Had It All - Cover

Had It All

by Martin

Copyright© 2025 by Martin

Erotica Sex Story: Martin, a high school history teacher, recounts his life with his girlfriend Nancy, whom he met at a party. A high school coach engages in a sexual relationship with a student, Lisa and so the ill-advised adventure begins...

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Mult   Consensual   Cheating   Anal Sex   Oral Sex   Pregnancy   Teacher/Student   .

I’m Martin. I had it all. Doing what I loved with the people I most loved. Everything had fallen into place. I worked hard, cared for people, and had an inner desire to contribute to society. I was blessed with a six-foot, six-inch body that could perform gracefully on the basketball court. I earned my Master’s degree in History and Education from a prestigious northeastern university, paid for with a basketball scholarship and coaching assistantships. Before even graduating, I got a job as a high school History teacher in a small upscale community. Nancy, my girlfriend of 2 years, was graduating with a bachelor’s in marketing at the same time. I proposed to her the night of our graduation, and we both moved in together as she sought a job.

Nancy is beautiful and intelligent. We met one night after a basketball game. She entered the house we were having a party at, and as soon as I saw her, I fell in love. It was a bit surprising at first since I seemed to always be drawn to petite, Italian, or Spanish girls. Dark hair, dark skin, mysterious eyes, and always filled with passion. Nancy was totally different, except for the passion. She was tall, slender, and graceful at just over six feet in her stocking feet. She wore her thick brown hair long to the middle of her back. It was fall, and her golden tan had begun to fade. She had sparkling blue eyes and an easy, confident smile. Nancy had beautiful legs that would frequently show off in 2-inch heels and a short skirt. Most tall girls will only wear flats. Well, I dumped whomever I was talking to and made my way over to Nancy.

Nancy saw me from across the room (it’s damn hard to miss a 6’6” guy no matter how crowded a room is), we made eye contact, and we both smiled. I got up to her and introduced myself, “Hi, I’m Martin.”

“I know,” she responded, “is there anybody in this school who doesn’t know you?”

I said modestly, “Not everybody’s life revolves around basketball, you know.”

“Thank goodness,” she laughed. “You played great again tonight.”

“Thanks. They were a weak team, and our guys were really in the groove tonight. Can I get you a drink?”

“Sure,” she said with her great smile.

We really hit it off on a very personal level. I was totally comfortable with her, as if we had known each other our entire lives. I had no steady girl, and Nancy became my sole focus. We kissed that night as we departed but didn’t have sex until our seventh date. Since high school, this had been unheard of for me. I dated three girls fairly seriously during high school (having sex with each of them). In college and on the basketball team, I would get laid on the first night. Mostly one-night stands. I think girls just don’t want to be in a long-term relationship with such a tall guy.

I imagine they just want to have some fun and experiment. I have a very long cock, like most of the guys on the team, and girls just want to try it out. Sometimes they come back for more, sometimes not. But one thing for sure, there has never been a problem finding a girl. They hunt me down. Nancy was different. She actually cared about me, and I cared about her. Soul mates. Even better, sex with her was great. Her tall, lean body fit perfectly with mine, and we responded well to each other. Our sexual appetites were in sync, and we loved to experiment and be adventurous. I had sex with over 30 girls in my first 3 years of college, and Nancy had steady boyfriends and had sex with one boy in high school and one boy at the college she transferred from. Even though I may have had many more sexual partners, I had nothing on Nancy. She was terrific. She would love to tease me in public, then get me in the car and see how fast she could get me to orgasm into her mouth. She sucked my cock with total abandon, and I would try and return the passion with my tongue.

One of the hottest nights that I will never forget happened after an away game. The girlfriends of the players would usually get together and drive to the away games if they were close enough and share the cost of a room. Well, it was a great game. A real tough team, playing on their court, with the hometown crowd against us. The lead went back and forth all night. With great coaching and a little luck, we came out on top. The whole team and the fans that had made the trip were on a terrific high. After the game, a few of us decided to go out to a club. The girls must have planned this, because they were dressed to kill. Nancy was wearing this black see-through blouse with a black push-up bra clearly visible underneath, a short black suede skirt, black stockings (not pantyhose, but stockings; I could occasionally see the skin of her upper thighs above the stockings), and high heels. The hair and makeup were all done up. The other two girls were hot too.

Karilyn, a petite blonde, also wore a short light-blue skirt and a matching tight blouse, obviously without a bra since the nipples on her small breasts were trying to poke holes in the fabric.

Samantha, a beautiful black girl, had a long flowing dress that had a slit up both sides all the way to her hip. All you saw was leg, so either she was wearing a g-string or nothing at all. Rich, Jim, and I didn’t come prepared, so we dressed in our jeans.

The music was great, and the girls were incredibly giddy. We had a couple of pitchers of beer, and we were dancing a lot. Since all six of us were dancing, we would occasionally change dance partners, and sometimes even the guys would dance together. Everybody in the club knew who we were.

It’s hard to hide 3 guys who are well over 6 feet tall accompanied by 3 beautiful women. We were back at the table having a little more to drink, and somebody mentioned that Karilyn wasn’t wearing a bra. It was all being done in jest, but the girls were going at each other.

