Drilling My Girlfriend’s Nephew

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Drilling My Girlfriend’s nephew

It’s True. I ended up drilling my girlfriend’s nephew the other night, but I have to explain the background for it to truly make sense.

My name is Randy. I’m 47 years old, 6′ tall and 220 lbs. My hair is brown and my eyes are hazel. I’m still in pretty good shape even though I don’t work out as much as I did while playing sports in high school, or the two years I played football in college before eventually flunking out.

I got married at 20 to my high school sweet heart Amanda in Texas, but after 5 years and 5 children, we ended up separating and getting a divorce. Since I didn’t have a degree or any real skills, I ended up working in offshore oil drilling. My work schedule had me working 4 weeks on and 4 weeks off which became a problem for Amanda who had to feed, bathe, and otherwise take care of the kids while I was away. Eventually I was able to move up and get a 4 days on/4 days off shift rotation. Much easier for a family man, but that didn’t make things any better.

She always accused me of cheating, which I wasn’t in the beginning, but as things got cold at home and we separated, I did have sex with other women.

Since leaving my wife and the ink drying on our divorce and child support paperwork, I ended up moving to Louisiana and sowing my wild oats. Since I got married so early, and to the girl I was with all of high school, I’d only had sex with two women my whole life.

Yes, you read that right: 2 women including my wife.

Eventually, I moved in with Debbie and her three children and teenage nephew.

We’ve been together about a istanbul travesti year and I have no plans of ever getting married again. Once you’ve had half your check taken for child support and the sting of divorce, you don’t see the point in ever getting married again.

Things started out pretty cool. She’s divorced herself, and got the house in the agreement. This means she doesn’t have to pay rent/mortgage. About 6 months ago, the lease on my one-bedroom apartment was coming to an end so she suggested I just move in with her to save that $1k per month.

Her oldest son is 7, then she’s got a 4 and a 3-year-old. Her 18-year-old nephew Cooper is a built-in babysitter for her while she works different shifts at the hospital as a nurse’s assistant mostly working night shifts.

On the days that I’m on land (that’s what we call it when we’re “off” working offshore), she gets off around 6 AM and home just in time to wake up her 7-year-old to see him off to school. By the time she gets back, she sleeps most of the day, then up again to get pick him up from school, then off to work again. Cooper stays at home babysitting the 4- and 3-year-old.

He’s a pretty cool kid— quiet—doesn’t say too much.

He’s still in high school. On the cheerleading squad as a tumbler and a gym rat. Oh, and I’m pretty sure he’s gay. Not that it was a problem, but it was pretty obvious.

Cooper is about 5’5″ 160 with blond hair, blue eyes, and tanned olive skin. Though he’s a gym rat and is very ripped, he’s very effeminate. Like…the way he walks, the way he talks, he’s very effeminate—not a problem.

Well, istanbul travestileri at first it wasn’t.

Over time, Cooper started getting a bit inappropriate at times.

Once, while drying my hair after taking a shower with the towel wrapped around me, I noticed Cooper staring from down the hall out of the corner of my eye.

Another time I was standing at the refrigerator with the door opened looking inside, I could feel the heat of someone staring at me, and sure enough there was cooper at the dining room table staring at me… a specific part of me. I was wearing pajama pants without underwear and his eyes were locked in on my soft dick whose print was evident through my pants.

Then it happened.

One night while Debbie was at work, myself, Cooper and the kids were spread out on the sectional watching the latest season of “Stranger Things” on Netflix. The kids passed out first leaving Cooper and I the last ones awake in the living room with only the light from the TV screen luminating the walls.

Eventually I fell asleep as well only to wake up to someone’s soft, supple hand inside my pajama pants wrapped around my now-throbbing penis. While I was awake, I hadn’t opened my eyes. I was in that weird mid-sleep where you’re awake but not fully aware.

By the time I’d realized it was Cooper slowly stroking my 8-incher with his hands and my gurgling precum oozing down, I didn’t know how to stop him without it being weird.

Well…let me be honest… I didn’t WANT to stop him.

It felt…

It felt good.

Up and down, he went with his travesti istanbul soft hands causing my full bull balls to tense up and dance under my throbbing member.

That shit felt so fucking good.

Then he stopped all of a sudden. Apparently, my breathing was picking up and he didn’t want to wake me. I had to control myself.

It had been so long since I’d been “touched” in such a way.

I mean, Debbie and I have sex maybe once a month or so… and when we do it’s not “soft,” it’s “hurry up and get it over with.”

Oh I needed this…

He continued and sped up the pace.

I kept my eyes closed and my breath under control knowing I couldn’t hold it any longer…

I lost total control as the first long rope of jizz shot out of my pee hole like a cannon… landing on the coffee table. I saw it as I barely opened my left eye in the moment.

Then four more ropes of cock snot fired out in rapid succession—all the while I continued pretending to be asleep.

Cooper held my dick tightly in his hands as the remaining seed dribbled out of the now softening cock.

After it completely softened, he laid it across my left thigh through the pee hole of my pajama pants and rushed away.

There I was… spent… on the sofa after just being jacked off by my girlfriend’s nephew while he thought I was asleep.

I tried to take long deep breaths to catch my breath really quick. Cooper came back with a warm wet face towel and began wiping the almost dried cum off my cock before tucking it back in my pajama pants. He then took the same towel and wiped the jizz off the coffee table, floor, and his t-shirt. I hadn’t even noticed the big rope that landed on his t-shirt.

All while pretending to be asleep.

If this is liked enough, I’ll come back with the next part where the “drilling” happens. Writing up to this point took longer than I thought.

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