[MF] Hooking up With My Sister’s friend in High School [Long]

Same as my previous post, if I make any mistakes please forgive me because I’m typing this on my phone. This is about the first time I hooked up with my twin sister’s best friend when we’re all seniors in high school. We were both 18 at the time. I have one sibling who happens to be my fraternal twin. While I’m high school her best friend at the time was a cute girl named Heather. Heather and my sister Rachel had been friends since the first met in elementary school. She was always a bit of a Tom boy, always playing football with us boys instead of barbies with the girls. Nevertheless her and my sister were the best of friends.

By our senior year Heather had grown into a beautiful young woman. She was about 5ft tall and couldn’t have weighed more than 115lbs. She had chocolate brown hair just past her shoulders and

Growing up there was always some flirting back and forth between Heather and I. There was no doubt some sexual tension there and it finally came to a head our senior year.

Heather and I had Ag Welding together and were in the welding booth. She was in her usual jeans and button up plaid shirt over a tight spaghetti strap tank top with her silky hair in a ponytail. When we entered the welding booth she removed her plaid shirt and tied it around her waist. As she bent over the table to start her weld I could help but stare down the massive double D tits practically spilling out of her shirt. Right before she pulled her helmet down to lay a bead she caught me staring.

“Take a picture, it’ll last longer.” She said with a smirk. “Don’t tempt me.” I quipped. Without hesitating she grabbed her shirt and pulled it down nearly causing her breasts to spill out and stuck her tongue out. “Careful, your personality about came out.” I said jokingly.

Without hesitating she struck the ark and a bright flash from the welding rod flashed. I rubbed my eyes while calling her every name in the book while we both laughed. Less than a minute later I could see just fine and watched her through my own helmet. In the back of my head all I could think about was her tits. I’d seen her in a bikini top plenty of times but never a super revealing one.

She finished welding and we flipped up helmets. “Looks good, hell I’d almost say you learned something.” I said jokingly. She punched me in the arm before we began cleaning up the booth.

Later that day in algebra I felt my phone vibrate in my pocket. I waited until the teacher turned her back to the class and slid it out of my pocked. It was a message from Heather. I opened the message and was greeted with a picture of her with her lifted up and her double D’s out. I quickly exited out of the message in case anyone happened to glance at my phone.

My heart was racing. I wanted so desperately to look at the picture again but had to be careful. Teachers were incredibly strict about the no phone in class policy at our school. Finally an hour later and the final bell rang. I made my way out to my truck and once I knew I was away from everyone I pulled out my phone and studied the picture intently. Her nipples were small but erect. Her areola were also small and a light shade of pink that was barely noticeable. Definition of ghost nipples.

I sent her back a test. “Sorry I couldn’t reply sooner. I’m not complaining but what the hell is this?” A few minutes later she replied “I felt bad for flashing you in welding so I figured I’d flash you again but with my tits this time.”

I immediately knew we were past the subtle flirting and sexual innuendos. I told her she didn’t have to do that but that I appreciated it and said we were even. We texted on and off the rest of the evening and some more throughout the rest of the week.

Friday rolled around and the conversations had grown increasingly flirty and significantly less PG. Heather said she was coming over that night and I knew whatever this was would come to a head that night.

That evening the sun sunk below the horizon as we lit a fire in the back yard. Everyone had dawned their jeans and hoodies as the temperature had dropped into the low 50’s. Country music blared from speakers of an open truck cab and we all talked about plans for the summer and after school.

Heather was sitting beside me in a folding chair drinking a cup of hot chocolate with her legs dangling over the arm of the chair. Occasionally she’d randomly kick my arm with the toe of her boot and giggle when I swatted at her. Eventually everyone left with the exception of Heather. We cleaned up the chairs and went inside and got ready for bed. I changed into black athletic shorts that stopped just above my knees and Heather had changed into a large t shirt and red plaid pajama pants.

We all said our good nights to my parents when they poked their heads in and then to one another as the girls shut themselves in my sister’s bedroom.

I laid there in bed thinking about the picture Heather had sent me earlier in the week. I grabbed my phone off the night stand and skinned my eyes as the light from the screen flooded the room. I opened my messages and scrolled back to the picture. I studied it intently taking in every detail knowing I’d be deleting it soon. I never kept any nudes for very long out of fear my parents would glance through my messages. I started to get hard thinking about all the naughty things I’d do to her. I thought about rubbing one out but didn’t want to risk the girls hearing me so I closed out of my messages and laid the phone on the end table and rolled over onto my side.

[Fun starts here]

Just as I began to doze off I heard my door being opened. Sure enough it was Heather. My heart rate instantly skyrocketed. I pretended to be asleep until she whispered my name. I opened one eye and asked if everything was ok. She said it was and that my sister had passed out and she couldn’t sleep. She asked if she could hang out with me until she became tired. Knowing this was my chance I obviously said yes.

Heather climbed into my bed and laid down beside me. We both played on our phones for a while before we began reminiscing about growing up together. We talked about past relationships and how they affected us. One of those talks that you remember for the rest of your life. After a while we both fell silent. That silence was broken when she propped herself up on one elbow and laid on her side looking at me.

I stared into her eyes and glanced at her lips. That glance was all it took and she leaned in for a kiss. I rolled onto to my back and she straddled me. Immediately my cock stiffened in my shorts and pressed against her. She slowly and methodically began to grind against me. My hands made their way from her sides down to her ass before bringing one back up her side and under her shirt to her breast. I began teasing her nipple between my thumb and index finger while slipping my tongue into her mouth. She bit my bottom lip and moaned quietly.

We continued making out for a while until she asked if I had any protection to which I nodded yes and reached for the night stand beside the bed. She rolled onto her back and slid her pajama pants off. As I slid my shorts down my cock sprang out and her eyes were immediately fixated. She began slowly stroking my shaft as I unwrapped the condom and began to roll it down my cock.

Once it was in place she straddled me again and slowly began to lower herself. Just as the tip of my cock penetrated her lips I stopped her. “Are you sure about this?” I asked. Without even answering she lowered herself onto my cock and kissed me passionately. I placed my hand on her cheek kissing her softly as she began to ride my cock. She then began rocking her hips grinding against me moaning softly as she picked up her speed.

The headboard began to hit the wall and we froze. We didn’t want to risk waking anyone in the house so we went back to slow and steady which made the moment even more intimate. I wrapped my arms tightly around her as she continued to slowly ride my cock. She moaned my name softly before before kissing me softly again.

Now I’d love to tell you we both climaxed together and it was magical and all that but the reality is I didn’t last much longer. After a while I finished and unfortunately couldn’t make her finish. I later discovered she normally required more than just penetration for an orgasm, but that’s a story for another time and this one is already significantly longer than I intended. If there’s interest in more stories with Heather I can tell them.

Source: reddit.com/r/gonewildstories/comments/p8qomd/mf_hooking_up_with_my_sisters_friend_in_high

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