Back in the days when you could hook up via Craigslist, one night I eagerly answered the following ad
51yo Daddy Wants to Watch You Suck Cock and Play with Your Ass
I figured he had a friend or partner I would suck, then get fucked by this Daddy and then be on my way.
When I got to the house, I was greeted by a grey haired but nicely built older man. He had great guns and based on the bulge showing through his faded jeans, I was anticipating a nice sized cock later. He was very masculine, and I was psyched this stud was going to breed me.
After a few pleasantries including a beer and some bong hits, he led me downstairs telling me he’d explain what he wanted when we got down there. I was expecting to see the other guy, but nobody was there. Instead, the basement was dimly lit, and the back root cellar door was replaced by a piece of plywood board turned into a glory hole. Next to the hole was a chair.
He led me over to a table with a computer set up and finally let on what he was looking for.
“If you’re game, I’m going hit send on this Craigslist ad I created letting the guys know that the private glory hole is open, and you’ll be sucking cock while the ad is up. I’m going to sit in that chair and watch you perform. In between ‘sets’, I’m gonna play with your ass. The better you suck cock, the better I’ll treat your ass. Let there be no misunderstanding: I am in charge, and you will follow instructions - You in?”
I think my raging hard-on answered the question, but I gave him an enthusiastic YES!
He hit send and then instructed me to strip down. Once I did, he handed me a Bike jockstrap straight out of the package, which I eagerly put on. I was given knee pads (the kind floorers wear) and after he gave me a good once over, he nodded his approval. I had a raging hardon in anticipation of what was to come and noticing, he took my balls and giving them a good twist and putting his face into mine told me, “Don’t you dare touch your cock until everyone else, especially me, has been taken care of! You hear me!!”
“Yes! Of Couse!” I replied, which only got me hotter.
We went over to his computer, and he had several responses already. A few back and forth and dick pics, and my first cock for the night was on his way with a second not far behind. While we waited, we finished our beers and a few more bong hits for good measure.
I could hear someone pull up and get out of their car. I got to my knees in front of the hole and Daddy got in his chair.
A crotch came up to the hole and it wasn’t long before I unzipped him and took out his cock. It was gorgeous with lots of thick veins (a real turn on for me). I took the tip of my tongue and traced the outlines of all those veins teasing him into hardness. Once he was engorged, I slowly took him into his mouth. I glanced over at Daddy, and I could tell so far, he was pleased with my performance. I worked my mouth up and down and eventually got his head deep into my throat held it down as long as I could (I’m a pretty good cocksucker from all the extensive practice I’ve had). Sometimes I would move my head up and down working his entire shaft with my mouth and tongue, other times I’d get his cock deep inside me and hold it, and now and then I’d lick his balls and head. I knew I was driving him wild by his constants screams of “fuck yeah!” and “that’s feels so goddamn good!”
After a good 10 minutes, I could tell from his moans he was ready to come so I went deep down his cock, and he shot his impressive load deep down my gullet. I finished him off by using the tip of my tongue to get the last bit of jism out of his slit before he pulled back quickly, zipped up and took off.
I turned to Daddy and he said “Good job but next time I want to see that cock cumming into your mouth or on your face. I’ll tell you which.” I nodded in understanding and told him I’d do better the next time.
It was only a few minutes later when the next guy showed up. He pulled out his dick and shoved it into the hole. It was very thick, and he must have been pretty horned up because he already had some pre-cum that I licked up like the cum loving hungry cocksucker I am. I worked him up pretty good just like the last guy but making sure there was no chance he would come when he was inside my mouth.
When I felt the guy coming close, I glanced over to Daddy. He pointed to his face, my cue to where the guy should cum for this round. I timed it pretty good, and I had him out and his cock aimed at my face when he shot his load like a fire hose. This guy was filled with cum and it felt like the cum of five guys was on my face. I used my tongue to clean off whatever was left on his cock and as most of them do, quickly zipped up and left.
