To the Very Last Drop

You all enter your mother's bedroom hand in hand. You and El were giggly and excited, your mother focused and driven. Elsie sets your new toys down at the base of the bed. You were getting pretty excited to try them out. With your mom directing things the first order of business was to get naked. You and Elsie gladly follow directions. Kissing and groping and giggling the whole time. Clothes are tossed left and right as you pull into each other with passionate energy.

Your mother lays on her bed naked as the day is long, atop the covers, her legs spread wide as she plays with her dripping creamy pussy. Her thick voluptuous body a work of art. She has a wide smile as she watches the two of you flirt and play standing beside the bed. "You two are so precious. God you are cute. Suck his nipples Elsie, suck his little titties."

By this time everyone is nude and both your mom and sister are sporting huge erections. You were starting to arise once more, but just starting. Elsie eagerly does as she is told. Her soft sucking mouth attaches to your right nipple as her hand pinches and tweaks your other.

"Mmmmm." You moan loudly. El's tongue swirls and presses into your sensitive nipple, she tickles the tip of your other with the end of her finger. "Ohmmmm."

Your mother takes a sharp intake of breath at the sight of it. The hand not playing with her cunny slowly begins to stroke her fat monster cock, her hand not even close to reaching all the way around its mighty girth. "Ohhh baby boy...you're so pretty to your Mommy. I hope you get hard soon baby, Mommy wants to fuck your sweet little virgin ass so bad. Elsie...hurry up and get him ready again. I can't wait too much longer. Get him hard for me honey. You think you can do that my girl?"

Elsie giggles as she stands straight again. "Sure Mom, I'll do my best." She looks you in the eye, that incredible connecting the pair of you shared instantly there. "You feel so neat with all your hair gone." She runs an hand over your smooth chest, abdomen, then bald cock and balls. She says in a very very quiet voice. "Are you ready for anal Jesse?"

You nod. "Yes, yes, yes! God yes! I've been thinking about it all day. What...what's it like? Getting it in the butt?" You ask. Elsie had taken you by the hands and lead you toward the bed, sitting you down on the edge. She sits beside you, she puts her arm around you and presses her firm breasts into your side. Reaching down she very gently begins fondling you. You could feel your excitement rising, so could your sister.

She smiles. "You like this talk I see." She returns to the topic at hand. "I don't know what it's like...I...I never did it. None of us have." You tilt your head curiously.

Your mother reaches out and strokes your arm, you could feel the wetness from her pussy on her fingers. "That's right Jesse, your little boy pussy is going to feel so good. So special. I've waited so long for this..." Her voice trails off.

"None of you do it?" You ask, not quite believing it.

Elsie shrugs. "I mean Chloe does, but she does everything."

"She's a sweet girl." Your mother adds.

"But no, um, I never really wanted to. Everyone is just so big...um...well..." She blushes. "...well almost everyone. If...if it is something you like...I'd be willing to try." She bites her bottom lip bashfully.

This was a revelation...a glorious revelation! "So...that means...that means...my tushy, it's special! It really is special."

Your mother's face lights up. "That's right! That's right Jesse! God...GOD! I'm going to fuck you so good baby boy!"

You straighten up proud as a peacock. You look back to at your mother and give her a few bats of your long eyelashes.

"Ohhhh look at you, you pretty thing. So excited for Mommy's big cock!"

Elsie lets out a laughing exclamation as her eyes widen. "Woah! That got a response!" She titters as her soft hand continues to play with your hardening cock. She wraps her hand around your meat and starts to stroke. She kisses your cheek then moves to begin nibbling your ear. You let out a sigh, you had one arm wrapped around her slender waist. Your other hand grips her big ten incher and you start to stroke her as well. Cute little innocent Elsie. Your adorable little sister with the huge cock. As you stroke the meaty rod you are still struck by the insanity of the fact that until you joined the **** scene Elsie was the smallest in the house. Any guy out there would kill for a cock like this

"Ohhhh." You hear your mother moan as she watches her two youngest play with each other.

You pull back a bit and smile at your sister. "It's pretty Elsie. Your dick, it's...it's as pretty as you are."

She blushes again. "Um...thank...you Jesse." You could sense this was something she was self conscious of. You weren't surprised, her femininity meant a lot to her. She had neither the domineering confidence of Fiona or the comfortable matronly identity of your mother. She was girl still finding her womanhood. She adds more quietly. "You don't have to say that if you don't...you know..."

