Butch and Shelly High School Sweethearts
by Curbstonesetter
Copyright© 2026 by Curbstonesetter
Romance Sex Story: He and his high school sweetheart are all but inseparable when they go to college. During their senior year she gets a prescription for the pill and began taking it. She then becomes much less apprehensive about making love with him at that time. They fall deeper in love and they both find jobs in the same city after graduation and live together. Ultimately the inevitable happened for them.
Caution: This Romance Sex Story contains strong sexual content, including Ma/Fa Consensual Reluctant Romantic Heterosexual Fiction School Oral Sex Hairy .
I was born the forth of five children. The oldest of us was my Brother and I had two older Sisters and one younger Sister. My Parents named me Robert and I was called Robbie around the house.
My Mother made my two older Sisters my babysitter while she was doing other things around the house. My two older Sisters for reasons known only to them decided to nickname me Butch, maybe because they thought that name was cute. When my little Sister came along they also had to babysit with her, too, and they gave her a nickname, as well.
So around our house my little Sister and I were always called by our nicknames principally by our older Sisters. While I was a kid I really never understood why I was called Butch by my two older Sisters but, I guess I didn’t know enough to protest or pursue the reason anyway.
When it came time for me to go to school my Mother enrolled me using my real name and my nickname of Butch was not known to anyone at school. Of course, I was happy to be called by my actual name and I had no intention of telling anyone outside of my family that my older Sisters called me by my nickname.
I got along well for the first few years of school until my little Sister got into school. After she had been in school for a couple of years, her teacher asked her class if any of them had nick names given to them by their older siblings and she told her class that she had a nickname and what it was. She also offered that I, too, had a nickname and that it was Butch.
My nickname was passed around the school and it eventually wound up with some of the kids in my class. None of the girls in my class ever called me by my nickname but, some of the other boys in my class picked up on it and began to call me by that name. Of course, with kids in elementary school their use of my nickname ran its course and it was soon forgotten.
Nobody ever called me by my nickname again until I was a junior in high school. I was at a school dance after the Friday night football game. I was with this cute girl in my junior class by the name of Shelly. We were just about to walk out on the dance floor for a dance. One of the boys that had been in my elementary school class asked me, “How’s it going, Butch?” He asked it with a smirk on his face.
I think he was just trying to embarrass me in front of Shelly. I just quickly replied, “Fine Dude.” and Shelly and I proceeded out on the dance floor.
When we got out on the dance floor, Shelly asked me, “What did he call you, Robbie?”
Responding, I just said, “Oh, he is just a kid I knew in elementary school and he called me by the nickname, Butch, my two older Sisters gave me when I was very little and they had to babysit with me. I have never told anyone about it as I prefer to be called by my actual name of Robbie which is short for Robert.”
Shelly replied, “Oh, Robbie, I think that is a cute nickname. I know you are not really happy to have anyone address you with that name but, I still think it’s so cute.”
“Yeah, Shelly. I guess it’s cute especially if you are only one to two years old and not for a 17 year old high school student and you have two older impudent Sisters as baby sitters. Please don’t pass that name around, Shelly? You can call me that as long as there isn’t anyone else around.”
“Ok, Robbie, I’ll keep it between us but, I still think it’s a cute name for such a cute boy as you are.” That remark sent a short volt of electricity down my spine to think that she thought I was cute.
I squeezed her a little tighter, leaned over and kissed her cheek. Then I softly said in her ear, “Well, I think you are pretty cute, too, Shelly. Maybe that’s why I wanted you to go to the game and to the dance with me tonight. Maybe I need to think up a cute nickname for you, too.”
Shelly just held me a little tighter and said, “Well, Robbie, if you think of one let me know but, I think that you need to keep it between us like I’m going to keep your nickname between us.”
I knew that Shelly was a very cute girl with a great body and she was a great dancer. She was able to follow me with my two left feet as we danced at that school dance that night. Holding her close to me during all of the slow dances and having her soft titties pressed tightly against my chest during those slow dances kept my dick hard all night.
