Take it to the bed - Debby gets her man

“I think you have your answer, Deb.”

So saying, Crystal lets go of your cock and balls and shoves you in the back. It's nothing overly forceful but the surprise of it alone is still enough to send you staggering forwards into Debby's waiting arms.

Under the scrutiny of four older—and presumably more experienced—girls, you can't help but feel a little self-conscious. Debby seems to notice your unease and gives you a concerned look.

“Are you okay?” she asks quietly. “We don't have to do anything if you don't want to.”

“It's not that,” you say, shaking your head. “It's just that... this'll be my first time.”

Your admission of your virginity elicits none of the mockery or condescension you'd have expected.

Rather the opposite, in fact.

Debby's dark red lips quirk in a reassuring smile. “Then I promise I'll be gentle.”

“Aww, that is so sweet!” Jackie gushes. “She gets to deflower her crush!”

“It's fucking sexy is what that is,” Lin says with a lustful groan. “Goddamn. I am so jelly right now. If I'd known he still had his V-card, I'd have gotten my hooks in sooner.”

Debby shoots her a warning glare over her shoulder, to which Lin raises her hands in surrender.

“Kidding, kidding!” she laughs. “...Man, scary.”

“Can you blame her?” Crystal asks. “She's just protecting what's hers.”

“It's always the quiet ones,” Jackie says. “At least we get to watch.”

You're barely aware of the ambient commentary, more focused on Debby as she takes your head between her hands and presses another kiss to your lips.

She looks at you with something that might be construed as love—or at least lust—in her eyes and asks, “...Do you want to take this to the bed?”

You anxiously nod your head.

“You don't mind if we use your bed, do you, Crystal?” Debby asks pro forma.

“Go for it,” Crystal says, giving an assenting thumbs-up. “I'm just glad my little brother isn't going to get broken in by some dirty skank that'll break his heart afterwards. As his older sister, I approve.”

With formal permission—and some parody of a familial blessing—Debby leads you over to your sister's bed and guides you down. She sits beside you and lays a hand on your thigh, gently massaging your leg to ease the tension. Her other hand finds its way to the back of your head, reeling you in for another tender kiss. Eventually, you pull apart, a string of saliva stretching between you before it, too, breaks.

You're both still naked from the waist down and clothed from the waist up. Debby clearly wants to rectify that fact.

“Let's get that off you,” she suggests, reaching for the hem of your shirt. “Let me see that sexy body of yours.”

You raise your arms over your head as Debby peels your shirt off, leaving you fully exposed and earning you a chorus of wolf whistles from the spectators, including your own sister. You're by no means a gym junkie and you don't even look like you lift when you're clothed but your body is still lean and corded with a modest amount of muscle.

“Damn, you're so hot,” Debby murmurs. She seems a lot more confident now that she knows you aren't going to turn her down. “Now, help me out of this.”

Her shirt is discarded along with your own. Debby sits in nothing but a lacy black bra but she spares you the awkwardness of the inevitable fumbling and releases the clasp herself. She lets the straps fall from her shoulders while she holds the cups in place. She lifts them away seductively and her creamy tits drop from their confines with a slight jiggle. They're perky for their size and, to your mind, her pink nipples look just as hard and needy as her cock.

You surprise yourself with the realisation that you would happily taste either of them if she asked.

With a slim build, pert C-cup breasts and a big cock, Debby is far from unattractive. Love might be a bit of a stretch of the imagination at this early stage but lust is entirely plausible. Despite outward appearances, she is gentle and considerate and sensual and sexy all at the same time and you find you're not at all adverse to getting to know her better. If things do escalate, the notion of being attached to someone like her isn't an unpleasant one at all.

Now that you're both completely naked, Debby moves to the middle of your sister's queen-size bed and beckons you to follow. You crawl after her and she holds you close. You feel safe in her arms but also increasingly horny as Debby presses her tits against your chest and rubs her hard cock against your own erection, mingling your precum and getting you both slick, even as she peppers your face with kisses.

“I'll be gentle. I want this to be good for you,” she reiterates between kisses. “Tell me if you're not comfortable. I don't want this to be a one-time thing.”

You've never done anything like this before so you wait for Debby's instructions. Looking at how big and hard her meat is and knowing that it will be going inside you one way or the other, you just hope she indeed keeps her promise to be gentle with you.

“Lie down on your front,” she tells you.

You don't argue and just do as you're told.

A weight settles on your backside and you're aware of Debby's hefty cock and balls resting on the small of your back, her knees on either side of your waist. She leans over you until you can feel her hard nipples against your back and her warm breath in your ear.

“Don't worry, I'm not going to hurt you,” she whispers. “Just relax. I'll take care of everything.”

You feel Debby move down your body to kneel between your legs. Despite her reassurance, you can't help but flinch momentarily when you feel the precum-slicked head of her cock brush against your asscrack. You look back at her with worry evident in your eyes.

“Not yet,” she chuckles. “Gotta loosen you up first.”

Debby's slender hands settle on your ass. She kneads your asscheeks like they're bread dough before spreading them apart. You were taught from an early age by your mother how to groom yourself properly and your anus is clean and hairless as a result.

“You have such a pretty asshole,” Debby compliments you. “I can't wait to fuck it... but first, I want to taste it.”

She drags her wet tongue from your balls, over your taint and all the way up the cleft of your ass. Only now do you notice the contrast of soft flesh and hard metal and realise that she has a bar piercing in her tongue. She makes another pass, her tongue stopping to poke and flick at your pucker.

Debby rubs the swollen head of her cock, wetting her hand with her copious precum, and works her natural lube into the crack of your ass. She then takes one finger and gently circles your sphincter before easing it through the ring of muscle, into your virginally tight asshole.

Compared to what her cockmeat will undoubtedly be like, it's a minor intrusion but you pant and moan all the same.

Just as you're getting used to one finger, she adds another and uses a scissoring motion to ease you open. Again, she gives you time to acquaint yourself with the feeling of a foreign object in your ass before screwing in a third digit.

Debby works up a mouthful of saliva and spits it into your open rosebud.

You feel yourself quiver in anticipation.

Debby notices.

“Are you ready?” she asks huskily. “Are you ready for my cock?”

You meekly tell her that you think you are.

“Then roll over, baby. Lie on your back,” she tells you lustfully. “I'm going to fuck you so good and make you cum so hard and I want to see your face when I do.”

You nervously do as you're told, a prominent blush on your cheeks.

You look to the side. Crystal, Jackie and Lin are watching intently. They aren't even trying to be subtle about it. All three of them have edged forward to sit right by the bedside and they appear to have their hands on each other's cocks. You can't see very well but you can definitely hear the unmistakable sound of fapping. Lin licks her lips and gives you a wink.

Realisation dawns: you're in your sister's bedroom, about to be fucked in the ass while she and her friends watch and get each other off to the show.

This certainly isn't how you imagined your first time.

But that might not necessarily be a bad thing.