His Best Friend's Older Sister

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His Best Friend's Older Sister Page 6

by Laura Jardine

“He kind of did, so I didn’t feel too bad. But still. Embarrassing that my brother knew what had happened.” Liz took a swig of her drink. “At least your brother is younger. He probably doesn’t feel such a responsibility to defend your honor.”

  “I don’t know. Nick’s three years younger than me, but I can’t imagine he’d take it well if he found out. I have another brother, too. Five years younger. He has a bakery in Leslieville.”

  “Men who bake are hot. You have to introduce us.”

  “Maybe I’m the overprotective big sister,” Emily said, “and I’m afraid you’d be a bad influence.”

  “Me? Nah. I could never be a bad influence. The worst I’d do is overturn a bowl of buttercream, and… Mmm. Buttercream and sex. Doesn’t that sound wonderful?”

  “Not when it’s with my little brother!”

  Liz slapped her hand on the bar and laughed. “So where did you have this sitting-up sex? On the kitchen counter? In the bathroom? Or—”

  “On my desk. But that’s all I’m saying. The sex conversation is finished.”

  Just at that moment, the server placed a bowl of rice and a coconut full of curry in front of Liz. Emily wondered how much he’d heard.

  But she didn’t care. She was happy and light-headed—probably due to the combination of alcohol and sex—and she was out on a Friday night with a friend. Life was great.

  ****

  After leaving Emily’s, Jay went home and immediately took off his suit.

  He felt uncomfortable in the damn thing, which he rarely wore outside of weddings and funerals. It only saw action a couple of times a year.

  And it had never seen the kind of action he’d gotten tonight.

  It was always good for his ego when he could pick up a girl, take her home, and show her a good time. But this went far beyond that. He’d had a good time with a woman who’d never enjoyed sex before, and hell yes, she’d enjoyed it tonight.

  And he’d had an amazing time, too.

  But…

  He put on jeans and a T-shirt and headed to the bar across the street.

  It was a fairly non-descript place that he frequented just because it was close. He and Nick often came here on Friday nights, but the man had just come back from his honeymoon, so he wasn’t available tonight.

  Jay couldn’t remember the last time he’d been here alone. He wasn’t usually the drink-alone-and-brood type. But tonight was different. He ordered a beer and scowled at the baseball game on TV.

  It wasn’t just that he was sleeping with Nick’s sister. It was the fact that this role-playing idea of his had turned him into an arrogant bastard. What did it say about him, that he wanted to act like an asshole when he had sex? That it was a turn-on for him to treat a woman—and not just any woman, but Emily Branson—like a piece of meat? And then he’d left, five minutes later.

  He wasn’t the romantic type. He was the kind of guy who was after a good time, a casual fling, that was all, but he was always decent to the women he slept with.

  He didn’t feel decent right now.

  Screwing Emily on her desk, pretending it was part of her job as his secretary to be available for him sexually … it had been incredibly filthy. And even though she’d liked it, his actions didn’t sit right with him.

  He was pleased and disgusted with himself at the same time.

  A waitress came over, wearing a kilt and white shirt, and picked up two pitchers of beer from the bar. Jay couldn’t help but think of Emily dressed in exactly the same outfit. He’d certainly fantasized about that before.

  Forget trying to be a good guy. He’d already fucked her. There was no going back.

  He sent her a text.

  You. Slutty schoolgirl. Tomorrow afternoon.

  His heart thudded as he waited for her response. Though he wasn’t sure she’d reply anytime soon since it was after eleven. And if she did, he half-expected her to turn him down and call him an ass and get pissed at him for using the word “slutty.” That’s what she ought to do.

  But she didn’t.

  Sure, she replied. As long as you’re the principal ;)

  Chapter Six

  Saturday afternoon, there was a knock on Jay’s door. Right on time.

  “Come in,” he said.

  Emily stepped inside and locked the door.

  Oh, my God.

  She wore a green plaid miniskirt and a tight, short-sleeved white blouse that strained around her breasts. White knee socks, black shoes. And pigtails.

