Crossdressing to seduce grandpa Sex Stories for free – Y2 Stories

Just a story about me and my grandpa jim

Let’s say my names pinx in this story I lived in a small town in Iowa I was kinda tall I been told I have a feminine face so with my long hair I kinda looked like a girl. I was 14yr I would experiment by stealing my moms thongs trying them on I new I liked it the feeling of the string between my ass. It made me so horny but the thought of someone else seeing my butt always turned me on so much but I never had the guts to do anything like that. So I would jump on to random video call stuff so when my parents weren’t home I would put long Sox on and a thong and well showed my body to strangers I love the look of my ass its big for my kinda skinny body so i mostly showed my butt. When I was on these sites I noticed I like old men or just fat or ugly men idk they just made me feel more horny i guess.

As I started to get older like around 15 to 16yr I got more braver I would sometimes when no one was home I would go out side in a thong and jerk off I like the thought of someone seeing me. That’s when I would start using my tooth brush as a dildo i still remember it was one of those vibrating ones. As I got more braver I would were a thong to school kinda everywhere I would even take my toothbrush everywhere I liked to go to random store restrooms and jerk off and fuck my self most the time I would record myself and send them to old men I met on random sites it was something I loved doing.

When I turned 17yr I had got even more brave it’s also when I got my drivers license I would wear small trunks long sleeves. One day because I got my driver license my mom would make me pick up my grandpa let’s call him Jim he was 76yr jim is in a wheelchair so I had to help him I never really knew him i would sometimes see him at family events, I had to take him to a hospital to get checked up or something but I new I like him old ugly in a wheelchair the thought of it got me hard so that day I wear small trunks thong on my plan was to well idk try to show him or seduce idk i really wasn’t sure how to go about it as I get to his small house I made sure to pull up my trunks to make them almost skin tight to show the out line of my thong.

As i get to jims small house he was sitting on the porch so I go say hi I bend over to give him a hug trying to not make it obvious but obviously showing my ass i couldn’t tell if he was looking so as he sitting by the car door I made a excuse and started to clean a little like picking things up in the car bent over really just moving stuff around but I new my butt was facing right in front of him I was shaking it around trying to make it obvious it made me so horny after I fake picked up I helped him in we drove to the hospital Jim seemed really nice it made me more horny what I remember him saying that stuck was Jim ask me if I like fishing and like he needs help picking up his house to me it sounded so hot so I got a little braver and locked his door on purpose and when we got to the hospital I told him the the door was on child lock it was so obvious I lied I rolled down the window reached over the door were my ass was right in his face I was very obviously messing with the lock just shaking my ass in his face i was so hard i could see his face off the mirror and i could just see his eyes looking at my sluty boys ass. After that I helped him in the hospital. After when we were on the way back I tried to do some light flirting I told him he was strong for his age stuff like he told me that I had a good body and to keep good care of it I started to flirt harder like I would rub his back . Then we got to his house he told me “I love you grandson” will he rubbed my inner thigh it honestly took me by surprise but got me super horny Jim ask me to help him clean up his home almost begged I told him I would on the weekend I had school I made sure my thong strings were above my trunks as we got to his house I helped jim out and I could just see his eyes looking at my red thong I gave him one more hug made sure to bend were my butt was up so he can see my ass and thong he held on for a while like almost a minute hug after I drove home.

That weekend I told my parents I would be at Jim’s house to clean they didn’t mind I made sure to were the same thong and shorts as I get to Jim’s house I made sure the thong was visible. I go up to his house he open the door with a smile we hugged made sure he sees what I’m wearing I go in Jim’s house and it wasn’t really dirty honestly stuff on the ground nothing crazy so started to pick up stuff like coke cans making sure to bend and stick out my ass i could see him looking he made it obvious I was getting so horny I just thought if he making it obvious I’ll make it more obvious I ask him if he had a rag and a bucket he showed me. He got more touchy like when he showed me were the cleaning supplies were he would touch my lower back I could feel him touching my exposed thong. I got the rag and bucket and will he was sitting in front of his tv I got real close like foot to half a foot close and got on all four scrubbing kinda hard were my ass would slightly swing left to right I was slowly scooting back I stopped really close like my ass was right by his waist remember Jim’s in a wheelchair so I was just scrubbing for like two minutes intel I heard his wheels and I felt both his hand on my ass each hand was an each cheek I was so horny I was pre coming his hands were just rubbing my sluty grandson ass for like 5 minutes I was just scrubbing while my grandpa was playing with my ass he would pull my thong up he started to spank I didn’t say a word I kinda made it seem like I didn’t notice just cleaning getting played with then I noticed he started taking pictures that made me even more horny so with one arm I pulled down my trunks so all he can see is my thong and my bare ass i look back and he’s just jerking off and video recording or taking pictures I really couldn’t tell. I stood up took off my trunks from my ankles walked to his room layed down legs were spread and I kinda just layed there fake sleepped I could here his wheels coming he got to the bed slapped my ass he took a while getting on the bed. It honestly made it more hot that he took longer just thinking how he’s disabled barely getting in bed old man has a boy naked in his bed when he got in the bed he played with my ass a little more spit between my ass cheeks. As I lay there he crawled on me I could feel his lifeless legs on my thighs I felt his penis slide across my right cheek it got to my hole and and he stuck it in I was pre cumming hard he couldn’t hump he just layed on top of me with his dick in me so I started to shake my ass a round slowly he came quick like five minutes of me shaking for him Jim shoots his load in me it was the first time I had a real penis in me and cum he gave a like old man moan and he didn’t move he was soft now just laying on me his tip was barely in my hole and his shaft between my cheeks he layed on me for like one hour I just lay there obviously fake sleeping then out of no were I felt his dick get longer and harder so without saying something I started shaking again this time he started slapping my left ass cheek the more he slapped the more I shook he even started to slap my face put his fingers in my mouth intel he came I could feel his to loads in my ass he finally rolled off and just layed there so I got up cum running down my inner thighs i got a good amount of cum from my ass and put it I’m mouth and started to jerk off tell I came I cleaned up and went home.

Ever since then I would send him all kinds of nudes he would buy me more thongs and stuff and of course we fucked way more.

Sorry for my spelling