You kiss her sweet lips. "I'm not kidding El. It is beautiful. You are beautiful. I love you. I've...I've always loved you."

As you stare into her dark eyes you see the moment that she knows you are telling the whole truth. Your love for each other deepens yet another fathom. It seemed impossible, how deep could this go? There seemed to be no end for your feelings toward your little sister.

You kiss again more deeply. "Ohmmm." You moan into each other's mouth. Your tongues dancing, your lips pressed hard together, your mouths kissing and sucking. Both of you stroking the other's hard cock. You with long even strokes, El with shorter faster ones.

"Ohh, you two make my heart sing." Your mother moans. "Ohhhhh." You could hear the wet sounds of your mother vigorously rubbing her pussy, her other hand still stroking herself very softly.

You part and rub noses again as you share a happy giggle. Elsie bends down and with nary a moment's pause slurps your cock into her sucking mouth, sucking hard as she presses her lips down to your very base.

"OHHhhhh wow...Elsie...mmmmmmm." You run your fingers through her soft hair as she keeps your full mast rod deep throated. She begins a steady rhythmic suckling. You feel her throat pulse and tighten in a regular pattern. Her hot mouth and tongue keep a hard vaccuum, everything pressed in tight around you. She presses down even further, her cute nose pushing into your pelvis, her tender lips lapping and gobbling around your base. Heavens above your little sister could give a blowjob! You moan again as she sucks you hard and relentlessly. "Ohhhhh. Ohhhhh!" Fuck, much more of this and your verile seed would be blasted down Elsie's throat instead of your mother's wanting womb.

You turn to your mother. "Ohhhh wow. I'm ready Mom."

She smiles and nods. "Come up off your brother Elsie, good job my girl." Slapping her double creamed hole she invites you up. "Come on Jesse, get on up here."

With one last long hard suck Elsie moves slowwwwwly up your shaft and over your glans. You give her the most grateful smile. "Oh El, thank you." The pair of you kiss deeply once more.

You then turn and crawl up between your mother's legs to fuck her missionary style. You ohhhhh so easily slip right into her loose slippery slit, her huge heavy balls rest against your lower belly.

She lets out a girlish laugh. "He he he he! Ohhhh my...it tickles. He he he! You tickle Jesse! Ohhh I just love your perfect petite little cutie." There wasn't an ounce of teasing or mean spirited edge to her voice like Fiona used to do. It was said with deep love and excitement. She grips your chest hard. "Like your little titties...oh Jesus Jesse...you are just my perfect girl!"

You give her a demure submissive little glance. "Thank you Mommy." Her cock surges with power.

Not so long ago that talk of hers would have been a devastating attack on your manhood, now...now you were just happy she liked it. Fuck, compared to your family what could you honestly say? In the wide world you were bang average, just another normal boner, but among the Bailey's you were...special. Petite, one of a kind. Just like your boy pussy and flat little titties, it set you apart from all the others in your mother's eyes. Speaking of those rich brown eyes, she was beaming proudly up at you. Her hand leaves her monster lady cock and strokes your hair lovingly, once more fiddling with and adjusting the cute little bow that was still there.

You start to slide effortless in and out of her. The wet hollow slurping sounds echo through the room. Like most guys you had always thought tighter was better but...but there was just something so great about your mom. So warm and easy and welcoming. There was no resistance, as if it wanted you inside of it. You felt like you could go hard, go soft, do whatever the fuck you wanted and she'd take it all in stride. There was a freedom of movement that was simple delightful. Did she feel as good as El's tight little pussy? Honestly no...but also yes. They were totally different and totally awesome.

"That's it! That's it! Fuck your Mommy. Cum inside me baby. To the very last drop baby boy. To the very last drop! I want it all! Then we'll make a baby for sure my special boy." Her eyes still locked on you she then speaks to El. "Elsie hun, put the butt plug in your brother, okay? Use lots of lube. Get him ready for what we're doing next."

El hesitates. "Um, Fiona said to start with the little one here."

Your mother laughs. "No, no, no. Jesse wants the bigger one. Don't you sweetie?" She whispers under her breath. "I want you so bad."

She was getting impatient and wanted to hurry this along. You were too at this point, you wanted to feel her so bad. You nod to her. "Yes Mom, yes. Use the butt plug El. Just...just go slow okay?"

