Do You Think I Need It Fertilized?

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Older guy meets the neighbor's son...
5.3k words
4.8
36.1k
91

Part 1 of the 2 part series

Updated 06/11/2023
Created 09/20/2022
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Kent100
Kent100
1,022 Followers

My name is Daniel Morgan and I consider myself a straight heterosexual male. Yea, I had a roommate in college that sucked my cock a few times, well, to be honest, maybe way more than a few times, but I never reciprocated in any way, shape or form. My roommate would suck me to completion and that was all either of us wanted. I never reciprocated and he didn't seem to mind, so I took advantage of our arrangement. He would usually suck me off at night before we went to sleep and sometimes in the mornings before classes. That boy could suck a cock like no other. It was a great arrangement for me.

Thinking back to the first night it happened, it was late and I had just come back to our dorm room. He was a really quiet bookworm type of guy. Not an athletic body by any means, he was actually pretty frail looking for a guy. Maybe 5' 8"s, maybe 145 lbs on a good day. He was already in bed when I got back to our dorm, still awake, but studying while under his covers. The room was dark except for his reading light. I was a little drunk and complaining that I was horny and needed to find a girlfriend desperately. I undressed down to my underwear and sat on the edge of my bed while he closed his text book and listened intently to my woes. After a few minutes of hearing me whine about not getting any relief lately, all the sudden, he just got out his bed and walked over to me. Wearing only his underwear, I could see a diminutive, but obvious erection in his shorts, as he came over to my side of the room. He boldly knelt directly in front of my spread knees, staring straight into my eyes, and spoke only two words to me, "May I?" and the rest is history.

I knew what he was asking, and I didn't answer verbally, but just nodded yes dumbfoundedly as he reached up to the waist band of my underwear and began to pull them off me. I lifted my ass up to allow them to slip down and seconds later my cock was in his mouth. He began to suck my cock with a passion that I have never felt before.

He didn't suck my cock like my female friends did, he made oral love to it. He was very slow and deliberate as he worshiped my cock, which became 100% erect in just a flash. Not a fast get me hard and let me get it in their pussy sucking like my exes did, but he worshiped my cock like he relished the task. Slowly and passionately he nursed on my fully engorged cock, while I was amazed that a guy was giving me the best head I had ever had in my life.

Now, for the record, more than once, I have been told that I'm very well hung. I'm 8"s, cut, and very thick too, 6 3/4"s. I know I'm a true 8"s because I had actually measured it more than once before. Not a cheating measure like some guys do, but holding the ruler on the top of my cock, from my pelvis to the tip, I noted I was 8 1/4" long. While I did go the gym regularly and was pretty toned, a work in progress, I was fully aware that Mother Nature had blessed me down there. Lifting weights and long hours in the gym, had nothing to do with it, I was just lucky to be well endowed.

I have had almost every girl that I had ever been with in my past, make some type of comment about how big my cock was, especially how thick it was. Always the comments were on how long it was, or how thick it was, or how hard it was. They always seemed to say it was way bigger than their exe's or the biggest they had ever seen. Some even said they were afraid it might be too big to fuck, but before we finished, I gave them every single centimeter in their tight little pussies and they all seemed to love it. I truly believe repeat business for my cock gave me many opportunities for impromptu late night booty calls til I got married.

My roommate, he seemed to love it too. He wasn't giving me one of those clumsy, quick suckings like the girls would give me. He was way more adept in his lasting, slow adoration and care of my cock than they were. He relished this opportunity to suck my cock. He licked up and down the shaft in a whorish sloppy wet way. He nursed on my balls gently, and sucked my cock deep and lovingly as I just leaned back and enjoyed it. He sucked me for about 30 minutes, seemingly in no rush to finish. This was by far the best and longest blowjob I had ever received and I was in heaven.

He really surprised me when started to try to choke it down his throat. I marveled at his efforts and passion, til I was totally amazed as I felt it punch into his tight constricted throat. Nobody had ever accomplished that before. Once he managed getting it in this throat, he began to moan loudly and passionately on my cock like he was gonna have a hands free orgasm, which really turned me on. Finally I couldn't stand it anymore as he kept sucking me effortlessly down his throat over and over. The itch in my cock had become more urgent and I knew I was going to cum.

