March Madness

by Oldtimer

Copyright© 2013 by Oldtimer

Coming of Age Sex Story: A brother and sister bet on the outcome of a college basketball tournament game.

Caution: This Coming of Age Sex Story contains strong sexual content, including mt/ft   Consensual   Heterosexual   Sports   Incest   Brother   Sister   First   Safe Sex   Masturbation   Petting   .

Spring break in the Clayton household meant more than taking time off from school. It also meant the start of the NCAA basketball tournament a.k.a. March Madness. Jay and Sandy Clayton loved the tournament and watched it religiously. Because spring break was during the week of the tournament, Jay and Sandy could stay home and watch it. Jay Clayton was 17 and a junior in high school while his sister, Sandy, was 16 and a sophomore.

They had a pretty good relationship with each other even though Jay was a horndog – especially where Sandy was concerned. Jay was a nice looking kid and had a few girlfriends. He was sexually active but didn't have a steady girlfriend. Sandy dated but had never had sex. Almost since the time he and his sister reached puberty, Jay sexually teased Sandy quite a bit. He would grab her ass or look down her shirt if she wore something low cut. He would try to catch her naked by barging in on her in the shower or her bedroom. And that was just the non-verbal stuff. Jay would tell Sandy what a great body she had and how she made him horny.

Sandy – to her credit – laughed off all of Jay's teasing. He never actually caught her naked and she suspected his bark was worse than his bite. She kind of enjoyed his flirting and teasing. She didn't encourage him but she didn't discourage him either. It made her feel sexy when Jay would say things like, "You know what would look good on your ears, Sis? Your ankles." Jay was as good as gold when his parents or other people were around but when they were alone, the teasing would start again.

Both Jay and Sandy believed themselves to be very knowledgeable about college basketball and the teams involved in the tournament. On Thursday - after the field of 64 was set - Jay and Sandy were in their respective bedrooms on their computers finishing their brackets for the online pool they entered. It was a private pool with their family and some mutual friends. The winner just got bragging rights but over the past few years, Jay and Sandy would bet on a certain game or two just to make things interesting. Jay's opening offer was always sex with Sandy. He never expected to take her up on the offer so it was offered in somewhat of a joking manner and it would be negotiated down to something like doing the other's chores for a week.

One of the games - actually the first game on Thursday was Jefferson University versus North Central State University. They were the 1 and 16 seeds respectively in their region. Since the tournament went to 64 teams, no 16 seed had ever beaten a 1 seed. Jay studied all the matchups and he thought that this might be the year that a 16 beat a 1. Jay made his selection for NCSU and hit complete on his online sheet.

The game was about to start and Sandy was already in the living room watching the pre-game show. Jay snuck up behind her and grabbed her tits through her shirt. Sandy slapped his hands. "Jay!" He grinned and asked if the game had started yet.

Sandy said, "No, it's just about to."

Jay sat down next to her and said, "Let's bet on the Jefferson-NCSU game. I'll take NCSU straight up, no points." Sandy almost fell over laughing. When she caught her breath she asked if he was serious. Jay said, "Yeah! I think Jefferson is gonna lose."

Sandy laughed some more and said, "I tell you what, Bro. If Jefferson loses I will fuck you! But it's not going to happen. A 16 has never beaten a 1."

Jay said, "Just you wait."

Sandy said, "When you lose, you will do my laundry for the rest of the month."

Jay grinned and said, "I'll make sure to carefully wash your bras and panties."

Sandy rolled her eyes and said, "Pervert."

"Guilty as charged," Jay said.

"Sit down and watch Jefferson beat the crap out of North Central," Sandy taunted. "After the game you can get a head start on my laundry."

"We will see, Sis. We will see."

Jay sat down next to Sandy on the sofa and put his arm around her shoulder like they were boyfriend and girlfriend. Often times he used that position to cop a feel of one of Sandy's tits. Sandy would eventually slap his hand away and Jay wouldn't do anything else for a while. Sandy never minded how close Jay sat to her. She would snuggle up next to him when he put his arm around her. It made her feel safe and secure and if he tried to cop a harmless feel occasionally, it's not like he was raping her. To tell the truth, it also excited her a bit. Even though he was her brother, she had to admit he was a nice looking guy. She could see sitting that close to her made him hard. She was pleased she could have that effect on a guy - even if the guy was her brother. She would never be as bold and try to feel his cock through his pants but she guessed it was a nice size.

Sandy wondered what a cock would feel like inside her. She naturally thought about what Jay's cock would feel like. She knew incest was wrong and she would never do it with Jay but he was so persistent with his teasing she couldn't help but think what fucking her brother would feel like. She made the bet because she was absolutely certain a 16 would never beat a 1. In the back of her mind she wondered if it actually could happen. Then she would have to go through with it. Maybe Jay would let her off the hook. She thought it wasn't worth worrying about. Jefferson winning was a sure thing. But that infinitesimal doubt made her pussy moist.

