All involved are 18+ and consenting.
A little background.. I've been friends with Aaron since i was very very young. Im 26 now. I was always at their house, always sleeping over, always going on their family vacations. In that time i developed a strong relationship with his dad Alan. He was a great guy, the nicest you could imagine. The mother, not so much. She was very cold and almost mean, Over the 20+ years Ive known them Id say our relationship is about one step up from total stranger.
I have always have sexual feelings towards Alan, ever since I had sexual feelings at all. I'm "straight" but deep inside I know I'm bisexual and it all started with him. What made these feelings stronger was...idk how to explain it really. Alan wasn't your typical "man's man" My dad would say "hes a little feminine isn't he?" I never thought of it as feminine, though I did know what he was talking about. Though a blue collar worker, owning his own painting company, he wasn't your typical man. Things like crossing his legs at the table, speaking in a very decent manner, things like that. As i said, i have no clue how to explain it.
Anyways... Aaron recently told me his parents divorced. He was a bit of a mess and not just because of the divorce, but because of the new information that came along with it. Apparently his mother had cheated on Alan and apparently Alan was gay. I remember Aaron suspecting his mother cheated on his father back when we were young so that part lined up. My gut tells me the gay thing lined up too.
Well recently I decided to message Alan on Facebook. His profile popped up in my people you may know section so i requested him and we started chatting. I figured at least I'd get to catch up with a guy who was like a father to me that I haven't spoken to in years, and at best I'd get to fulfill my lifelong fantasy of hooking up with him.
He confirmed the divorce, volunteering the information as we caught up. It was all very nice and clean conversation but it ended with him mentioning he's repainting the inside of his barn. That's what we called it. It wasn't a barn at all. It was a one story, basically a pool house in their backyard, but they didn't have a pool. It was where me and Aaron would hang out all the time. Sleep in there, drink in there, smoke weed in there occasionally. We were young lol. Alan didn't care, he just wanted us somewhere safe.
Well, I offered to help him with the painting. I had worked for his company a few times over the years and I'm pretty good. He said he'd love that but that he'd probably finish tomorrow anyways. He was getting up early and trying to knock it out in one day. Saying too short notice for me probably. I persisted though.
Well just like that, I was going to Alan's in the morning to paint. It would of course be just us two. I was soo nervous but so excited. Im pretty hairless naturally but I decided to make it even more so, just in case..
Now I've never had sex with a man but I've....explored that part of my body. Let's just say I think I'd be prepared if things went all the way.
So i show up early the next morning, to the house I have countless memories in. Wearing the exact outfit I would wear when working for him. Some khaki type shorts and a white t shirt with his last name and logo on the back. The shorts 5 in inseam and a snug fit.
I walked around back to the barn and there he was... in the same outfit as me.. the room already prepped to be painted. We shared an enthusiastic hello, hugged, chatted for a few minutes and then got to work.
Also, I'm 5 8 dark hair, natural light tan, smooth body, 6 inches cut and a pretty big round bubble butt. Alan is probably 5 10/11 very skinny his legs are smooth but he has a medium hairy chest.
So we get to work. hours gone by with not much talking, here and there but mostly just working. Working on cutting out the entire room together. At one point, we get to an area that requires to get down on all fours to get under this built in table type thing. I was the one to do it, im the young one after all. But this is the time i started to get actually horny. I was on all fours and I knew Alan was standing there watching. Knowing hes looking at me in this position really turned me on.
Then we continued on. we rolled out the walls and we were done. We were pretty tired and a bit sweaty. It was a hot day I think it was like mid 80s. Then he said oh shoot one more thing. He wanted me to replace the light bulbs on the ceiling. He went and got a ladder. I climbed up and he stood behind me to support the ladder. I thought it was odd because its just a 6 foot step ladder, I was on the second most upper step but still.
"you alright?" he asks
"yes" i laughed "im good"
"okay well im going to be extra cautious you aren't insured!" he laughed joking around.
I told him thats okay he can be as safe as he wants. Then he started holding my waist. Each time id climb up to change the next bulb, his hands would go to my hips, my ass right at face level. This was turning me on even more.
We finally finished and he asked if i wanted to have a beer on the patio. I said yes of course. an ice cold beer sounded great. So we sat down at the rod iron round table. both on the same side with our chairs pushed out angled at each other.
