Cheerleader girlfriend M/F
Posted: Mon Sep 23, 2024 6:52 pm
This is a story about one of my first girlfriends, we'll call her Emily, and I'll be Jake. We were pretty innocent, growing up in a small conservative community in Midwestern America. We'd kissed and fooled around a little bit but never really did anything beyond that.
To get away from my parents we'd often hang out in the attic of the house, there was a bunch of junk up there and we'd sit near the little window on an old sleeping bag, sharing a wine cooler or a beer one of us had swiped from our parents.
One day we were digging through some boxes of old stuff up there and came across a stash of my dad's old girly magazines. Most of them were Playboys but in amongst them were a couple bondage mags from the 70s. These for us were the most interesting. The girls in the photos were tied up with pretty simple bondage, just clothesline rope, some leather belts, and a piece of cloth or tape for a gag. They were almost always tied up in their underwear, sometimes topless but never fully nude. Some were tied standing with their arms over their heads, others to a bed or a chair. "Would you ever let me tie you up like one of those girls?" She looked at me a bit surprised, and thought a moment.
"Actually I think it might be fun, to be your captive." I smiled. We'd known each other all our lives so there was no lack of trust between us.
After that we made a plan, we knew my parents were leaving one Friday afternoon to visit my aunt and uncle in another town and wouldn't be back till Sunday evening. Emily had cheerleading practice on Saturday morning, but they'd be done by 11 and she'd come over right after that, and we could spend the whole day experimenting with our new interest, as she didn't have to be home till 9pm. So I began to prepare.
I found some clothesline rope in the garage that wouldn't be missed, and cut it into 4 foot lengths. Then from a box of old linens in the attic I got a white pillow case that would work for making a gag. I cut it so I had a strip of material 6 inches wide, and long enough to tie around her head. I made a knot in the middle of it and tried it on myself trying not to get spit on it. It would work perfectly! Finally I hid everything under my mattress.
Saturday came and Emily showed up right at about 11 am. She'd rushed over as soon as practice was over and was still in her uniform. It was blue and white, with a skirt that stopped just above her knees and a long sleeves sweater. She was also wearing white ankle socks with her white tennis shoes. I closed the door and locked it as soon as she came in and we went upstairs.
We decided the sweater wouldn't be very comfortable to be tied up in, and I'd already seen her in just a bra so she took the sweater off, as well as her tennis shoes, so she was just wearing her white socks, skirt, and a white bra. We'd talked about beforehand what each of us was comfortable with. She laid down and got comfortable on the bed while I got to work with the ropes.
First I tied one wrist, winding the rope around it several times and securing it tightly to the wooden bedpost, and then the other wrist in the same way. Then the same with the ankles. As I spread her ankles to tie them I could just barely see her white cotton panties underneath her skirt which had slid up. She realized I was looking at them and blushed, but she was tied tightly and unable to do anything about her skirt. She pulled against the ropes, "Jake I can't hardly move!"
"That's how it's supposed to be. Now we can start training you to be my slave!" We both laughed. I moved close and kissed her, trying my best attempt at a French kiss. Our tongues awkwardly playing with each other's. Her breasts raised and fell as her breathing got harder. But before we got to the sexy stuff I wanted to have some other fun first.
"Are you ready for the gag Em?" "Aha!" She opened her mouth wide.
I took the linen strip and placed the knot between her teeth, and tied it around the back of her head. She tried to speak but it was all muffled. I could see she was enjoying being helpless. After that I removed one of her white socks and slowly began to stroke the bottom of her foot. She shrieked and giggled, laughing into the gag as I began to tickle her foot. Then off came the other sock and more tickling. She bucked against the ropes and laughed even louder as I moved up her body, tickling her belly and under her arms. She'd laughed so hard there were tears in her eyes. I looked deep into those eyes and kissed her gagged mouth, then her cheeks, and stroked her belly with my hand. She began to breath harder.
Slowly I moved my hand and pushed it up underneath her bra, cupping one breast in my hand, and continuing to softly kiss her cheek. She whimpered into the gag as I began to rub her nipple. I was laying, still in my jeans and t shirt, on my side next to her, with one leg resting between her's. She instinctively began to rub herself against my pant leg and as her skirt shifted up higher I saw that her white panties were wet. Even though we were both in highschool we were both virgins at the time so this was all new for me, and though I was hard inside my pants I didn't take it any further because we hadn't planned on anything like that. She continued to rub up against my leg and with her eyes closed whimpered and moaned into the gag until finally she had an orgasm. I learned later that it was her first. I ungagged her and removed the ropes. We laid together and hugged each other and kissed for a long time. Eventually it was time for her to go home.
She got up and got dressed then went to the bathroom to wash her face. I walked her to her house and we hugged and kissed quickly before she went in. I walked home thinking about our experience together and how much I loved her. Unlike Emily, I was already quite familiar with the pleasure of orgasms, and as soon as I got home I took a shower and masturbated thinking of her tied up. She called me on the phone later, and we talked for a long time about it. This would be the first of many tie up games we had together, and those were some of the best times in my life that I think back on even now 30 years later.
