Bear Painter

By J Dot

Published on Dec 30, 2023

Gay

After our group session, Mac and I were very happy and relaxed with each other. We went to bed that night and cuddled, gently caressing each other.

Upon waking the next day, as usual I got up and had a cup of coffee, waiting for Mac to get up. I thought about the evening before and all the fun we both had, with each other and the other guys.

I was already getting keyed up, my cock shifting in my pink jockstrap... Mac got up, and came out with the black jock on, that had gotten so wet from me leaking into it the night before. He had slept in it!!

I got up and went to him as he took his first sip of coffee. I took him in my arms, wrapping him up, he put his coffee down and put his arms around me, cupping my big ass with his hands!!

He pulled back a little, our bellies still making contact, but just barely.

"Not to beat a dead horse, but did you really mean it when you said that you wanted me to take you!?!"

"Yes" I replied "I really meant it. I want to give all of myself to you! I want to feel you in me, I want you to cum in me!!"

"I think that would be such a good feeling, make us closer."

"I have never done it, but I could try and reciprocate, if you want!" I told him

"I would love to take you," he smiled at me with his most loving look, "but you don't need to reciprocate!"

"That's fine with me, I much prefer giving blowjobs anyway, you DID call me your cocksucking slut, if I remember correctly!!" And I winked at him

We both laughed!

" I not only want you to fuck me in the ass, I want you to make love to me!"

The look on his face was priceless, a kind of surprise mixed with something more.

I wanted it to be spontaneous, but I also needed to make sure I was all cleaned out, so that it didn't get messy.

We talked a little more about it, and I expressed what it meant to me, then we changed the subject and listened to music.

That evening, after a little clean out, on my part, we had some wine and some spaghetti vongole which is clams in white sauce on spaghetti. We both prepped it together in Macs kitchen, with the usual...

Being in nothing but underwear, him a nice yellow jockstrap that looked beautiful on him showed off the outline of his penis very well and I had changed into a light blue pair of thong panties that were already starting to get a wet spot in the front.

We rubbed against each other several times while making dinner, by accident? I think not!! I was cupping his ass while he was cooking, massaging it, and he would reach around and cup my breasts, pinching nipples.

After dinner we got up and danced together. His arms around me, cupping my butt occasionally, and my arms around his neck, caressing and running my hands in his hair.

It was nice to be held up against his big fat body. Our bellies and chests rubbing of course, more than anything else. We were already sweating a little as we put our heads together and kissed!!

"Take me, take me now!!! I want you to fuck me!!! I want to feel you enter me, feel your cock!!"

He took my hand and pulled me into the bedroom with the lights on low and I took his cock in my hand to get it nice and hard, to my joy it was already pretty hard.

I had to give it a suck anyway, cause that's what I do!!

He helped me up and we got on the bed, he removed my now very wet panties, and I tugged off his jockstrap.

He had me on all fours and he got behind me. He spread my ass cheeks and when i thought i was getting his cock, instead he planted his face in my ass. He ran his tongue up and down the crack of my ass, I started squirming.

he lifted his face from my ass, "Stay still" he says. Then goes back to licking my ass, running his tongue around the rim of my hole. Then stopping right over it!

How am I supposed to stay still!!

"Oh god!" I groan "that feels so gooodddd"

Then he goes back to rimming it, I want to scream!!

He pulled his face away, I hear a squirt and suddenly feel his fingers at my ass, they are all wet from the lube, he sticks one in me.

My hole is so tight, he eventually gets one in me. There is a little bit of pain, but more fullness.

"Relax" he says, yeah relax!

He pushes his finger in a little further and the pain is not so much. He pulls it partly out and then puts another in!!

WOW, that provides a little more pain!!! I am determined not to stop. I want him in me!!

He pulls his fingers out and I'm strangely needing those fingers back!

He puts lube on his cock, then starts rubbing his cock on the crack of my ass. He gets right up to me, I feel his balls hitting me as he rubs up and down.

"My god, just STICK IT IN ME" I yell.

I hear him chuckle, he's driving me nuts on purpose.

To make me want him more! How was that possible!?!

He puts his cockhead at my hole, finally, I think... He starts to push at my opening, relax, relax, i think to myself. He pushes harder and the head of his penis enters me. God, that hurts!!

I grunt and he stops, not wanting to hurt me. But hes already in, that should be the hard part.

He then pushes in further, a little bit at a time. I know he was doing it for me to get the feeling of it, but I just wanted him to ram it in.

Eventually he got in all the way. I could feel his balls hitting me a little, I then reached back while he was in and felt his balls.

"ooooohhhh" he groans, surprised by my fingers on his balls.

"Mmmmm, my god that feels so gooooddd" I say as he starts pulling back a little, then pushing in!

"OOHH MMMMYY GGOOOODDD" I say as he gets a rhythm going.

He has his hands around my thighs holding me against him. I decided to try and be loud this time, show him how much I wanted it!! Trouble is it was hard with my grunting to try and form words!

"Yes, YES, YES, FUCK ME, FUCK ME!!!"

He started plowing in harder and harder, knowing that it must be alright.

I was grunting and could hear his balls hitting me, my cock was leaking almost a stream...

"DRIVE IT IN!!!

Eventually, seemed like a long time, but probably wasn't more than five minutes or so, I felt the familiar tightening and knew I was going to cum.

"YOU'RE MAKING ME CUUUMMM!!!"

He kept pounding into me, I could hear him grunting and moaning.

"I'M GOING TO CUM IN YOU!!" he says

I want to tell him yes, fill me with your cum, but I can't form the words.

He stops pounding me, leaving it fully in me, I feel his cock get even tighter in my hole as he expands...

