I had been sleeping with my Granddad for nearly a week now. Coming home from school to cum. At 57 years old my Granddad was semi-retired, he owned some property that he rented out and had investments. He wasn't rich but he was well off and waiting at home for me to return every afternoon. I was on the bus looking out the window lost in my own world. Knowing I was going home to get fucked and playing over some of this, mornings, events in my head.
Granddad usually didn't start anything in the mornings because of how long he likes to go and not wanting me to miss any school or sleep through any of my classes.
This morning however something woke him up and he woke me up. Spooned behind me he pushed into me easily due to the fact I had been to tired to get up last night and my hole was still lubed up with that new KY lubricant. The gentle warming stuff. He held me tight and slid in and out of my ass slowly, kissing my neck and holding my erect cock.
Like a well practiced move he slide his rock hard cock all the way into me then back out till the head was ready to slip past my anal ring of muscle then back in deep. It made my chest tight with each thrust in and left a sort of empty feeling as he pulled out, that feeling you get when an amusement park ride drops really fast. I was moaning and gasping quietly. It felt so good, real good. He wasn't stroking me just holding my dick firmly but my cock was tingling, as were my balls. His pace sped up and his breathing was harsher in my ear, which he would stick his tongue in from time to time.
He pushed solidly into me and moaned in my ear as he came hard. My own cum staining the sheets while his slashed, hot inside me. He stroked fast in me finishing his orgasm then pressed deep into one more time before relaxing. I was still skewered on his hard dick and he was now rubbing my chest breathing on my neck softly.
"God damn boy do you have an ass on you." He squeezed me to him and pushed that wonderful cock back in me as far as it could go, sending a shiver through my balls and up my dick and through my chest.
"Thank you Gramps."
"You're welcome Darlin'."
I went back to sleep for almost an hour till the alarm off. I woke in the same position only; sadly Granddad had gone limp and slid out of me. We cleaned up and dressed and I was out the door to catch the bus.
"I'll have a surprise for you when you get home tonight." He closed the door before I could say anything. So I was distracted all day. I wondered what it could be that he would torment me like that.
When I got off the bus I walked like any other teenager until the bus was out of sight then I ran full speed home. I came in and tossed my book bag into one of the chairs at the kitchen table and went to find my Granddad. He was waiting in the living room with a gift box sitting on the coffee table. One of those plain white one clothes come in.
"I want you to wear these from now on when you are in the house or be naked. And no ponytails either."
I immediately pulled the hair tie out and put it on my jeans pocket. My hair was just past my shoulders and a little curly. I took my clothes off and stood there for a moment feeling my Granddad's eyes roaming over my body. From my red hair and blue eyes to my fair skin and smooth body to the trimmed red pubic hairs at my crotch. I was nothing like the men in my family I was definitely more like my mother's side.
I opened the box and pulled out packs of over the knee stockings, white, black, purple, green and a pair that were black with the word slut all over them in large red gothic letters. There were skimpy silk panties and Gee strings of matching colors to the stockings. There were also shirts. Shear, see-thru material in the same colors. They were kind of man cut shirts, pajama tops I was guessing. My dick was hard thinking about Gramps fucking me wearing this stuff.
I ripped open a pack of green stockings and slipped them on. They went up just over my knees then I put on a green Gee string and shirt. I only buttoned one button on it, one down from the top. "How's this?"
"Perfect Darlin'"
I could see his cock straining against the material of his pants so I walked slowly over and knelt between his legs. I unzipped his pants and pulled them open and down along with his boxers and took a hold of his dick. I stroked it and cupped his balls before kissing them. I leaned forward and took the tip into my mouth and sucked on it running my tongue around it and running the tip of my tongue along his opening, tasting the first bitter sweet drops of pre-cum. I did this till he began to stroke the back of my head, I then opened my mouth a bit further and went down his shaft till my nose touched his pubes. I tightened my mouth and tongue on his cock and sucked as I went up and down on it. Using one hand to stroke his dick and the other to play with his hairy balls.
I moaned around his cock and made wet slurping noises as I sucked away. Gramps moaned and held my hair. "Yeah... suck it Darlin' suck it good. Mmmm,
Yeah, make me cum Darlin' so I can fuck that ass of yours a good long time."
I was up on my knees with my back slightly arched so he could look over my head and see my ass with the thin green silk cord going between the cheeks. His hand grabbed the back of my head and he shoved his dick to the back of my mouth and shot his cum down my throat. I was getting better at it, I didn't gag and I swallowed most of it.
I licked his cock clean and continued to stroke it while I lay my head on his thigh and he ran his fingers through my hair.
"Damn, Darlin', you make me cum so hard."
I just smiled up at him and lightly kissed his balls. I continued to stroke him and kiss and lick his balls and dick till I was sure he was ready to fuck. I unbuttoned his shirt and helped him off with his pants. I rubbed against his cock as I slid up his body. I straddled his groin and leaned forward to kiss him. I reached back and played with the tip of his dick. I rubbed it against my hole and felt it swell slightly as he inhaled. I lowered myself on his cock, my breath catching in my throat as it entered me. I closed my eyes as it slid deep into me till my ass rested on his thighs. I put my arms around his neck and kissed him. He kissed me back deeply probing my mouth with his tongue, his hands slipped down to grip my ass, which he kneaded roughly and began lifting and lowering me as he pumped his hips driving his cock in and out of me.
That feeling of tightness and dropping filled my chest with his fucking. It was incredible, almost as good as when he was on top of me, my body and dick rubbing against his hairy body his hard cock sliding in and out of me, his arms wrapped around me or squeezing my ass. My whole body trembled with excitement. I kissed him furiously and he kissed me back even harder, fucking me faster. I could feel his cock swell in response. His grip became crushing and he was pushing up into me as hard as he could, cumming deep inside of me groaning deeply with ecstasy. I let out a gasp and came on his stomach and mine.
We went to bed after that and stayed naked and fucked several more times till we fell asleep. I was still in the stockings the next morning and I guess it was enough to excite him, because he grabbed me as I went to the bathroom to clean up. He bent me over the counter and gripped my hips and thrust himself into me. I gasped with pleasure as he fucked me. He only took a few minutes to cum in me, pressing deep into me as he always did.
After I showered and dressed I kissed Gramps goodbye, it was passionate and deep and made both our dicks hard. "I was wondering if you'd do me a huge favor?"
He asked.
"Of course, I'll do anything for you."
"I have a friend, Ben, that would like to try gay sex. We've tried a bit of groping each other but it feels all-wrong. We both are tops and he wants to get cock deep in an ass. I was hoping you'd be willing to share that fabulous ass of yours."
I was a little shocked and a little excited too. Gramps wanted to share me with his friend. I loved my Granddad and sex with him was fantastic but he was offering me a chance to get a little strange in me. "Uhm, sure, Gramps for you."