Margaret Completely Over Billy

Part One

Chapter One

 

“A threesome,” Billy blurted out before his could get his brain to stop his mouth from operating. Right away he knew he had screwed up. It was a simple question, one he should have been ready for. He’d only been dating Hedy for a month and while she proved to be a fun and innovative bed partner, when answering her question, he should have come up with something unrealistic like “Sex with you on the moon,” or something overly romantic like, “Sex with you under the stars on the beach.” The wrong answer was “a threesome.”

Instead of walking out on him or slapping him and then walking out, she just rolled her eyes. “Completely predictable,” she said. “Typical male answer.”

Billy let out a silent breath of relief. “I am a man and you asked.” He nervously lifted his water and tried now to down half of it to cover his tenseness. The restaurant was noisy enough to cover their conversation, but Hedy liked to push the limits of what was acceptable. Like how the dress she was wearing was far too low cut to be considered respectable. Billy was having trouble keeping his eyes off her cleavage.

“With who?” she followed up on her original question.

“What?”

“A threesome with who? You, me and…?”

Once again he knew the answer right away, but he also knew that the answer would get him into deep trouble. This time he managed to keep control of his mouth and not just blurt out a name. Hedy tilted her head expectantly and waited. She waited long enough that she had a chance to start nibbling on the appetizers that the waitress brought to their table.

The name was right there on the tip of his tongue desperately waiting to get out. He wondered if she already knew and was just teasing him. That was impossible. No one except porn stars and extremely kinky women wanted to do a three-way. He’d never met either of those so he had resigned himself to simply living out his life with this rather mild and ordinary fantasy unfulfilled. It wasn’t that Hedy wasn’t kinky, but she had never given him any indication she was even vaguely interested in doing something like that.

“Are you going to answer me or are you just going to keep staring down my dress for the rest of dinner?”

“There’s no right answer to this question.”

“Sure there is,” she said. “Pick the right woman and you’ll find the two of us together in bed with you.”

The way she said it along with the way she implied that he had a chance of fucking her with another woman, made Billy instantly hard. He knew it was a trap, but then realized if she was pushing it this far, she might tell him no, but she wasn’t going to walk out on him.

Probably.

He could pick some famous actress or other unattainable woman and just brush off the whole thing, or he could keep it realistic and maybe she’d award him a pity fuck for being honest.

“Kimi,” he forced out.

The pause from Hedy was simply excruciating. She carefully chewed the last of her appetizer while contemplating his request. He knew he was doomed. The problem was that Kimi was a possibility and might even be a real threat to Hedy.

“My office manager?” asked Hedy.

“Y-y-yes,” Billy stuttered.

“That’s a bold choice.”

“She’s the hottest of your friends that I’ve met.” That was also the wrong answer. He knew that right away. Hedy had the title of accounting manager at her small company; she was the entire accounting department. Kimi was the office manager; fifty years ago she would have been called the secretary and had the same responsibilities but would have been making a tenth of her current salary. Their company was small enough to actual value people for their skills.

“You’re trying to fuck my friend and co-worker?” Hedy asked.

Billy went on the attack; it was the only way out of the situation. “You brought this up. I was just playing along. It’s never going to happen. I know that.”

“What makes you think it’s never going to happen?”

“Why would you fuck me and your friend? There’s no benefit to it. You’re just flirting with me.”

She smiled as their dinners arrived. Billy looked down at the plate of potato skins that he was supposed to be sharing with Hedy. She had eaten her half. He hadn’t taken a bite. “Maybe,” she teased.

Hours later they were back at her place in her bed. She was riding on top of him with some enthusiasm. Hedy was doing all the work. She was bouncing up and down on his cock. He couldn’t believe he was so lucky to be able to fuck her, especially after he had nearly blown it with her earlier that night.

She was beautiful. Nice full breasts with slightly upturned nipples. She had freckles scattered all over her body. While he didn’t normally go for women with brown hair, hers trended toward auburn which was nice. Even better was that she insisted they have sex on their first day because, as she put it, she wasn’t going to waste time on a guy she wasn’t sexually compatible with. Apparently they were sexually compatible because here it was a month in and they were still having sex.