I tried to politely warn him twice, telling him I'm getting ready to cum, expecting him to back off, but his sucking just became more intense til I blasted deep into his throat. My cock twitched and convulsed as I shot volley after volley down his tight throat. I knew instantly that my little cock sucker of a roommate had spoiled me for life with this unbelievable blowjob.

While I enjoyed his mouth for the rest of the semester that we were roommates, he transferred to another school the following year and I never saw him again. Sadly, I never again found anyone that gave me a blow job as good as the ones that he gave me, and remembered his blowjobs as the standard for all blow jobs. Looking back now, I regret that I never took the opportunity to fuck his ass, which I bet he would have gladly accepted. Anal sex never even occurred to me as a way to have a release with another man back then. I knew guys in school that claimed they fucked their girlfriends in the ass, but that seemed gross to me when I was younger, so I never even tried with him. I was so stupid back then, if I knew what I know now, I would have happily fucked his ass.

Jump forward 15 years to the present, I'm married now, and have two girls, ages 12 and 14. I'm 39 now and have stayed in good shape all my life, going to the gym 3-4 times a week still. Me and the wife have sex maybe once or maybe twice a week, and it's good. And yes she sucks my cock when we have sex, but nothing even close to as good as my roommate in college did. She only sucks it for a few minutes complaining it's too thick and makes her jaw hurt, blah, blah, blah, blah, blah. Getting it down her throat, is not even an option as she gags and chokes when it gets near her throat and whines that it's too big and she just can't physically do that. We have tried anal sex a few times, but my cock is way too thick and it hurts her. Actually I have never even gotten more than the very tip in her ass when she screamed and scrambled away from me, claiming it hurts too much. So that's off the table. Her pussy is great, but still I crave my reoccurring fantasy of getting a slow, long, passionate deep throating like I did in college. Now at 39 years old, and married, never getting to fuck a tight hot ass is a big regret in my life.

A few weeks ago we learned that the house next door to us had finally sold. It had been on the market for a few months and when we heard it had sold, we had mixed feelings about getting neighbors again. One morning, a few days later, I was mowing our yard in a pair of shorts without my shirt on, as it was a hot day, when a moving van pulled up. Right behind the van was what looked like a family of three in a small compact car.

As they exited their car, all wearing shorts as it was the middle of the summer, and still pretty hot, I curiously studied them. The father was about my age, he was very pale, like he didn't get out in the sun much, and not in very good shape at all. His wife was kind of chubby, but cute in the face, and they had a teen age son with them. Like father like son, the boy had the same pale complexion as his father. The son's physique immediately reminded me so much of my college roommate, same height, same weight, same age, even resembling him somewhat facially. Except he was substantially more thicker and toned in his lower body, especially around his thighs, legs and ass. His upper body looked tight, no body fat, but more a combination of an under developed slender and petite frame. He looked like he never saw the inside of a gym and after watching him walk around the yard with his family, I thought both his looks and mannerisms were kind of effeminate.

Out of curiosity, I politely went over to introduce myself and they seemed like a nice, cordial, polite group, hopefully going to be good neighbors. Herb, the father shook my hand with his unbelievably soft hand, as I introduced myself. He introduced me to his wife Estelle and son Mark. As Mark took my hand to shake it, I felt him staring almost hungrily at my shirtless chest. His weak soft hand shake lingered way longer than it should have. When I tried to retract from the handshake, he almost didn't seem to want to release my hand as I awkwardly pulled my hand from his soft grasp.

Being polite, I made small talk with them for a few minutes and they told me how they ended up here. Herb had been transferred to work at a tech company located in our town. He was some kind of software program writer for the company he worked for and Estelle also had a position with the company as a secretary. Mark had just turned 18 and had enrolled at the University of Arizona in the Fine Arts Dance Program for the upcoming semester. That alone explained a lot to me about his physique. A male dancer, hence the legs and ass I laughed to myself. I mentioned I was a professor at our Community College and also waiting for the school year to re-start.

