I Dare You

Mads skyped Heather herself to tell her what had been going on between her and York. It was mostly just to tell her best friend that she had been experimenting with another realm of her sexuality. That, and to confirm she was actually okay with it being with York.

"He shaved, he looks so weird," Heather said, both of them laughing.

"Did you really tell him you're cool with us fooling around a little?" Mads asked. Heather nodded and tilted her head in curiosity.

"Why you asking? He tell you that? He try something?" Heather asked teasingly. Mads bit her lip and looked away to tease her back. "Come on, tell me."

"My curiosity, may have gotten the better of me," Mads said, Heather covering her mouth in excitement. "We didn't have sex or anything, but..."

"You blew him?" Heather asked. Mads wanted to say yes, but could only muster an embarrassed nod. "Finish? Facial?" Mads withdrawn pause gave it away. "You swallowed?"

"Then I did it again and he came on my tits," Mads said, Heather shocked with a half smile.

"Damn, he's a wizard," Heather said with a giggle. "All the way?"

"I kind of want to. I don't, but I do...I'm really confused..."

"You actually like it..."

"I do," Mads admitted. "Not the taste or anything like that, or that he's particularly better than women at oral. It's just different."

"You've been living with us for two years. You trust him. That's most of it I promise you. You couldn't do this with a random guy off the street. Try dating a guy for a while," Heather recommended, and Mads sighed, not even sure how to start that.

"I'll think about it. I got class, I'll see you later," Mads said and they ended their call.

Mads left her room to go to the lab as York was sitting at the table eating his breakfast after his morning workout. She could smell his sweat as she walked by, and it oddly wasn't offensive. It was musky, and made her pause for a moment to appreciate it.

"What do you have today?" York asked.

"Check on the terrarium and feed my frogs," Mads explained, him taking a bite and nodding.

"Is that why you have the tattoos?" York asked. Mads looked at her left arm and rolled up her sleeve a little to see the tadpole becoming a frog the further up it went.

"This is life," Mads said with a smile and sat down next to him, exposing her arm fully. "I protect it, no matter how small. Things grow, things change, but they remain fundamentally the same. Sometimes the differences are only cosmetic.

"The tadpole to frog I got done throughout freshman year of college," Mads said then exposed her right arm. "The caterpillar to butterfly is similar, but different. I'd never pull a caterpillar from its cocoon until it's a butterfly, and even then, it has to emerge on its own. Fighting out of the cocoon is necessary for it to start its life."

"What about the scorpion on your neck?" York asked.

"A poor decision I made after I got drunk. I'm planning on putting some spiders on my tits, make the web more enticing. Donkey I lost a bet," Mads explained.

"The moons?" York asked, regarding the tattoos on her back. Mads pulled her bra off from under her shirt and pulled the back over her head to reveal it to him.

"The moon is a cycle, ever changing, but never changing. A paradox," Mads said, and moved to put her shirt back down before she felt York touching her skin. Looking over her shoulder she shivered as his finger traced the crescent of a waning moon.

"Go on," York said leaning over and kissing her nape. Mads flinched forward slightly, but closed her eyes as she felt him kiss around her upper back then up into her neck and shoulders.

"I have to go soon," Mads said, York's response being to grip her shirt and push down, undressing her. Mads let it fall to her lap and turned around to face him. York pulled her onto his lap to straddle him, and immediately began sucking her breasts. Mads gripped his hair and moaned. "I need to go."

"I'm going to take you into the shower with me," York said, Mads looking down at him, him cupping her breasts with both hands and squeezing.

"What are you going to do to me?" Mads asked, placing her hands on top of his.

"I'm going to fuck you," York said, and Mads gripped her hands just thinking about it.

"I don't know..."

"I dare you," York said, Mads heart racing now. Mads pushed herself away from him and grabbed her shirt off the ground. York pulled her shirt away and tossed it aside, trapping her between his arms and the table.

"York, stop," Mads said, York moved out her way, allowing her to grab her shirt and put it on. "That's not okay York."

Mads had been fairly welcoming of these kids of advances from him so far. York was aggressive, but he also knew what stop meant.

"You literally striped naked..."

"And now I'm saying stop. I can say stop, whenever the damn well I fucking please," Mads said, York nodding in agreement that he was too forward. "I need to go."

York gestured for the door and then walked to the bathroom to shower. Mads heard the water running tried to her pulse back to normal. That was scary. A less restrained man may not have been as understanding. It was also exciting. She couldn't deny she didn't entirely hate it.

Mads turned to leave, but stopped, looking back at the bathroom door. Maybe a quick blowjob and some fingering? Nothing starts the day quite like a pre afternoon orgasm. That's not what was in that room however. If she went in that room, stripped naked and joined him, York would put his penis inside of her.

