Yes. It's time to take your little sister's virginity

Of course you should take Katy's virginity. She's into you, and it's only right that you have sex. If you don't do this, as horny as she is, she might do it with some creep who'd treat her badly. She's so hot, but so innocent. Some asshole would really have is way with her. It would be a mistake NOT to take your little sister's virginity. This is what's best for both of you.

That's your convenient logic at least as you take your sister's hand and Katy squeezes instantly. Ruth's sultry apartment is actually a good place to do this. At home, Mom and Ellen are always snooping around, looking for something be righteously angry at you about, and banging your little sister would sure fall in that category.

"Oh this is so romantic!" Heather says. You're sure glad you're girlfriend is so upbeat about you having sex with another girl. Heather really is a catch.

"Are you really okay with it Katy?" you ask, suddenly thinking of more than your own horniness. Katy is 18, a virgin, and never even had a real boyfriend in high school. In your own immaturity you attributed it to her being a bitch, but plenty of bitchy girls had boyfriends, especially if they were hot like Katy. Was she waiting for a guy to suss out that she was such a perverted girl, and dominate her the way she needs? "If we do this you'll be my submissive girlfriend for real," you say.

You expect Heather to be mad, but your formerly-slutty girlfriend smiles. "Kinky!"

Katy looks to you and squeezes your hand again. "Oh," she says breathlessly, "That's just what I wanted... as embarrassing as it is to admit. Can we do it in Ruth's bedroom though?"

"Sure," you say. Ruth clears her throat. "I mean uh, can we use your bedroom, Ruth?"

"Only if I get his cum," Ruth says. The greedy old pervert... she really wants you to knock her up.

Katy looks to you awkwardly, then smiles. "Well I hate to say it but you can't cum in me anyway. I'm unprotected."

A primal part of you intensely dislikes that and wants to tell her you'll cum where you want... but you remember what Heather said about a dominant abusing his submissive. You don't want to be like that at all. And knocking up your little sister is wildly impractical, even if it's hot as hell.

"Okay," you say, "I'm glad you said that."

"Trying to get preggo, boss?" Heather asks mischievously.

"Sure. Your boyfriend has good genes. You don't mind do you?"

"Nah knock yourself out," Heather says casually.

"More like knock yourself up," you say. Everybody cracks up laughing.

Ruth guides you and Katy to her bedroom, which has incredibly thick wool carpet that feels great under your feet. The room has black drapes and a king-sized bed with mahogany baseboard and red silk sheets. There's ornate white furniture with leopard print pillows. Okay it looks hilariously 1990s like everything else in Ruth's place, but it has a kind of luxurious feel to it, like a classy porno. Yeah... that's the kind of room to devirginize your sister in!

Ruth leaves the door cracked. You know she and Heather are probably out in the hall listening, but this feels like an okay level of privacy. Both of these women are important to you, and Katy doesn't seem to be too concerned in the moment with anything but you.

You lay on Ruth's huge bed with your sister. She's on her side and you're looking at how perfect her fit body is. You saw glimpses of her growing up, and you'd be lying if you said you hadn't imagined your view now in more than one teenage jerkoff sessions.

You're really going to take your sister's virginity. This would have been unthinkable for both of you at the start of the summer, but now you didn't even have to twist her harm. You make out with her though, kissing her passionately. You know women need to be built up to enjoying sex, and this makes it feel better for you too. You push your tongue into her mouth greedilly and she gasps, but sucks on your tongue like the secret **** freak you've learned she is. She moans into your mouth and you let some saliva flow in, and she swallows softly. She's so into this.

You guide her onto her back and play with her breasts from above her. They feel so firm in your hands as you tweak her nipples.

"Are you ready?" you ask softly.

"Y-yeah," your little says, "Make me a woman, big brother. But uh... not an old woman, you understand?"

You think about it and figure she means not to go too deep and loosen her up. You smirk. You'd like to shove all ten inches into her and open her up all the way, but she's right. It's too soon for that.

"Okay Katy," you say, "I won't cum in your womb until you ask for it."

She looks at you in annoyance, but only because you've read her mind and know she will eventually ask for that perverted ultimate act. She can't object though and her face softens. "Gently," she says.

"Of course," you say, kissing her on the lips as you press your cock against her vaginal entrance. With Ruth or Heather you'd push in fast like the horny bastard you are, but Katy's a total virgin. You press your cock in gently as promised, pushing Katy's hairless labia lips aside, feeling them brush against your cock. You own sexy sister's pussy is enveloping your dick. She's so wet, at least as wet as Heather. You're glad your sister's body wants this so much. You push deeper then feel something unfamiliar in your sex so far with a slut and a middle-aged woman: resistance. It feels strange, like you're pushing your dick into a tunnel that's narrowing dangerously.

