Confidence Building 101 Read online

  “Oh, it happened,” Scott confirmed. “It happened, and it happened, and then it happened a few more times. It happened six times to be exact.”

  “And how long did it happen the first time?”

  “Eight seconds,” Scott answered.

  Kevin couldn’t help but laugh. He’d been there before “Hey, that’s three seconds longer than my first time.”

  “I think I got up to a whopping three minutes by round six.”

  “It takes a while,” Kevin told him. “Are you still over there?”

  “Yep, still at Eva’s,” Scott verified. “That’s actually why I’m calling. Well, one, I wanted to tell you it happened; but more importantly, Eva’s parents are staying at their hotel for another night.”

  “Does that mean—”

  “You better believe it,” Scott interrupted. “Eva wants me to stay over again.”

  Kevin couldn’t be more excited for his buddy. “That’s what I’m talking about!”

  “Guess how she woke me up this morning?”

  “No idea,” said Kevin. “How?”

  “Breakfast in bed,” Scott told him. “Scrambled eggs, bacon, and a big glass of orange juice.”

  He sure as shit hadn’t gotten breakfast in bed after losing his virginity. “Breakfast in bed? That sounds like the life.”

  “It is the life,” Scott agreed. “I’m still in her bed and she’s taking a shower now. We’re going hiking in a bit.”

  “Hiking?” Kevin asked, taken aback by what he’d been told. “I’m surprised you want to leave her room.”

  Scott let out a laugh. “I don’t. Believe me, we’re doing the shortest trail I can find. The sooner we get back here the better. I’m on a mission to break the five minute mark.”

  “Don’t worry, I’ll cover for you,” Kevin joined in on his friend’s guffaw. “You just make sure you keep that girlfriend of yours busy.”

  “Oh, she’ll be busy, three minutes at a time…” Scott smirked to himself as his finger dragged along the greasy bottom of his breakfast plate. “We—”

  …

  The line going silent caused Kevin to ask, “Scott?”

  …

  “Scott?” Kevin tried again.

  There was a gulp from Scott’s end of the phone. “Dude…”

  “What?” Kevin questioned.

  “Dude, she’s wearing her school uniform,” Scott revealed, his voice perfectly reflecting what his astonished eyes were soaking in.

  Kevin’s mind immediately began racing. Eva in a catholic schoolgirl uniform? Holy shit!

  Scott described the scene unfolding in front of him. “She’s standing at the edge of the bed in a plaid skirt, a white dress shirt that’s tied off above her belly button, and a pair of black high heels. She has the tie on too.”

  His mind was quick to picture the cute brunette in the outfit his best friend had just translated to him. Sex, breakfast in bed, and now schoolgirl role-play? Some guys had all the luck.

  …

  …

  “You there?” Kevin asked, confused by the absence of sound.

  “Hey, Kevin…”

  That voice caused him to gulp. It was perky, cute, unusually devious, and it belonged to a particular girl that he’d had the pleasure of meeting a few times.

  “Hey, Eva,” Kevin greeted his buddy’s girlfriend.

  “I’m sorry for stealing your friend for the weekend,” she giggled. “I promise you can have him back on Monday.”

  “Keep him for as long as you want,” Kevin chuckled. “I’m pretty sure he prefers you to me anyway.”

  “I really like him,” Eva continued. “But can I let you in on a little secret? No one else knows about this. Not even Scott.”

  He nervously swallowed. She had a secret for him? “Um…sure…”

  “I’ve been a bad girl.”

  Kevin’s head almost exploded. “You’ve been a bad girl?”

  “I’ve been a very bad girl…” she repeated with a juvenile inflection. “I didn’t do any of my homework.”

  He only had one question at the moment. Did Eva have any sisters? “That doesn’t sound good.”

  “What do you think should happen?” she asked, continuing to pout. “It’s up to you.”

  Kevin was all smiles. How lucky was Scott? “Someone probably deserves to be punished.”

  “Kevin thinks I deserve to be punished,” Eva loudly repeated to her boyfriend. “What do you think, Scott?”