She got as far as putting her hand on the handle of the front door and turning it. In her delay, she thought about it for too long and her curiosity got the better of her. It might be fun to know for sure. She hadn't disliked what she had done so far, quite the opposite. Not like she had high expectations of her first time with a man anyway.

"Fuck it," Mads said and let the door go and walked to the bathroom. York hadn't closed the door all the way, so she pushed it open and shut it behind her. She striped naked, pulled the curtain of the shower open, and stepped in next to York.

York had just finished rinsing so smelled fresh and looked shiny and new. Mads pushed him out of the way to let the water warm her up. It ran down her body, interrupted when it flowed around York's hands on both of her breasts embracing her from behind. She reached around and grabbed his dick that was becoming more erect by the second.

"You sure?" York asked her.

"Are you?" Mads replied, and York answered by kissing her neck and sliding his left hand down to rub the outside of her pussy. "I dare you."

York spun Mads around and picked her up from between her thighs, splitting her open as he did. He pressed her back against the wall, which was significantly colder than the air in the shower. York aligned the head of his penis with her opening and lowered her on top of it. Mads hands were around his neck, and she dug her nails in slightly as she was lowered, him entering deeper inside of her. It was so sudden they didn't stop for a conversation about protection.

Mads grunted from the slow penetrations for the first several minutes. They subsided into hard sighs, before dying down into shallow exhales. It hurt, then it didn't, and it was shocking to her how fast that transition was. It was uncomfortable, then tolerable, then good in only a matter of minutes.

"Put me down," Mads said, not enjoying the position anymore. Without stopping the water, York swung the curtain open and stepped out still holding her on his dick and placed her down on the sink counter. He grabbed her at both her ankles, spread her wide and began faster thrusts into her.

"Slow down," Mads said, and he complied. It went from good to uncomfortable again. Mads closed her eyes and rubbed her clit with her hand, trying to focus on the form of woman, but it was too distracting to attempt. It didn't stop her from orgasming to her shock.

"Holy shit I'm coming," Mads said, then screamed out the remainder of it. York's dick pumping in and out didn't kill her orgasm; it amplified it. This is something she was certain wouldn't happen. "Hurry up and come."

"I'm going slow, you know how long it takes when I fuck Heather at full speed?" York asked. Mads knew it took York twenty minutes to a half hour to climax with Heather.

"Then take me to a bed," Mads said, the sink and mirror cold. York exited her and grabbed a towel before they went to his room. York laid the towel on the bed, Mads crawling on top of it before looking at his drawer. She pulled out a condom and handed it to him.

"Little late, but not too late," she said, and York didn't complain. Pulling the condom over his dick he plunged back inside of her, York propped over her, Mads' hands on his hips. It didn't feel as good to her with a condom.

Mads came again shortly after she started to rub her clit again. Using the momentum built by the orgasm, York went harder and faster into her. Her complaints were drowned out by her yelps of pleasure. Willing to try a new position, Mads flipped to all fours, allowing York to enter her from behind. Her propped her self up with two pillows, and rubbed herself by reaching under her own body.

It took longer because of the condom, but York eventually announced his climax. Where he went wasn't important.

"Put it where ever you want. You can do stuff even Heather won't do," Mads said, itself almost like a dare. York took at as a dare, pulled out, and immediately pealed the condom off. He pulled Mads so her head was laying toward the edge of the bed and began to jerk off.

"Open your mouth, York said, Mads opening with her tongue out. His aim was near perfect, every spurt shooting straight into her mouth or tongue. One hit her chin, but the fact she was leaned backward only made it roll into her mouth.

Mads made a kiss face and pushed his ooze through her lips and slurped it back in before swallowing it down. For being a lesbian her entire life she had an unexpectedly low gag reflex.

Without saying much they cleaned up and got dressed, Mads leaving the apartment quickly to get to the school. She noticed it made her walk a little funny, and she was slightly sore. Not a debilitating sore though. To her it felt no difference than being sore at the end of a physical day, only isolated to just her vagina. It also made her uncomfortably wet.

Mads fed her animals and tried to focus on a little research but couldn't concentrate. A potent combination of emotional confusion and sexual gratification was holding her back. The confusing thing was that she was expecting it to be horrible, but necessary. Hating it, but now she knows for sure, validating her life thus far. That didn't happen. She couldn't help but admit to her own shock that she enjoyed it.

"You okay?" Mads heard a voice said and jumped from her chair a little, looking over her shoulder and seeing Regina leaning into the lab. "Sorry."

"I'm fine," Mads said, trying to shrug it off again and work, now unable to even appear to be pretending to work.

"What's up?" Regina asked, taking a chair from another station and sliding it across the room to sit next to her. "I know we don't know each other very well, and if you want to keep it to yourself, that's fine too."

Mads took a deep breath and sighed once, then turned her body to directly face her.

