A gay story: Neighborly After a couple of decades of neglecting fitness in favor of booze, cigarettes, and shitty food, I chose sobriety, quit the Marlboros forever, and focused on a healthier diet plus a little daily exercise. Yay me, I guess.
But it worked and I feel great and look better than I should for a 60-year-old grandpa. Pretty much every afternoon I’ll run/walk about 4 miles around my neighborhood in the burbs of Cleveland. I love it because I can appreciate the area’s lovely old homes and beautiful landscapes up close.
I’m a born bullshitter, so I’ll sometimes stop for a second and say hello to people out working in their yards. My community is wonderfully diverse — black, white, Catholic, Jew, and a growing gay population — and people are generally friendly and very cool.
(I’ll pause here and say that even though I had been married and had kids, I’ve remained what I describe as “periodically bisexual” over the years since my divorce. I’m somewhere smack in the middle of the Kinsey scale. I love women but, once in a while, I get the urge to enjoy a man. The commonality is that I like to give pleasure to whomever I’m with. It makes me happy to make my partner happy.)
I was out on a run when I first met Doug. He was fully entangled in the leashes of the three tiny dogs he was trying to walk. I stopped and soon we were both laughing about his predicament as I helped him get unwound. I told him I was Jeff and pointed out my home on the corner down the street. He said he’d seen me walking by his place many times and it was nice to finally meet. He then confirmed my trusty gaydar when mentioned he and Caleb, his architect husband, lived in a lovely Tudor home a few blocks down the street.
Doug was a bit younger than me and had that 1960s “Mad Men” look with short blond hair and horn-rimmed glasses. He was smart and funny and I enjoyed chatting with him as we walked together for a bit. As we stood talking in front of their beautiful century home, he bemoaned the fact that they were hopeless at lawn care and asked if I had any suggestions. Being neighborly, I told him to give me his number and I’d text him some suggestions about which fertilizer and seed to use.
As we parted ways, he thanked me for offering to help and gave me a nice smile and a handshake that lasted just an extra second or two. My cock stirred a little as I jogged away thinking of his touch and his twinkling blue eyes behind those cute glasses.
After an exchange of messages about their lawn, I had a bunch of business travel and didn’t hear from Doug for three weeks. Then one day a text popped up with a picture of a now nearly perfect lawn. “Jeff — THANK YOU!!! Please come over Friday night and you can see how great it looks in person. We want to fix you dinner and show our appreciation.” I replied, “Hells yes” and told them I’d bring dessert.
For the next couple of days, my mind would occasionally wander thinking about dinner with Doug and Caleb. It would surely just be a nice dinner and nothing more, right? But what if they did want to show me their…appreciation? In fact, I jacked off twice imagining their appreciation. Finally, I found myself walking up the street and knocking on their front door on a beautiful spring evening.
The door opened and an absolute stud with perfect gray hair and mustache was there to greet me. Caleb was a hottie. I could tell at a glance that he was way more serious about fitness than me. I handed over the chocolate chip banana bread I’d baked for them and got a quick tour of their amazing home. It was impeccable and I would have happily taken any piece of the artwork they had displayed around the place. I was gobsmacked by their good taste.
We headed into the backyard where Doug was grilling. He instantly pulled me into a big hug and started enthusiastically telling me how much they loved their yard now. He said they had decided to appoint me as their “official lawn boy.” I smiled and said, “Happy to be of service.”
We talked, we laughed, we ate, and we shared life stories. Doug was a freelance graphic artist and Caleb redid houses for rich folks. Doug started to ask what I did for a living and Caleb interrupted him and gave him a quick and shockingly accurate rundown of my career accomplishments. “I stalked you on LinkedIn,” said Caleb with a wink.
They’d both drank wine while I stuck with my usual lemonade. But I had an ace up my sleeve: I don’t drink anymore but I do still enjoy the occasional THC edible and I’d brought a few along. And they were strong. We each popped one in our mouths as we quietly enjoyed the sunset.
Doug broke the silence: “Okay Jeff, I have to ask you something. Have you ever been with a guy before?”
I waited for a second and then smiled at him and said, “Yup Doug I sure have.”
Caleb said “dammit” and reached into his pocket and fished out a hundred-dollar bill. He slid it across the table to Doug and said, “You were right again.”
I snorted lemonade out my nose laughing about the fact that they had made a bet about my sexuality. But now, that too was on the table.
“Well imagine that,” said Doug. “Our lawn boy is a hot grandpa who likes cock. Do you also like kissing?”
I nodded and he leaned over and gave me a light kiss on the lips. “More please,” I said. Needing no further encouragement, he moved over and sat in my lap while we made out like horny teens while Caleb watched.
Doug’s kisses sent electricity through my body and straight to my dick. It stiffened immediately and I ground it up against his ass. “Oh my, what have we here?” he said, reaching down to rub me through my shorts. “This is very nice.”
Caleb, who’d been very quietly enjoying the show, stood up and said: “Maybe Jeff would like to see the rest of the house now.” With that, we went inside and up the stairs to their bedroom.
I was horny as shit at this point. I was about to enjoy the company of two great, sexy guys and just let go of my inhibitions for the evening. I was all in.
In their bedroom, I took a deep breath and then quickly got completely naked. I went to Caleb and began kissing his neck and lightly biting his earlobes and unbuttoning his shirt. As soon as the shirt was off my lips were on his nipples. His body shuddered as I flicked his hard little nubs with my tongue and bit them lightly.