It occurred to me that if I could feel her titties on my chest, she certainly could feel my hard-on in my jeans poking into her lower tummy or into her thigh as we were dancing. However, I thought maybe she liked feeling my hard-on through my jeans just like I really enjoyed feeling her titties against my chest. Then I had to wonder if she was feeling my hard-on how was it affecting her? I figured that her panties had to be getting sopping wet while we were dancing.
All during the dance I wanted to kiss her but, the chaperones made it clear that kissing and any other acts of intimacy were strictly forbidden. Anyone who was found to be engaged in such behavior during the dance would result in the couple being ejected from the dance.
I really didn’t care if I was thrown out of the dance but, I sure as hell didn’t want Shelly to be thrown out with me. Besides I knew that if we had been thrown out of the dance it would be all over school and we would have been ridiculed for it.
I could take the ridicule but, I didn’t want her to suffer that same fate as I would have been. In fact, I thought that most of the guys I knew would be giving me thumbs up for being thrown out of the dance.
We had a really good time at the dance and afterward I walked her home since I didn’t have a car. Shelly didn’t live all that far from school so it wasn’t a really long walk. It did become a really long walk for me though. I lived about twice as far from school in the opposite direction as Shelly and making that longer walk was torture for me with a galloping case of the blue balls.
When we arrived at her home I pulled her into my arms, holding her tightly I said, I have really enjoyed having you with me tonight, Shelly and I’d like to take you out to the football game next week and the dance after the game. Will you go with me next week, Shelly?” Then I leaned my head down and kissed her very tenderly.
She pulled her head back, looked me in the eyes and said, “I really enjoyed being with you tonight, too, Robbie, and dancing with you was a lot of fun. I’d love to go with you again next week.” Then she kissed me back a little longer than I had kissed her.
I kissed her again and said, “Ok, Shelly, I’ll pick you up here next week about the same time as I did tonight. Good night, Baby.”
She tenderly kissed me again, gently pushed away and said, “Ok, Robbie, I’ll be here waiting on you next week. Good night, Butch.” Before I could say anything more she was inside the house and closed the door behind her.
That next week I picked her up at her house. As we were about to go out the door she turned to her Parents and said, “We’re going to the football game tonight and we are going to the school dance afterward, too.” Once we got outside and the door closed Shelly said, “Hi, Butch, I couldn’t wait for tonight to get here and to be with you tonight. Then she put her arms around my neck and kissed me very tenderly.
Wrapping my arms around her I said, “Wow, Shelly. You really know how to start the evening off right.” as I kissed her in return. After our kiss we walked to the football game. Every time our team scored, the entire crowd stood and cheered for the team’s score.
In addition to that, Shelly made it a point to kiss me each time, too. By that time I really didn’t care if our team won the game or not I just wanted them to continue to score points. Each time she kissed me it made my dick get that much harder and I don’t think that she knew it.
As she had told her Parents we went to the school dance after the game and it was much the same as it had been when we were at the dance the previous weekend. When we were slow dancing Shelly had her sweet titties pressed against my chest and that raised my hard-on which I knew she could really feel poking into her lower tummy and her thigh. I thought to myself, ‘Well, Butch, this is going to be another blue ball night.’
Shelly and I went to the rest of the home football games that fall and to all of the dances as well. Then we went to most of the home basketball games and dances during the winter and spring. When there were no home football or basketball games, Shelly and I went to the movies. We grew closer together all during our junior year and we both loved it.
I took Shelly to the prom just before the end of the school year. When I picked her up at her house I thought, ‘Wow, Shelly, you sure look pretty tonight in your prom dress.’ After her Mom took a number of pictures of her in her prom dress and the two of us together we went to the prom.
As we were on our way to the prom, I held her to me and I said, “Shelly, you are not only pretty tonight, you are just gorgeous in your prom dress and I can’t believe I have such a gorgeous girl going to the prom with me tonight.”