  Jesus.

  She was the epitome of the schoolgirl fantasy.

  His cock was hardening already. He sat on the couch, in his suit once more, one arm draped across the back.

  “I’m glad to see you’re wearing your uniform properly today,” he said calmly, trying not to show how damn turned on he was. “The last time you were in my office, it was because you’d rolled your skirt up several inches, and the boys in your class couldn’t concentrate.”

  She gave him a shy smile. “Why am I here today, sir? Ms. Jennings didn’t tell me. She just said I had to go down to the principal’s office.”

  “You skipped physics class again, Emily. Not only that, but you were seen sneaking into the boys’ washroom with Cam Harris. My understanding is that you two were, shall we say, canoodling in there when you both should have been in class. And this is far from the first time reports of such behavior have come to me.”

  She stood in the middle of the room, looking down, and said nothing.

  He’d called her yesterday after she’d replied to his text, and they’d discussed what would happen today. He still couldn’t believe she’d agreed to this. The things she’d given him permission to do… Oh, God.

  “I understand you are doing quite well in physics,” he said, “despite your poor attendance record.”

  “It’s too easy. The boys in my class are dumb.”

  “But perfect for sneaking into the washroom with.”

  She shrugged.

  In reality, teenage Emily had been a good kid who followed the rules. But today she was a quiet but rebellious girl who wore heavy eye makeup and got into lots of trouble.

  He stood up and walked around her slowly.

  “To figure out how to punish you,” he said, “I first have to understand what you did with Cam Harris in the washroom.”

  “Not much. Please believe me, Mr. Cheng. There may have been a few kisses, but only on the cheek.”

  He laughed cruelly. “I don’t believe you. You’ve hardly shown such restraint in the past.”

  Her hands were clasped in front of her, right where he most wished to touch her.

  And he would. Soon.

  He dropped his mouth and kissed her on the lips. “Did he do that?”

  “Y-yes.”

  That stutter was a nice touch.

  “What about this?” He kissed the side of her neck.

  She nodded.

  “And this?” He grabbed her breast through her shirt. “Did he feel you up?”

  “Yes, but he…” She shook her head. “Never mind.”

  “I bet he touched you under your shirt, didn’t he?” Jay lifted up the back of her blouse.

  “Please, no.”

  He hesitated.

  She could stop it all by saying, “Maxwell.” He’d asked her to pick a safe word last night, and Emily had chosen the name of a physicist.

  But now she said nothing.

  He unfastened her bra, and then he grabbed the strap and pulled the bra out through her shirt sleeve.

  “Don’t worry, Emily,” he said. “You deserve some dignity. I won’t remove your shirt. But…”

  He thrust one hand up the bottom of her blouse, and for the first time, he touched the soft skin of her breast. As he shifted his hand upward, he encountered a rough patch, which turned him on even more, because this was real. She wasn’t some fake-looking porn star.

  When he rubbed her nipple between his thumb and forefinger, she gasped.

  “Did he do tha
t?” Jay asked.

  “Yes, but he wasn’t skilled enough to remove my bra without unbuttoning my shirt.”

  He chuckled. “This would be easier if you’d admitted the truth in the first place. Cam did more than simply kiss you on the cheek. A lot more, didn’t he?”

  Jay stepped back and admired her, fully dressed except for her missing bra. He could see her pebbled nipples through the thin white fabric, as well as the edge of her birthmark. It was tantalizing.

  But.

  He’d promised her. He would not remove her shirt. Sliding his hands underneath it and touching her breasts—that was enough.

  “Mr. Cheng,” she said. “Please don’t touch me anymore. It’s not appropriate.”

  “Very well.” He smirked. “Lift up your skirt and show me how he touched you.”

  “N-no.” She bit her lip—adorable. “And he didn’t touch me … there … anyway.”

  “You mean he didn’t touch your pussy?”

  Oh, he loved being able to talk to her like this.

  “Don’t use that word,” she whispered.