"UUUUHHHHH, OOOOOOOHHHH"

And then I feel him Cumming in my ass!!! It feels so good to have his sperm shooting inside me!!

Finally I can form the words

WOW!!! "OH MY GOD, THAT FEELS SO GREAT!!" He stayed in me until his cock went down and he plopped out with some of his cum. I wanted to try and keep some in me for longer...

I felt complete like I had accomplished something earth shattering.

I collapsed down, laying on the bed, and he collapsed with me, laying on top of me.

"Am I too much weight on you," He asked. I could have been being crushed but it felt good!

"no, its perfect. You're perfect!!"

"How did that feel?"

"Heavenly, it felt so good, you can have me whenever you want me!!"

In truth my butt hole hurt a little but I knew it would, and I was going to have to deal with it.

He rolled off me after a few minutes and we soaked in the afterglow of our lovemaking, and of course the cum leaking out of me :)

"I am in love with you, I hope you know...." and hoped he replied with the same

"I love you too" he says. I am over the moon with joy as he says that!!

I loved the feeling of his cum leaking out of me and decided to just stay in bed and not clean up.

We lay there lightly running our hands over each other for probably an hour and Mac then got up to clean himself up. Padding around the house, bare ass naked, he closes up the house for the night.

When he came back to bed he brought a warm wet washcloth, and he ran it down over my ass, cleaning me up. I loved him for that, thinking of me.

He lay in bed next to me and I cuddled up next to him, gently caressing him all over. We fell asleep like that, and I slept like a baby!!!

The next morning, I awoke first, of course and made our coffee, went out to the patio with my thong panty from the night before.

The rain that they had been promising was here and the air felt good. I started to take stock of things as I sipped my coffee... Yes my butthole was a little achy but it was such a good ache!!

Mac came out, wearing his customary jockstrap, This one with the rainbow on it, with a cup of coffee in his hand and bent down to give me a kiss.

"morning loverboy" he said,

"Morning lover" I responded with a smile

He sits down and kind of sideways looks at me

"I've been thinking.... Since you already keep some of your skimpy under things here, and you spend almost all your extra time here with me.. Do you want to move in with me?."

I just stared at him, I had been thinking the same thing for a week or so, but hadn't expressed it. To be truthful, I was pretty much living with Mac anyway, barely ever went to my own house.

I stood up and went to him and got him up to wrap him up in my arms in a big old bear hug!! I pressed my lips to his, and finally broke our kiss.

"YES, I would love to move in with you!!

I then kissed him again along with a squeeze on the butt.

We both sat back down and sipped our coffee looking at one another. I was so much in love with this big man!!

I started making plans in my head for how I would move in. What I had to do to make it happen....I did need to get a self storage for my painting equip, ladders etc. But it was completely doable.

"I will have to get a storage unit for my paint equipment, ladders, and so on... I'm not that sentimental about any of my furniture so I can sell it eventually."

I was so excited. He seemed excited too.

We went inside to make something for breakfast, doing what we always do, copping a feel whenever we could.

"Tell me that we're not ever going to stop our sexual playing when i move in... I want to keep playing with you like this"

He just reached over and gave my cock a squeeze through my jock,

"never going to change" he says. We sat down and ate, he helped me look for a storage place.

"Do you have anything you want to store in the storage unit?" I asked him.

"Maybe a couple things"

I called and got a unit, set it up to look at it that morning.

"Do you need help moving anything?" He asked

"probably not, but you can come along anyway!"

We pulled on some shorts and tshirts, shoes and off we went to my house. We loaded some stuff up in my rig and went to the storage unit. We got the number, picked up a lock, the manager showed us the unit and left.

We started to unload things and got a little warm.

I pushed him against a wall, got down on my knees and started pulling his shorts down,.

"What the heck are you..." Mac said

"Shhhh " was all I said

I pulled his penis out of his jockstrap, slightly pulling it down. It felt so good in my hands, feeling his veins pulsing and I started fingering his foreskin.

"Mmmmmm, that feels so goooddd!!"

I wrapped my lips around his shaft and started humming a little, making my mouth vibrate. I started bobbing up and down on it.

"Oh god!!" He says

I pulled his cock out of my mouth, lifting it with one hand, playing with his balls in the other. I pressed my face to his crotch and started licking his balls.

I stuck my tongue around the tip of his cock and his foreskin, trying to get my tongue in to play with his tip while still inside.

"Ooooohhh, oh my god!!!"

I was having such a good time, and who cared if someone drove by and saw me giving my lover a blowjob... He was moaning

"You're such a good slut!!"

which made me pay even more attention to every nook and cranny of his exquisite cock.

I pulled him out of my mouth, to hit myself across the face with his pole, I loved it, and so did he!!

"Oh my god yes!! Slap your cocksucker face!!"

I put it back in my mouth, bobbing up and down on his pole. My face slapping, as always against his belly. Fwap, fwap, fwap! Sometimes I don't notice the sound, sometimes I do!!

He finally grunted, "I'm gonna cccuuuummmm, TAKE IT ALL!!!

I felt his penis expand, balls tighten, and he was shooting his load of cum inside my mouth!!

As always I didn't want to waste a drop of his creamy juice...And let his cock fall out of my mouth.

" mmmm, it tastes so good, lover!! I told him after swallowing it all!!

Mac helped me to my feet, pulled his jockstrap and shorts back up.

" You are such a slut, doing this out here in the open!!"

"You bet!!" And we both started chuckling. I wrapped him up in a hug and a quick kiss.

We finished unloading and went back for the last little bit to take to the unit. I picked up some clothes, more panties and jocks, and off we went. We left the stuff off at the storage unit and picked up a few things at the grocery store, and back home we went... HOME what a good thought!!

Next: Chapter 4


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