You feel Elsie's soft hands caressing your butt cheeks. "Don't worry Jesse. I'll be gentle." You look over your shoulder to see her now kneeling between your legs, facing your hairless bubble butt. She had your pink butt plug and a bottle of lube at the ready. She gives you a grin and a wink. You wink back, god it felt good to have El as a playmate again. Sure, instead of playing with kids toys you were playing with adult toys, the games were now lewd instead of innocent, but the positive feelings were just the same. You had so many fun times ahead of you.

You feel your mother's hands slide down your sides. She hunches up so that she can reach down and grab a full handful of firm ass cheek in each hand. She pulls you into her. Her legs wrap round yours, her hands grip and...spread. She spreads your cheeks wide. You feel your anus exposed to the air.

Her eyes locked on yours she whispers. "Okay baby boy. Just stop a second. Let Elsie get it in you."

You nod, your breath picking up from nerves. "Okay Mama. Okay. Is it...is it going to hurt."

She smiles patiently. "Just for a little baby, it gets better. That's what your Daddy used to say. Don't worry. Just keep looking at your Mama, okay sweetie?"

You nod again. "Yes Mom."

She spreads you even wider, you feel her fingers feeling and probing in toward the center. Your cock is still buried to the hilt inside of her. You realize your little sister had a full view or your exposed virgin hiney. You still couldn't really come to grips that this was all happening.

"Hurry up Elsie hun."

"I'm on it." El lets out a cute little sound. "Ohhh...you should see this Mom. What a perfect little...um...backdoor. God Jesse, it's like perfect. It's cute." She lets out a little squeal. "He he he! Oh my god. I think it winked at me!"

You feel the cool but not cold sensation of a copious amount of liquid lube pour down onto your asshole. El says. "Ahhh geez...I got it all over. All over the blankets, my hands, everywhere."

You see your mother's patience growing thing. "Don't worry about that! Come on El, hurry up my girl." Her eyes are still locked on yours. "God...I'm gonna fuck that virgin little...ohhhhh Jesse...I'm gonna fuck you so good baby. I'll make you a woman tonight, don't you worry sweet thing."

You kiss her full pouting lips. "Thank you Mom."

El is having troubles behind you. As much as she had over lubed your ass she had now done so on the butt plug. The smooth rubber slipped from her grip. She grabs it again, it slips. She grabs it again. "Geez, I got it everywhere." the back of your legs and inner thighs were wet with the lube. She'd really gone crazy with it back there!

"Hurry up!" You and your mother cry together.

"Okay, okay, okay!" El responds. "Here it comes!"

There is a second of nothing, just your mother pulling your ass wide as she stares into your eyes, then you feel the pointed tip make contact. It was like a bolt of electricity. Your eyes snap wide and you stiffen up. "Oh!"

Your mother verbally strokes you. "Shhhhh, shhhhh. It's okay baby, just relax, just relax."

Her words sooth you. You take a deep breath and **** your whole body to calm. El asks. "Just say when you're ready big bro."

You nod quickly. You wanted to get this part over with so you could keep fucking your mother, and then she could do what she was going to do. El gently twists and pokes and prods, while keeping a constant contact. She was just letting you get used to the feeling of something touching your backdoor.

Your mother continues her soft vocal calming words. "Just relax...relax...look into Mama's eyes."

There is a pinching sensation as Elsie very gradually begins to push. Another pinch and small sharp very localized bolt of discomfort. It doesn't feel great, in fact it actually kind of hurts! "Guh." You grunt softly. "Oh...eee..."

"You okay?" Your mom asks.

You nod. "I'm okay, it's just, different."

"It's going to be okay baby, it's all going to be okay."

You hear El whisper under her breath. "Geez...it's so slippery..." She says a bit louder. "I think I messed this up...god, sorry." She was struggling back there.

You shake your head emphatically, you'd come too far. "No, push it in El. It's okay...just..."

Your mother's relaxing words, her hands holding your cheeks wide, your ass over lubed, the butt plug over lubed, Elsie trying her best and being encouraged to push harder....suddenly...suddenly...

WHOOP!

In the blink of an eye the conical toy pushes right through your clenching defenses. It goes from knocking on the door to rushing in its full length in the span of a second. Your tight gripping anus slides right over the fattest point about three quarters the way down the pink rubber then clenches down hard on the short shaft on the other side! El tries to pull back but it happens so fast and her hands and the toy were so slippery she can't stop it.