  Kevin could hear his friend agreeing in the background.

  “Well, I’d love to stay and chat, but the dean told me that it’s time for my spanking,” she playfully tittered.

  “That lucky shit…” remarked Kevin. “Make sure you send him back in one piece.”

  “No promises,” Eva laughed before ending the call.

  He slipped his phone into his pocket and shook his head. Twenty-four hours ago his best friend was a virgin, and now he was spanking a cute brunette while she was dressed up as a schoolgirl? How the hell had that happened?

  “Sounds like they’re having fun.”

  He jumped while a surprised yell escaped from his lips. As recognizable as Eva’s voice was on the phone, there was no mistaking the angel whose tone that belonged to. He quickly turned to see Ms. B standing just a few feet behind him in a black bathrobe.

  “Where did you come from?” he asked, rattled by her sudden appearance.

  “I’ve been standing here the entire time,” Lisa smiled. “I can’t believe you didn’t see my reflection in the window.”

  He looked back to his car to see a clear image of her standing behind him. He must’ve been too lost in the phone call to notice.

  “Deserves to be punished? What was that all about?” she asked.

  “Um…” he hesitated.

  She shot him a look that told him she was waiting for an answer. She also wasn’t in the mood to be lied to. He was the only person who could tell her what her son was up to, and she was expecting the truth.

  “Eva’s wearing her Catholic school uniform for Scott, and she forgot to do her homework.”

  “What part of this girl wouldn’t I like?” she asked with a big smile. “She’s taking care of Scott, making him breakfast in bed, and she’s dressing up in a schoolgirl outfit for him? That sounds like future daughter-in-law material to me!”

  “Yeah, she seems like a fun girl,” he agreed, shaking his head from what he was hearing. She was seriously into Eva dressing like a schoolgirl? What a perfect woman.

  “Scott is staying there again?” she asked.

  He nodded.

  Lisa watched him place his bike into the backseat of his car before getting his attention. “There’s a notebook of yours on the counter, by the way.”

  He couldn’t believe that his notebook was still here. Where was his head at? He nodded again before closing his car door and following her up the walkway and into the house. Grab that stupid notebook, drive home, and hopefully this current crazy level of awkwardness would dissipate over the next few weeks. He was almost out of dutch!

  Kevin shut the front door and turned around, only for his back to be roughly slammed against the entrance. Ms. B was pushing him against the wooden door with a little help from two handfuls gripping his cotton t-shirt. It was a stunning turn of events.

  She purred, “I’ve been a bad girl too.”

  His eyes were bulging. “What?”

  “I’ve been a very bad girl,” she told him with a devilish grin. “I think I need to be punished.

  He pushed her hands away and attempted to regain his bearings. His hangover wasn’t helping him understand this bizarre situation any clearer. “What are you talking about?”

  “I was thinking about last night,” she filled him in, standing just inches in front of the young man who towered above her. “I made a mistake.”

  “We both did, and I really shouldn’t have kissed you before I got out of your car either. That was a huge mistake.”

&nbs
p; “No, that’s not what I’m talking about,” she told him. “I made a mistake by stopping things on the couch. We should’ve went for it.”

  “But we couldn’t,” he firmly stated. “Because of Scott.”

  “Scott’s busy with his girlfriend.”

  “He’s still my best friend,” he argued. “And he’s your son! We can’t do that to him.”

  Her piercing blue eyes locked onto his concerned face. “Here’s what’s going to happen. Scott’s going to spend the day with his girlfriend, and you’re going to spend the day with yours.”

  Was he missing something? None of this made sense. “What? I don’t have a girlfriend.”

  “What time is it?” she asked.

  He pulled his phone out of his pocket to check. “9:57.”

  Lisa shot him a big smile. He was going to love this. “For the next fourteen hours and three minutes, I’m going to be your girlfriend.”

  Kevin gulped.

