Sex With My Neighbors

I had an affair with my married neighbor and his teenage son. The affair with my married neighbor started 3 years ago, about 2 years after his wife passed away and only lasted for about 2 years. The still ongoing affair with his 19 year old son started 4 months ago, almost 18 months after his dad and I stopped fucking.

The dad, unlike his son, was a complete bottom. He was only happiest getting fucked. I’ve known the family for years and I would never have believed that the dad was anything but straight. At 6’ 4” and 230 lbs he was a giant compared to my 5’ 11 and slimmer body.

I remember our first time well. He had been flirting for weeks before he turned up at my apartment late one night slightly drunk. We both stripped and I had him on his back with his legs up and parted wide, my tongue licking and fucking his pucker as he moaned in pleasure. He wanted to be fucked. I soon had his firm round ass ready for a nice hard fuck. He wasn’t a virgin but it had been years since the last time.

I slid my cock in, pushing straight through to bury myself deep inside his ass. I brutally ravaged his hole, fucking in and out and withdrawing almost to the head and ramming back in. He was like a total whore. He loved every minute of my cock in his ass, moaning in pleasure as I fucked him. I had him on his shoulders, his ass up high and I made him watch my hard cock fucking his hole balls deep.

I paused mid-fuck and asked him what he wanted. He begged me to fuck him, to fuck him harder. I asked where and he replied in his ass. I repeated that question three times before he said in his pussy. That’s when I knew I had him and that’s when I really started pounding his ass. We carried on like that almost every night for two years until the day he and his current love, a very lovely lady, started dating.

The son was similar in height but less muscled. Unlike his dad, he was an extremely dominant and aggressive top oozing this raw big dick energy. It was only when I noticed him checking me out that I decided to make a move. I can’t say I was that surprised that he was also bisexual.

I knew I was going to be in for a rough night the minute he pushed me back on my bed, ripped off my shorts and underwear and stuck two lubed fingers straight up my ass. I nearly screamed when he sunk his cock in me, he had half his massive cock in me and was pushing in hard until he finally bottomed out in my ass. The pain was excruciating, it was like he was rearranging my insides with every inward thrust and pulling out half my guts with every outward stroke.

It finally started to feel good, really good after 10 minutes of nonstop fucking. He had me on the verge of cumming when he suddenly creamed my ass. It left me frustrated in the extreme but he was good to go again in less than 5 minutes. His cock felt so good in my ass that it barely took a few minutes for me to cum. We’ve been having sex almost every night since that day, often 2 or 3 times a night and 4 to 5 times on weekends.

His dad and I have similar cocks (about 7”) but he was larger and thicker than both us at 9” or maybe 9.5” and it was one of those beer can thick cocks. I’ve often wondered if they ever hooked up. If they did, they never said. I imagine that it would have been like having sex with your younger self, just with a bigger dick.

The sexual compatibility between the two would have made for a very hot homemade video. They would have also made such awesome partners in a threesome. Whenever I passed them in the hallway, the dad usually has this sheepish smile while the son has this cocky smirk. Just thinking about the 2 of them especially the 3 of us together makes me horny as fuck.