Jimmy D part 2

by Oldfinger

22 Jun 2023 761 readers Score 8.0 (7 votes) PDF Mobi ePub Txt


In the first part of this series my old friend Jimmy De Angelo made a visit to my humble abode, while I supplied some entertainment via a new friend, Michelle, a shemale I had been introduced to in a Country/Western bar. At the end of the first part the three of us: Jimmy, Michelle and I were piled up together in more or less, orgiastic bliss while yours truly hadn’t been properly satisfied…yet.

Michelle peeled herself off of Jimmy and eyed me laying misbegotten and naked on the floor. My poor forgotten penis, while still reasonably erect, was starting to fade into flaccidness. I wiggled my finger at her, urging her to come hither. She got down on all fours and crawled up the length of my body, kissing my cock, then navel, then nipples before placing her mouth on mine.

“Sit on my face,” I whispered. “I want to eat your cute little asshole out.”

“Its full of Jimmy’s cum you know.” she cautioned.

“Mmmmm, I know. You think this is the first time I’ve eaten his cum out of someone’s ass?”

She started giggling and rearranged herself so that her ass was just above my face. A small drool of cum had leaked out of her and was hanging from the lowest point on her buttock. I licked this up and let my tongue follow its shiny path back to her rectum. She squirmed and wiggled from the tickling sensation. I slid my tongue into the entrance to her asshole and twirled it around in circles as she shuddered at the pleasurous feeling my tongue provided. She then relaxed her sphincter muscles for just a second and a spurt of cum was released which landed on my lips and tongue. 

“Jimmy! I’m eating your cum!” I announced.

“How do you like it second hand?”, he countered.

At this time Michelle lowered her butt down on my face and smothered my reply to just “Mmmmff.”

I maneuvered my face around so that my nostrils were clear of her butt so I could  breathe and my tongue went to work seriously on her asshole. Oh! I’m in heaven. She relaxed her sphincter and the rest of Jimmy’s cum flooded into my mouth. I could feel Michelle pushing her guts into my mouth and my tongue was going crazy teasing her insides. Oh God, I wished I had a six inch tongue!

While all this was going on Jimmy maneuvered himself  in between my legs and started flopping my dick around while licking the softer underside and down onto my balls. I needed my cock to be in his mouth, but as my mouth was tied up with other duties all I could do was hump my ass up and down and hope he got the idea.

Aha, Jimmy started sucking on my dick head and I felt my little guy getting stiffer by the second. Then he took me deep into his mouth as he bobbed his head up and down with his lips gripping the slippery skin and sending an electric feeling deep into the base of my cock. Oh, don’t ever stop this, I remember thinking. Up and down went his talented lips. Just a little longer and I’ll feel a climax only the good and virtuous can experience. Suddenly

Bzzzz Bzzzz

What the hell was that. No. No! The door bell. The door bell from Hell. Go away.Go away whoever you are. 

Bzzzz. Bzzzz again and now pounding on the door too. Jimmy lifted his head off my cock and asked, “Is that the cops?”

Michelle looked anxiously toward the door and whispered, “What’d you do now Jerry?” She grabbed a towel to cover-up and ran into the bedroom. 

Muttering and cursing under my breath I stumbled into the bedroom myself to grab my bathrobe as the buzzing and pounding continued. When I came back out Jimmy was desperately trying to insert himself into his pants as I nervously approached the door. My hand went to the door knob and I could hear a voice from outside. I thought I recognized the voice, but couldn’t put a face to it. I turned the knob and jerked the door open. There stood my neighbor from a few doors down. A skinny, older guy named Herb Austin.

“What the hell do you want?” I blurted out.

“Oh, is this a bad time?” he answered innocently. “I saw a couple people coming to your door and thought maybe you was having a party or somethin, thought maybe I could join in, Maybe start up where we left off last week…. maybe.”

I was still steamed but remembered some of the things Herb and I had been engaged in the last couple weeks and thought it might be better to do an invite than leave him out on the front porch screaming to the neighborhood about some of the things I liked to do to him, in private of course. Very private.

I turned my head around and said, not too quietly, “Hey Jimmy, you want another cock to suck on?”

“Sure”, he replied, “The more the merrier”.

So all I could do was invite Herb in. He came through the door and Jimmy pulled his pants back off.

“Michelle,” I sang out, “guess what, it’s not the cops after all”.