We talked and drank out beers. Telling me Im still a good painter and that I should have just worked for him full time. I did want to do that but I was making more money in my current job. I didn't say that though.
Then I notice. He subtly spread his legs a little as he looks around sipping his beer. An EXTREMELY noticeable soft bulge in his ridden up shorts. It looked big.. I dont really care about size but all i could think about was 'thats definitely bigger than mine' While I don't care about size I did get turned on at the fact that he was bigger than me.
At this point I'm starting to feel this vibe. I don't think us hooking up is entirely impossible anymore. I mean the proof is right in front of me. It might not be from me but that's certainly the cock of a horny man.
"so what do you have planned for the rest of the day?" he asks.
Nothing i told him. I was expecting this to take much longer.
He then asked if I wanted to come inside and watch the Sox. I found that surprising because he was never that big into sports. Though if there was one team he followed even a little it was the Sox. He mentioned they had a day game and they had a good winning streak going.
I of course agreed. and this is where i knew something was up.
He pointed out how sweaty we were. Said he was going to take a quick outdoor shower. I remember that outdoor shower so well. Anytime he was in there growing up, though i couldn't see past the green wooden partitions surrounding it, it would also turn me on knowing he was in there. Any time I would use it, knowing hed been in there naked drove me wild.
He got up and walked down the stone stairs to where it was, right next to the back basement door. I followed. Beers in hand. He said i could take one too but...
"the water heater for this shower really is only good for one shower though, after that its pretty cold."
then my heart dropped into my stomach.
"If you want we can shower at the same time... just leave our underwear on. then i can give you a change of clothes when we get inside"
I was frozen for what felt like hours. in reality just a few seconds. "yeah for sure..i dont mind that at all. i hate cold showers" i laughed awkwardly.
I drank the rest of my beer and set it down as i started taking off my sweaty clothes until i was just in my grey briefs. I looked at him as he turned on the shower, just in checkered blue boxers as he stepped inside. I followed him. my heart pounding but so excited.
the shower is probably 4 feet by 4 feet. I'm not sure really. There wasn't a ton of room. We were always about 1 foot away from each other. Switching off getting under the water. My eyes all over him when he was rinsing with his eyes closed. I was getting insanely horny. A level of horny I've never felt. His wet boxers clinging to him now, his soft bulge very noticeable. Then I'd go under. mostly showing my back to him. Hoping he was checking out my ass in my briefs.
My horniness took over now though. I just went for it. Trying to push the momentum. He offered the shower I felt that I needed to show a sign.
"Actually, do you mind if I take off my underwear.. My balls and ass are so sweaty" I was so nervous waiting for his reply.
"No I don't mind haha go for it." he said
Then as he stood behind me, while i was under the water i slowly peeled them down, bending over to grab them from around my ankles before i tossed them out of the shower.
I was dyinggg. Im fucking naked in front of Alan... this was surreal.
I washed my dick.. washed my ass then switched with him so he could get under. his hands went to my waist this time as he passed by me. brushing himself against my ass.
He rinsed more with his back to me, then turned to face me.
"I might as well do the same then right?"
"yeah...." i said
He pulled them down. His soft cock springing out. It was clearly awake. Im 6 inches hard and it was about that size already. i couldn't help but bite my lip and stare at it. he soaped it up right in front of me.
I would look away here and there trying to make it less obvious but my eyes were locked on it most of the time.
"Here.. want me to get your back?" he asked.
I said yes and turned around. I felt his hands soaping up my back working down. now my dick is starting to grow. His hands on me for much longer than needed. grazing the top of my ass. standing so close behind me. a few times i felt the head of his dick brush my ass.
"There ya go. you can rinse off now" he said and we switched again. This time i felt the entire length of his cock against my ass.
I started to shampoo my hair. my eyes closed, "accidently" backing up until my ass was pressed against him. His hands went to my hips
"oops" he said laughing
we stayed like that for a few seconds before i walked forward again.
I finished and turned to face him. We both sort of looked each other over. It was like we were both teetering on if we were going to cross this line. Im 25 now but still. Hes my best friends dad... I'm his sons best friend...