Karilyn said the other girls are too scared to go without a bra. They responded that her breasts aren’t that big, so she doesn’t need one. Karilyn retorted that at least she doesn’t get black eyes when she jogs and that they won’t be hanging down at her waist in a few years, etc. Samantha, who has the largest breasts, responded that Karilyn had to go braless just to get guys to look at them. Karilyn then dared Samantha and Nancy to remove their bras. They, of course, refused. Karilyn started with “chicken, chicken.” Jim, Samantha’s boyfriend, interjected, “Take it off, take it off.” Rich looked totally uncomfortable since it was his girlfriend getting all the abuse. I just sat back and watched. There was no way Nancy could take off her bra. All she was wearing was a see-through blouse, and she would probably get arrested.

The jesting and name-calling continued for about a minute or so until Nancy said, “Fine, Samantha and I will do it, but Karilyn, we all need to remove our underwear as well.” My jaw just dropped, and I looked at Nancy. Nancy just smiled back at me, shrugged, and then the three girls got up from the table and walked toward the bathroom. I was wondering if this whole thing was planned.

Jim, Rich, and I just sat there looking at each other.

Jim laughed, “Do you think they are serious?”

“I don’t know,” I stammered.

Rich said, “I hope they are. But I can’t believe Nancy is going to do it.”

I just sat there wondering what was going on. Nancy has nice-size breasts, 38C, and with the push-up bra, they were looking absolutely great. She has basically fair skin, so she was showing nicely through the blouse. When I first saw her all dressed up, I was nervous about her exposure. I didn’t know how I was going to react if she came out without a bra.

It was probably only five minutes, but it seemed like an eternity to me. Then finally we saw the girls walking towards us. Karilyn was in front, Samantha, then Nancy. I could see Samantha walking behind Karilyn and her large breasts were swaying inside her dress; she had done it. While I couldn’t see Nancy’s body behind Samantha, I could see everybody else in the bar turning to look at her as she walked by. I don’t even think I was breathing. Then Samantha moved out of my line of sight and there was Nancy. Her breasts and hard nipples showed clear as day through the fabric. The girls walked up to us and discretely handed each of us, respectively, a piece of clothing. Nancy had handed me her bra and panties. Jim said, “What am I supposed to do with these?”

Samantha responded, “That’s for you to figure out.”

Jim smiled and asked Rich and me for our holdings. We gave them to him. He got up to leave the table. Nancy said, “That stuff’s not cheap, don’t throw it out.” He just chuckled and walked off toward the front door. He stopped and handed the items to the coat check girl, who just looked back in total amazement. She then took the items into the closet and then gave Jim a ticket. As he came back, he said, “Who wants to dance?”

We all got up and hit the dance floor. It seemed everybody was looking at the six-foot girl in the see-through blouse and short skirt. I had an incredible hard-on, and Nancy was really getting into it. Grinding her hips into my constrained bulge. Occasionally, she would turn her back to me and press her ass against my cock.

I got my teasing in too. I would brush up against her breasts and erect nipples at every opportunity. She was on fire. She had no inhibitions. We would kiss and squeeze each other on the dance floor. I know her panties were so thin that they were probably undetectable when she was wearing them, but now when I would hold her ass in my hands, it was electric just knowing that she wasn’t wearing anything under her thin suede skirt. Near the end of a song, Nancy leaned into me, pressing her firm, swollen breasts against me, and whispered in my ear how incredibly wet she was.

Nancy and I went back to the corner booth, leaving the others on the dance floor. After a couple of minutes, I slipped under the table. I’m sure people saw me go under the table because I had a little trouble jamming myself under there. But once I got comfortable, Nancy spread her legs as I slowly ran my fingers over her dripping pussy. I only had to push her skirt up a couple of inches, and I was able to start licking her pussy. Only minutes later, the two girls slipped in on either side of Nancy and the guys next to them. They asked where I was, and Nancy said I had gone to the bathroom. Rich said that was a good idea and left.

After Rich had gone, Karilyn hit me with her foot. My face was still between Nancy’s legs when Karilyn pushed the tablecloth to one side to see what she had accidentally bumped. As the tablecloth moved, I looked up, and with my tongue on Nancy’s clit, Karilyn and I locked glances. She quickly dropped the cloth. Samantha and Jim didn’t notice anything. It seems they were too busy themselves. I backed off of Nancy and continued to finger her with one finger while brushing her clit with another. Samantha had taken Jim’s long, thin cock out and was stroking under the table while he had his hand between the slit in her dress and was rubbing her pussy. I wished she didn’t have such a long dress on because it hung between her legs, covering her pussy. All I could see was Jim’s hand rubbing away.

I felt a bare foot searching and finding the bulge in my pants. I wished I hadn’t worn these tight jeans. I just figured it was Nancy, but when I looked down, the foot belonged to Karilyn. I became even more aroused just because it was her.