She squeezed me back and said, “I think you are very handsome tonight, too, Robbie. I’m really happy to have such a good looking guy taking me to the prom.”
While we were dancing, as pretty as she was and as sweet as she was she had my dick hard all night. I could feel her soft titties pressing into my chest as we danced but I don’t think that she could feel my hard-on through her prom dress. I know she had a good time at the prom and I had an equally good time with her.
It got even better when we went to the after the prom party. We could dance and make out and we were not supervised by any of the teachers. There was no problem with alcohol which made the party that much better for us even though we did not get drunk.
I really wanted to make love with Shelly on prom night but, the most I could get her to do was to let me gently squeeze her titties through her prom dress and her bra. The most she would do for me was to gently squeeze and stroke my hard-on through my pants.
She always refused to let us go any further than that. She said, “Robbie, I love you very much and I really want us to do that but, I’m really afraid that I’ll get pregnant. If I get pregnant my Parents will make my life a living hell.”
I told her, “Shelly, there’s no way you can get pregnant. I have some condoms with me that will protect us.”
“I’m still afraid even with the condoms, Honey. Does that make you mad at me since I won’t let us go any further than what we have been doing, Robbie?”
“No, that doesn’t make me mad at you at all. I can see that you are really hesitant because of what would happen if you accidentally do get pregnant. And I can see if you were to get pregnant not only your Parents would come down on you but they would come down on me probably even harder. Not only that, my Parents would come down on me probably even harder than yours will.”
She threw her arms around my neck, kissed me very affectionately and said, “Oh, Robbie, I love you and I was very afraid that you would tell me that you didn’t want to see me and go out with me any longer. I really don’t want us to ever split up, Honey.”
“I love you, too, and I would never tell you that I don’t want to see you any longer. But, you know there will come a day when our urge to make love will overcome the both of us and we will make love, Shelly. You know that a line in the song Nature Boy says, The greatest thing you’ll ever learn, is just to love and be loved in return. I think you are so pretty and shapely and I guess that’s why I want you so much, Honey.”
After school was out for the year we were able to see each other often but, not nearly as often as when we had been with each other during the school year. I had found a summer job and it was pretty well paid especially for a teenager’s summer job. I was able to work a lot of overtime and that allowed me to save quite a bit of money.
With the money I had saved, I bought a jalopy that I could drive to school and get around in. My Brother and I worked on it a lot and took care of most of the problems that made it much more reliable to drive. Of course, that took up most of the little free time I had left but, I figured that it was worth the increased reliability I got from the time and work we had expended on the car. I even bought a new set of tires for my jalopy, too.
Just before the start of our senior year I called Shelly and asked her to go out with me to a movie. I picked her up the following Saturday night and I picked her up in my jalopy. She was happy to see that we could go on dates and we wouldn’t have to walk everywhere we went.
When we left her house I helped Shelly get in the car and I went around and got in on the driver’s side. The first thing she did was to slide across the seat and kiss me. She said, “Jeeze, Robbie, this is going to be a whole lot better now that you have this car. We can get there a whole lot quicker than when we were walking, Honey. And it gives us a place to make out, too.” She just giggled, squeezed me and then she kissed me again.
Shelly and I both had been admitted to the State College and I told her that I would take her to campus at the beginning of school. I had loaded up my car with all of the things I was going to take with me and then I drove over to her house and loaded her things into my car, too. I was somewhat worried that we wouldn’t get all of her things into my car but, we made it anyway.
I drove us to campus that was only about a two hour drive from home. Shelly had been assigned a room in the girl’s dorm building and I was assigned a room in the boy’s dorm building which was less than a block away. That made it very convenient for us to see each other two to three times a week and on weekends as well.
We went through freshman orientation and then we started our classes. The first couple of weeks we were both busy getting started on our classes and keeping up with the work that is always piled on the students at the beginning of the school year. However, on the weekend we took the time to go to the football games like we did when we were in high school.