"I just realized, I don't know myself as well as I think I did," Mads said, Regina asking for details. "You can probably tell, I'm a lesbian."

"It was a coin toss, but I figured," Regina said with smile, that Mads returned.

"If I have sex with a guy, just to be sure, am I still what I think I am?" Mads asked.

"Depends I guess. I don't generally like the idea of labeling it either way. It's not a what you are. You're not a lesbian, you're Madison. If you want to experiment a little, you're still you. If the occasional penis is part of that, then so what?"

"Definitionally am I..."

"Definitions are for dictionaries. If you think yourself so simple that a single word explains who you are, I pity you."

Mads really liked how blunt she was. It made her feel better about what had just happened with York. It didn't change who she was.

"To give you some context, I just had straight sex for the first time."

"Just to be sure?"

"Yeah, and I didn't expect to like it, let alone orgasm."

"Do you trust the guy?" Regina asked, Mads pausing to answer, then nodding.

"He's my roommate, me and his girlfriend have been pretty physical, we've had a lot of no contact threesomes. She's out of town and she's kind of encouraging me to broaden my sexual horizon with him. It wasn't immediate, we built up to it. I liked what we did up until that point."

"Fondle, finger, lick, suck, fuck?" Regina asked to verify the timeline of events.

"Pretty much. I think I actually like sucking his dick," Mads admitted out loud. "A lot of straight girls don't like sucking dick. I sucked the cum right out and swallowed, basically no gag reflex. He finished in my mouth after he fucked me, didn't bother me in the slightest. The only thing I'd have asked for differently was sticking it in my mouth directly and shoving it down my throat. I wanted him to do that."

"Does a woman satisfy you still?" Regina asked, and Mads wanted to say yes, but didn't respond. "Mads?"

"I don't know. I had a girl a few nights ago, and after I was done I still went into his room and blew him. She was a faux lesbian anyway."

"You're making something that's pretty simple, complicated. Maybe you're emotionally attracted to women, but are sexually attracted to both. Both can be true," Regina said, and Mads sighed and couldn't help but to agree, but didn't do so out loud.

"Thanks for listening," Mads said, and Regina let her try to get back to work.

Walking back from the school to her car, Mads stopped by the library for a book, and ran into a guy she had known since her sophomore year of college. Wanting to discern if it was a fluke with York, she made a very open offer to him, and within a half hour her legs were spread open and he was ramming himself inside her hard. Harder than York, and she gripped her sheets and grimaced.

It felt good, and she came again when she rode his cock while he rubbed her clit with his thumb. She didn't want to come. She wanted York to be an outlier, the exception to the rule. Unfortunately for her, the rule was dicks made her orgasm. Doggy made her climax the hardest, the orgasms that caused tremors and spasms that radiated raw pleasure so potent her toes curled. This was the most degrading position to her too, and it was her favorite way of doing something she was so adamant her entire life she wouldn't like.

Mads didn't want to tell him she wanted him to finish in her mouth, and managed not to between her moans and occasional stifled scream. Instead he came in the condom, his dick pulsating inside of her, her pussy naturally constricting him in response, making him feel larger, milking him for more, creating a pleasure feedback loop.

He left to use the bathroom, Mads lying in her bed, catching her breath while her mind raced. That backfired, she thought. Instead of realizing York was the exception, she discovered she liked getting fucked. Even by guys who leave ten minutes later because they have class tomorrow. On a Saturday.

When York came home from work he immediately sat on the couch and didn't even turn on the television. This usually meant he was tired and just wanted a moment before he did anything else. He'd take a breath, have a snack, and probably start on his school work for a few hours before going to sleep. She knew him that well.

Mads wanted more, and stepped out of her room in a bedsheet, still naked underneath it. York looked up at her as she approached, before she dropped the sheet while she stood in front of him. He said nothing as she pulled his shorts down and put her mouth on his cock. When he was hard, she positioned herself over him and dropped down, riding him raw on the couch as he caressed her breasts and sucked her nipples.

After her first orgasm, she asked to be fucked from behind. York bent her over the couch and drove himself inside of her firmly, Mads releasing a loud sigh with every thrust. It startled her when she exclaimed "Fuck yes" when he slapped her ass. Combining the firm grip of his hand on her ass and her own hand rubbing her clit made her climax instantly. Her groan of joy echoed in the room.

Mads wanted him to cum inside of her, because of how good it felt earlier, but York wasn't wearing a condom, and she vaguely tracked her cycle. As much as she liked it, she also didn't want the expectation of him being able to cum in her mouth whenever he felt like.

"Just pull out," Mads mumbled, York affirming he would.

Mads felt him leave her and jerk himself off onto her back. She could feel it slime down her back and drip into her crack, but she just fell to the couch, out of breath, and wanting more. She wanted so much more.