soft comforting surface flesh over the hard scary core inside that was going to shoot hot sperm into me. I willingly let this wonderful organ penetrate my mouth as deep as I could until it touched the roof of my mouth at the back of my throat. Then I tightened my lips and sucked as hard as I could, pulling up to the glans, visualizing the semen gathering under Tom’s scrotum ready to erupt into me. Then again down to the bottom and back up.
Tom leaned forward, reached around my side and took me in his hand, lightly squeezing and suddenly I was in cock sucking heaven, my cock being stroked and a cock in my mouth, and knowing that it was about to shoot its load any minute. I sucked and moaned for several more strokes, my mind wondering what it would be like for him to ejaculate in my mouth.
I didn’t have long to wait.
“Suck me off, loser! Aaahh! Oh yeah! Keep going, I’m going to cum!”
Tom was bent over my back, still pulling on my cock. I could feel his breath on my skin coming quicker and harder and then his hips started thrusting upwards pushing his manhood in and out of my mouth. My head was completely buried in his body. I felt I was part of him. It seemed right to give him this pleasure and I wanted to feel him cum inside me, to be dominated, to be his willing servant. My own orgasm was rising at these thoughts, so I sucked even harder and then his semen erupted. I could feel the contractions in the shaft as he shot his cum onto my tongue. Oh, the taste! The smell! The slippery texture!
My orgasm then started and I moaned so hard that his load almost spilled out of my mouth but I clamped my lips around his member as I felt my cum shooting onto Tom’s hand. In the midst of my bliss I gratefully swallowed Tom’s cum and heard myself moaning and groaning without any inhibition, almost as if it wasn’t me. But it was a part of me that I was just discovering.
I kept Tom’s slowly deflating penis in my mouth to guard against the inevitable ‘orgasm remorse’ that I always felt after sexual release. I put my arms around his hips. With my head lying on his lap and a fleshy, cum covered cock in my mouth I wouldn’t be able to feel so bad about my new-found homosexuality, and perhaps I could really, finally embrace it. At least I hoped so. This was all so new!
Tom’s head was resting on my back and mine on his thighs as we recovered and our breathing returned to normal. His innermost nectar still coated the inside of my mouth. I was enjoying the taste. We finally sat up and faced each other, both of us aware that our relationship had irrevocably changed. I licked my lips and Tom licked my semen from his hand. We both smiled, embarrassed but somehow accepting each other.
“I’ll beat you next time!” I said as we put away the game. Tom’s cock was swinging around as he moved, and I couldn’t stop looking at it. I still wanted it.
I knew I would have it again.