Occasionally, I took Shelly out to eat or to a movie when there was no home football games. That gave us a chance to make out in my car when we came back to the dorms. I got to thinking that she would have been just as happy to take a ride in the car and park with me somewhere just to make out.
On our make out sessions Shelly had let us go a little further than what we had done previously. She let me put my hand inside her blouse and inside her bra and let me cup and hold her warm soft titties. She even let me slip my hand up under her skirt and feel her warm moist pussy through her panties. We were both breathing very heavily when we did that but, I know she enjoyed it just as much as I did.
Shelly even got brave enough to unzip my pants, pull my dick out of my briefs and hold my dick in her warm delicate hand. She commented on how hard it was and how hot it was in her hand. I just told her it had to be hard for me to gently and slowly slip it inside her and it had to be hot so that it doesn’t shock her as I slipped it inside her sweet soft pussy. She just punched me in my upper arm when I told her that.
Every time we were alone, I’d whisper in her ear, “I still really want to make love with you, Honey, and I can’t wait until you tell me that we can make love, Baby.”
Shelly just responded to me, “I know how much you want to make love with me, Robbie, and I want to make love with you just as much but, I’m still afraid that I’ll end up getting pregnant. You know I have told you that if I get pregnant my Parents will make my life a living hell for me. And now that we are in college it would be even worse, Robbie
They would stop giving me money for college and I wouldn’t be able to get my college degree. I love my Parents, Butch, and I don’t want to give them a reason to stop giving me money for my college work. They would probably let me live there at home until my baby was born and then they would demand that I get a job to help support my baby.
Robbie, I just don’t want to take that chance. If this was our last semester, I think that would be a whole lot different. I still love you very much and I sure hope that you are not mad at me for being this way, Honey.”
“I’m not mad at you, Baby. You know I have told you before I think you are very smart and you have thought this through. I can never be mad at you since I love you so much and I don’t ever want to hurt you.”
Shelly and I went through our freshman year in college very much like we did our senior year in high school. I knew that we grew to love each other even more during our freshman year. I still had to tease her very often about how much I wanted to make love with her.
During my sophomore year I rented a room off campus and Shelly continued to live in the girl’s dorm. Many times during our sophomore and junior years I brought Shelly over to my room and we watched TV and made out with each other there. Often times we bought takeout meals and ate them there in my room. And we had a couple of glasses of wine to drink with our meals.
Of course, we always made out in front of the TV and if she had shorts or slacks on Shelly would straddle my hips but, she wouldn’t do that if she was wearing a dress or a skirt. She was so much afraid that I would be able to see her panties and I would not be able to control myself and end up taking her panties off of her leading us to making love.
I guess she was probably right, if she had been wearing a dress I probably would have had my hands all over her bottom cheeks and fondling her pussy. That most likely would have had me taking her panties off that she had been concerned about. I later thought that she may have been concerned that she wouldn’t have been able to stop herself if I had taken her panties off of her.
A month later we were back in my room again and we were making out in front of the TV. We had finished drinking the last of our bottle of wine we bought to have with our evening meal. As we made out we both got even more excited than we had gotten before. Shelly was very nervous and she had her arms around my neck Kissing me.
She was wearing a blouse and a skirt and this time she had thrown her leg over my lap straddling me and she was sitting on my lap with her pussy right over my dick. The heat of her pussy was seeping through her panties and my pants onto my dick. I had been gently squeezing her sweet titties through her blouse and bra and I had unbuttoned her blouse to give me access to her titties. I lifted her bra exposing her beautiful titties and squeezed and fondled them. Shelly was so excited she seemed to welcome my exposing her beautiful titties.
I really don’t know what the size of her titties were. They were not small and they were not huge. Seeing them for the first time it made my heart rate jump and I knew that each one of them was more than a hand full when I held them. It was clear to me why they stood so proudly on her chest and made every guy’s mouth water to get what I was about to do to stimulate her and myself when I held them and gently squeezed them.
