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Did She Cum Y N

Did She Cum Y N

by magmacdowel
19 min read
4.83 (4200 views)
adultfiction
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Daisy had been on a lot of dates in the last year. Some were better than others, and some were definitely worse. Tonight's date seemed like one of the better ones, but she knew that there was only one surefire way to tell.

"-but they don't even make that kind of wine in Spain! I'm telling you, the look on that sommelier's face was priceless."

Maybe her standards were slipping a little, but Jake was a nice guy, if a little boring. He was tall and handsome and clearly spent more time and money on his hair than she did on hers. She could also tell from the sizable bulge in his too-tight trousers that he at least had the potential to make listening to his over-rehearsed stories worthwhile.

She wasn't looking for anything serious right now, so a nice dinner with a chance at ending up in bed sounded like a good Saturday night to her, and he'd been more than happy to agree. And why shouldn't he? She may be letting her standards slip when it came to men, but she always showed up looking her best. She wasn't the perky 22-year-old paralegal she was a decade ago, but her tits still looked great in the green dress with the plunging neckline, and she'd already caught him looking at her ass on the way to the table. He just had to prove one thing to her, and she'd be all his for the night.

Could he make her cum?

Daisy smiled back at him and took another bite of the key lime pie they were sharing. "I have to confess, most of what I know about wine is what I learned in law school, which was more about how many bottles of wine you'd need to make it through the weekend with four girls drinking to forget everything they learned that week."

Jake laughed - he had a good laugh, which she always appreciated - and took a sip of his very overpriced red. "You said you were pretty wild in those days. You're still roommates with one of them, right? Vera?"

"Yes! Well, two of them if you count Tubs."

He looked confused for a second, but then snapped his fingers and said, "Right, the cat! I love that picture you sent with him in the little hat?"

He was trying so hard and it was so cute. She was really enjoying herself here, and when the waitress came by with the check, he'd pay and she would ask him if he wanted to walk her back to her place and maybe did he want to come up?

She really liked a good first date, but if she was honest with herself, it was that last part that always tripped her up. Because no matter how cute or smart or charming they could be, it kept coming back to that one question:

Could they make her cum?

"Oh my gosh, yes," she said, her two cocktails warming her around the edges. "With the little cowboy hat on? I tried putting boots on him once and now I've got a three inch scar going up my inner thigh. He was going right for the artery on that one."

"Whoa, you're kidding?"

She bit her lip and said, "Guess you'll have to find out."

The waitress came by and he handed her his card before she could even hand him the check.

He was a good kisser, she discovered in the hallway outside of her apartment. He didn't crush her against the wall like some guys, but he kept a firm pressure with his hands and hips so she could feel how excited he was too. She has a good feeling about this one, and not just because he was packing.

He pulled back, a little breathless. "Is your roommate home?"

She nodded. "Yeah, but it's fine. She's cool about people coming over. You'd like her."

Jake smiled and motioned for her to lead the way. The apartment was dimly lit, with all the touches of home that two overworked lawyers could manage. Tubs was there to greet her, his fat orange body draped across the floor. She scooped him up in her arms and held him like a baby.

"Care for one more drink," she asked. "I couldn't tell you what kind of wine we have, but I know we have some around here..."

He didn't seem particularly interested in her cat or her bottle of mystery wine, but they were here in her apartment and she was clearly going to take him back to her bed eventually, right? "Sure, after you."

She deposited the cat on his usual chair and motioned for Jake to find a seat on the couch while she acquired the wine. It looked like a passably good red, although it probably wasn't up to his standards. She chuckled to herself; guess she wasn't the only one who might have to compromise a bit tonight.

A door creaked opened and Daisy heard her roommate come down the hall. "You must be Jake. I'm Vera, nice to meet you."

Daisy pulled down three glasses as Vera took a seat in the big chair next to Tubs. She was a compact woman with sharp, Eastern European features who wore as few clothes as possible in these hot summer months. Today she'd opted for a black sports bra and thin linen shorts that barely covered the fact that she wasn't wearing any underwear underneath.

"Oh, hi...yes, nice to meet you." Jake kept his composure well; he barely seemed disappointed to have his date crashed like this, although maybe he was just distracted by Vera's legs as she shifted positions in the chair and likely flashed him in the process.

