A Journey of Sexual Discovery
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It is written for your enjoyment only. This story about the love between teen boys and is fiction.
Any resemblance to real persons is purely coincidental.
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Part 1: Meeting Missy
My name is Sherry. I live in Lawrence, KS. The year is 1983 and I am a sophomore in high school. I'm a member of the cheerleader squad along with seven other girls aged 16 to 18 years old.
I tried out for the squad at the beginning of the school year, with my formal dance training background, I was one of the lucky new girls to be selected.
I'm am tall for my age, being 5'7" tall and weigh 130 pounds. I have straw-colored blonde hair, green eyes, square-shouldered with long legs. My measurements are: 34-B cup breasts, 25" waist and 35" hips. My pubic hair is slightly darker and sparse on my pussy area. Most of the hair is above my vulva, I have very little hair anywhere else on my groin area and none past my vulval slit. I shave my underarms and legs, as nearly all girls do these days.
I have dated two boys in my life, and none of them really did much to excite or interest me. I was more interested in girls to be honest. I have secretly looked at the naked girls I saw in the showers after gym class or at the local swimming pool. I was especially attracted to other blondes and redheads. Brunettes not so much, maybe because the bane of my existence in junior high was a brunette named Nancy who constantly pranked me and spread lies about me around the school. Her family eventually moved to Topeka in my ninth-grade year.
I have an older brother, he's 19 years old and goes to Coffeyville Community College in Coffeyville KS near the southern state line with Oklahoma. He comes home during the usual college breaks and sometimes an occasional weekend since it is only a three-hour drive from Lawrence.
One weekend recently after he had come home to visit, I went into his room to straighten it up as my mom had requested. He wasn't a very tidy person when it came to picking up his clothes or making his bed. While I was getting the room all tidy, I noticed a few magazines stuck underneath his bed. I bent down to retrieve them and was surprised to find out they were PENTHOUSE, a men's magazine. In Kansas it was legal for an eighteen-year-old to buy magazines such as PLAYBOY and PENTHOUSE. I looked to see where my mom was, she was downstair getting supper ready. There were four of them in total. I picked them up and then hid them in my room. In my closet, there was a small attic access panel. So, I hid them up there. I could just reach the panel by standing on a small wooden step stool. I grabbed one so I could look through it later that evening when I went to bed, on the cover was very sexy blonde named Shana Ross. I had never seen a PENTHOUSE but I heard about them from other girls. They said that the girls were not only nude, but showed full frontal photos of their pussies and stuff.
After supper, I watched TV with my dad. He's a pretty cool dad and in his eyes, I can do no wrong.
My mom is cool too, she helped me get into dance training and was very supportive. She told me all about the birds and the bees' as sex ed was called. She told about the changes my body went through when I was in the 6th grade, about how I would begin my monthly cycle, aka menstruation. She showed me how to properly apply makeup and take care of my face, hair and body. She taught me that too much makeup was bad for a couple of reasons; one was that it would make me look trashy or slutty and the other was it's not good for the skin. I was fortunate that I never had to deal with too many pimples or zits as they were popularly called. My skin was usually always clear, not oily at all. I was lucky, I guess. She also told me about masturbation and that it was not sinful' or dirty'. She said everybody does it and those who say they don't are just lying about it. I had started playing with my pussy when I was 14, when my vulva became more grown and prominent with fleshy outer lips. I have what is called are butterfly wings' pussy lips, where they're sort exposed and hang down slightly. My clit is larger than most girls, from what I could tell from the showers, when I could steal a glance without getting caught. My groin is wide, about three fingers wide between where my hips meet my crotch. A lot of boys find it quite attractive.
After watching Johnny Carson, I told dad goodnight and went upstairs to my room. I did the same thing I usually did just about every night; that was I would get totally nude and stand in front of my full-length dressing mirror. I had a low wattage light bulb in my lamp on the night stand and that was the only light I would have on. It lit the room with a low soft amber glow.
Standing, looking at my body in the mirror, I would run my hands gently across my chest and caressing my breasts. The nipples would get slightly puffy and erect, making my skin tingle with goose bumps. I would gently squeeze them, pinching them too. My pussy would begin to get all warm and tingly too, as if there was a connection from my nipples to my pussy. It would get moister too, sometimes seeping pussy juice making the wings wet and slick. Fingering my pussy and clit I would watch my body react in the mirror's reflection. Sometimes I would taste my pussy juice, it was tart yet sweet too. My odor was slightly musky but not strong. I thought I smelled the way a girl should smell; sexy and enticing. I would take some of my juice and smear it on my upper lip and nostrils so I could enjoy the smell even more.