As I played with her titties Shelly became even more excited as I kissed and licked each of her nipples. Following that I sucked on each of her nipples as I fondled the opposite tittie with my free hand. After sucking on each of her nipples Shelly whispered in my ear. “Sweetheart please undo my bra and take it off of me and lay it on the foot of the bed.” On removing her bra and laying it on the foot of the bed, she pulled us tightly together with her sweet titties and their hard nipples poking into my chest.
As I felt her warm soft titties pressed against my chest, Shelly whispered to me, “I love feeling my breasts pressed against your hairy chest as your chest hair tickles my nipples and gives me even more excitement. I can feel the tingles run down my spine and it settles in my vagina and moves up into my lower tummy.”
After that Shelly continued saying, “Honey, you can take my skirt off but don’t take my panties off of me.” With that, I unbuttoned her skirt and unzipped it and I pulled it down her legs for her to step out of it. After I had removed her skirt, she crawled up in my lap again and I was free to hold the cheeks of her bottom and feel her pussy through her panties.
She had me as excited as she was when she let me take her skirt off of her. With her still sitting on my lap in just her panties I slipped both of my hands inside of the waist band of her panties and slipped them down so that I could take her bare bottom cheeks in my hands and fondle and gently squeeze them.
Shelly also told me that I could remove my pants but she wanted me to leave my briefs on. I took off my pants and left my briefs on as she had requested. We then laid down on the bed and I kissed her all over her face and neck and down to her titties. Once I got to her titties I kissed around each of the globes of her titties, licked around the areolas and sucked briefly on each of her nipples.
From there I kissed down her soft flat tummy to the top of her panties and then I kissed down to her mound and kissed across her mound. I raised her legs and kissed the inside of both of her thighs up to the crease between her thighs and between her outer labia. All during that time she was moaning softly to me expressing the pleasure to me for what I was doing for her.
Finally, with her legs still held high I kissed the crease of her vulva down to the opening of her vagina. She wiggled her hips and lifted her pussy into my mouth indicating to me that she was loving it and by this time she was moaning very loudly to me. I don’t know if she may have had a small climax but the gusset of her panties became a lot wetter than they had been previously.
She reached down, put her hands on each side of my face and gently pulled me up to her for us to kiss each other very passionately. Shelly said to me, “I can’t tell you how much I love you and how much I loved what you have just done for me, Baby. I just wish we could go all of the way but I’m still deathly afraid that if we do I’ll get pregnant.
“I love you very much, too, Sweetheart, and it you will let me take your panties off I’ll show you even much more love than I have just given you.”
“Ok, Sweetie you can take my panties off of me and you can take your briefs off if you want to but, I don’t want you to put your hot hard love member inside me.”
When she said that my heart rate doubled and I know a bead of sweat broke out on my forehead and on my upper lip. I couldn’t believe just how beautiful she was with her panties on and she was even more beautiful with her panties laying on the foot of the bed with her bra.
She did say that I could take my briefs off just that she didn’t want me to put my dick inside of her pussy. I pulled my briefs down and took them off of my legs and my feet. Then I returned to her mound and kissed it from one of her thighs to the other. Following that I raised her legs and separated them to kiss down each of her leg creases next to her outer labia.
Shelly gasped and squealed softly each time I kissed her in her leg creases. After that I kissed the crease of her vulva down to her vagina opening. Each time I kissed her there she moaned loudly to me wiggling her hips and lifting them in to my mouth. On kissing her crease down to the opening of her vagina I licked around the inside of her vagina opening, sticking my tongue as deep into her as I could.
After that I used the flat of my tongue and licked both lips of her vulva up to the top of her crease. Then returning to her opening, I spread the lips of her vulva and kissed, licked and sucked on her inner labia. I thought that she was going to go wild when I paid such attention to her inner labia. That led me to lick and suck on her clitoris and she began to moan very loudly to me almost to the point of screaming to me how much pleasure she was receiving.
