There is a single mom who lives next door to me. I live in the country side and she's been divorced for the past 15 years. Her son just turned 18 back in June. I've always thought his small framed, tight, toned body was hot.

Unfortunately in August he interrupted me masturbating by knocking on my door one Saturday afternoon. I put my underwear and jeans on before answering the door. He was selling some fundraising stuff for his band trip this year. So I bought a few things as I invited him in and we talked.

I forgot to hide my rool of paper towels and bottle of lube so it was sitting on the stand next to my couch. He looked at it and got a smile asking if I was beating off when he came to the door. I said well I've been single my whole life so I tend too often. I asked if he had a girlfriend and he said no. That's when he told me he came out of the closet last year and told his mom he's gay.

I looked a d said you are gay? I would have never known. I asked if he was a virgin and he said oh no, he lost his virginity in middle school. He asked when I lost mine and I told him middle school to my best friend. He asked if I was gay and I told him bisexual.

So he left after I bought a few things out of his catalog.

The next day I was outside doing some landscaping around my house. It was hot so I had no shirt on and I was sweating a lot! He was out mowing the yard with no shirt so I had a great view!

He stopped the mower and came over to talk to me. I was on my hands and knees working and he said he had been thinking about a few things. He told me I was hot and he's been wanting to get together with me for years. Ever since he lost his virginity he's been masturbating at the thought of me. I was flattered! I told him your hotter than me, I'm sure you could get a nice young guy to have sex with you! He said yes but he would prefer an older guy especially someone like me he's known for years.

That's when he looked down at me and said your underwear band is hanging out and that's hot. He then said fruit of the loom I see and a white waistband, white briefs he Said? I said of course, I'm 48 I've worn them my whole life. He said well I'd like to see what's in them. I asked what he was wearing and he said Hanes fashion briefs, he's always worn briefs too. Kinda a odd ice breaker but he like seeing guys in their underwear. So I told him I'd think about his sexual offer he gave me and he said alright. He said I'm 18 so I'm legal and all.

So it was Friday now and I was out doing my normal grocery shopping. That's when I thought about it and went to the pharmacy part of the store to look at condoms. I hadn't bought condoms in over 15 years so I didn't know there was so many options. I finally picked up three different packs a d checked out. How odd that was.

So it was around midnight and he was pulling into his driveway after the football game. He still was dressed in part of his band uniform too. He saw me in my garage and waved, I flagged him over. I told him I bought condoms for the first time in over 15 years. He said really!

He followed me inside and I stripped down to my underwear. He did too. I kissed him and we were naked before we knew it. He gave me a short blowjob and then I put a condom on. We must have had sex for an hour. His ass was so tight and he was shaved bare. I cummed so much, I was in heaven. He was too.

I pulled out still hard with a condom full of cum. His hole was gaping open as he laid there. He got up and got dressed and left before his mom got worried. I sat down on my couch, naked with the condom still on waiting to calm down.

Ever since that night I've been having regular sex with him, some times every night and other times we wait a few days in between sex. I almost always top him but once a week or every other week I let him fuck my ass. I normally don't bottom but I let him top me because I want to make sure he gets enough sex. Plus I found his cocks is a great size for my ass, he's 7.5". Mean while I'm only 6"

Comments

Anonymous

by Anonymous on Oct 24, 2017 at 10:53 AM

I was a young kid, cute and fresh looking that cut lawns for extra cash. Pushing the mower, leaning forward in short cutoffs both the waist and leg bands of my tighty-whitie underpants would show, and I knew it too. I'd purposely tease the two guys that owned the house down the street, they paid me well. I'd seen the one sucking the other when I went to collect on my paper route. His dick was beautiful, seven inches or better and perfect looking.
I'd been with older boys but not a man and subconsciously I wanted him! He was drinking and staring at my butt checking out my underpants that slightly showed. I stopped mowing, wiped my forehead and smiled at him. I looked down and could see his hard-on in his pants, he noticed me looking.
I gasped as he grabbed my ass, manhandling it aggressively. My lack of resistance told him I wanted it, and though it was scary I really did. He had me in his bed pawing and tearing at my shyness in white cotton boy's briefs. He made me his with a aggressive powerful penetration and a long slow fuck. All I wanted was to suck what I thought was the perfect penis!

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Anonymous

by Anonymous on Apr 10, 2018 at 10:54 PM

Both this story and the comment are clearly BS. Why bother?

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Anonymous

by Anonymous on Dec 26, 2018 at 11:22 PM

#1 - Mr Tighty-Whitie again, and his bullshit.

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