I looked over at her, and she had spread her legs a bit, and I think she hiked up her already very short skirt because I could easily see her hairless pussy. In my increased aroused state, I plunged another finger into Nancy and felt her tighten around my fingers. Karilyn kept rubbing my crotch, and I wondered if she wanted or expected me to start servicing her. I could feel Nancy coming to the brink and knew she would cum any second. I turned up the attack on her clit. Out of the corner of my eye, I saw Jim bring a napkin under the table and give it to Samantha. Samantha picked up the pace and pumped Jim’s long cock with her fist, concentrating on the fat head of his swollen black penis. Fifteen seconds later, Nancy was cumming all over my hand, and Jim was shooting his load into a napkin.

My mission was completed, but I was really horny. Karilyn’s foot was a total turn-on, and her pussy was so inviting. I told myself no and tried to figure out how I was going to get out of there. I licked my fingers clean of Nancy’s juices and then took Karilyn’s tiny foot into my hands. I gently kissed her foot, then found myself sucking gently on her large toe for a few seconds as I massaged her foot and calf. I then pulled myself away and let go of her foot. Suddenly, I heard Rich say that he hadn’t seen me but had gotten another pitcher of beer from the bar. Jim then said, “Yeah, where is Martin?” I then pushed between Nancy and Karilyn, and since they both knew exactly where I was, they moved apart, and as I pulled up into the seat, I said, “Here I am.”

Samantha was in total shock. She knew I had seen everything. Jim laughed, and Rich just complained that he was looking all over for me. We danced a little more and had a great night of sex after that. It was one of the hotter experiences Nancy and I had together.

But that was a few years ago. After college, I became a history teacher, and Nancy ended up working in the marketing department of a local bank. We rented a nice little house and started planning our wedding.

One of the reasons I was selected as a history teacher was my basketball experience, and more importantly, my assistant coaching experience. I was made assistant coach to the girls’ basketball team. This was the last year for the current coach; she was retiring in the summer. I would be the head coach next year. I had a lot of fun coaching. I love basketball, and while it certainly isn’t the same as men’s, girls’ basketball has the same competitive spirit and camaraderie.

The team was very good, and the coach was excellent. Coaching guys and girls is very different. You need to spend more time on discipline with guys, while with the girls, you could focus more on fundamentals. Nancy came to most of the games and would occasionally drop by the practices before she got her job. All the girls knew her, and they would even tease me once in a while.

The second year was different. I was the head coach now. There wasn’t an adult assistant coach. I had some other female students that helped out with the paperwork, ball handling, and that sort of thing. Nancy was now working and didn’t come around much.

Lisa was our star player. She also was a real looker and reminded me of Nancy. She was tall, about 6’1”. Blonde hair, green eyes, and large breasts. Later, I learned that she actually had some back problems as she grew and had explored breast reduction surgery to take some of the pressure off her back. She was fun and intelligent. She was an only child, and while her family didn’t have a lot of money, she was pampered as much as they could afford.

As coach, the girls would always be sharing their problems with you. Ninety-nine percent of the time it’s just teenage stuff, and the girls just need to talk. I just listened and let them figure it out for themselves. It was about 30 minutes after our practice, and I was out exercising and doing my own dribbling and practice drills. I usually do it 2 or 3 times a week just to stay in shape and keep my skills sharp (I enjoyed crushing the cocky high school team in the teacher-student game last year). I had worked up quite a sweat and was just getting ready to go into the locker room. Lisa came out of the girls’ locker room and asked if we could talk. I said sure, and we sat on the bleachers.

She told me how depressed she was, no boyfriend, the dance was tomorrow night, and nobody had asked her, etc., etc. I asked her about Ryan, the superstar of our high school basketball team, that I thought she was dating. She said that had ended over the summer and it only made it worse. She began crying and said that all he wanted was sex, and once she finally slept with him, he broke up with her. She continued crying that she was too tall, boys didn’t like her, and how terrible life was. She stood up in obvious frustration. I stood next to her and tried to comfort her as I put my arm over her shoulder. She molded right into me, sniffling and tucking her head into my shoulder while wrapping her arms around my midsection.

Her hair and body had that fresh-showered smell, and I could feel her large, firm, young breasts against my chest. I was telling her how beautiful she was and that she just had to have a little patience; that there was a terrific guy out there just for her. Before I even knew what was happening, my cock had started swelling. Lisa obviously noticed because she actually leaned into my cock even more while gently rocking her hips. I wasn’t wearing a jock today and only had on some boxers under my gym shorts, so my cock had very little trying to hold it back. I was shocked and embarrassed, but on a subconscious level, my body was obviously turned on. I just had to get away. I finally shrugged my shoulders a bit and took a small step back, sending the message that Lisa should loosen her hug.

She loosened her grip around me, and we moved slightly apart. I held her by the shoulders and looked into her eyes and again told her how intelligent, talented, and beautiful she was and that she shouldn’t take little things too seriously. Embarrassed, she broke eye contact and looked down at the floor. I looked down as well, and while I knew my cock had begun to swell, I hadn’t yet looked at how visible my fully engorged tool was as it poked at my baggy shorts. Lisa was just looking at my large bulge. I brought my hand to her chin and raised it. Lisa, still with tears in her eyes, had a smile on. Before I could say anything, Lisa said, “Did I do that to you?”

 
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