  “No? It’s hardly a bad word. But if you insist. Did Cam stick his fingers up your vagina? Far less sexy than ‘pussy,’ I think.”

  “I already told you. No.”

  “Tell me the truth,” he snapped. “Or I’ll call your parents right now.”

  She put her hands over her face. “Yes. Yes. He did … touch me there.”

  “Now we’re getting somewhere. Show me. Or let me do it.”

  “No.”

  “This is part of your punishment, Emily. We can’t have this behavior without you suffering any consequences, can we?”

  She stood utterly still for a minute.

  Finally she lifted up her skirt, pushed her panties to one side, and rubbed her clit before sliding her finger into her body. Once, twice. And then she dropped her skirt and crossed her arms over her chest.

  He stepped toward Emily and stroked her through her panties. The touch sent a jolt to his cock.

  “You’re very wet,” he said. “Does it turn you on to talk about your sexual exploits?”

  “A little, sir.”

  “It sure feels like more than a little.”

  “This is hardly appropriate.”

  But she offered no resistance when he pushed her panties down her hips. She stepped out of them, and his hand went back to her crotch.

  “Tell me,” he said, “have you ever had a cock inside you?”

  “Yes,” she whispered.

  “Was Cam your first?”

  “No.”

  “So you’re a little slut, then. I suspected it, you know. All these times you’ve been caught canoodling with boys during class. How many have there been?”

  “Four.”

  He wondered if that was actually her number. He suspected it was.

  This role-playing, it wasn’t entirely fiction.

  “At only sixteen, Emily? That’s quite a few.” He focused on touching her for a minute, her quick little gasps, her soft breath on his cheek. He could see her limbs shaking, just slightly. “Have you been with a real man, or only boys?”

  “Only boys.”

  “I think we should change that, don’t you?”

  And soon. There was only so long he could talk to her like this without completely losing his mind, and he was quickly approaching that point.

  “Sir.” She swallowed. “I find you terribly attractive, but you’re forty-two…”

  He laughed at how she’d made him so much older than he actually was.

  “…and I’m a student. It’s very wrong. And that…” Her shyness disappeared. “…turns me on. A lot. It would hardly be punishment if I’m enjoying myself so much, would it?” She gave him a coy smile and winked.

  Christ.

  If he’d known Emily Branson could act like this around him, he would have never gotten any work done. Ever.

  “Well, then,” he said, struggling for composure. “I’ll need to give you a different kind of punishment first.” He wrapped his arms around her waist and picked her up. She squealed. He put her down beside the couch and bent her over the arm. “Time for a spanking. If you say no, I’ll call your parents and tell them that their precious little girl isn’t a virgin anymore. I can’t imagine you want that.”

  “No, I don’t. I’m already in so much trouble at home.”

  “That doesn’t surprise me.”

  “Please. Spank me and don’t tell them anything.”

  This entire scenario was completely ridiculous. Erotic and charged and completely ridiculous. Yet it seemed to make her feel safe to be sexual. And for him, it was like the best fucking birthday present ever.

  She lifted up her skirt and he palmed her ass. “You have a beautiful ass, Emily. And it will look even better with my handprints all over it. Now count out loud after each one. I’ll give you five. I know you don’t like going to class, but surely you can count to five.”

  “You shouldn’t underestimate my intelligence, Mr. Cheng.”

  He nearly laughed, but then he smacked her ass instead.

  “One,” she said.

  He was a nice guy. Charming, when he wanted to be, and good at putting people at ease. Not the sort who abused his power, who inspired fear and awe in others.

  But holy hell, he liked this.

  “Two.” Smack. “Three.” She gripped the couch in both hands. “Please, sir. Stop. I’m getting even wetter. I need to be fucked.”

  He slipped his hand between her legs and tweaked her clit. She shot forward.

  “You do need to be fucked,” he said. “And you will be … when I’m finished.”

  “Please.” Smack. “Four.”

  Jay walked over to the window and looked out at the bright blue sky of this sunny July afternoon. He took off his jacket, loosened his tie. It was far too hot in here. He should have turned the air conditioner up higher.