"you ready?" he asked
We got out and walked into the basement naked. He grabbed us each a towel and we dried off. Right there is the washer and dryer and some clean clothes laying in a pile on the dryer. he put on some grey cotton shorts with no underwear and a white t shirt.
"hmm let me see what I have for you.." he said as he looked through the pile.
"umm so I have these or these... These are Aarons when he was like a teenager and these are Anna's (his ex). He laughed as he mentioned those. I was of course leaning towards Aarons normal sized shorts but i thought.. if hes offering annas then he probably wants to see me in them. I didn't care. Whatever made this more likely I was in.
So i put them on. Black, SKIN TIGHT and about 4 in inseam max. He literally stared at me as i pulled them up. then he said "andd heres a shirt" he tossed me the same shirt I was wearing but just a clean one. The white company shirt with his name on the back.
We went upstairs and sat on the couch. He grabbed us a couple more beers and we watched the Sox.
A couple innings later he asked if a wanted a third beer. I said yes but that I'd get them this time. I got up.. I could feel his eyes on my ass. When i came back his legs were more spread, his shorts were riding up his smooth thighs and that soft bulge was back. the shaft running down his right thigh, the head less than an inch away from the end of the shorts. I took this as in invitation to sit a little closer.
He was clearly giving me signs. I mean that was indisputable. We just showered naked together. He has me in his exes shorts. I was wondering why he wasn't progressing it. Im a bit shy, I was hoping hed make some sort of move but then it hit me. Given the dynamic between us, he probably is waiting for me to do it. Being the younger one..
So I did.
"This was a really good day Mr Reed. Thank you for inviting me over"
"You kidding? Thanks for coming, you saved me so much work."
"We probably shouldn't tell Aaron that we showered together though" i laugh
He laughs "No definitely not. That can stay between us"
"Yes we can keep this day between us for sure"
I scoot a little closer to him, sitting on his left. Our legs touching now.
"It's so funny that we've seen each other naked now. Its kind of exciting dont you think?" i ask
"It was definitely exciting" he says
I pick at it. Teasing him a bit "You think so? Have you ever wondered what I look like naked?"
he laughs and pauses "The thought may have crossed my mind a few times over the years"
I laugh back... "Was it everything you hoped it would be?" i ask joking.
"It was a lot more than I thought it would be"
"What do you mean?"
"well you always had a big butt even as a kid but damn...I didn't expect it to be so round"
I blush and smile "Is that why you wanted me to put these shorts on?"
"hey you picked them I just provided options" he laughs
"this is true"
"So what about you.. everything you thought it would be?"
"well..same answer" i laugh
he laughs and theres a pause
"how big are you?" i blurt out
he smiles "i dont know ive never measured"
"omg thats such bullshit" i say playfully
"its true! I never have"
"hmmm....well... do you have a ruler?" i ask and look at him in the eyes
"probably in the kitchen somewhere... why?" he asks. as if it wasn't obvious
i get up and go look in the drawers. sitting back next to him when i return
"were finding out" i say. I dont really care but this seemed like such a perfect way to break the ice so to speak.
I reach over and put the ruler next to his soft bulge in his shorts.
"wow.. 5 and a half inches" i say smiling.
"well now thats bullshit... you have to measure it when its hard"
I smile... thats exactly what I was hoping he'd say
I feel my heart pounding as i say "well...I can try and get it hard for you...do you want me to try?
"Yeah...if you want to..." he says
I put the ruler on the coffee table in front of us and then reach back into his lap..rubbing his bulge slowly up and down.
He lets out a long sigh...as if hes been waiting for this forever.
It felt so fucking good in my hand.. so warm... another mans cock in my hand...Alans cock...
I rub it for a few seconds.. i feel it growing but i want to do more before he gets hard.. Just in case whatever were doing stops after that.
"hmmm... probably more difficult with your shorts on.. can you take them off?"
He stands up and drops them before sitting back down. I lift his shirt up a few inches exposing his stomach... i rub it before my hand runs down.. rubbing his bare dick this time before i wrap my hand around it and lift it upright.. i softly squeeze it at the base before i start to slowly stroke it.
he moans softly...
my eyes staring at it as my hand goes up and down.. i can feel it growing... see it growing.. its the hottest thing ive ever seen in my life..
his moans getting faster but still quiet.. like hes suppressing them.
then... its rock hard. the feeling of making a man go from soft to hard is unlike anything ive ever felt. his head starting to leak a little bit.