Daddy instructed me to crawl over to him and with his finger he started wiping the cum off my face and feeding it to me in a slow and deliberate manner. When he was done, he told me to take off my jockstrap, wipe the rest off my face and put it back on. I was to use my jockstrap as a cum rag for the rest of the night
After I “cleaned” myself, he told me to get up. We went to the computer and set up another performance. The guy was 30+ minutes away, which Daddy said he was OK with because he said it was time for me to get my ass worked.
There was a workbench over on the other side of the room and he told me to get up on it on all fours. He manually positioned me so that my ass was pushed out and totally exposed and a comfortable level for his hands. He started by giving my ass a huge slap
“Who owns this!” he yelled
“You do!” I replied
“Good little cocksucker whore”
He started fingering my ass with a small touch of lube. He had an amazing technique that really got me going, as he slowly worked the hole open. My ass was gyrating in pleasure, and I started to back into his finger, and then he started working me with two fingers. He then opened a drawer that I couldn’t see and before I knew it, there was some kind of small butt plug being worked up my ass. I’m not sure what it was but it had some kind of angle to it that made it feel incredibly good inside me and my cock was bursting at the seams with my raging hardon. I was seriously horny and instinctively reached for my cock. A hard smack to my ass made me quickly take my hand a way as I remembered his warning.
He kept working the plug driving me to new heights of horny insanity but now the third guy pulled up and it was time for my next performance. I got off the table and assumed the position at the glory hole.
I was truly insane with lust and when the guy got his cock out, and I went munching on it like I hadn’t been fed in months. Since I couldn’t touch my own cock, I kept forcing his cock down my throat as far as I could. Somehow, I hoped that deepthroating this guy would compensate for my own cock but of course it only got me hornier. I could tell Daddy was enjoying my crazy lust and his hard on was pushing against his jeans in appreciation of my performance. This time he stuck out his tongue and pointed to it. I grabbed the guy’s dick, got my tongue out and with a few good strokes, he shot his load onto it. I turned to Daddy, and he watched me swallow all of it down. I squeezed the last few drops out of him and he was on his way.
Daddy set up another guy, who would be over soon.
“Let’s see you suck one more. If you do a good job, I’ll give you the fucking you deserve. Now get back on the table”
When I was on the table, he reached into the drawer again, and this time a huge butt plug was slowly worked into my ass and in place just as the Act IV arrived. Daddy told me to make sure this guy hosed my entire face.
Needless to say, I was at my absolutely cocksucking whore best and the guy was spasming out cum that drenched my face in his delicious froth.
After he left, and me still on my knees by the glory hole, Daddy told me to give him my jockstrap and when I did, he took it and wiped up my face make sure the cum stained jockstrap got into my mouth now and then. I eagerly sucked on it when he did.
He then stripped down to his own jockstrap and shoved my face into it.
“Yeah, lick every bit of it. I wore it at the gym today and it’s got my cock sweat all over it.”
When he had enough of my jockstrap cleaning, he pulled his dick out. His dick was massive! And it took me about a nano second to take it into my mouth and start working on it.
But Daddy wanted my ass! He pulled me up and took me to the back of an old recliner, leaned me over it and spread my legs. He lubed up my ass and then quickly but surely had his dick way up inside me and pumped my ass with a slow steady motion. I could tell my performances really horned him and he was really enjoying the ride.
After a while, he pulled out, took off my jock and put it up to my mouth.
“Finish eating the rest of this cum whore”
I eagerly took it and sucked out as much sperm as I could while he re-entered me and with a huge shudder squirted what felt like a bucket of cum up my ass.
Leaving his dick up my ass, he reached under and started jerking me off and it didn’t take long to cum my own bucket of jism. He had me so that my cum fell into his hand and when he squeezed out the last drop, put his hand to my mouth and told me to lap it up.
After I got every drop, we both got dressed. We headed back upstairs for another beer. I told him what a great time I had, and he said he I put on a good show and would be sure to use me again.