  “You see, Emily,” he said. “This is part of your punishment. Making you wait.”

  He drummed his fingers on the window, and then he sat down on the couch. If she dropped her head just a little…

  He pulled his cock out of his pants and thrust it toward her pretty lips.

  “I’m sure you’ve sucked cock before, haven’t you?”

  “Yes.”

  “Did you suck Cam off in the bathroom?”

  “No. But two days ago…”

  “Benny Wolowitz? I heard about that, too. You really do get around.”

  She took him in her mouth and moved up and down tentatively.

  “That’s a good girl,” he said, putting his hand in her hair. “Just like that.”

  Only a gentle touch was needed to drive him mad right now. He was so goddamn worked up, struggling not to ram himself into her and take her hard.

  Oh, hell.

  Why put that off any longer?

  He abruptly stood up.

  She frowned. “Am I a bad cock sucker, sir? I don’t have as much experience as you think. But I’m happy to learn. Or are you… Oh, my God.”

  As she was speaking, he’d rolled on a condom and shoved into her from behind. And once he was inside her, he spanked her one last time.

  “Oh, my God, oh, my God,” she whimpered.

  “How does it feel to finally have a real man? Is it good?”

  “Oh, yes.”

  “Did Cam fuck you earlier in the bathroom?”

  “Yes.”

  “Now you’ve had two cocks in one day. That’s quite a lot for a young girl like you. But you like me best, of course.”

  “Yes.” She whimpered and mumbled a bunch of incoherent things.

  He pounded into her from behind, her pussy taking everything he gave her. She was so tight. And wet—and God, he loved that this excited her so much. Emily was magnificent. So responsive. His skin was awash with sensation, awareness of her.

  “You want to be my whore, don’t you?” he growled.

  “Yes. Please.”

  He
wondered why he’d said that. My.

  But he didn’t think about it for long. He fucked her hard, one hand dropping between her legs and fingering her clit, his other hand digging into her ass. Pink with his handprints, it did look lovely like this, with the little plaid skirt flipped up to expose her.

  Her incoherent words became even louder, and she went over the edge. He held her as she spasmed in his arms, then he rammed into her until he came.

  It was more intense than anything he’d ever experienced before.

  When he finally returned to himself, his breathing ragged, he picked up Emily and set her on the couch.

  “Now,” he said, “whenever you need a cock in your pussy, I want you to come to me. No more sneaking around with boys when you should be in class, okay?”

  She nodded helplessly.

  “Have I made myself clear? No one touches you but me. You have a fine pussy, and those high school boys weren’t giving you what you deserve.”

  “No, they weren’t anything like you,” she said, and that made him grin.

  Jay went to the washroom, disposed of the condom, and then changed into a T-shirt and shorts. As he hung up his suit in the closet, a rush of shame washed over him, just like last night.

  He was degrading her. A woman he’d always treated with respect, from the time he’d started going over to her house after school.

  It wasn’t right.

  Jay returned to the living room. Emily was curled up on the couch, on her side. She’d taken out her pigtails.

  “Are you okay?” he asked. “Did I hurt you?”

  She twisted her head up. She was smiling. It hit him in the gut.

  “How can you ask such a question?” She patted the couch. “Come lie with me.”

  He’d smacked her not long ago, and now she wanted to snuggle?

  She scooted over to the back of the couch, and he lay on his back beside her. She threw an arm over his chest and rested her head on his shoulder.

  “That was amazing,” she murmured, closing her eyes. He stared at her dark eyelashes against the soft skin of her cheeks. “Really, I’ve never enjoyed sex like I have with you.”

  A man always wanted to be complimented on his skills in bed, but…

  “It feels wrong,” he said. “I wouldn’t want anything like that to happen in real life—”

  “Of course not.” Her eyes fluttered open, and she raised her head and looked down at him. “Do you regret it?” She placed her finger on his lips, then slowly traced a zigzag to the tip of his chin.

 

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