New Horizons - the Next Day

Laying there in bed the next morning, I could still feel my ass wrapped around Alex's cock. I groaned. Wishing his cock had really been in there instead of the remnants from a dream. As the feeling of his cum leaking out of my ass waned, I started to wake up. Rolling out of bed, naked, I made my way to the shower. I had cleaned myself up last night after reaming my ass with the biggest dildo I had, after Meeting Alex at the bar, but my crotch was coated in my own cum and my ass was sticky. I was already starting to forget the dream but I must've leaked precum the whole time. Letting the shower warm up, I saw Alex's card. A reminder that I was still supposed to meet him, at his office, in a couple days. Stepping into the shower and letting the water run over me, I started to wonder what his proposal could possibly be. Why wouldn't he just want me to service him last night? Why did I need to go to his office, if it was about sex? Was this some kind of trick?

Then I remembered how thick his cock was, hanging heavy between his legs. The smell of his leather. The smell of his cigar. The drop of precum hanging from the tip. My balls tightened and my cock twitched. My ass felt even more empty. I imagined sucking the tip of his mushroom head, tasting that drop. Running my tongue around the ridge. Slowly letting it deeper into my mouth, feeling him get harder. I was leaning against the tile of the shower now, letting the water run down my back and and over my ass. The water finding its way across my empty hole. Pushing my ass out, my cheeks naturally spreading to let the water tickle that hungry unused hole. I was holding my cock and balls, moving my hips and squeezing my kegels unconsciously. His cock pushing against the back of my mouth, stretching the opening of my throat. His cock hard as a rock, pushing past my gag reflex. Holding me there with his big hands. Letting my tight throat relax and milk his cock. My balls getting tighter, my ass getting hungrier. I started leaking precum, mixing with the hot water from the shower. Moaning; and then I came. Thick rope of cum. Just from thinking about sucking his cock. I collapsed against the tiled wall, barely holding myself up.

Shaking myself back to reality, I finally washed up and got out of the shower. Last night at the bar I had been about 30 seconds from getting on my knees and sucking that big cock in front of the whole bar but he had stopped me.

"No, I'm not going to let you suck my cock." he had said. Which threw me off, especially with my social anxiety. I am terrible with small talk in the best of situations and being there at the bar, wearing leather and my cock locked up in a chastity cage for all the world to see, wanting to find some cock had made it all but impossible. When I was younger, I didn't care too much about chitchat with the guys I met online. At least in person, back then it was easier to actually chat with people in chatrooms with them immediately wanting your cam open or immediately wanting to hookup. I would get to know them at least a little and then in person it was all speed ahead but very little socializing. I never really had a "buddy." Sure there were a couple guys I serviced more than once but since I'm bi and heteroromantic so I was more interested in dating and getting to know women.

There had been one guy, around my age, that I actually enjoyed talking to and hanging out with after the sex but he seemed to be interested in more than just sex and I simply could not reciprocate. He ended up finding that with another guy. I still couldn't reciprocate those kinds of feelings but as I had gotten older I felt like I had shortchanged myself by not being more open to at least actually being friends with any of my male partners. Now what I really wanted was a safe friend, where I could be as slutty as I wanted for him and still hang out whether we had sex or not. I had had plenty of female "friends with benefits" but never a guy. Which is why I had found myself at a bar looking for cock last night.

After toweling off, I stared at Alex's business card again which I had stuck to the bathroom mirror, so that I couldn't just shrug it off. Which is what I would've done in the past. I wondered what exactly he did for work. It was a very nondescript card, with just his name, email and office address. Downtown. He had said was an investor of the bar I was at last night. Using that influence, he had said, to keep the bottom feeders away. Which was intriguing to say the least. I wonder how long he had been watching me before deciding to step in and then sit down right next to me. I remembered his had on my leather covered leg. Remembered how it feel when he moved his had up to my naked thigh, just above the leather but still not quite any nearer my cock. He knew there was a puddle of precum on the leather stool between my legs, though that was an educated guess; I'm sure. It was clear he hadn't sat down immediately after getting the word out that I was to be "left alone."

