Jeff, the Escort

Jeff is an escort that I’ve hooked up with over the years. We just met again for the first time in over three years and it was very satisfying.

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  • 1809 Words
  • 8 Min Read

I first met Jeff about 8 years ago. I had seen his profile online and was immediately smitten. 5 years older than myself, half a foot taller at 6’6, a solid 220, Black man, a stunning smile, bald, goatee, and a massive 9.5 inch thick cut cock. Oh yeah, he was build like a linebacker, solid muscle.

I found the idea of paying for sex more of a turn on than I anticipated. I messaged him through the hook-up app and almost immediately he responded. I  wasn’t expecting that. Long story short, we exchanged a few more messages and I decided to go for it. His fee wasn’t outrageous, and I was so enamored with him that I went for it.

When we finally did meet up, Jeff was the real deal. His cock remained brick hard for the full 90 minutes I’d bought. I slobbered all over that fuck stick and Jeff almost broke my jaw skull fucking me. I was fucked missionary, doggie, on my side, I rode on top. I couldn’t get enough of that dick and Jeff was so fucking hot as he continuously encouraged me to “enjoy that dick”.  He ended up creaming my hole after it was all over and I was thrilled to have been railed every which way. I definitely felt I got what I paid for and then some.

Jeff and I met a few more times over the years and it was more of the same. No complaints from me, I knew what I was getting and that cock was like a magnet, it has always drawn me back to him. No doubt the man was blessed to be born with with a Big Black Cock, and it didn’t hurt he was easy on the eyes and a really nice guy; with a bit of a dom side in bed.

Well, Jeff had moved away from the area for a couple of years and just recently I saw him back online on the very same app where we had met all those years ago. He reached out to me and I couldn’t resist him. Memories of all those times he pounded my pussy came flooding back to the forefront of my mind. One specific memory of him nailing me on my stomach caused my locked dick to leak. Jeff had updated his profile pics, he was still looking mighty fine. He’d grown out his goatee which now had a bit of grey, and it just made him look all the more attractive.

Jeff and I decided to meet at a nearby motel after I finished work just yesterday. I was very excited to see him again, and he said he was excited to see me, too. I believed him, even though I’d be paying him. In our recent message exchange I’d let him know I’d been taking fists these days and he said he would love to explore that with me. So I booked two hours of his time.

I checked into the motel room and began to douche really well. I’d taken along with me some gummies, poppers, gas mask, and some toys. I wore a red Nasty Pig jockstrap and my harness. I was definitely down to get fucked and fisted as the chemicals of those gummies kicked in.

My heart skipped a beat when I heard a knock on the door. It was time to reunite with Jeff. I opened the door and Jeff stepped inside. An imposing figure given his height and massive body. I couldn’t believe this man was actually in this motel room and was going to have sex with me. Jeff put his jacket down on a chair and I watched as he undid his belt buckle and pushed his khaki pants down to the carpet.

His straining bulge poked through the fabric of his black Hanes boxed briefs. I stared, mesmerized.

“Go on, that’s what I’m here for. Enjoy yourself.”

I knelt down in front of Jeff and placed my face in his crotch, and I inhaled. Ohhh, the glorious musk smell of crotch. I was becoming light headed just from the deep breaths. I pushed his boxer briefs down just enough where his hardening shaft bounced out, the eye staring me in the face.

“Oh fuck, I’ve missed this beautiful cock. Look at that, so fucking good.”

I looked up into Jeff’s twinkling eyes as he watched me dart my tongue out, swiping at that huge mushroom cockhead before opening wide and taking as much as I could down my throat. It was like being reacquainted with an old friend. The familiar feeling of my jaw stretching wide open brought be comfort. For the next 15 minutes, Jeff stood there and let me completely pig out on his cock.

I moved onto the bed and hung my head over the edge and asked Jeff to fuck my face. He reached down to twist my nipples while his cock dove in and out of my wanting throat. Jeff then pinched my nose and buried his dick all the way down to his balls. His balls were covered with a fine coat of hair. I especially loved t-bagging them, each the size of a large plum to match that ginormous shaft.