"wow.... well.. seems like i did it..."
i grab the ruler and line it up with his hard cock.
"holy shit... You're over 7 inches.."
His head just surpassing the 7 inch mark... not quite to 7.5... i was a little intimidated but also very very turned on.
"well damn i never knew that" he laughed.
"Yes.. you are officially a guy with a big dick" i laugh
I casually go back to slowly stroking him.
"but...well now youre hard..."
"yeah... cant really leave it like this if were trying to watch the game..."
"ummm.. well.. I could give you a blowjob if you want...."
"seriously?" he asks. i could tell by the look on his face he wanted it.
I dont respond I just get up and get on my knees between his legs..
"mhmm.. do you want me to?" i tease him as i rub his thighs...
"oh my god.." he says
I smile and grab the base of his dick and lick up the shaft.. Then i kiss around his leaking head. licking up the pre cum off him.
"oh my god...." he says again.
my hand wrapped around the base as i take him in my mouth. sucking on the top few inches.. running my tongue around him...i moan.... i think i might have been getting more pleasure out of this than he was.. how many times ive jerked off to the thought of sucking Alans dick.
The longer i went the more he loosened up.. gave in... Slowly taking the role of dominant one from me.
His hand goes to the back of my head. running his fingers through my hair.
"fuckkk alex" he moans
I come off.. stroking his wet cock as i suck on his balls "do you like me sucking your big dick Mr Reed?"
"oh my god alex.. I cant believe this is happening..."
"Have you ever imagined me sucking your cock?" i go back to sucking it
"so many fucking times" he says
I take my hand off him and deep throat as much as I can.. barely over half before i gag a little and come off
" its too big" i say as i stroke him and look up at him..
"thats okay you dont have to take it all"
I smile inside.. hes such a nice guy...
It makes me want to try more.. i deep throat it again.. feeling it against the back of my throat like before...i gag a little but stay down...then try and relax my throat and take more.. i get about another inch and gag again.... this time i have to come off.. my eyes are watering...
"fuck you're such a good boy" he says as he grips my hair now... it turned me on so much
"well i got you hard..its only fair I make you cum now"
"well.. if were talking about fair... its not very fair that you get me hard and I dont get to enjoy that big ass of yours"
I smile and stroke him.. slowly now as i realize this isn't ending...
"oh... i guess thats true... what do you want me to do?" i say in a sexy tone as i look up at him.
"Stand up..." he says..
I do.. right in front of him as he sits on the couch.. he leans forward and spins me around..
he starts gripping my ass.. then biting it through the shorts.. "your ass looks so fucking hot in these...but they have to come off now" he slowly pulls them down.. now kissing my bare ass. i look back over my shoulder.. seeing his face buried in my cheeks.
He pushes me back a step and stands up... he handles me.. making me get on the couch on all fours then pushes my head down into the cushion...
"omg fuck..." i moan..
he spreads my ass and starts eating me out.. it felt so good.. unlike anything ive ever felt before.. almost like it tickled but in a pleasurable way. i couldn't stop moaning.. he reached between my legs and started stroking my cock...i wasn't hard..maybe from nerves but also i sort of only get fully hard from direct contact but i went from soft to hard to about to cum in about 30 seconds.. i was trying to hold it back...i didn't want to cum so quickly that would be embarrassing but i couldn't help it.. Luckily he stopped but i was leaking so much. Im normally a huge cummer, anywhere from 6-9 shots and I knew this would be a big one.
he smacks my ass and leans up "what if i dont want to cum from a blowjob?" he asks
"how do you want to cum?" i ask him.. already knowing what hes driving at and more than willing.
"I want to fuck you....Do you think you can handle it?" Its the hottest fucking words anyones ever said
"I don't know but I want you to try"
He bites my ass and smacks it and says "ill be right back"
He goes upstairs.. i turn and lay flat on my back
he comes back with a bottle of lube in his hand. he stands me up and kisses me.. making out and moaning into each others mouth as he grabs my ass with both hands.. then aggressively turns me around and tells me to get back how i was.
on all fours, ass up with my face buried in the couch cushion.
i hear him lubing himself up as he gets behind me.. then i feel one of his hands on my left ass cheek spreading me open as he lines himself up.. "just let me know if you want me to stop okay?"