As we made some more polite small talk, I couldn't help but notice that Mark was openly staring at my bare chest and even lower than that, taking quick fixed glances at my waist and crotch. While I was both flattered and a slightly embarrassed, I was actually a little intrigued by his obvious gawking glares at my body, so when our eyes met again, I boldly returned his stare with a little bit of a smile. When I did, it caused him to blush profusely and show off his perfectly cute full feminine lips and smile.

That pretty much clinched it for me that this kid was gay and was really flirting with me in front of his parents, but they didn't seem to notice. The whole scenario became even more surreal as he openly licked his lips slowly while looking directly into my eyes, almost forcing me to notice his flirting which actually made me blush. His overt attention to my body became so obvious, that I got a little nervous his parents might also see this, so I told them it was a pleasure to meet them, but I had to get back to my yard work. As we parted company, while walking back to my yard, I turned and glanced back. Mark was still watching me walk away and gave me a kind of a limp wristed girly wave.

As they went inside to direct the movers work on unloading and placing their furniture, I finished my yard work and went inside.

That night, I was unusually horny for some reason and instigated sex with my wife. I'll be damned if I didn't think about Mark sucking on my cock as my wife attempted her feeble efforts to suck it for me. I just couldn't help myself, as she sucked my cock, that I imagined it was Mark sucking on it with his pretty full lips worshiping my cock. Even when I fucked her pussy doggie style, I closed my eyes and imagined I was fucking Mark's plump little twink ass, and those thoughts prompted me to cum much quicker than I wanted to.

The next morning, with my wife already off to work, and both my daughters still at one of their friend's house from an overnight sleep over, I was back in the yard early. I was finishing up by pruning the shrubs in my yard, when I saw my new neighbors exit their house. I assumed they were off to work and gave them a hello wave. I noticed Mark standing on their porch, still wearing his pajamas also waving good bye to them as they drove off.

His pajamas were a matching pair of aqua blue silk shorts, no bigger than my boxer underwear and a matching short sleeved silk shirt, reminding me of something my daughters would wear as pajamas. As his parents drove away, he turned his attention to me and wriggled his fingers tips hello at me in a very feminine manner. I managed a polite wave back to him and thought it best to get back to my work and to quit thinking about him. Every time I looked his way, he seemed to be just standing there watching me work. After a few minutes, he smiled at me and went back inside.

Maybe 10 minutes later, I saw Mark come outside with a plastic pail, a garden claw and a pair of garden gloves. You wouldn't believe what he was wearing. He had on an ultra tight shirt that was so small it barely went to the bottom of his rib cage. It was what I always referred to as a girl's belly shirt. It showed his entire flat, smooth abdomen. He also actually had a belly ring piercing, like girls wear, with a small gold piece containing a tiny diamond which dangled below his belly button, very effeminate looking to me.

And if that wasn't enough, he was wearing a pair of faded cut off jeans that were unbelievably short and frayed. The kind of sexy cut off jeans that girls wore to show off their legs and ass. So short that I could see the very bottom of the cheeks of his ass peeking out as he stood upright and straight in his yard staring at their weed filled over grown flower bed. They reminded me of Jessica Simpson on the Dukes of Hazard movie, only they were so much shorter and incredibly lower on his hips than hers.

They were so dangerously low on his hips, they showed several inches of skin below his belly button, making me think he must be shaved smooth or I would have seen some pubic hair. The legs were cut so short, that the front pockets actually hung 3-4 inches outside of the frayed cut line. I wondered how his cock didn't fall out the bottom as if I had worn them, my cock would be hanging completely out. They were so obscenely sexy that I couldn't help but stare as he made sure I saw him and smiled at me before kneeling on the ground in front of his flower bed with his butt now facing me.

As he knelt on the ground, I noticed the back of his shorts were cut in a "V" shape exposing over half of his thick full smooth ass checks. I couldn't help myself, staring intently, as I started to feel my cock thicken. This little twink was fucking hot and he was purposely teasing me with his perfectly shaped smooth ass, flaunting it in front of me. It was like an invitation for me to look and I took advantage of it.

I couldn't help myself, and before I realized it, I had stopped my work and walked over to him. I had to get a closer look at that sexy ass. As I approached behind him, he was still on his knees with his ass facing me. The sun cast my shadow directly over him, so I knew, that he knew I was standing right there silently behind him. He then stretched out over the flower bed, arching his ass upwards for me to view, causing the crotch of his short shorts to creep up even farther into his ass crack.

