First Anal with a MAN by DougsLair

“Well, that was three days’ worth.”

“Wow. I hope you will save it for me the next time, it was nice. I enjoyed being your cum receptacle.”

I got dressed, Fred picked up a towel to wipe of what my lips had missed.

I left right away. Couldn’t wait to return.

It was over two months before I was able to get back with Fred. Not for lack of trying. I’d sent several emails to him, but received no response. Disappointed, but hungry for cum, I looked for some way to get safe, clean, disease free cum. Craigslist no longer allowed personals. I could find no way to find other, interested guys.

After a couple more weeks with no luck, in desperation, I tried emailing Fred, knowing I’d get no response.

The next morning, while reviewing, my emails, I was shocked to find a response from Fred. He told me they’d moved, and between packing, moving, unpacking, and getting new internet set up, he’d had no way to contact me, or answer emails.

He asked if I was still interested, which, of course, I was.

It took me about 25 minutes to get to his new house. I parked in front, Fred opened the front door as I got out of my vehicle. He was in a light bathrobe, barefoot.

He said nothing as he opened the door. He turned away as I closed the door, heading into the house. I took off my shoes, and followed.

Up a flight of stairs, I found us in a nice bedroom, roomier than at his old house.

Fred had taken off his robe, standing by the bed, waiting for me. I took off my tee shirt, hanging it on the corner of his closet door. I peeled down my shorts. I wore no underwear. Why bother? I hung my shorts on the door.

Turning to him, I found him already on his back, legs slightly spread, looking at me.

Silently, I knelt between his legs. I stroked his legs lightly, easing them apart.

I leaned in, my mouth opening to receive his soft, uncut cock. My tongue made first contact. I carefully inserted the tip of my tongue into the foreskin hiding the hole at the tip of his cock. I lightly touched the hole pushing slowly around the head, stretching the foreskin aside. Using only my lips, I exposed more of the head. I moved the loose skin aside as I took more of the head into my mouth. The shaft was firming in my mouth.

This was the exciting part of cock sucking for me. A cock getting excited and thickening in my mouth, all due to my actions. This one was all the much more exciting, because of how thick it was. The head was thick, it filled my mouth nicely. The further I slid my lips towards the base, the thicker it got. At the base. Hmmm. Nirvana. A nice, thick, throat filling, chocking stalk of flesh. All for my enjoyment.

I applied suction, and slowly pulled my head back to the tip of his head. I tongued the head, ran my tongue around the inside of his foreskin, stretching the foreskin away from the shaft. I bobbed my head, my lips on the head of his cock. He was getting thicker. I could feel it in my mouth.

I inhaled, and inched my lips down the long, long length of his shaft. I periodically would apply a light suction, and swallowed, working mu mouth and throat muscles to increase his pleasure.

It worked. I heard a soft moan, and felt the bed shift. I looked up, I saw him looking at me. My lips locked on his cock. His eyelids were mere slits; He was holding himself up by propping his elbows under him. As I watched, still nursing on his cock, his eyelids opened, I noticed his eyes rolled back. I took this as a good sign, and slowly continued my descent on his cock. It reached the back of my throat.

Decision time. Breathing through my nose, I slowly eased down.

Down.

Down.

My lips touched the base of his cock. I looked up at Fred. His eyes locked on mine, almost a look of disbelief in his eyes, as he looked at me. My lips. His cock, buried all the way into my mouth. Into my throat.

I swallowed.

The muscles in my throat milking his cock.

Another moan from Fred.

Still looking in his eyes, I applied a strong suction, my tongue thrashing all around his shaft as I withdrew.

He was fully hard.

His cockhead was dark purple, filled with blood from his excitement.

Still watching him, I began a fast bobbing of my mouth and throat on his cock.

Fred’s eyes rolled back.

I thought I caught a taste of his cum.

Mmmmm.

“STOP!”

The first words spoke to me since I’d arrived at his house.

“Please…I’m almost there…ready to cum.” He said.

I moved back to engulf the head of his cock.

“No. Please” he said. “I need a break for a moment.”

Fred sat up, motioned me aside, and got off the bed. He turned, grabbed my ankles, and pulled me to the edge of the bed.

His head shot down, taking my soft cock into his mouth.

Oh fuck, did that feel good. Really good. Not the best I’d ever had, but then, there’s no such thing as “bad” head.

I felt Fred’s finger at my hole. Lightly touching, probing, teasing. He withdrew his moth from my cock. He put his finger into his mouth. Looking into my eyes, he sucked his finger, moving it in and out as he did so, as if giving his finger a blow job.

As his finger, wet with his saliva, touched my hole, his lips fell back onto my cock. His tongue began playing with my cock head, his finger began playing with my asshole.

The in my asshole.

His finger slid into me, I relaxed my ass muscles. His mouth had sucked in my firming cock.

He was giving my cock a good workout, he’d make me cum at this rate.

His finger was beginning to burn a little in my ass. His saliva had dried out, my ass was getting raw.

“Can you please wet your finger again?” I asked.

Fred pulled off my cock, and pulled his finger from my raw asshole.

It hurt.

He got up, went around the bed, and rummaged in the nightstand. He walked back, a tube of lube in his hand.

He knelt down between my legs. He opened the tube, his hands disappeared below my sight line. I felt a cool lubed finger enter my ass.

It withdrew. More activity out of my sight, and now it felt like two lubed fingers stretching my hole. It didn’t hurt, aside from the slight remaining burning sensation. As he bumped my prostate…it felt…kinda nice.

He returned his mouth to my cock. Between his mouth on my cock, his head bobbing up and down on me, and his fingers working my asshole, I was feeling really good.

I laid back, as I felt my cum rise.

“Mmm” he said “Tastes like cum. You getting ready to cum for me?”

“Yes. I think I’m close.” I replied.

He pulled back.

I sat up slightly, he held a condom in his hand. He looked at me, his look questioning…

“Yessss” I moaned in a low whisper.

This was what I wanted. My ass cherry popped. Fred’s extraordinarily thick cock, stretching my virgin hole was exactly what I wanted. Our very brief conversations to date, indicated a doubt, bordering on refusal, to even consider fucking my virgin hole with his thick cock. No one, with the exception of a totally homosexual guy many years ago, would consider it. No other woman, including his wife, no old girl friends, no one would let him in their ass, except that one time with that one guy.

And I wanted it. His cock. Knowing how thick it was, knowing my ass had never accepted a cock, ever, I wanted to feel it. I wanted pain, just like a virgin girl. Not a lot of pain, not serious permanent injury, but pain. Be taken like a girl. If I was to play the part of a girl, a sissy, I needed to pay the price.

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