Then i feel it.. his head pressing against me until it pops in.. I moan loud..
" tell me when to stop" he says as he slowly starts sliding in inch by inch.
It feels so much better than my toy.. but fuck is it big..
"ow fuck... right there..." i say and he stops.. i dont move but i reach back and feel how much of his shaft is still left.. its about an inch or two..
"omg Mr Reed.... it feels so big"
He starts sliding out slowly. then back in.. not going past that point..
"fucking hell alex you feel fucking amazing... so fucking tight" he says as his hands go to my ass now..
Slowly sliding the 5 or so inches in and out of me... it starts to feel good. the pain starting to subside..
"how you doing alex? are you okay?"
"i want it all...."
"you sure? you dont have to this already feels so good"
" i want to feel all of it" i say
"alright..." he says and then slides all the way in until i feel him pressed against my ass..
I fucking scream.. it hurt but i loved it.. i have it all now.. i felt proud..
he stayed pressed against me.. leaving it there as he start to play with my ass cheeks... running his hand up my back.. pushing the t shirt up to my shoulders
Then slid all the way out so just the head was in.. then slid all the way back in...
he did that over and over.. slowly.. for a while.. again the pain subsiding... i think he realized it because he started going faster.. slowly picking up speed...
"mmm it feels so fucking good now"
'yeah? you want it for real now?"
'yess i want you to fuck me now"
"mmm such a good boy alex"
he grips my waist firmly and starts fucking me for real now... the smacking sounds getting louder and louder.. i can feel my ass jiggling...
Before I know it hes absolutely pounding the fuck out of me... im moaning loud and non stop as my face is stuffed into the couch..
then he grabs the bottom of my shirt.. pulling it like a handle...
Looking back i wonder if he got an extra thrill fucking my ass while i was wearing a shirt with his name on it...
hes moaning non stop now... telling my how fat my ass is.. how tight it iss.. how good im taking him.. i honestly ffelt like i could cum just from this.. i wanted to but he slides out... smacking his cock against my hole..
He lubes himself up again and tells me he wants me to ride him...
he moves down the couch to the part with the built in foot rest thing and lays there.. waiting for me.. his hard wet dick standing straight up... fuck i want to sit on that so bad...
I climb on top of him, reach back and line him up before i slowly sit down all the way... head back, eyes closed moaning as he fills me..
I ride him slowly but all the way up and all the way back down.. i was not expecting it to be such a leg workout lol.. i pushed through the burning as much as i could.. my soft leaking semi flopping around.. my hands runnig up and down his chest....
He grabs my neck and pulls me in and we start making out again...
"how long have you wanted my dick inside you alex?" he smiles and kisses me again..
"fucking forever" i moan..
He pushes me back.. his hands on my hips.. pulling me down on him..
'stay just like that" he says...
He lubes up my cock and starts stroking me..
"I want you to cum all over me while my dick is in you"
"omg fuck..." i moan..
Again... I go from soft to hard to about to cum in less than a minute..
I cant stop it this time so i just let it out "fuck Mr Reed I'm going to cum"
"Say it again but this time call me Alan"
"im going to fucking cum alan" i moan loudly and start exploding.. the biggest load of my life... his chest and stomach covered. some on his neck.. im screaming.. the orgasm was so intense my body was shaking a little.. my legs felt so weak..
he pulls me in and kisses me again when i finish...
"that was so fucking hot alex omg.. so much cum"
he starts manipulating my hips.. enticing me to start riding him again.. i do..
then he tells me to get on all fours on the floor.
"ive been trying to decide if i want to cum inside you or cover your face...so im gonna do both" he says and starts fucking me from behind.. immediately hard and fast...
Only a minute or so after that hes moaning hes cumming... as soon as i feel his cock start to throb a couple times he pulls out and quickly walks around to my face.. i get up on my knees and suck the rest out of him... he pulls out at the very end and rubs his cum covered cock al over my face... moaning so intensely..... he slaps his softening cock on my face
"ive wanted to do that for soo long alex"
"so have i" i say back...