As predicted, Jefferson had a 10 point lead at halftime. It was close for the first 10 minutes of the game but Jefferson pulled away and looked like they would roll to victory. Sandy taunted Jay some more while they went into the kitchen to get more snacks and drinks. Jay still acted confident about his chances but he really wasn't anymore. But losing would be O.K. He could take Sandy's panties and jerk off in them without having to steal them from her hamper. Of course Sandy already knew he did that but she really didn't care. Jay was willing to let his sister off the hook if NCSU actually won but wondered if she would actually go through with it. Of course, it would be a miracle if NCSU actually won.

Jay and Sandy took their places back on the couch to watch the second half. The second half began much like the first half ended with Jefferson increasing their lead. It seemed like they would win going away until their leading scorer and probable NBA number one draft choice went down with a sprained ankle. Jay and Sandy were on the edge of their seats. Jefferson still had a good lead but there was plenty of time left for a comeback. With their best player out, Jefferson seemed lost. They were having trouble shooting and NCSU was playing solid defense and hitting some three pointers. NCSU cut the lead down to two with 10 seconds left to play. Jay and Sandy were very anxious; not just because it was a dramatic game to watch but because of the stakes of their wager.

NCSU took the ball in under their own basket. They threw it in against a Jefferson press. Jefferson gambled and almost stole the ball at mid court. One of NCSU's players streaked down court after the failed steal and set up on the right side of the three-point arc as another player passed him the ball. He caught the ball, took a step and shot. The shot went through as the buzzer sounded. NCSU had done the impossible and upset the 1 seed. The NCSU bench emptied and mobbed the players on the court.

Jay was ecstatic and not just because he picked the upset. Sandy was dumbstruck. Jay leered at his sister, "So, you wanna do it right here or go up to my bedroom?" Sandy couldn't believe he would actually hold her to the bet. Plus he was acting like a jerk. Her own brother was crowing about getting to take her virginity. Sandy stared at Jay then fled to her room in tears. Jay called out after her but she slammed her door.

Jay immediately realized he screwed up. He wasn't actually going to make her have sex with him. He wanted to fuck her but he wasn't going to do it against her will. He always talked a good game but he never thought she would actually fuck him. He had fun just teasing and fondling her. He thought he'd wait a while and let her calm down before apologizing and telling her she wouldn't have to go through with it.

Sandy threw herself on her bed crying. Jay was being such a dick about the whole deal. But it was partially her fault. She was the one who made the bet. She knew how much of a horndog he was. She really shouldn't have offered to have sex with him and wondered why she said it. She never discouraged Jay from feeling her up and flirting with her. She also liked it when he sat next to her and put his arm around her. She would actually cuddle with him. She even kind of liked it when he copped a feel of her tit. Maybe she did want Jay after all. If she only wanted sex there were several boys she knew who would gladly oblige her. But they might not be very gentle with her. She heard stories from some of her friends about sex and how sometimes it was pretty rough. She heard Jay was a good and gentle lover. Maybe that was why she never gave it up to any of her dates. Maybe deep down she wanted Jay to take her virginity.

She thought about it some more and came to the conclusion that it wouldn't be so bad to have sex with her brother. She knew the reasons incest was taboo but Sandy was on the pill and had been for some time now. It helped regulate her periods and if she did decide to go all the way, she was protected from pregnancy.

The more she thought about Jay having sex with the more it became titillating to her. She began to get excited by the taboo of sex with her brother. Thinking about Jay's big cock inside her made her wet. She imagined his body on top of hers holding her in his arms while he thrust in and out of her. Sandy unsnapped her pants and began rubbing her pussy through her panties. They were soaked by now as she moved the gusset aside and fingered her moist pussy lips. It felt so good to masturbate. It was like she was floating. She never came but it was still a wonderful feeling.

She was about to insert her fingers into her cunt when there was a knock on her door. Sandy immediately pulled her pants back up. "Sandy, I'm sorry," Jay said through the door. "Can I come in and we can talk about it?"

"Come in," Sandy said. Jay slinked into the bedroom thinking Sandy would at the very least yell at him and at the most never speak to him again. "Sandy, I'm so sorry about before. I'm not going to hold you to it."

Sandy smiled, "I'm not mad anymore, Jay. I was mad you acted like you did but you apologized. I was upset because you treated it so insensitively. I know I was the one who suggested it but I just didn't think there was any chance of it happening."

Jay interrupted, "Sandy, it's OK. I'm not going to make you do anything. I would never make you do anything."

Sandy told him to sit down on her bed. "I'm sorry that I brought the subject up in the first place. Sex is a big deal for me and I shouldn't have used it so casually even if there was no chance of you winning. I have never had sex before so that's why it's such a big deal. But after being in here for a while, I started thinking that it may be time to lose my virginity and that I would pay off my bet in having you take it from me. I'm on the pill so I can't get pregnant."

