You hooked up with this girl, and she wants to know how she can improve. Maybe her slutty friend can help?
[Hey! How are you tonight?]
You almost shuffle the text to the back of your mind. Work has been rough today, and you’ve half a mind to answer her tomorrow. That wouldn’t be super kind though, because you DID hook up with her recently - and you have a sneaking suspicion that you were her first. Instead of ignoring her, you bid goodbye to your coworkers and leave to sit in your car.
[good. You?]
You reply, a non-committal answer. She wasn’t the best lay. A bit of a starfish. But she’s a sweet girl, and she was excited to lose her virginity. Not to mention being your roommate’s best friend. Things would be super awkward at the house if you ignored her. She messages back immediately.
[I’m doing really well, thanks! :) I was hoping to talk to you about something if you have the time. If not then that’s totally cool. I don’t want to bother you!]
That’s a lot of words for ‘Can I ask you something?’ Poor Kate is nervous as a cat. You can’t help but smile. Maybe you’ve still got it. Curious, you respond.
[sure, what’s up]
[Okay so it kind of is about the other night and kind of not. In a roundabout way, I got the feeling that maybe I wasn’t very good in bed. I know it was just a casual hookup or whatever but I was kind of hoping to maybe get some tips from you or whatever.
…Ugh, this is so weird
…Sorry.]
All three messages come through in a flurry, and you take a deep breath. How do you respond to this?
[Oh, no worries. I had fun]
[That’s awesome! I did too. But I am asking if there’s like, anything I could improve on or whatever.]
‘Whatever’ has been used way too much in this conversation. Well, there’s absolutely no chance you tell the poor little redhead that she was boring sexually.
[No, just be yourself. Anyone would enjoy sleeping with you]
Happy with that response, you turn on some tunes, drop your phone into the cradle, and begin the drive home. Kate isn’t satisfied with that as the end of the conversation. Unfortunately, while driving, the message notification card only shows you portions of the next few long texts she sends you.
[Thanks so much for your kind words! I’m really glad to hear it was good for you. I’ve kind of talked with….]
You squint at the message briefly before returning your eyes to the road. ‘Thanks so much for the kind words’? What was this, a job application? This girl is too much. Another ding distracts you.
[That being oral sex, which you gave me but I didn’t even think to offer. She said that it’s polite to…]
Wait, she said? Who is she? What is ‘being oral sex’? You’ve never been one to drive distracted, but these weird partial messages are urging you to pull over.
[With some help, maybe. Winnie said she’d be happy to show me some things, and since we’re only in town for….]
You turn up the radio, trying to purge these bizarre messages from your head. Finally, the long drive takes you to your home on the outskirts of town. A little beat-up rental three bedroom you share with your childhood friend Maggy. It’s been a long day, and you’re so eager to relax from work that you barely even register the two extra cars in the driveway.
When you open the front door, you’re surprised at what you see.
“Oh, uh, hey.” Your eyes widen in surprise.
Three beautiful women are seated on the living room couches, and they all look up when they see you. Your roommate, Maggy, sits with her back to do the door, and you recognize her by the golden ponytail rotating slowly around so she can smile at you. To her right sits Kate, the awkward hook up who you thought was leaving town soon. She’s very thin, with curly red hair and an innocent smile on her face. To her right, a woman you’ve never seen is sipping a beer, and nods to you coolly. She wears a thin-strapped tank top and booty shorts, her feet kicked up on the table.
“You guys having a party?” You lean down to untie your work boots, and Maggy responds.
“It’s Kate’s last night in town. She was hoping you’d be willing to help out,” she replied. Finished with your boots, you walk past the couches towards your bedroom, pausing to wave at the girls.
“Help with what?” You ask.
Kate’s face flushes noticeably red, and the stranger with the beer nudges her.
“Well, I- did you get my messages?” Kate asks.
“Oh, some of them,” You reply, sliding your cell from your pocket, “I was driving so I couldn’t see all of them.” You study your phone, and your eyebrows go up as you read the very thing Kate is explaining to you.
“Well, Winnie has sex with lots of people,” She begins.
“That's me,” the stranger, Winnie, interrupts.
“...And so I wanted to tell her about our hookup, or whatever, and she told me that it sounded awful.”
“Terrible,” Winnie agreed.