Vera smiled wryly, not giving anything away as she eyed Daisy's date. "How was dinner?"

Daisy brought the overfilled wine glasses back to the couch and handed one to Vera. "It was good. We split some pie for dessert."

Vera took a sip and raised one eyebrow at her. "Oh yeah? How was it?"

Jake took a tentative sip at his own wine and said, "The crust was a little thick, but the filling was very flavorful. Not too sweet or too tart."

Vera bit her lip to keep from laughing. "That sounds like some excellent pie. You should have ordered another slice."

"It was good to share," said Daisy. She gulped down half of her own wine. Vera enjoyed toying with her dates like this, before they got down to business. She did the same thing with opposing counsel sometimes, although usually not with the same intentions.

Vera kept her eyes on Jake, running a finger across the rim of her glass. "So I guess you guys might want some privacy, huh?"

He smiled and gave a nervous little cough. "Oh, well-"

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"Hey, it's alright, I get it," said Vera. "I just want you to know that I love this woman like a sister and that I would do anything for her, you know? I just want to make sure you're going to take care of her."

Jake glanced her way and Daisy blushed furiously. He must have been wondering if that was Vera's first glass tonight, which it probably wasn't, but Daisy knew that wasn't it. She'd had one too many disappointing dates and she was determined to weed out the chumps before she let them lay a finger on her.

Vera's look was challenging, waiting for him to respond. "Well? Are you going to take good care of her tonight?"

He laughed nervously. "I, well...Daisy, maybe we could discuss this in your room, yeah?"

Daisy turned to him and smirked a little. "No, it's okay. I think I'd like to hear this."

Jake looked like he might bolt for the door, his instincts telling him this was some sort of trap, but it was an enticing trap judging by the bulge in his pants. "I don't need to...Daisy, I...of course I can-"

Vera held up one well-manicured finger to stop him, that sultry smile keeping him glued to his seat. "I'm sure you're every bit the stud the last three guys were, but none of them had what it takes. Tell me, are you certified?"

That seemed to puzzle him. "...certified?"

"Yes, certified," she said, as if it were the most obvious thing. "Where's your certification?"

He reached instinctively for his wallet, then at Daisy. "I'm CPR certified? I'm sorry, I don't understand."

Vera sighed and reached towards the desk behind her, producing what looked like a business card. "Here, take this."

Daisy blushed and tried to look away as he reached over her and took the card. He laughed as he read the front. There were several lines reading:

Did [he/she/they/other] cum?

How many times: ________

Signature: _____________

Jake turned to Daisy and showed her the card. "I guess you want me to fill this out? This is kind of kinky, but I'd be happy to go back to your room and-"

Her body was on fire at this point, but Daisy shook her head quickly, looking for Vera to help.

"Jake, my girl here loves cock. Loves it. She's not a slut or anything, but she has needs. You should hear the way she moans and screams when she's getting fucked - it's pretty hot, honestly - but if you don't make her cum, she's going to wait until you leave and then come into my room sobbing from how much she needed to get off. Look at her, nobody wants that."

Daisy was buzzing inside as Vera thoroughly embarrassed her, giving up all her dirty secrets. She couldn't look at Jake anymore, but she had her thighs pressed together hard as her body reacted to the attention.

"I'm not saying you wouldn't be a good lay, but my girl needs a real, certified, guaranteed orgasm if she's going to let you anywhere near that sweet pussy of hers. So, are you certified?"

Jake was clearly racking his brain for some kind of an answer here and coming up blank. Disheartened, the only truthful answer was, "No, I guess not."

Vera gave him a softer smile from her chair and said, "That's alright. Clearly, you didn't know you'd need it for this particular job. Unfortunately, Daisy's not going to be taking you back there without it, but lucky for you, I'm willing to help you out here. I told you, I'd do anything for her, didn't I?"

Jake looked down at the card and back up at Vera. Daisy tried to meet his gaze as he turned back to her, but it was too hard for her. She must have been beet red by now.

"Is this what you want me to do?" He sounded more hopeful than before, like he could sense his luck changing in an unexpected way. "I had a good time tonight and I really would like to continue where we left off."

In a small voice, she said, "...I only fuck certified men. If you..."

He put a hand on her thigh and squeezed gently. "I guess I better get this filled out then."