I pulled the magazine I had hidden under my mattress earlier and lay on the bed. I thumbed through it, looking at the sexy poses of Shana Ross. Then I adjusted the pillows on my bed and lay back in a relaxed upright position. Holding the magazine with one hand I used the other to finger and massage my wet pussy lips and puffy clit. I felt so good, looking at this luscious tall blonde model. I began to finger deeper, rubbing the pad of my forefinger on that special spot up inside which made me shiver and caused more pussy juice to ooze out. I stuck my coated finger in my mouth, tasting my essence of female. I love the taste of my pussy, I wondered if all girls pussies tasted like mine. I continued playing with myself and soon I was on the edge of an orgasm. I put the magazine down and with that hand I massaged my breast while I fingered my pussy with the other. I began rubbing my buzzing clit while squeezing harder on my breast, soon I was bucking my hips as the orgasm flowed from my toes to my head. I lay back totally relaxed. The bed sheet had a wet spot, as usual, from my session. I got up and hid the magazine, then put on my panties and a 2XL size t-shirt I like to sleep in.
It was late September, about three football games into the fall season. I enjoyed cheerleading very much. The seven other girls and I had a strong bond and did a lot of things together outside of school. Mostly riding around town, sometimes going to Pizza Hut, sometimes going the Kansas river on the sandbars where the boys would be drinking beer and acting stupid, like most boys do.
The next Monday, during homeroom, the teacher introduced a new girl who had arrived at the school. Her name is Missy. She is nearly as tall as me, with red hair, alabaster skin with a light sprinkling of freckles, brown eyes, nice small pert titties about maybe 34-A cup. I usually sat on the side of the classroom and the girl sat down in the next row of desks, across from me. She turned and smiled at me. She has kind eyes. As we were walking out of homeroom to go to classes, she handed me a note on the sly. I took it and put in my purse to view later.
When I was in the cafeteria for lunch, Missy came walking by my table, asked if she could join me. It was just myself, Lori, Mary and Karie at the table.
"Hi Missy! Sure, have a chair." I told her. She sat down and smiled at the rest of my friends. They introduced themselves and we sat giggling and talking all through lunch. We heard the bell to go to class and we got up, taking our food trays to the collection area.
"Sherry? Did you have a chance to read the note I gave you in class?" Missy asked me.
"Not yet, anything special?" I asked her.
"Naw, just giving you my phone number. You seem really nice and such and I thought we could get together sometime and hang out."
"Oh yeah! Sounds great to me. I'll give you a call either tonight or tomorrow, okay?" I told her.
"Cool, sounds wonderful." Missy replied.
We parted ways and for the rest of the afternoon I was curious about her. She is a pretty girl and I think I would definitely like to get to know her better. I never have fooled around with a girl before, but the thought has been crossing my mind more and more lately. I called Missy that evening and we talked for like over an hour. I found out that she likes to swim. I told her that the last weekend for the local pool was a few days away.
"Would you like to go swimming with me this weekend, we could go Saturday afternoon. It's the last weekend the pool will be open." I asked.
"Oh, that would be super! What time do ya wanna go? After lunch?" She asked. "I have my driver's license and can pick you up."
"That would be super! I still just have my learners permit, get my license in December." I told her. "How about 1 PM, will that work for you?"
"Sure thing, I can't wait!" Missy said excitedly.
The rest of the week went as normal. Missy and I spent more time together at lunch with my friends and she also came to the football game on Friday night. The team won, as usual and us cheerleaders went out for hamburgers at the local spot; The Hamburger Haven on 23rd street. Missy joined us and she got us all laughing with her silly stories and jokes.
Missy drove up to my house the next afternoon driving a blue Volkswagen Beetle. She had on a crop top and cutoff jean shorts. When we got to the pool we went and changed into our swim outfits. She put on a green bikini with narrow straps on the suit bottom, her creamy skin looked good on her. Her breasts were very nice, firm with upturned nipples standing firm. I wanted to reach over and give them a good feel. I blushed at the thoughts I was having just then. She complimented me on my black bikini which was very low cut on the bottom.
"Wow, Sherry! Your legs form a nice gap down there. I bet the boys look at it a lot!" she remarked glancing down. She smiled and her eyes met mine with a twinkle.
I blushed again, "Yeah, it runs in the family. My mom has a similar gap and so does her sister, my aunt. We all chuckle about when the men aren't hanging around."
We went and lay out on a couple of large beach towels. The weather was unusually warm for late summer, so we decided to put on suntan lotion.
"Sherry, would please put some lotion on my back and shoulders? I burn easily and have to be careful being so light-skinned." She handed me the bottle.
"You bet." I put some on her shoulders and down her back. Her skin is soft to the touch, with light-colored freckles. I was tempted to slide under her top or bottom of her bikini, but decided to be cool.
"Would you do my shoulders for me now, Missy?" I asked her.
She took the lotion, it felt chilly on my skin. Her hands gently spread the lotion all over my shoulders and down my lower back. I felt a finger slip into my bikini bottom for a split-second.
"Oops! Sorry about that, my finger slipped." Missy blurted out.
"Don't worry." I replied.
We lay out for about 30 minutes and then decided to swim for a while. We splashed around and swam for a good hour or so. We were water-logged by then and decided to get out and dry off. We lay around for several minutes and the decided to go to the locker room and get dressed to go home.