“Why do you fuck me?” he blurted out as he watched her. Her face was contorted with concentration as she ground her pussy down on him. While Hedy trimmed and shaped her pubes, she didn’t go for complete hair removal, which Billy appreciated because it made the mess of hair that covered his torso look less bad.

Her eyes popped open. “Because I’m horny.”

He was taken aback. “Really?”

“Fuck yes. Shut up. We’re fucking.” She closed her eyes and concentrated again.

“But that’s it?” He couldn’t follow instructions to save his life.

Her eyes opened again. “You’re honest and good in bed.”

“Thanks!” It was an odd compliment but Billy was happy with it. “It’s great to be with someone who can overlook my shortcomings.”

“Like talking too much during sex?” she asked. Her body had stopped moving. Billy realized he had fucked up.

“Sorry.”

“Just keep quiet for a minute so I can cum. Let me cum first and I’ll make that threesome happen for you.”

He was certain she was just kidding so he let out a little chuckle, but said. “Okay sure. Sounds great.”

She laid her fingers on his lips. “Shut up and I promise I’ll make it happen,” she said with deadly seriousness. “Just don’t cum first and if I do a three-way with you, you’ll have to do something special for me, okay?”

“Sure,” he agreed, not thinking it was going to happen.

“Promise?” she asked.

He nodded agreement.

Her eyes shut and she started moving again. “Stay quiet and I’ll make your dreams come true.”

While he knew she was exaggerating, he went with it. Just watching Hedy cum was a treat in itself.

 

 

Chapter Two

 

It wasn’t that unusual to find Kimi at Hedy’s place after work. They didn’t live that far apart and they were good friends.

“Tonight’s the night,” Hedy said as she opened the door for him. They weren’t at that point to their relationship where he would just walk into their place.

“For what?” As far as he knew, they were just going to have dinner and then, as was their habit lately, have sex. It wasn’t a great relationship, but it was something. Hedy didn’t give him an immediate answer and just brought him into the kitchen where Kimi was cooking something at the stove. “Oh, I didn’t know Kimi was eating with us tonight.”

“She certainly is,” Hedy said. The two women exchanged a glance and started giggling and couldn’t stop.

Billy smiled and nodded his head, knowing he was missing a joke but didn’t know what he was missing.

“You’re a little slow, aren’t you?” Kimi asked him.

“Someone has to bring up the rear,” he said reasonably. “But I’m also pretty hungry. I could eat enough for two,” he said looking at the large pot she was stirring.

The two women continued to giggle.

Dinner was casual and they talked of nothing of consequence.

“Forget about the dishes,” said Hedy as they finished and Billy started to load the dishwasher and ran water into the sink. “We don’t have time for that.”

That was strange. When she cooked, he also did the cleanup. It was only polite. She seemed to appreciate it.

“Why not?”

“It’s not like Kimi has all night.”

Billy was still slow to get it. Kimi had walked out of the kitchen after dinner. He thought she was headed to the bathroom, but Hedy brought him out of the kitchen and into her bedroom where Kimi was waiting.

She was waiting on the bed.

She was waiting on the bed in some crazy lingerie.

Billy froze.

Billy mostly froze. His cock got hard and started throbbing.

“What the fuck,” he spluttered.

“I made you a promise,” said Hedy. “You’re welcome,” she said as she nudged him toward her friend.

While both women seemed willing, Billy was certain that he was being trapped in some way. At the same time, he couldn’t help but stare at Kimi’s mostly naked body. Her long black hair hung down her back and her black lingerie complimented her skin the color of toasted almond. Her breasts were smaller than Hedy’s but Billy didn’t care about that. The garment she wore was lace that both hid and revealed her body. It plunged down to her bellybutton, which had a golden ring, and the lace was open enough to clearly reveal her dark nipples and areola. Billy’s eyes went lower and at the apex of her legs he imagined he could see her pussy; at least he could clearly see the outline of her thick labia.

He was reasonably certain she didn’t have a single hair between her legs.

“You’re kidding, right?” Billy asked Hedy.

Kimi looked past Billy. “I’m not wasting my time, am I?”

“This is a surprise for him,” Hedy admitted.

“You should have told me.”

“It’s more fun this way.” Hedy said as she reached behind her back and unzipped her dress. It slipped from her shoulders revealing her rather traditional pink bra and panties.

Billy didn’t know what to do. He was sure a trick was being played on him, but he didn’t want to leave. There was no correct way out of this.

