A gay story: Housesitting My senior year of high school i was definitely curious. I still dated and messed around with girls, but boys had my attention also. Being 18 as a senior was cool and I was ready to start working.
One of my moms friends wad headed out of town for a week and asked my mom if I could stay over and help with the pets and mail. My mom volunteered me of course.
The awesome thing was they had a hot tub in their backyard, which I didn’t know until i went over to get my directions.
I made myself at home the next day taking stock of the TV, sound system and alcohol closet. And the latter seemed fully stocked.
The second night I was there I invited my buddy Tom over. Tom was 19 and probably a bit too into guys to be straight. He came over after he got off work and would stay a couple days with me. Seemed like a good idea.
Tom was a swimmer – tall and lean. Tan and blond, about my height at 6 feet. We’d been friends several years. Back then there was a porn magazine called “Options”. Basically it was erotic stories about gay and lesbian hookups. I was an avid reader and come to find out so was Tom. Thus the invitation.
Now I certainly had no plan or no idea how things would play out. I sure knew how I’d hoped things would go – but the stars would have to align almost perfectly.
They didn’t have a pool – just a hot tub under a gazebo. That’s where my plan would be put into place.
Tom made it over about 7 and brought sandwiches for dinner. We scarfed those and drank what we found in the alcohol closet. Neither of us were beer fans so we tried some of the harder stuff. None of it was good but my goal was to get him buzzed – and me too.
We found the Patron bottle and that seemed like the lesser of all the evils. The dark alcohol burned pretty good going down and I wasn’t a fan. So Tequila it was.
And it certainly did its job. We added a bit of 7 up to make it even the slightest bit tolerable. After 4 each we were feeling no pain.
The heat of the hot tub coupled with the alcohol coupled with my desire made me much more brave than I normally would have been.
He asked if we were going to go into the hot tub and I slow played it but eventually saying yes. Yes was the plan the whole time.
We both went and changed – which seemed to take a lot longer due to me having issues with my balance and finding the hole for my left leg in the swimsuit.
We both put a bit more Patron into our red solo cups and made our way outside. He was a bit stockier than me – not fat by any means but definitely broader shoulders with defined muscles. But not too much.
We cranked on the radio and got into the hot tub with our cups on the ledge. Although nervous, I didn’t waste much time and asked if he had brought the magazines. We used to share them when we were “done” with them.
He told me he did and they were in his car and we would trade later. Seed planted.
We started talking about jobs and girls and sports – guy stuff. He was sitting across from me but I kept trying to brush my leg against his. I wasn’t sure where he was with all this so I didn’t want to freak him out and scare him off if I had misread the whole thing.
We were both pretty buzzed so we definitely kept bumping legs. Just rubbing them against each others felt good but I wanted more. Fuck, let’s be honest, I needed more!
We both had regular trunks on – not the Speedo i wished he had brought with him. I kept trying to slide my foot inside the leg of his shorts. He finally caught on and seemed to be wanting to help me succeed.
He eventually opened his legs so I placed my legs on top of his. Pretty bold step not knowing what he wanted – but it was becoming more clear.
He grabbed one of my feet after a while and started rubbing it – which felt good. Really good. Then he did something I didn’t expect – and brought my left foot to his mouth and started sucking my big toe like it was a tiny cock. My God the electric bolt which went straight to my groin made it pretty clear we were on the same page for sure.
I took my other foot and placed it in his lap – rubbing my foot up and down his very excited hard on. Holy fuck that was amazing and if nothing went any further I already had great jack off material.
After a minute of that (I’m sure it was much longer) he put my foot back in the hot water and sort of pushed me away. I figured the fun was over.
Instead he says to me, “How drunk are you”? I replied by telling him that I had invited him over with this being my plan.
He smiled and stood up. Took another drink and walked towards me. He was standing right in front of me now. I was sweating from the heat and the alcohol and my nerves.
He looked down at me and said, “Now what”? I didn’t understand the question and just looked back up at him. Finally he said, “This is your story – so write it. What’s next”?
Now it was my turn to take a drink because I still wasn’t sure he wouldn’t run or make fun of me or who knows what. So I decided to shoot my shot.
Without saying anything I started rubbing the front of his suit. Holy fuck he was hard – and big. About the same length as me – but it felt fatter. But fuck it felt good – even with the cloth in my way.
I kept rubbing his hard cock for a minute until i reached inside his suit and untied it. The elastic didn’t give much but they were more loose for sure.
I’m not a big hairy fan so I was hoping he at least kept things neat down there. Who was I kidding, I wouldn’t have stopped for anything at that point. But it was my story.
I reached behind him and pulled him closer as he inched forward. I wanted to feel his ass. I wanted to see his ass. I wanted to eat his ass!
He didn’t do anything or say anything. He just stood there with his hands on his head. Looking like a tall drink of water.
I put my fingers inside his waistband and slowly, very slowly, started tugging his suit down. A little in the front. Around to the back. Back to the front. I was going to remember this for a very long time.
At this point he reached down, grabbed my chin and made me look at him. Damn he looked good. His hand rubbed my cheek as I stared up at him and all he said was, “dont stop.”
Yeah I wasn’t about to for sure. I grabbed his hips and turned him around. I tugged those shorts down to find a perfectly sculpted ass, much whiter than the rest of his tan body. It was all I could do to keep from cumming right then.
With his cock still inside the suit and his glorious ass exposed to the world – I pushed him over. His ass was now the only thing in my face and it was fucking hot.
I licked his left ass cheek – slowly, and then his right. I kissed his ass as I’d imagine I would probably half a million times. With him being bent over I took a long tongue ride all the way up his ass crack, paying particular attention to his puckered hole. I couldn’t get enough of it – licking and kissing and trying desperately to push my tongue inside of him. He was moaning and pushing back so even though I’d never done this before – it sure seemed I was doing it right.
I reached around the front of him and pulled those shorts down, freeing his rock hard cock. With my tongue in his ass I took his dick in my hand and started stroking. It was then I realized this was exactly how the story goes.
I wanted more – much more. I placed my right index finger at his back door and started playing around – trying to work it inside. He sure seemed to like that too because he kept pushing back into me – trying to get that finger inside of him.
We made it work and I was fingering him for a couple minutes before he tells me to stop. I was confused and worried I’d done something wrong when he turns around and faces me. His cock right in front of me. Fuck it looked so good.
He said, “I have to cum” and took his hard on into his right hand, he stroked it like 5 times and exploded all over my face. I wasn’t expecting it and I certainly wasn’t ready for it – but there it was blast after blast on my forehead, nose and thankfully my lips. He kept stroking until I was wearing all the hot 19 year old cum he could pump out of himself. It seemed like a ton.
When he was done I didn’t hesitate and took him into my mouth. I had to taste him. I had to taste his cum. I didn’t stop until his dick was licked clean.
He bent down and fucking kissed me – tasting his own jizz. It was one of the hottest things I’ve experienced to this day.
He pretty much collapsed next to me. Both of us panting from the excitement. He looked at me, turned my face to his and said, “your turn”.
To be continued.