I undid his shorts and happily discovered he was going commando. His cock was shaved and dark and hard and perfect. I dropped to my knees and saw the shiny precum emerging from his slit and extended my tongue out just far enough to lick up that salty treat.
The next moment Doug was right next to me on his knees too. We smiled and kissed and took turns gently sucking and licking Caleb’s dick. I looked up and saw ecstasy on Caleb’s face as his husband and the nice old neighbor from up the street worshipped his cock and balls.
At that point, Doug said, “Honey I bet Jeff would like to see our shower.” I was loathe to take my lips off Caleb’s cock, but a shower did seem like a fun idea. We spent the next 20 minutes playing in the steam in their gorgeous high-tech shower, touching, kissing and soaping each other up. I felt a wet finger tickling my hole and was a little surprised to find it was Doug. I moaned in encouragement as he bent me over and slid one, then two fingers into my ass.
I was in heaven…and then it got better when I opened my eyes to find Caleb’s hard, wet cock was right in front of my hungry mouth. He held my head in his hands and slowly started to fuck my mouth while Doug fingered and then licked my ass as the hot water showered over us. I was totally ready for Caleb to fill my mouth with his cum, but he had other ideas. He turned off the water and we all dried off.
There was an overstuffed chair in their bedroom, and I walked Doug over to it and gently bent him over it to expose his clean little pink hole. “I need to return the favor,” I said as I got on my knees behind him. I tongue-fucked him relentlessly while Caleb watched from their big bed and slowly played with his dick.
I started talking dirty to Doug and asking if he liked having his lawn boy eat his ass. He was moaning and loving every second. I looked over at Caleb and asked if wanted to come fuck his husband now that I had him all worked up. He said, “I can fuck him any time. Right now, I’d rather fuck you.”
He didn’t have to ask twice. “Tell me where you want me, stud.” He slid off the bed, came over, playfully slapped Doug’s ass to get him out of the way and then pushed me onto my back in the big, overstuffed chair. My legs were sticking up in the air and my ass was elevated so my hole was totally exposed for him.
Caleb grabbed some lube and worked it into my already loosened hole and then coated his hard cock with more. He reached down and jacked me a few times with his oily hand and I almost passed out from being so turned on. This hot 50-something guy with a ripped body was about to fuck me while his husband watched.
I looked down as he lined up the purple head of his cock on my hole. I’ve been fucked by guys a few times over the years, but this was the first time a cock literally just slid right into me. No pain, no problem…just glorious, delicious fullness.
Caleb pushed until the head of his dick bumped my prostate and then he just kept it there…poking and prodding and making me see stars. I felt utterly feminine, my ankles over his shoulders, as he started to pump his cock in and out of me. He took his own sweet time, using my ass for his enjoyment and rewarding me with deep thrusts that took my breath away.
My eyes were squeezed shut in absolute pleasure when I felt something warm and spongy on my lips. I opened them to see Doug standing over me, smiling and nudging his fat pink prick into my mouth. I immediately opened up and started greedily sucking it, though it was nearly impossible to concentrate because his husband was just railing my ass and making my insides scream with delight.
I have to admit that, when Doug’s cock wasn’t down my throat, I was begging both of them to cum in me: “You’re so fucking hot. Your cock is so perfect. Please I need your fucking cum in my ass. You can use me like a little bitch anytime you want. Both of you. I want to swallow your load so much. I’ll be your little lawn boy fucktoy.” It was filthy and I loved it.
At one point, Doug slid down to suck my dick, which was soft but leaking precum like crazy from having my prostate jackhammered by his husband. He then drove me nuts pinching and twisting my nipples before shoving his thick dick back in my mouth. I vividly remember opening my eyes — with one cock in my ass and one in my mouth — and seeing them kissing each other above me. It was kind of romantic in a weird, insanely sexual way.
Caleb would pull his dick almost completely out of me and then push it back in to the hilt. He was quietly hammering me and then, out of nowhere, three or four big grunts and I knew he was filling my ass up with his spunk. His hard cock was still inside me when Doug said, “Here it comes baby” and shot his cum in my mouth and all over my face and neck.
For a moment there was nothing but shocked silence and heavy breathing. Did that really just happen?
Caleb’s cock finally slid out of me and he wordlessly headed back to the shower to rinse off. Even though I’d just been fucked within an inch of my life, I still instantly hated that empty feeling. I reached down and felt his load slowly oozing out of my sensitive, gaped-out ass.
Doug pulled me upright in the chair and handed me some water — which I desperately needed after an hour of full-on man sex — and a towel to wipe his cum off my face. Never in my wildest dreams did I see this coming. My whole body was buzzing, and I was trying to process everything that had just occurred.
Doug shook me from my brain fog when he leaned over me and kissed me passionately and said, “Now I need to take care of our lawn boy.” Honestly, I didn’t even care that I hadn’t had an orgasm yet. But Doug was both a good host and an incredible cocksucker. He slid down between my legs and within 10 minutes he had me exploding in his mouth.
We took a quick shower. and my new best friend Doug handed me a spare robe. We went out to their backyard where Caleb had their firepit blazing. The tiny dogs were playing in their perfect grass, the post-sex vibe was awesome, and I realized this was something special.
The three of us have been together a couple of times since and it’s always fun. Caleb fucks the daylights out of one or both of us and Doug and I play with each other like giggling schoolgirls.
Best of all, Doug and I have become walking buddies and he’s now introduced me to another gay couple in the area as his “lawn boy with benefits.” They’re very interested in having me over to check out their place and give them the “same service” as I gave Doug and Caleb. It’s more proof that being neighborly is its own reward.