She stuck her head out of the bedroom door and the rest of her slowly followed. She’d wrapped herself in a blanket in a sudden fit of shyness.

“Herb, the girl here is Michelle and on the floor is my friend Jimmy De Angelo, newly hatched from the U.S. Navy. Guys, my friend here is Herb Austin, your friendly neighborhood cocksucker and all around pervert.”

“Hi,” was all Jimmy said and Michelle though she didn’t say anything warmed up just enough to let the blanket slide half off of her.

For his part Herb seemed quite happy with my all too accurate, if not so diplomatic introduction. He also eyed Michelle’s boobs and her dangly little cock like the filthy minded perverts we both were.

“Why don’t you get more comfortable Herb? I’m sure no one would mind seeing you stark naked”, was all the prodding Herb needed to strip down, and since he wasn’t wearing any underwear or socks, just slippers on his feet he was indeed stark naked in record time. 

“Why don’t get down on the floor, Herb?” asked Jimmy. His mouth was wide open and his tongue was making obscenely erotic motions. Herb needed no further prodding here either. Herb’s dick and Jimmy’s mouth made contact before Herb had settled into a comfortable position. I sat down on the sofa and pulled Michelle onto my lap. This put me into a great position to fondle her boobs with one hand and her cock with the other. My cock was peeking up between her legs and it was begging to be manhandled. 

Herb and Jimmy were making slurping and moaning sounds while Michelle was making like my cock was a 4-speed shifter, when I remembered something.

“Herb”, I said, “don’t you wanna do it like we did it last week?”

“Oh yeah, that’d be great. Greater than this even”, with his reply he sounded very excited.

Jimmy  pulled a very wet boner out of his mouth and said incredulously “What could be better than my Super-Atomic blowjob?”

“This you gotta see, James.” I said over my shoulder as I went to the bathroom, “I’ve got retrieve my Super-Atomic sexual lubricant.”  Michelle followed me in with a quizzical look on her face.

“You’re gonna love this, Michelle. Get your dick ready for a little workout.” I warned her.

With a jar of vaseline in my hand I called out to Herb, “Assume the position Herby my friend.” At the sound of my instruction Herb lay down on his back on the floor, raised his legs up and and slid his arms inside his legs and scooted into a very vulnerable position. His feet were now behind his head. Very impressive for a guy nearing 50 years, he could almost touch his cock with his tongue. Now his asshole was open to the world, and it puckered expectantly.

Another impressive thing about Herb was his balls!  They were what is referred to today as lowriders. They hung down half-way to his knees. Not like mine that barely stuck out from my crotch. I grabbed his scrotum stretching the tender skin out, then I flopped his balls back and forth. I kissed them and took each one in my mouth.

“Alright, Ladies and Gentlemen. What you are about to see should not be tried at home unless you are a complete pervert. Am I right, Herb?” Poor Herb in his excited anticipation could only nod his head as his breath came in spasmodic gasps. I scooped a tablespoon or so of greasy lube out of the jar and spread it liberally over his scrotum. As I rubbed the goo onto his balls Herb only became more excited. His head was stretched back so that I could only see his chin and nose. His nostrils were flared and pumping air in and out. Now I took one of his balls and slipped into into his eager asshole. The second one followed a few seconds later. Now both of his balls had disappeared into his ass. His cock which a minute earlier hung flaccidly downward was now erect with its head swollen to popping size.

“Jimmy,” I gasped, “Suck on it now. Michelle stick your dick in his ass. Fuck him hard!”

Any normal person would be put off royally by the abuse his balls were about to receive, but to good natured Herb this was the sublime height of pleasure. Jimmy once again applied suction to Herb’s dong, taking up where he had left off moments before. Michelle warily slipped her cock into Herb’s ass. I can only wonder at what this did to his stretched out balls.

“Oh, I hope this doesn’t hurt you Herb”, she said in her little, whiny, scared voice.

“Fuck me as hard as you can darling, I love it”, came his reply through gritted teeth. And so she did, pumping in and out as her cock stiffened to the maximum, her cute little balls slapping his butt with every stroke. 

Jimmy was sucking Herb’s hard cock from the base up to its head and back fast and furious. I don’t know how Herb could stand it, but stand it he did.