Katy grunts, looking at you with trusting eyes, but you can tell she hopes you don't suddenly become a horny asshole and hurt her for your own pleasure.

"It's okay Katy," you say, "It might hurt but only for a moment. You're a tough cheerleader, you can take it."

She grins, reassured, and you press your cockhead against your little sister's hymen. She closes her eyes and gasps as you break her maidenhead slowly. Your cock feels more pressure than it ever has, but the tightness is sexy too. You press deeper to fully break Katy's hymen in one slow thrust, better to get it all over with. She presses her hands against your chest and claws you slightly in her pain at losing her virginity.

You pull out and can't help looking down. There's a little blood but it's not too bad. At age 18, and after years of strenuous cheerleading, truthfully her hymen was probably just hanging on by a thread. But it was still there and you just smashed it forever.

Katy's body was tensed up from her first penetration, but relaxes under you. She looks at you softly. "Don't stop," she says almost in a whisper.

"Should I get a condom?" you ask. Only now do you realize... you hate the idea of using a condom, but in this case, it might be best.

"What? No!" Katy says. If you could get harder, you would from her words. "Just don't cum in me... you're saving that for Ruth anyway."

You smirk confidently, emboldened by her response. Your little sister wants you to have unprotected sex with her. This couldn't get any hotter. You press inside and find your sister's pussy still wet. You kiss Katy on the lips as you slowly work your cock inside her. She kisses you back hotly and you feel her wet pussy walls gripping your cock. It's going to be hard to last long. Your sister's pussy is intensely tight as it takes the first (and hopefully only) cock it will ever know.

You break the kiss and fondle Katy's small-ish tits, enjoying yourself as you make love to your sister bareback. She moans under you, clearly pushing past her pain into pleasure. "What an **** freak," you say with a grin, remembering her intensely submissive streak. "You like having your brother inside you. Taking your virginity."

She blushes but doesn't deny it. She moans as you shove your cock in deep, not as deep as you'd like, but deep enough to make her scream. Her pussy is sopping wet. Her love tunnel hugs your cock tightly. You fuck her hard, making the headboard shake. You sense that Ruth and Heather have snuck into the room now and are watching you have sex with your sister. That's fine, though. Why not let your boss and girlfriend watch?

You buck against your girlfriend, fucking her hard in missionary position, but enjoying the chance to look at her body under you. She's moaning as you fill her, stopping just short of her cervix. You almost ignore what you promised and push inside her all the way, but that wouldn't be very gentlemanly. You slap her tits and this only makes her more excited. "Yes! Slap your submissive's tits, master!" your sister calls out, and you grin at how into this she is. You slap her tits again and fuck her with a vengeance.

You shove your cock in deep and old it, making her scream out an orgasm as your little sister cums from your cock inside her, filling her pussy as you take her virginity once and for all.

She shakes on the bed and reaches up, clawing your chest gently as she cums. Her juices squirt out, hitting your crotch. Ruth lays on the bed next to you. "Is this okay honey?" your boss asks your girlfriend.

"Yeah!" Katy says as she rides her orgasm, "Cum in this old lady's pussy! Knock her up!"

What a sister, right? You switch pussies, Katy's had enough of your cock for now, and slide your cock into Ruth's. She's tight for her age but nothing like Katy. Still, your boss's pussy is soaked wet and feels great. You fuck her deep and think about being satisfied with this, but no, you can do more. You push into Ruth's womb, slamming past her cervix in one horny motion. She screams with pleasure and yells "Cum in my womb! Knock old Ruth up!"

You grin greedily and orgasm deep inside Ruth, your cum shooting out harder than it ever has before after starting this session out by taking your little sister's virginity. You flood Ruth's womb with your cum, you'd probably do this even if she didn't want it bad, but it sure helps that she's so into this.

You roll off Ruth and lay between all three women. Your semi-hard dick flops on your thighs, a little cum still dribbling out of it and onto the sheets before Ruth notices and grabs it up, pushing it into her pussy. So perverted, you think.

"Uhhh," you say, feeling the wet mess of your sister's juices and your cum beneath you, "I think you're gonna have to wash your sheets, Ruth."

Everyone just laughs again and you all cuddle up in one big bundle of perverted love with your three girlfriends.