As he stretched forward, exposing even more of his spectacular ass cheeks, I saw a tattoo on his left ass cheek that said, "Slut Puppy." It was neatly printed in an Old English Victorian font, in a spot no one could ever see unless he wanted them to see it. What a slut, obviously an open invitation to any of his gay lovers allowing permission for them to stick their cock up his ass and pop it good.

From this angle, his short shorts now resembled a girl's micro bikini bottom, and the string of a red thong was clearly visible peeking out from above the waist line of his shorts. His ass was perfect, absolutely gorgeous, completely smooth, round, firm and sexy, reminding me of my wife's ass when she was younger and before having 2 kids.

He looked over his shoulder at me coyly, then looked back at his exposed ass, then again back at me and said, "Mr. Morgan, do you think I need it fertilized? I want it fertilized, would you care to help me fertilize it please?"

Was this a come on to fuck his ass? Was he offering his ass to me? In my mind, I was sure it was a loaded question. It sounded like one to me and while I wanted to tell him, "I would be happy to fertilize your ass", all I could muster was "Yes it definitely needs to be fertilized badly. It would be my pleasure, I would love to help you fertilize it."

Still kneeling in front of me, he smiled when I said that, obviously feeling he had extended an offer for sex, and that I had accepted. He then actually scooted back about 2 feet til his barely clad ass cheeks enveloped around my knee and ground his ass crack hard into it. Now I had a full blown hard on in my pants for sure. I let him do this for a few seconds til I remembered we were outside and I was concerned a neighbor passing by could see. I stepped back from his ass grinding against my leg like a dog in heat, causing him to finally stand. I swear, when I got a good look at his face up close, I am almost 100% sure he had pink lipstick on.

"Mr Morgan, can we go inside and get more comfortable, it's so hot out here?"

I was now 100% sure we were on the same page as he rose and I followed him into the house. In my mind, he had made an overt sexual offer and I had accepted. Once inside the house, he grabbed me by my hand and led me to their couch, prompting me to sit. Somewhat in a daze as this was happening so fast, I followed his lead as he peeled off his shirt and knelt before me. He looked so fucking sexy in nothing but those short shorts kneeling between my legs. His very feminine upper body didn't have a single hair on it. I knew I was about to cheat on my wife.

Grabbing a couch pillow to kneel on, Mark crawled in closer between my legs, and got comfortable on his knees. He pulled my t-shirt off over my head and gently pushed my chest back into the couch with his tiny soft hands. I noticed his perfectly manicured fingernails were prettier than my wife's, and on his little finger on each hand, he had black fingernail polish on it, which for some reason turned me on even more. He unbuttoned and unzipped my shorts, pulling them and my underwear off in one quick motion. My rock hard cock sprung up from my lap like a jack in the box and he actually jumped back either astonished or a bit like it scared him.

His mouth agape, just staring at it, he squealed, "Oh my God! You have the most spectacular cock I have ever seen. There is nothing I love more in this world than sucking a big dick Daddy cock, except maybe having my ass fucked by it. It's so fucking thick, not to mention long too. I'm gonna take my time if you don't mind."

He wants to take his time? I felt like I had been waiting all my life since college for this moment, as I just sat there anxious for him to start.

Mark leaned in and placed the flat of his tongue on the underside of my rigid cock, right at the base above my balls. My cock was unwavering as it stood straight up, proud and erect. He licked from the base up to the head and I shivered. He went straight back to the base and repeated this several times, alternating from licking the underside to licking both sides several times. Just slurping on my cock over and over with copious amounts of saliva dripping down my cock to my balls.

"It's so fucking thick Mr. Morgan, the absolute biggest and fattest cock I have ever seen." he groaned. "Just relax and let me enjoy this for a while please. I'm gonna treat your cock the way it deserves to be treated. I'm gonna give you the best blowjob you ever had. I like to edge a hard cock, slobber all over it, real wet, real nasty and sloppy. I just want to veg out on your stud cock. Just tell me when you're ready to cum, I don't wanna mess this up for you."

Kent100
Kent100
1,022 Followers
12