“So I was hoping you’d help me improve. If you’re willing, Winnie offered to like, demonstrate some things or whatever.” Kate explained.
You read the message slowly, and process what Kate is saying at the same time.
“Like, on me?” You ask. Kate’s eyes drop to the carpet.
“I mean. If you want,” She responds shyly. Your eyes involuntarily shift to Winnie, and she winks at you. Leaning forward, her generous bust nearly spills from the cups of her bra, exposed behind the thin veneer of the struggling tank top.
“...Yeah, okay,” No straight man could ever decline that, “Let me shower real quick.”
You shower real, real quick.
Five minutes later you dry off and return to the living room, wearing boxers and a tanktop.
Winnie and Kate have slid the centerpiece table to the side of the room, and both kneel in the open floor space. Kate’s slender figure and small breasts are still covered by her light pink bra and cotton panties, but Winnie is topless in a thong, clearly more comfortable than her inexperienced friend. Maggy sits on the couch, fully clothed. You enter the room hesitantly.
“What exactly are we doing?” You ask.
“Well, I was going to show Kate how to give a blow job first.” Winnie shifts, jiggling her enormous, soft breasts.
“Please?” Kate asks, smiling nervously.
“You want me to just…” You point to the carpet in front of them, and Kate nods.
“If you don’t mind,” she says. You turn to Maggy.
“And you’re watching?” You ask.
“I’m sure as hell not participating. We grew up together. That’d be super icky.” She responds, laughing. You prepare to say something sarcastic, but explorative fingers begin to tug at the waistband of your boxers. Looking down, you see Winnie tugging your shorts. Your cock is semi-hard from the sight of the naked girls, and Winnie grins when she sees it.
“This is a nice one,” She explains to Kate.
“Are they usually this big?” Kate asks.
“Kid, life is not porn. They’re all this big.” Winnie laughs.
“Why is it a good one?” Kate is vexed, studying your semi-flaccid cock curiously.
“It’s pretty. Good shape. Smells nice,” Winnie inhales through her nose, smiling and savoring the scent. Your mouth falls open at the bizarre action.
“Okay. How do I start?” Kate asks.
“Lots of fingers to begin with,” Winnie wraps her fingers gently around the head of your penis, lifting and squeezing gently. She tugs, jerking you slowly, and your cock begins to harden in her palm.
“Do they want it hard before you put it in your mouth?” Kate asks.
“Ask him,” Winnie points up at you, “Every guy is different.” Kate looks up at you, brow furrowed with concentration, eyes curious.
“Uh, either is good,” You reply. Kate nods at the answer, satisfied. Winnie drops your penis, and it bounces in the air, now erect from her attention.
“Okay, you try,” She directs her inexperienced friend. Kate reaches up tentatively and wraps a hand around your shaft, and, imitating Winnie, gently strokes the tip with the pads of her fingers.
“Oh yeah!” You groan involuntarily at the delightful sensation of her soft, hesitant caress.
“Nice job, girl!” Winnie praises her friend, and Kate glows with pride. You hide a smile by looking to the side, accidentally making eye-contact with Maggy. She looks away almost as fast as you do.
“Do I suck it now?” Kate asks.
Yes. You think.
“No,” Winnie says. “Kiss and lick first. Like this.” With your cock still in Kate’s grip, Winnie leans forward and sticks her tongue out, dragging the flat of her tongue across the head of your cock.
“Oh my god.” You thrust involuntarily, and Kate releases you.
“Are you okay?” She asks, worried. Winnie laughs.
“He’s fine! Guys hump a lot. It means he’s enjoying it.”
“I’m good,” You smiled and nod, and Kate relaxes. The grips your cock again, and then, imitating Winnie’s open mouth and flat tongue, she licks your cock. Winnie had caught you off guard and solicited the thrust from you. This time, you decide to fake it - to give Kate confidence.
“Oh fuck,” You moan, and thrust at her eagerly. She smiles at Winnie, looking for more praise.
“It’s easy to keep a man happy,” Winnie laughs. With some thought, she adds, “I’ll usually kiss and lick for like, I don’t know, thirty seconds before I let him in. Really gets them eager.”
“Okay,” Kate nods, “And then do you just like, suck on it?”
“If you’re not trying to make him cum, it literally doesn’t matter,” Winnie explains, “Just put it in your mouth. You can suck, lick, just hold it there. Until you want him to actually finish, it doesn’t matter.”