  “I was thinking about something after I dropped you off last night,” she went on. “Sure, we can kiss, and I can tell you what girls want to hear, and maybe we can even go a little further; but what better way to build your confidence than to have a test girlfriend for an entire day?”

  “A test girlfriend?” he inquired. “What’s a test girlfriend?”

  “I’m a test girlfriend,” she announced. “We’re going to spend the entire day together. Now, we can go out and do stuff, we can stay inside and have fun, or we can do something totally outside the box. It’s all up to you! And you know what? I’m going to give you feedback every step of the way. I’m going to make you irresistible to women!”

  He couldn’t believe what he was hearing.

  “My day is completely free,” she said. “Kevin, I’m all yours for the next fourteen hours. So, is there anything you want? Maybe something that’s been on your mind for a long time?”

  He gazed at that breathtaking face to be greeted by a never before seen mischievous grin. Somehow, at this very moment, he could read her like a book. She didn’t want to drink, flirt, or even kiss. No, she wanted to be bad—very bad.

  “Remember what we talked about last night?” she whispered to him. “About taking the lead? Lead me. Show me who’s in charge.”

  He reached out and found the top of her brunette head with his hand. The smirk she sent his way told him it was exactly what she desired. She wanted him to act like a man, and his days of behaving as a nervous teenager were in the past. It was about time he took advantage of the world’s most unbelievable woman having a thing for him.

  He gently pushed down and watched her drop to her knees.

  She found herself face-to-face with a rapidly growing erection that was on the verge of bursting out at any moment. These gym shorts and that white tank top wouldn’t hold him back in the same way his jeans had last night. She was dying to discover one rather large detail, however. The fodder which had fueled her masturbatory fantasy last night had come courtesy of a particularly large bulge.

  The size of his dick wasn’t important; but at the same time, it certainly didn’t hurt matters that he appeared fairly well-endowed. There was no denying that he felt big in her hand last night either. The way he raved about her personality during their drunken evening together was what really did it for her. How he so passionately defended his stance on her looks resembling that of a supermodel was still fresh in her mind. His unbridled lust was the primary fuel behind her three overwhelming orgasms in her bedroom a mere eleven hours ago, and now it was time to return the favor.

  His confidence was absolutely growing. He took charge and pushed her right down to her knees moments ago! That never would’ve happened last night. But as amazing as the sight of her down on her knees must’ve been, there was one thing that drove a man crazier than anything, and she was really going to play up that angle.

  “That looks big.”

  She glanced up to find a smile from ear to ear on his handsome face. Yeah, she was just getting started.

  “I always thought you might be packing,” she went on.

  Kevin was in heaven. Someone needed to pinch him so he could tell if this was real or not. His dream girl was not only down on her knees in front of him, but now she was raving about his dick? This was the pinnacle of his existence.

  “Is that surprising to hear?” she asked with a sly grin. “That I think about you from time to time? Because I do.”

  He was desperately searching for something sexy to say. He was out of his element when it came to kissing her, so on what planet did he think he would be able to keep up with her dirty talk? Maybe it would be best to just shut up and enjoy.

  “The tall, skinny ones are usually on the larger side,” she continued, tracing her hand around his still hidden rock hard erection. “Have you thought about this before? Me on my knees, playing with your big cock?”

  His heart was pounding out of his chest. Kissing her was child’s play compared to his current situation. This was his buddy’s ridiculously sexy mom, in a bathrobe, down on her knees in front of him. Oh, and her fingers were brushing against his dick which she just so happened to be talking about. This was a completely different level from anything he’d ever imagined, but his mouth had yet to get with the program. The only thing he could manage to do was nod his head.

  Lisa wasted little time in turning her attention back to his groin. “That’s what I thought.”

  Her hands slipped inside the waistband of his basketball shorts, pulling the polyester fabric down to the floor to join his sneakers. The wet spot on his light blue boxers sent a chill down her spine. Precum! His cock was already leaking at the idea of messing around with her! She was being so bad. She jumped an eighteen-year-old cutie, told him that she would be his girlfriend for the day, and now she was staring right at his fully erect manhood which was only being held back by a thin layer of fabric. Who does something like this? Naughty girls, that’s who. Today, she was going to be one of the girls in the erotic stories she loved to read. Today, she was going to be a cougar.