To get away from my parents we'd often hang out in the attic of the house, there was a bunch of junk up there and we'd sit near the little window on an old sleeping bag, sharing a wine cooler or a beer one of us had swiped from our parents.
One day we were digging through some boxes of old stuff up there and came across a stash of my dad's old girly magazines. Most of them were Playboys but in amongst them were a couple bondage mags from the 70s. These for us were the most interesting. The girls in the photos were tied up with pretty simple bondage, just clothesline rope, some leather belts, and a piece of cloth or tape for a gag. They were almost always tied up in their underwear, sometimes topless but never fully nude. Some were tied standing with their arms over their heads, others to a bed or a chair. "Would you ever let me tie you up like one of those girls?" She looked at me a bit surprised, and thought a moment.
"Actually I think it might be fun, to be your captive." I smiled. We'd known each other all our lives so there was no lack of trust between us.
After that we made a plan, we knew my parents were leaving one Friday afternoon to visit my aunt and uncle in another town and wouldn't be back till Sunday evening. Emily had cheerleading practice on Saturday morning, but they'd be done by 11 and she'd come over right after that, and we could spend the whole day experimenting with our new interest, as she didn't have to be home till 9pm. So I began to prepare.
I found some clothesline rope in the garage that wouldn't be missed, and cut it into 4 foot lengths. Then from a box of old linens in the attic I got a white pillow case that would work for making a gag. I cut it so I had a strip of material 6 inches wide, and long enough to tie around her head. I made a knot in the middle of it and tried it on myself trying not to get spit on it. It would work perfectly! Finally I hid everything under my mattress.
Saturday came and Emily showed up right at about 11 am. She'd rushed over as soon as practice was over and was still in her uniform. It was blue and white, with a skirt that stopped just above her knees and a long sleeves sweater. She was also wearing white ankle socks with her white tennis shoes. I closed the door and locked it as soon as she came in and we went upstairs.
We decided the sweater wouldn't be very comfortable to be tied up in, and I'd already seen her in just a bra so she took the sweater off, as well as her tennis shoes, so she was just wearing her white socks, skirt, and a white bra. We'd talked about beforehand what each of us was comfortable with. She laid down and got comfortable on the bed while I got to work with the ropes.
First I tied one wrist, winding the rope around it several times and securing it tightly to the wooden bedpost, and then the other wrist in the same way. Then the same with the ankles. As I spread her ankles to tie them I could just barely see her white cotton panties underneath her skirt which had slid up. She realized I was looking at them and blushed, but she was tied tightly and unable to do anything about her skirt. She pulled against the ropes, "Jake I can't hardly move!"
"That's how it's supposed to be. Now we can start training you to be my slave!" We both laughed. I moved close and kissed her, trying my best attempt at a French kiss. Our tongues awkwardly playing with each other's. Her breasts raised and fell as her breathing got harder. But before we got to the sexy stuff I wanted to have some other fun first.
"Are you ready for the gag Em?" "Aha!" She opened her mouth wide.
I took the linen strip and placed the knot between her teeth, and tied it around the back of her head. She tried to speak but it was all muffled. I could see she was enjoying being helpless. After that I removed one of her white socks and slowly began to stroke the bottom of her foot. She shrieked and giggled, laughing into the gag as I began to tickle her foot. Then off came the other sock and more tickling. She bucked against the ropes and laughed even louder as I moved up her body, tickling her belly and under her arms. She'd laughed so hard there were tears in her eyes. I looked deep into those eyes and kissed her gagged mouth, then her cheeks, and stroked her belly with my hand. She began to breath harder.
Slowly I moved my hand and pushed it up underneath her bra, cupping one breast in my hand, and continuing to softly kiss her cheek. She whimpered into the gag as I began to rub her nipple. I was laying, still in my jeans and t shirt, on my side next to her, with one leg resting between her's. She instinctively began to rub herself against my pant leg and as her skirt shifted up higher I saw that her white panties were wet. Even though we were both in highschool we were both virgins at the time so this was all new for me, and though I was hard inside my pants I didn't take it any further because we hadn't planned on anything like that. She continued to rub up against my leg and with her eyes closed whimpered and moaned into the gag until finally she had an orgasm. I learned later that it was her first. I ungagged her and removed the ropes. We laid together and hugged each other and kissed for a long time. Eventually it was time for her to go home.
She got up and got dressed then went to the bathroom to wash her face. I walked her to her house and we hugged and kissed quickly before she went in. I walked home thinking about our experience together and how much I loved her. Unlike Emily, I was already quite familiar with the pleasure of orgasms, and as soon as I got home I took a shower and masturbated thinking of her tied up. She called me on the phone later, and we talked for a long time about it. This would be the first of many tie up games we had together, and those were some of the best times in my life that I think back on even now 30 years later.
why do I always have to be jealous of cheerleaders?