Winnie leans forwards and sucks the head of your cock between her lips, her tongue playing over the tip.
“Mmmm,” You groan in pure ecstasy.
“It definitely matters,” You’re surprised when Maggy interrupts, sitting forward from her place on the couch, “No guy wants you to just put it in your mouth and lick it. They want head movement,” She says. Winnie releases you from her mouth. She looks at Maggy with confusion, incredulous.
“No man will ever complain about having his cock sucked and licked, movement or no,” She disagrees firmly.
“We’re trying to teach her how to do this right,” Maggy has always been a bit of a know-it-all, “Bob your head, Kate. It’s what guys want.”
“Only if you’re trying to make him cum,” Winnie adds. Kate looks unsure, her eyes flicking between her friends.
“Um, I think I’ll just suck on it for now,” she decides, “I don’t want him to cum yet.” Maggy scoffs, sitting back in her seat, and Winnie rolls her eyes.
Kate leans forward, opening her mouth, and you feel her warm lips tentatively open around your penis. She sinks down on you until your cock is about a third of the way into her, and then she stops. You feel tongue movement, and she licks up, down, and around your head. This time, your thrust really is involuntary, and you slip about halfway into her mouth.
“Careful tiger,” Winnie looks up at you, “She’s new at this.”
“Sorry. Feels amazing,” You reply. Kate makes eye contact with you and licks more, drawing groans of pleasure from you. After maybe thirty seconds of the purest bliss you can imagine, Kate withdraws her mouth. A dollop of saliva rolls the length of your shaft and down your testes. Your breathing comes quickly, and you fight the urge to push yourself back into her lovely, soft lips.
“Okay. Now what?” Kate asks.
“Do you want to make him cum, or do you want to play with his balls first?” Winnie asks.
“Oh, uh, I guess I need to learn the ball stuff first.” Kate replies.
“Sure, that’s easy. Just be super gentle. They’re very sensitive in the balls,” Winnie grabs your cock, lifting it up and out of her way with two fingers, She kisses your left testicle. Carefully, she drags her tongue up your sac to the base of your shaft, then stops.
“There’s two balls,” She explains, “we can do this at the same time.”
“At the same time?” Kate looks unsure, but Winnie ignores her and continues to lick your left testicle. With no answer, Kate leans forward, hesitates, and then purses her lips and presses them against your right testicle, kissing the sac gently. Her tongue darts out, and she imitates Winnie, dragging her soft pink tongue to the base of your cock, then back down. You watch in awe as the two gorgeous women kiss, lick, and tenderly suck your balls into their sloppy wet mouths.
“Guys don’t really like having their balls licked,” Maggy interjects again. Winnie drops your testicle from her lips, preparing a retort, but this time you correct her.
“Yeah we do.” With your expertise on the male sex, no room is left for debate, and Maggy just shrugs non-confrontationally.
After a few more seconds of testes-pleasuring, Kate is ready to move on.
“Okay. I think I’m ready to finish him,” she says. Your heart leaps in excitement. Winnie nods.
“Okay! Awesome. So you’re going to take him back in your mouth, and, like Maggy said, bob up and down.”
Winnie demonstrates. Without hands, she lifts the tip of your cock with her tongue and plunges you back into her mouth. She pushes herself further and further down. When Winnie’s lips are wrapped around the bottom of your shaft, she retreats, dragging her tongue along the bottom of your cock. Then, rapidly, she begins to move back and forth, sucking you off. She continues for a time, and you simply lean back and enjoy the feeling of her warm mouth on your cock.
“Shouldn’t Kate be doing this?” Maggy interrupts, and Winnie abruptly stops. Embarrassed, she releases you from her mouth.
“Just, uh, warming him up,” She smiles sheepishly, and it’s Maggy’s turn to roll her eyes.
With your cock hanging in the air, Kate takes the opportunity to take you back in her mouth. She wraps her lips like Winnie, sinking in deeply, and then begins to move back and forth. The feeling is incredible, and your groan with immense pleasure as her lovely red curls bounce and bob around your cock.
“Take your top off dear, men cum faster if they see tits,” Winnie suggests. Kate begins to fumble with the straps while keeping you in her mouth, but Winnie helps her, unsnapping the bra strap and pulling off her young friend. Kate’s little tits jiggle with each thrust of her mouth, and Winnie gropes and lifts her own large, heavy boobs. Kate continues to blow you. You lean your head back and close your eyes, lost in the sensation. Minutes tick by, the most blissful minutes of your life.