With a sigh, Hedy stepped around Billy and approached the bed where Kimi was kneeling. To Billy’s perfect surprise and delight, they put their arms around each other and shared a kiss that was far more than just a friendly greeting. Billy was certain he saw Kimi push her tongue into Hedy’s mouth.

Stopping the kiss, Hedy looked at him. “Are you going to join us or what?”

“You’re…you’re serious, aren’t you?”

Hedy rolled her eyes and sighed. “I set this up for you, the least you could do is appreciate it. I mean you asked for this.”

“I did?” Billy was confused.

“You’re the one who asked for a three-way.” She turned back to Kimi. “If he doesn’t get his clothes off in a minute, I’m going to kick him out and then we can have sex without him. You okay with that?”

Kimi smiled. It seemed like she preferred that option to having Billy in bed with them.

“I’m okay with that,” Billy heard Hedy saying as if in the far distance. His cock was throbbing in his pants. He had grown so large that his erection was actually painful, not from being trapped, but from having grown larger than he ever imaged was possible.

The women started kissing again.

Billy came to his senses.

“No no no!” he blurted out. “I’m not okay with that! I’m ready!” He sounded pathetic and desperate, which was close to the truth.

Hedy turned back to him. “For someone who’s ready, you certainly have a lot of clothing on.”

Billy had never gotten out of his clothes so quickly before in his life. He wasn’t the least bit ashamed when his cock came bouncing out of his pants and was in the way as he finished kicking away his clothing.

“Nice,” Kimi all but purred. “Not the biggest I’ve seen, but I don’t need a huge cock to satisfy me.”

Only at that moment did Billy realize that he was naked and they weren’t. At least not fully, not yet.

“How do you want to do this?” he asked. They were already in each other’s arms and it looked like there wasn’t a place for him. Having never been in a threesome before he didn’t know what to do.

It didn’t occur to him that maybe—just maybe—Hedy had done this before.

And so much more as well.

He didn’t know how lucky he was.

“Well, I’ve already had your cock,” said Hedy. “And I told Kimi that yours was perfectly lovely—”

“It is,” Kimi chimed in.

“—so why don’t you fuck her first and we’ll see what happens from there.”

Billy couldn’t believe that his new short-term girlfriend was actually giving him permission to fuck her friend. It seemed a dream come true. Since he wasn’t thinking clearly at the moment, he figured there couldn’t be any downsides to this. After all, it was her idea and she was encouraging him to do it.

“Okay,” he agreed.

“Get on the bed,” Kimi said, but she wasn’t talking to Billy. She was addressing Hedy.

“I thought—” he interrupted.

“Don’t worry,” Hedy told him as she casually walked to the bed and pulled off her bra, freeing her breasts. This new bit of nudity distracted Billy once again. He was mesmerized when she flopped on her back, kicked her legs up into the air, pulled off her panties, tossed them aside, and laid back, her knees bent and thighs open, waiting.

He couldn’t figure out what to do. Hedy had said to fuck Kimi, but she was the one lying on the bed, ready to be fucked. He couldn’t help but stare at Hedy’s pussy. Her puffy lips were slightly parted and glistening with moisture. For having no formal foreplay, she was apparently ready for sex. Billy’s hand went to his cock; he wasn’t sure what he was going to do. Just jerk off while watching his girlfriend display herself or approach her with cock in hand to make it easier to slip into her pussy. Not that he needed steadying; he was almost literally rock hard.

Just as he was about to take a step forward, Kimi got in his way. She was still wearing the fancy bit of lacy lingerie which clung to her body. He paused as Kimi laid face down between Hedy’s legs and got into a position that Billy was familiar with: she was preparing to eat Hedy’s pussy. Billy had seen plenty of lesbian porn so this shouldn’t have been a shock, but to see it in real life between two women he knew was on the next level. His brain could barely process what was about to happen.

And he just stood there.

He stood there for far too long.

From where he was standing he couldn’t see much, just Kimi’s face at the right location for cunnilingus. He could just barely see Hedy’s breasts; her face was relaxed and her eyes were closed. His eyes traveled down the two women’s body’s to Kimi’s ass, which was mostly exposed. The lingerie she was wearing was pulled tightly between her cheeks. He wasn’t sure if the bottom was supposed to be like a thong or not, but it was exposing her ass like it was designed that way.