At this time I decided to give her a little rest and let her catch her breath. Holding her and kissing her until her breathing had calmed some, I laid my dick in the crease of her pussy and being very careful not to get the head of my dick near her vagina opening, I moved my hips so that my dick slipped back and forth inside her crease over her clitoris. it was not difficult to tell how much excitement that was giving her as she began to moan very loudly to me almost screaming again. It appeared that she couldn’t take any more and she asked through her moaning for me to stop for a little while.
It was clear that Shelly was exhausted from our bedroom activities so I laid down beside her and rolled her up in my arms with her head laying on my shoulder. I whispered to her, “I love you so much sweetheart and I really hope that you enjoyed yourself and what we have done here this evening.” She looked into my eyes, kissed me and then she collapsed to take a little nap after saying, “I love you, too, Robbie.”
During our senior year Shelly decided to go to the doctor and get a prescription for the pill. Once she had taken the pill for the necessary period of time to be protected from my sperm, she became much less concerned about getting pregnant. She was still reluctant to let us make love though.
But, one weekend we had eaten our takeout meals and we drank more than just a couple of glasses of wine that evening in my room. We were making out very much like we had usually done when she straddled my hips with her dress on. We had been kissing each other and I had been gently squeezing her sweet titties. I reached up under her skirt and began fondling her bottom cheeks.
Shelly became very aroused and very passionate with me. Then I began fondling her warm pussy through her panties. She kissed me very tenderly, pressed her titties into my chest and put her cheek next to mine. She then softly whispered in my ear, “Oh, Honey, I love you so much and I want you so very much, too. I want to have you inside me tonight, Baby. Will you make love with me tonight, Butch?”
I couldn’t believe just how turned on Shelly was that she would be straddling me with her dress on and ask me to make love with her. I wrapped my arms around her holding her tightly and lovingly to me. Then I whispered back to her. “I love you so very much, too, Shelly, and I have never wanted you any more than I have tonight. But, are you really sure of what you want us to do tonight, Sweetie?”
“Robbie, I have been thinking about this for such a long time since I have been taking that pill. I thought back to when I told you if we were in our senior year that I would feel a whole lot more comfortable about us making love. You once told me that sometime our need to make love would overwhelm us and we would have to make love.
This need to make love with you has been building in me and I felt like I was tormenting you by refusing to make love with you. I don’t want to torment you any longer, Sweetheart. I just want to give myself to you tonight and I want to have you inside me to satisfy our love for each other.”
We got up off of the love seat and I held her, kissed her so tenderly and took her into my bedroom. Taking her dress off of her I just couldn’t believe how beautiful she was without her clothes on. After she took my clothes off of me I pulled her to me with her warm soft titties pressed tightly against me.
Shelly just kind of shivered a little bit and said, “Oh, Sweetheart, I can’t tell you how much more that excites me to have my breasts pressed tightly against your hairy chest. I have dreamed about this for such a long time and now it has finally happened, Butch. Please make love with me now, Honey.”
Gently and carefully I laid her down on my bed and then I laid down beside her taking her in my arms holding her close to me. Whispering in her ear, I said, “I have been wanting to have you laying beside me in my bed for so long, Honey, and now it is finally happening. I want you to enjoy this very much tonight, Sweetie.”
I carefully moved over and got between her thighs with my body hovering over the top of her with my weight supported on my elbows and my forearms. Leaning down to her I kissed her as tenderly as I could. Shelly just wiggled beneath me and I looked into her eyes and softly said to her, “I love you so much, Honey, and I want to show you how much I love you as we make love tonight.”
“I love you, too, Robbie. As I receive your love when you very gently slip inside me, I want you to know you are going to receive my love at the same time in return.”
Moving a little closer to her inviting womanhood I ran the head of my dick up and down the length of her love cleft, distributing her copious love fluids between us as she purred to me. Spreading her thighs and opening her outer and inner labia, I put the purple head of my throbbing dick at the opening of her love passage and I slowly and gently began pressing my dick deep into her pussy.
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