“She needs to use her hands,” Maggy calls, “One hand, around-...”
“Will you shut up?” Winnie cuts her off. Kate stops moving, but keeps you in her mouth.
“She can’t finish him without using a hand to work the shaft,” Maggy continues matter-of-factly.
“Yes she can.” Winnie disagrees.
“Nope,” Maggy insists. Winnie rolls her head to the side, glaring at Maggy in disbelief.
“Bitch, if I had a foot of road for every inch of cock I’ve sucked, I could pave us to the moon. I know how to suck a fucking cock.” She insists.
“She’s been blowing him for like ten minutes, so, uh, obviously not.”
“You want to fucking do it?” Winnie finally snaps.
“I could. Better,” Maggy replies.
With my cock in her mouth, Kate looks up at me with wide, unsure eyes. I shrug. She continues sucking. With less confidence, she bobs her head back and forth slowly.
“Prove it!” Winnie stands up, pointing at the carpet in front of me.
“I fucking will then,” Maggy jumps up from the couch, stomping across the room. She drops in front of me, still fully clothed, and looks up at me.
“Don’t tell my mom about this,” She begs, her face irritated.
“Ms. Cindy? I would never,” I reply.
Maggy focuses on my cock, still being half-heartedly sucked by Kate.
“Stop, stop, darling. You’ll wear your jaw out and be no closer to finishing him.” with a very ‘If you want something done right…’ air about her, Maggy snatches my cock into her hand. She jerks me for a moment, stops, spits on my cock, and then continues to jerk.
“Watch this,” She says.
Maggy takes my cock into her mouth, but keeps her hand around the base of my shaft. She jerks with one hand while blowing me. She moves fast, rubbing me vigorously and clamping her lips tightly around my head. To her credit, it feels amazing. I moan, and begin to thrust at her mouth. I almost shout in frustration when she takes her mouth off of me.
“See?” She speaks to Kate, pointing at my cock. “Do that for two minutes and you’ll be done.” Kate leans forward tentatively, but stops to look back at Winnie.
Winnie stands behind the pair of girls, her arms crossed beneath her big titties.
“Try it,” She shrugs.
Kate mimics Margaret, taking my cock into her mouth and wrapping a hand around my shaft. She begins to jerk and suck at the same time, gripping my shaft tightly. The sensation is incredible. She moves back and forth, tugging, jerking, and slurping, milking my cock with serious intent, forcing me closer and closer to the edge. Within minutes, I’m ready.
“I’m gonna cum,” I grunt.
“Ha!” Maggy shouts, leering at Winnie. Winnie doesn’t respond.
I groan, leaning forward, and grab the back of Kate’s head. She removes her hands, needing both of them to stop her from falling backwards. I surge forward, jabbing my cock at the back of her throat until I finally cum, spurting rope after rope into the warmth of Kate’s mouth. When I’m completely spent, I release her messy red hair and back up, slipping my softening cock from between her lips.
Maggy stands triumphantly, returning to the couch. She crosses her legs, and rests her chin on her hand with a cocky smile.
“No fair. You’ve known him all his life. It’s taboo, like incest or something,” Winnie argues.
“Oh please!” Maggy shouts, standing to her feet, “You’d been working on him for half an hour before switching to my technique!” She cries.
“To be fair, she’d gotten me pretty close before that,” I offer a defense of Winnie.
“But it was my technique that ACTUALLY FINISHED HIM,” Maggy raises her voice.
“Bullshit!” Winnie replies, “Give him two hours to reload, and I’ll suck the nut out of him without ever once using my hands!”
The two continue to squabble, and I look down at Kate. With a smile, she opens her mouth, showing the globs of sperm that coat her tongue. She holds my semen carefully, speaking around the mouthful.
“Swallow or no?” she asks.
“Swallow,” I answer. Kate closes her mouth, then opens it to show me her clean tongue.
“You did amazing,” I praise her, smiling.
“I hope Winnie’s right about the two hour thing,” She replies, “I need to practice doggystyle.” And she winks at me.
Behind her, Winnie and Maggy continue to argue about who can suck cock better, though the argument seems to have shifted to who can ride better in cowgirl.