  Her fingers slithered inside his boxers, dragging out the moment for as long as she could. She wanted this scene tattooed on his brain. He was never going to forget the time that he was the star of his very own porno.

  Inch by inch, his most prized possession was gradually unveiled. Maybe what she felt last night wasn’t an exaggeration. Perhaps this kid really was blessed. Thick, hard, masculine flesh continued to hypnotize her eyes until she finally met the big head of his cock. One more firm yank on his underwear finally freed his manhood, and she temporarily lost her breath in the process.

  “Jesus Christ…” she faintly remarked.

  What was that thing about confidence again? Oh yeah, Kevin was beaming with it now. Ms. B was staring at his penis with her mouth agape! She wasn’t talking, smiling, or reacting at all. She was just blankly gazing at him!

  It was time to join in on some of this verbal naughtiness. Who knows if he would ever get a chance like this again? He would most likely sound ridiculous, but he really didn’t care anymore. He was just going to go for it.

  “I think he likes you.”

  Her focus left the dripping tip of his stiff erection, and moved to the pair of fearless brown eyes that stared down at her. This wasn’t the nervous teen of yesteryear. He didn’t even resemble the guy who had seemingly been growing more assured of himself with every passing moment last night either. This was a man who truly felt good about himself. And now he was dirty talking too? This could get real fun.

  “Good, cause I like him,” she smiled before her eyes ran the length of the big dick in front of her again. “I think I know why Rachel broke up with you now.”

  Rachel was the last thing on his mind. Had she ever even existed? Ms. B was the only woman alive as far as he was concerned.

  “Sweetheart, I don’t think she could handle this,” she told him while admiring his manhood. “You need a real woman for something this size.”

  Was she exaggera
ting slightly? Of course. Kevin wasn’t a porn star; but he certainly didn’t have anything to be ashamed of either, and he absolutely put most of the guys she’d been with over the past decade to shame. He was long, thick, and his trimmed pubic hair only made him that much more inviting. The big veins on his hard meat put the finishing touches on her now ruined panties, but she wasn’t ready to dive in just yet. Dirty talk was too much fun.

  “You have a beautiful cock.”

  He was trying his best not to smile like some giddy eight-year-old who’d just won a candy story shopping spree. Confidence was about staying cool. It was about acting like you’ve been here before, but he hadn’t been here before. A gorgeous woman worshiping his manhood was unexplored territory for the young man. It was hard to hold back his excitement.

  “Is there something you want?” Lisa asked. “Maybe something in particular?”

  Yeah, there was something he wanted, alright. He’d only fantasized about it about a million times over the years. How was he supposed to ask for it though?

  “Show me then,” she encouraged him to go for it. “You’re my boyfriend. It’s your job to lead me. Show me what you want.”

  He did his best to ask for what he desired, but terror consumed his now stammering voice. “I…uh… I…um…would really love-love a-a…a blowjob.”

  She wasn’t happy. “What did I just say?”

  He couldn’t possibly play this cool. He was asking her for a blowjob. For a fucking blowjob! “Um…”

  She used her eyes to capture his attention. “Look where I am. I’m on my knees with your cock two inches from my face. Kevin, I’m your girlfriend today! Isn’t it obvious what I want? So, stop stuttering, and asking, and acting like a little boy. No woman wants a boy. We want men, and men don’t second-guess themselves.”

  He reached out and grabbed the top of her brunette head. The immediate smile on her face told him everything he needed to know. This was exactly what she wanted. She was loving this just as much as he was.

  Her mouth opened as she allowed herself to be pulled closer to his throbbing manhood. Did this have to be a one time thing? Maybe she could talk Scott into allowing her to date his best friend. Funny, smart, kind, and now dominant? Yeah, she could get used to having this guy in her life as a boyfriend.