He must have felt her trembling as she nodded, as eager as she was abashed. She loved this feeling and was excited to see what came next. She and Vera played this little game many times with the men she brought home, but it was always and delightfully nerve-wracking watching them go to Vera to get their "certification".

For her part, Vera didn't look nervous at all. She quickly shucked off her sports bra and shorts, giving him the full view of her lithe body, before putting her hands on her hips in a pose that oozed confidence.

"Okay, here are the rules then. You're going to show me exactly what you plan on doing to my friend over there and if I cum, she'll take you back to her room and make noises for you that you've only heard in nature documentaries. If you want to do anal, I'll have Daisy get the lube. If you do anything bad weird or make me feel uncomfortable with you, I get to use you as my krav maga practice dummy. Deal?"

Jake took one last look at Daisy and smirked, then nodded. "Deal." He took a step forward and removed his shirt, hovering close to Vera before closing the gap and pulling her into a passionate embrace.

Vera reached for his belt as they kissed and squeezed the distinct bulge in his pants. When he moved his mouth down to her neck, she groaned and said, "Mmmm he's a good kisser at least."

"I know," said Daisy, remembering those lips on her own in the hallway. She adjusted herself on the couch so she could better enjoy the action, running a hand down between her legs to feel the growing damp spot on her panties.

Jake paused to help disentangle himself from the rest of his clothes and gave both women a good look at his hard member, which was just as big as he'd been advertising through his pants. He took an appreciative glance back at Daisy and winked before turning to Vera and admit, "Would you like a taste?"

Vera looked to Daisy, who nodded quickly, then dropped to her knees. Daisy loved sucking cock and could feel her mouth watering as she watched Vera sink her lips over his shaft. She wrapped one hand around his dick and the other cupping his balls, thoroughly working him over while he put his hand on the back of her head to help guide her rhythm.

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"Goddamn, that feels good," Jake swore as Vera went at it. He was bucking his hips and pushing at least half of his big dick into her mouth.

Vera backed off, still jacking him off with both hands. "Daisy's even better. That girl loves having a cock down her throat. Can't you just imagine that cute little face covered in your cum?"

Daisy squirmed under their attention and looked away, blushing hard. She didn't close her legs or take her hand away from her panties though. She wanted to hide, but she wanted him to see so much more.

Jake pulled back and helped Vera back up to her feet. He kissed her deeply and wrapped his hands around her ass. "I'd love to let you keep going down there, but I don't want to get too distracted here. Go lean over the arm of the couch."

Vera smiled and positioned herself facing Daisy. "Good man. I'd have had you cumming down my throat in minutes otherwise, and you'd have disappointed my friend here."

Jake moved up behind Vera with a wry grin, hard cock and a condom in hand. It seemed like stripping him down had given him a well deserved case of big dick energy. "I can't tell which one of you came up with this idea, but I'm happy to play along. I've got more than enough stamina to make both of you cum tonight."

Vera reached out and put her hands on Daisy's feet, drawing her knees further apart. She ran her fingers up her legs and hooked her thumbs into Daisy's panties, pulling them implacably down to her ankles. "How long do you think he'll last before he gives up and cums?"

Daisy fought the urge to close her legs as she gave Jake and Vera an uninterrupted view of her very wet pussy. She resumed rubbing herself instinctively, too turned on to hide now, even though the thought of someone seeing her - the strong, professional attorney - exposed like this made her feel weak in the knees.

Vera wiggled her ass, teasing him. "C'mon, big guy, I haven't got all- oh! Mmm, yeah, now we're talking."

Jake was down on his knees, hands on Vera's hips as he shoved his face between her legs. She settled on her elbows on the couch and let out a satisfied grunt. "This one is shaping up to be a real contender. Normally, they're balls deep in me by now and blowing their load and their shot at that delicious cunt you're teasing me with."

Daisy tried to close her legs, but the gentle pressure of Vera's hands was enough to keep them open. She had never met a man who made her feel as sexy or confident in her body as Vera could. The desire to hide was still there, but she felt a fire inside her when they played this little game, and if Jake didn't measure up, she knew Vera would be happy to console her after.

He happily lapped away at her friend's pussy for a few minutes before standing up and fiddling with the condom. Dairy couldn't help but feel a little disappointed; Vera always came quickest from oral, especially when she was sitting on your face. Daisy moaned a little reminiscing while about it.