Jay couldn't believe what he was hearing. Sandy actually wanted him to have sex with her and pop her cherry. As much as he talked about it and flirted with her, he never thought she would actually want to. "Sandy, I don't want you to feel obligated to do this because we made some stupid bet. We can bet something else on another game."

Sandy smiled and shook her head. "A bet's a bet. But I don't want you to get the wrong idea that I'm doing this because I feel obligated. I want to because I think you would be the best person to be my first. I think you would be gentle with me and I know you love me so maybe it would be for the best."

Jay said, "I'd love to be your first. I didn't even realize you were still a virgin. You're so hot I would have thought you lost it a while back."

Sandy blushed and said, "Some girls - not the ones you go out with - don't spread their legs for the first guy to smile at them."

Jay said, "If you're serious about this, do you want to do it now?"

Sandy said, "I think it would be best if we waited till tomorrow morning when Mom and Dad leave for work. I don't want to rush it. Besides, it'll be that much hotter when we actually do it. In the meantime, let's go back downstairs and watch basketball until Mom and Dad come home."

The siblings left Sandy's room and returned to the living room. Sandy sat next to Jay and snuggled close to him. Jay then put his arm around her but didn't try to grab her boob like he usually did. After a few minutes, Sandy got impatient waiting for Jay to grab her boob. She took his hand and placed it down her shirt under her bra. Jay was touching his sister's bare tit and it felt so soft and warm. He rolled her nipple between his fingers as instinct took over and was rewarded with a moan for his efforts. Sandy then leaned over and kissed him. Jay returned the kiss and the siblings began making out as intense as they ever did with their dates.

Sandy was getting more and more turned on. She unbuttoned Jay's pants with her free hand and began fondling his cock. Jay was rock hard by this time and Sandy was exploring every inch of it. It was slippery with pre-cum which made it easier to masturbate her brother. Sandy thought about what it would feel like when her brother's hard cock penetrated her virgin cunt. She hoped it wouldn't hurt much but from what she had heard from her friends and read on the Internet, after he tore her hymen it would be great.

Sandy and Jay continued to make out until they heard the garage door open. Their parents were home. Immediately they disentangled. Jay had a problem though since he was still hard he couldn't zip up his pants. When they stood up to greet their parents, Jay stood directly behind Sandy until his erection went down and he could zip up.

They brought two pizzas with them and after they divvied up the slices, the family settled down to watch the rest of the games that evening. Jay and Sandy sat next to another on the couch like they did before. But they weren't snuggled up to each other as they were when they were alone. They were still hot for each other and wanted to have sex but they wondered if the other would change their mind come morning.

Late afternoon became evening and while the games, for the most part, were interesting, Sandy and Jay knew that playing with each other was far more exciting. Since it was still the middle of March it was still a bit chilly out - especially in the evenings. Sandy wasn't cold but she had an idea. "Jay, I'm a little cold. Could you go get me a blanket?"

Jay weakly protested to show their parents that nothing unusual was going on between them. Jay's father implored him to get the blanket for Sandy. He returned with the blanket and Sandy sweetly thanked him. She spread the blanket out over her and Jay's lap. Jay wasn't cold and he was a bit slow on the uptake until his sister's fingers began massaging his cock through his pants.

Jay slowly put his hands under the blanket and unbuttoned his pants to give Sandy easier access to his cock. Sandy did likewise so Jay could play with her pussy. Sandy was very wet and had never had anything in there before except her own fingers. Jay knew what he was doing down there and massaged her clit. Sandy had done this to herself before but it felt so different and wonderful to have someone else doing that to her. She kept her hand on her brother's cock but was so enraptured by what Jay was doing she stopped stroking him. Jay alternated between stroking her clit and slipping a finger in her virginal cunt.

After several minutes of this it was too much for Sandy to take and she came hard. It was a minor miracle that she didn't make a sound although her face was flushed.

"Sandy, are you all right?" her mother asked. Sandy coughed and said she was O.K. She glared at her brother with a hint of a smile; as if to say, two can play this game.


Sandy softly stroked her brother's hard cock. If she hadn't been holding it it would be obvious to everyone who even glanced over that he had a hardon. He had enough precum on his cock that it made it easy for Sandy to jerk him off. Both of them kept their eyes on the game but if you asked them what the score was, neither one could tell you. Sandy continued to masturbate Jay until she could feel his balls swell up.

When he finally ejaculated, Sandy had her hand completely over the head of his cock so she could gather his cum in her hand instead of on the blanket. She carefully took her hand out from under the blanket and casually licked her brother's cum off her fingers.

Both teens were sated for the time being and spent the next few hours watching basketball with their parents. Around 11:30 their parents decided to go to bed. Since it was spring break and there was no school, Jay and Sandy could stay up as late as they wanted. After they figured their parents were not coming back out, Jay and Sandy began to make out. Jay unbuttoned Sandy's pants and laid her down on the couch. He wanted to consummate their relationship right then and there.

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