At this point my asshole was begging for something to fill it. I flipped myself over so now my ass was at the edge of the mattress, ass up, face down. Jeff coated his cock with some grease and began to feed it to my hole inch by inch, slow and steady. It felt like Jeff was splitting me open in two at first but once I hit the poppers, the switch was flipped and I began to push my hips back. Jeff slapped my ass the way I like it as he encouraged me to give his dick a good ride.  I was moaning loudly and I’m sure other people could hear me through the thin walls, but I didn’t care. I lost myself on that massive fuck tool that I was paying for.

Jeff must have been reading my mind because soon my cunt was wide open and wanted something more substantial inside it. Jeff greased up my 10 inch dildo that has some good girth and he slowly began to wedge it inside, right below his cock. I kept hitting the poppers and my pig hole responded well and the remaining inches slipped inside perfectly. I was singing like a choir boy feeling both, Jeff’s real cock, and the fake one, inside me. Then Jeff began to thrash me with the toy using his hand while he also fucked me open with his big dick. Oh my, that was truly something special.

We paused for a moment and I told Jeff I was ready to take his fist. I rolled onto my back and held my legs up and raised my pussy hole up on a pillow. Jeff’s long fingers scooped up some Crisco and he began to push it deep inside. He did this several times making sure I was coated in a good amount of it.

I grabbed the gas mask at this point and placed it over my head. I could feel Jeff’s fingers working my hole as the fumes fucked with my head. I was ready. I popped the mask off, reached down to Jeff’s hand and balled it into a fist. Then I assisted him to just shove it up inside me. Jeff pushed just past his wrist and let my hole get used to his huge hand.  That’s when I put the mask back onto my face and screamed through the mask, “punch it! Fucking punch my cunt open!”

Jeff laughed at me as I’d turned into some kind of wild sex man but he gave me exactly what I wanted. I watched Jeff flex his arm as he balanced his weight and closed fist punched my cunt right open.  Again, the octaves I achieved were surprising even me as I wailed in utter bliss.

Jeff continued to fist me in this position, on my back. He had been gut punching me right hook, left, right, left, harder and faster building up energy with every blow. The series ended with Jeff pushing his left fist inside me half way to his elbow.

“Can you take it, pig? Want my forearm in that butthole?”

Jeff liberally greased up the exposed part of his upper forearm as I hit the poppers once more and slowly, Jeff continued probing inside me, his fingers finding their way like a snake up inside me further and further until my hole closed around his entire forearm like a sleeve.

Jeff had me positioned now on all fours as he pushed my largest toy up my bum hole. Fuck that stretch was good. Then he walked over to my face and treated me to another deep face fuck. I was slobbering everywhere and choked several times.

I knew we were getting close to the two hour mark and also know that all good things come to an end. I flipped onto my back and begged Jeff to fist me while his cock was inside me, too. I wanted him to jack off inside me. I watched his face as he used my hole to get off. His movements caused me to have an assgasm and when my hole clamped down , he came very hard and his fist left my ass and he fucked his big load deep inside my ass.

Jeff laid down next to me on the bed to catch his breath while I sucked his cock to clean it off and to taste any cum I could work out of his balls. When I finished I leaned over and just looked at this fine man resting next to me. Once again Jeff had delivered the goods and my body was tingling all over.

Jeff composed himself and went to the restroom to wash up. I gathered his clothes from the floor and laid them on the bed so he could easily access them. He came out of the shower with a towel around his waist and fuck fuck fuck, he looked so hot.

I told him he was an extraordinary looking man with very special talents. I not only paid his two hour fee, but gave him a very nice tip for the amazing service he provided.

Once Jeff left, I stuffed my ass with toys as I still felt I needed to bust a second nut. In some ways getting off just using my asshole is more satisfying than having my dick in my hand. It’s much more work, but much more rewarding.

I’m sure I will see Jeff again sometime soon. Now that I’ve had some of that dick, I know I’ll need more.

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