Jake smiled at, admiring her sprawled out and touching herself. "I'll be ready for you soon, Daisy. Just keep yourself going over there." He lined up and thrust into Vera's waiting pussy, filling her up with his thick cock.

"Oooh, yeah, come on and give it to me. You're going to have to do a lot better than that if you want to fuck Daisy too." Vera spun her head around, trying in vain to get a look at the action. Daisy didn't blame her; Vera looked fantastic right now, her tits bouncing underneath her as Jake pounded out a rhythm from behind.

Daisy started fingering herself now, her eyes locking with Jake's as she enjoyed the limited penetration. She wished she was the one with that big cock inside her, and she wished he'd cum and let her have Vera's strap-on inside her too. She was so turned on now and the discriminating part of her brain was out to lunch. If he stayed, maybe she'd ask for both at once. She could imagine them spit roasting her and all the lewd comments they would make about her wanton body that she couldn't deny with her mouth full of cock.

"Goddamnit, come here," Vera said as she took hold of her roommate's legs and tried to pull her closer. Daisy smiled at the hungry look on Jake's face as she moved down on the couch. It was the wrong set of equipment, but Vera didn't seem to mind that it wasn't a proper spit roast as she buried her face between Daisy's thighs.

Daisy gasped as Vera's lips met hers and a powerful moan escaped when she felt her tongue flick out against her clit. She arched her back and reached out to hold Vera's head steady, her fingers meeting Jake's as he did the safe from the opposite site. She intertwined her hand with his, guiding him and Vera both as they hit their stride.

Unfortunately, it was proving too much for Jake. Men never lasted long inside Vera, and especially not with the show she and Daisy were providing. He looked tense and focused, but if he didn't pull out soon he would-

"Fuck, I'm cumming"

Daisy deflated faster than Jake's dick. She wanted that cock so bad right now and he'd just blown his chances. Vera was still sucking on her clit, but neither of them was close to cumming yet. The truth was Vera rarely came from penetration, so he had already handicapped himself, but it had happened a few times. Just not tonight.

Jake pulled out and swore again. "Shit, sorry, I think the condom broke."

Vera took a break from snacking on Daisy's cunt to look back and say, "Mmmm, that's alright, I'm good on my end. And I do love a good creampie. Sorry, girl - at least he made you dessert?"

Daisy groaned and shook her head. "I hope it's better than that joke."

"Oh, I'm sure it's delici- ooh! Fuck yes!"

Jake was back on his knees, greedily lapping at Vera's pussy. Daisy caught her breath as he sat back for a moment and gave her a sheepish grin, his face smeared slick. His bravado had slipped away and he was shy, embarrassed, and going back in to lick the rest of his cum out of her roommate.

Daisy grabbed Vera by the hair and thrust her pussy back in her face. "Holy shit. God that's so hot."

Vera must have agreed because she picked up the pace, bringing one of her hands back to join the fray as she reached for Daisy's g-spot and sucked her clit at the same time. They worked each other up quickly, Vera gasping and moaning betweened mouthfuls of Daisy's cunt, and Daisy letting loose a string of curses and encouragements to both Vera and Jake.

By the time she could feel her own orgasm building, Vera was shaking in front of her, her whole body tensing up with Jake's ministrations. Daisy pulled her head back and said, "Cum for me, slut," and laughed when Vera shuddered and spasmed wildly. She had three fingers inside Daisy, and Daisy felt herself going over the edge as well. Both of them were tumbling through waves of pleasure, riding the tide like sexual surfers.

When Daisy felt Vera's fingers slip free and her ass hit the couch, she was hot and sticky with sweat. Vera was flattened against the couch's arm, seemingly unable to pull herself up. Jake stood up with a goofy grin on his face, completely disheveled and covered in cum, sweat, and pussy. And also very hard again.

"So....did I pass?"

Daisy ran her fingers through Vera's damp, tousled hair. "Might have been a fluke. We'd better give it another try, just to make sure."

Vera lifted her head and gave Daisy a similarly sticky smile. "Think you'll need a hand?"

"Definitely. But let's try it on the bed this time."

Vera picked the card and a pen up off the table, signed it, and thrust it into Jake's chest. "Come on, big guy. You didn't leave any dessert for the rest of us, so you're going to have to make a little more."

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