Getting dressed, I finally managed to break myself from last night and started thinking about the work day ahead of me. I had a few meetings for bid proposals, and a couple of easy jobs lined up. The next couple of days would be slow, and either I'd be very well prepared to meet Alex again or I'd spend that time worried and imagining the worst possible outcomes. What I didn't want was to be so horny by the time I got there that I couldn't be civilized and not think about his cock in an anxious all-but-mute interaction or immediately down his cock at his first offer. It occurred to me that I should just online and hookup with the first decent looking cock that messaged me.

"Don't do anything stupid before Friday," Alex's last words rang in my ears. Fuck. I didn't want to disappoint him, even if I didn't owe him anything and even if he wouldn't know. I knew I'd wait. Even if that meant I'd be hornier than I'd ever been by Friday afternoon.

Grabbing my wallet, keys and phone I headed out to my first appointments. The first stop was simple enough, a lady wanted her bathroom remodeled. All the bells and whistles, of course, and I knew (contractor's intuition) that I wouldn't be taking this job one way or the other. At least a third of what she wanted either shouldn't or couldn't be done. I don't take on those jobs, she could find someone else to bilk her for her money and not get what she wanted in the end. I knew that ten minutes into listening and her showing me her dream board. Which she was very proud of. My mind started to wonder. She wasn't a bad looking lady, maybe ten years older than me, divorced and plenty of other contractor's might have taken on the job just to see if they could fuck her or at least catch her naked. That's not my style, but it doesn't stop me from wondering from time to time. I had never had anything like that happen to me even though you hear those kinds of stories from other contractors and service guys all the time. Of course, it's usually only from men who do not have the looks or the wit for it to be believable. Such id life though, I guess.

Next stop was for an addition. Big job. The homeowner definitely knew what he wanted even had the price already. Laughably low, of course, it was a big job all but doubling the size of the house. My mind started wandering because I knew he wouldn't accept my price or even haggle. Alex's cock was the only thing I really wanted to work on. I started wondering if this guy knew he could get his cock sucked if he just tried right now. If he pulled his cock out, I might unconsciously get on my knees without even thinking about it. Though, ion my mind I'd still be sucking Alex's big veiny cock. I stole a glance at the homeowners crotch while he was pointing to something. He had a nice bulge his jeans but I doubted it was as big as Alex's. I mentally doubled the number the homeowner had already given me. It'd still be a lowball bid for the extent of the work. Adding foundation, subpanel for the electric, tying the plumbing into the existing was impossible and I'd have to do it in the ground outside. His existing house was on a slab foundation and he wanted a crawlspace on the addition and nothing inside the existing structure touched except where the framing had to be tied in. Separate HVAC. He might as well have a second house built in his backyard and as expected he balked at the price and told me to go fuck myself. Jokes on him, that's exactly what I was going to do when I finally got home tonight.

Next couple jobs went smoothly. Existing clients. Fixing some drywall the kids had tore up for one then changing out some outlets and a water heater for a wonderful older widow. She always tried to give me more money that I quoted, which I never took but she always insisted I take some dinner home. She loved to cook, but didn't have anyone to cook for except herself. I also loved to cook but didn't bother to much for myself even when I did have time.

It was dark out by the time I walked in the door. Set my dinner on the kitchen counter and went to get undressed. Turning the shower on, I looked at Alex's card again. I needed some cock so bad. I hopped in the shower but I didn't let my thoughts about Alex's cock wonder too far this time. I shaved my thighs, cock, balls and ass. Leaving a bush just above my shaft. When I got out and after I had dried off, I got the electric trimmers and trimmed my stomach and chest. Cut my hair and hopped back in the shower to rinse off real quick. After I was cleaned up I walked around naked. After dinner, still naked I caged my cock and lubed up my ass for a nice big plug.