We headed for the showers to rinse off the pool water and I noticed she had a prominent pubic mound. She has very few pubic hairs on her pussy area, light reddish brown in color. Her vulva has fleshy outer lips and when the water hit her skin, her nipples were protruding stiffly. She was checking me out too, her eyes glancing from my tits down to my crotch, where they stayed for a few second. She smiled at me sheepishly and then began to soap herself. I followed suit and while soaping I looked again at her sexy body. She noticed, smiled at me then rinsed off before heading to dry off. I followed her and we were soon dried off and heading out to her car.
We pulled up to my house, I ask Missy if she wanted to come in for a while, she declined saying she needed to get home for an early supper.
"Thank you for inviting me today, Sherry. I really enjoyed myself." She told me.
"'Sure, I'm glad we had good time. Let's get together soon."
"Sounds good. See ya later!" She shouted as she drove off.
I went inside and traipsed upstairs to my room. Sitting on my bed, I reflected on the afternoon we spent together. I thought, maybe there's something more here with Missy. I thought that she might want to explore our new relationship further. Like I've said earlier, I've never been with a girl in a sexual way, but I want to so bad. Boys don't really do much for me. Sure, I've had dates, and all they want to do is kiss a lot and try to feel my tits. Their hands rough handle me and one boy actually tore a button from my blouse on one date. He said he didn't mean to do it, but I thought otherwise.
I took off my clothes and went to lay down on my bed, I was tired and drained from swimming and being in the sun. I masturbated slowly, as my orgasm hit me, I saw a vision of Missy straddling me nude while she fingered herself. I fell asleep and woke just before supper.
Later that night I got a phone call from Marie, who is on the cheerleading squad. She asked if she could come by to visit, she wanted to talk about something that she wouldn't tell me over the phone.
When Marie arrived, we went up to my room and she sat down on the bed.
"Oh, my Sherry! You won't believe me, but last night on my date with Mike, we were making out hot and heavy. He was squeezing my boobs, then he managed to get his hand down my pants and began to finger me. I've never done anything like that before. It felt so good and naughty at the same time!" She giggled.
"Wow! Did it bother you like you didn't want him to do that? Was he rough with you?" I asked.
"No, he wasn't rough or anything. I sorta helped him out by unzipping my pants to give him easier access to my pussy. I was already wet from our making out and he was gentle when he fingered me. I came also, which soaked my panties and his fingers. He pulled out and then he tasted my pussy juice. He told me I smelled and tasted so good. He went back to fingering me and I came a second time! It felt so good Sherry! I've played with myself before, but he really knew what he was doing." She explained.
"Have you ever cum before or played with yourself?"
"A little bit. Well anyway I wanted to tell you because we've always been so close as friends through dance class and cheerleading."
Marie and I had been friends for over five years and are very close. We have had a few sleepovers together, but we always just done that, a sleepover, nothing else. Now though I was intrigued about her growing sexuality. I felt perhaps she and I could possibly become closer friends now.
"Marie, I been playing with myself for nearly two years now. I cum nearly every night by playing with my pussy and clit. I like playing with my boobs too, they're so sensitive. I love how I feel when I orgasm, it's like the world just melts away and I'm floating in space or something." I confessed to her.
Smiling as she looked at me, Marie said, "I like it too. You know sometimes I have looked at you when we're in the showers after gym class. You have a very sexy body, Sherry."
"Oh, thank you. You're sexy too, I must admit. I like the way you wear the French Braid in your hair." Marie is about an inch shorter than me, also with blonde hair, she has about A-cup sized breasts and her vulva has more hair than mine. Her pussy lips are more tucked in than mine, nestled tighter inward, I guess. I've never really gotten a close look because I didn't want her to freak out from me checking her out nude.
Marie giggled, placing her hand on my leg she gave it a gentle squeeze. "Silly girl... I don't think it's my hair you find most attractive." Her hand then slid slowly up my leg to rest on my mound, her finger nudging it slightly. I responded by giving her better access by spreading my thighs apart somewhat. She then cupped her hand on my mound, it was warm and felt good. Slowly she massaged it as I sighed, leaning back more.
Suddenly, I heard my dad calling from the stairway that it was time for bed. Startled, Marie pulled her back and got off the bed. I straightened upright and blushing looked at her. She smiled sheepishly at me.
"I'm so sorry Sherry! I don't know what came over me. Please don't be mad." She pleaded.
"I'm not mad, just surprised. How about you come over tomorrow afternoon when my folks are visiting their friends in Ottawa? We'll have the house all to ourselves for several hours?"
"Only if you really want me to come by. I feel so weird now, I'm sorry."
"Quit apologizing. Just come by and we'll see what happens then." I told her as I took her hand in mine and gently squeezed.
She leaned forward and gave me a little hug. Then I walked with her downstairs and to the front door to see her to her car.