Kimi went up on her knees which put her ass in the air, letting even more of her skin be exposed. The fabric clung tightly to her nether regions though he still couldn’t see her asshole or pussy, but he could imagine. Her face was still down in Hedy’s pussy and now his girlfriend let out a little moan.

They weren’t just playing around.

They were doing a full-on bit of lesbianism.

Was Kimi a lesbian? Was Hedy? No. Bisexual maybe, but not a lesbian. Otherwise she wouldn’t be fucking him, right?

Billy didn’t know what to think. They had moved into their positions as casually as if they had done it a hundred times before.

Had they?

Was Kimi bisexual too? That made sense. It would explain a lot about their relationship.

Or maybe she was just paying off some debt to Hedy.

Abruptly Kimi’s head came up from Hedy’s pussy and she looked back over her shoulder to stare at Billy for a long, uncomfortable moment. Her lips and cheeks were wet with Hedy’s pussy juices. Hedy let out a little noise of annoyance that Billy was familiar with. When he stopped doing something she loved in bed, she made the same little noise.

“What are you waiting for?” Kimi asked.

“What?”

Kimi was obviously annoyed at him and absently pushed aside a few stray hairs that fell into her face. “Aren’t you going to fuck me?”

“Uh…”

Smiling in amusement, Kimi wiggled her ass a little, and then she realized the mistake she had made. “Oops. Sorry. My fault.”

She reached down between her legs and unsnapped the bottom of her bodysuit. It sprang up from between her legs, exposing her completely. Her labia were completely smooth and were puffier than Hedy’s ever got.

“Go ahead,” she said. “That’s what I’m here for.”

Had Hedy somehow convinced her friend to let Billy fuck her? What was going on? He barely knew her and she was willing to let him inside her body.

Kimi lowered her face back to Hedy’s pussy and Hedy let out her moan of approval. Her eyes fluttered open just long enough to see Billy standing there, paralyzed by confusion, not knowing what to do. His cock was still in hand and he didn’t want to waste this opportunity, but he didn’t know what to do.

He felt stupid.

“Go ahead a fuck her,” Hedy encouraged him. “It’s what you wanted, right?”

It was what he wanted. It’s what just about every straight man wanted. That’s what he told himself.

He knew there would be consequences, but consequences be damned. He’d only been dating Hedy a couple of months. If they broke up, fine. There were other women in the world, but there weren’t only these two in the room with him right now and they were both willing to have sex with him.

What could possibly go wrong?

Kneeling on the edge of the bed he got behind Kimi and slid his cock head back and forth between her pussy lips. She wasn’t that wet but his cock was drooling plenty of precum. Once he found her entrance he sank easily into her pussy.

He knew he wasn’t that big, but apparently just entering her pussy was enough to make Kimi lift her head from Hedy’s pussy as she moaned.

“Nice, huh?” Hedy asked her friend.

“Uh-huh,” Kimi agreed. “It’s been a while since I’ve had a new cock.”

Billy grabbed Kimi’s hips and got to work. She was a bit thinner than Hedy, but that didn’t stop him from starting to thrust into her with enthusiasm. If he was going to screw up his relationship with Hedy, he might as well make the most of it. His thrusting forced Kimi to lower her face back to Hedy’s pussy. Somehow his girlfriend wasn’t completely distracted. She lifted her feet up and gently rested them on Kimi’s shoulders, opening her pussy further.

“You like fucking her?” she asked Billy.

He didn’t trust himself to speak and just nodded enthusiastically.

“Is this what you wanted?”

Again he nodded.

“Don’t exhaust yourself,” she warned. “I’ve got more planned for you tonight.”

And with that they all fell silent except for occasional moans from the two women.

Looking back, he knew he should have asked more questions. Questions like: Should I use a condom? Do you really want to do this? Are you two in some weird relationship that I should be aware of? Have you two done this before? What’s going to happen afterwards?

The last question was the most important one. He didn’t think of that until the day after.

When he was fucking Kimi, he wasn’t thinking of anything other than how hot and wet her pussy was. And how beautiful and sexy Hedy looked as Kimi ate her out. And how this was the greatest experience of his life. His reptile brain had taken over and he couldn’t think clearly.