Even though I used toys regularly I was always tight at first, very forgiving but tight. Men always loved it when I was younger, one thing my ex couldn't appreciate with her strapon. I had never been fucked while caged as it was new since the divorce but having the cage on and a plug in made my cock and balls extremely sensitive and it wasn't long before my soft cock was dripping precum. The only way I could actually cum while caged was to suck on dildos or fuck myself but I could never keep it going after I started cumming. My body would shake and convulse as I neared, it was a completely different kind of orgasm. At times I wouldn't actually ejaculate but the waves of pleasure would rebound inside my body and all I could was was continuously try an fuck myself for as long as I could hold on to the dildo or stand if I had the thing stuck to a wall. Eventually my knees would buckle and I'd have to stop.

Tonight though I was just going to enjoy being caged and plugged, I didn't want to disappoint Alex even if it was just a dildo. Why did I care what this stranger was disappointed in? We only talked briefly. I really didn't know anything about him. My cock and balls tightened, my ass was trying to milk the plug. Squeezing it over and over again. My stupid cunt couldn't tell the difference between a fat plug and a cock, I guess. Leaking ropes of precum now, I relaxed and waited. Feeling my kegels contract automatically while my ass was desperate. Thinking about Alex's big hard cock planted deep in my ass. Milking his cock while he waited for it to relinquish it's hold on him. My cock was swollen inside it's prison and could feel the knot in my ass getting fatter. The tip of the big plug resting right next to it. Rocking my hips. pushing my ass in the chair. Tugging on my nipples, pinching them hard and pulling. Feeling the tension in my balls build. I reached down with one hand and started playing with them, squeezing them gently. I had porn on but i wasn;t watching it. Just listening, allowing the sound of the two men fucking mix with the scene of Alex impaling me playing out in my head. His big cock slowly working me with long slow strokes of his cock in and out of my ass. My hole stretching and getting wetter. Him burying it deep inside my ass, digging it out making it slurp and suck on his cock. I could feel his precum starting to work it way out and drip down my ass crack. In reality my ass was pushing and pulling on the plug. Effectively stroking the plug. The skin puckering as the thickest part of the plug would almost pop out before being sucked back in. I was laying on my back by now and my precum was covering my balls and running down to the plug. My cunt getting wetter. I was starting to shake. I wanted to cum so bad but I relaxed, I didn't want this to end. I was practicing for Alex. I wanted him to know he missed out the other night. I was on the verge of being desperate the other night at the bar but it wouldn't have been as good as I wanted it to be. It would've been wham bam and done. I picked up the dildo and started sucking on it. I was already on the verge and I made myself suck it slow. Just the big fat head. Running my tongue around it, just like I had imagined sucking Alex's cock in the shower this morning. Wanting to coax that drip of precum into a flow, sucking on his cock like a big nipple I was trying to get milk from. Feel him swell and moan, sliding him deeper in my mouth millimeter by millimeter as he got more and more sensitive, more and more insistent. I wanted Alex to fuck my face, but not until i had driven him over the edge of need.

I couldn't stand it, my ass was squeezing the life out of this plug and I pushed the dildo into my throat. Let it sit there, gagging on it hard at first and then more and more gently as I got used to it.

"Got to gag to get off," that's what I used to tell my wife when I was teaching her how to really take cock and deepthroat it, not to be afraid of the gag. She loved watching me suck on her strapons but i need to taste real cock. I needed that tight soft flesh working my throat. I needed to hear the pleasure it gave. My balls were tight as i sucked on that dildo, thinking of Alex's cock. I pushed it balls deep. Feeling those silicon balls on my chin, covered in spitlube. I held it there, working the bottom of the shaft with my lips and pushing my tongue out to lick those balls. I was shaking and gently gagging. I started to cum. Not shoot it, just a steady stream of cum running out of the cage and covering my crotch running down my ass around the base of the plug. Shaking. Milking that dildo with my mouth. Milking that plug with my ass. Finally I collapsed. I let the dildo slide out of my throat and left the plug in a lil while longer. My smooth lil hole convulsing around it still.

I got up, managed to get showered. Again. my minded wandered while I cleaned up in the shower. Still one more day until I could find out what Alex wanted or intended for me. I wasn't sure I'd go through with whatever it was but I was damned sure I'd be desperate enough by the time I met him Friday afternoon. I'm all but certain that's why he told me, "Not to do anything stupid."