I decided it was time for me to get in on the action and I roused myself up, walked around to where I could plant my ass in Herb’s face. As I started to lower my butt onto his face he shoved my droopy cock into his mouth. Naturally this was met by some enthusiasm from yours truly, and I could feel my poor forgotten cock swelling and stiffening so I changed my approach and swung around so that I was facing down with my legs spread apart and with my feet sliding down Herb’s body. My upper body wanted to face directly opposite but furniture got in the way. Eventually I draped my shoulders over the little sofa and my body was bent into a bow shape with the low part at my crotch and Herb’s face. I tried to just enjoy the experience. 

Suddenly Herb started struggling and let out a sort of yelling sound that was muffled by my cock filling his mouth. He was waggling his head back and forth and I was afraid he was gonna bite next, so I pulled out.

“Sorry Herb, sorry. Didn’t mean to strangle you.”, I almost shouted out as I comforted Herb’s head and laid my lips on his. I was really sorry! All Herb was doing was working his way up to total orgazmness: cock, ass, and balls all being massaged to perfection. Jimmy’s suction on Herb’s swollen cock head reached its maximum and Herb started squirting his load of sperm into Jimmy’s mouth while Herb let out a gasping string of obscenities that I had heard before when I had brought him to an identical state, in much the same way a few days earlier. That time it was my cock in his ass and Herb was jerking himself off. Good, but not as good as todays arrangement.

Michelle was getting close to ejack, slowed down a bit by having cummed in my mouth a few minutes earlier. She was panting hard, going in and out of Herb’s tortured butt when she let out a little shriek and pushed her cock as deep into Herb as she could and held it there for a few seconds until she pulled it partly out, then pushed it in again and collapsed all over him, totally sated. Herb lowered his legs and as he did his cum covered balls oozed out of his ass. He wrapped his arms around Michelle and they both drifted off into a sex induced nap.

Jimmy looked at me and whispered “Jerry, you’re the only one here who hasn’t cummed. It’s time we took care of that.”

“Uh, how are we gonna do that?”, I replied innocently

He just smiled and pointed toward the bedroom.

I don’t need to be told twice.

I lay on my double bed with semi-clean sheets as I spread my legs as far apart as they will go. Jimmy grabbed the tube of KY that was on the bedside table and slid in between my legs with his head on my crotch. My fingers were feeling his curly hair as his lips caressed the head of my cock for the second time today. Hopefully there would be no interruptions this time. 

“Gerald Wells, I’m gonna give you the best blowjob you ever had”, Jimmy promised.

“Super-Atomic?”, I asked.

“Oh yeah. This is something I learned in the Navy. Highly classified. Top secret.” was his reply.

With a bar set this high I wiggled my butt and settled in for an earth-shaking experience.

He started off rather conventionally sucking the head of my dick, but then the  KY-coated fingers of his right hand started probing and exploring my rectum. His lips slid farther down my cock ’s shaft while his till then, unoccupied left hand gently massaged my balls. I entered a completely private world with my entire brain concentrating on my crotch.

I felt two fingers sliding in and out of my ass. This feeling was overwhelming the feeling of his mouth and tongue on my cock at first. But with time the electric sensation of his tongue rubbing the underside of my cock and his lips stroking the length of my cock from tip to base and back again, over and over was now the major feeling, waves of pleasure surging and filling my brain. Then he slid a third finger up my ass, stretching my eager asshole and causing this feeling to dominate my brain for a bit. All the while he was pulling on and twisting my scrotum, giving my balls all the exercise they could stand.

My cock felt harder than it had ever been and yet I wasn’t ready to cum just then. I wanted it to last as long as possible of course, but it’s impossible to control these things.  Jimmy’s lips went up and down the shaft of my dick. I could feel the muscles at the base of my cock tightening up, getting ready to launch my load of sperm. His lips slid off the head of my cock and one more time bottomed out at the base. I suddenly arched my back and drove my cock into Jimmy’s throat and my cock muscles tensed up fully and I felt my first spasm squirt cum into his mouth as I grunted loudly. A second spasm followed quickly by a third and then a slightly less intense fourth brought the climax to a slow end. Jimmy continued to suck my dong for another minute. With one final kiss to my cock head he raised himself up and slid up my body till his head was even with my shoulders. He placed his lips on mine and as I opened my mouth my tongue was greeted by a flood of love juice. We swapped it back and forth, slowly swallowing it until all that was left was the memory of its taste.

I then became aware of hand clapping and following the sound saw Michelle and Herb standing over us and applauding our performance. I’ll never forget the smiles on their faces.