"GUHHHHHHH!" You groan. Your wide eyes staring into your mother's intensely.

You swear you feel her tighten and get wetter around your surging cock. A look of pride and passion on her face. "Ohhh. Good boy, good girl, good boy! That's my boy! Just relax, it's okay, it's okay. Mommy's got you sweetie."

El lets out a sorrowful gasp. "Oh no, oh god. I'm so sorry Jesse. It just kinda...went!"

"GUHHHHHH!" You groan again. "Guhhh....it's okay El....just leave it...just leave it. Guhhhohhhh fuck."

This was such a strange sensation! You felt a foreign fullness and a most...interesting pressure. You take long deep breaths and focus everything on simply relaxing. Your mother slowly lets go of your booty, you can feel the inside edges of your ass push against the sides of the oval base. Elsie twists it so the over part runs with the crack of your ass. The twisting sensation elicits another long groan. "Guhhhhhh...oh wow."

El was still berating herself. "I should have started with the little one like Fiona said. Oh geez."

You take another long deep breath. "No...no. It's okay. It'sssss...ummmm...oh it's better than okay. Ohhhhhh..." That fullness and pressure was quickly transforming from discomfort to something much more satisfying. Something incredibly satisfying. Holy shit...it felt AMAZING!!! "MMMMMMM." You let out as you truly begin to appreciate what you were feeling.

Your mother grins brightly. "That's my Jesse! You're doing so good sweetie, so good."

Right, making your mother pregnant. Back to it then. You continue your long deep breaths. Slowly, gradually, you start moving your hips once more. Very gingerly starting to thrust in and out of your Mama's hot coochie.

It takes a long time but eventually you get somewhat accustomed to the full feeling and you were able to gradually start picking up the pace. Your sphincter gripped hard around the fat plug up your ass you start plowing hard into your mother's sloppy pussy. Every motion causing sensations beyond description. Obviously the feeling of your cock pounding in and out is incredible, add to this the new wonderful sensations spreading out through your nether regions from your backside and you are on another level completely! Your mother's joyful encouraging expression was egging you on.

"So good Jesse. Keep going. You're making me so proud."

This makes you pick up the pace even a bit more. You fuck her the best you can, every clench of your ass pushing the toy into an incredible little region. This must be the prostate. "OHHHHHHHHH!" You were just letting your pleasure be heard, no point holding it in. "OHHHHHH GOD DAMN. This feels so good!"

Your mother nods and strokes your back. "Good! Good! Just go Jesse, finish when you want baby."

You wished she could get as much out of this as you. She seemed to be enjoying it just as much, in a different way. Still, it would have been nice to see her cum...but you had no hope of that happening.

It was as if El had read your mind.

You hear more wet slippery sounds of lube behind you and all of a sudden you can feel Elsie's little hand, dripping and slick with lube, slide over your hairless balls. She stops a moment, cupping your testes in her palm with her fingers outstretched up the bottom side of your cock. You stop, wondering what she was up to. Next thing you know you feel her hand continue its forward motion...straight into her mother's gaping honey hole.

You watch as your mother's eyes widen.

"EL!" Your mother gasps. "OHHHHH Elsie!? What....oohhhhhhhh!?" Her eyes widen even further, she hunches up at you with her mouth wide. "GAWWWOHHHHH God!"

You feel as El continues to push. Her hand gracefully sliding right up in under your dick. She plunges her entire hand into her mother, only stopping when she was well past her slender wrist.

Your mother's eyes roll up into the back of her head. "UNGHHHHHH!" She groans a deep satisfied groan. "God you two...ohhhhhh god! Fuck me baby boy, fuck your Mommy's full pussy! Fist me Elsie, ohhhh Jesus you're both doing so good! UNGHHHH!"

You start up again. Elsie begins to give wet kisses to your perfectly smooth butt cheeks as you go. This time Elsie's hand and wrist sliding beneath you moving in opposite time to your motions. As you thrust in, she pulled out. As you pulled back she went in. Her palm and wrist forcing your hard cock straight up along the front wall of your mother's tunnel, your head rubbing hard along the little textures patch of your mother's g spot. You were pressed up so hard you could feel yourself run across it each and every time. Your mother cries out in bliss. "AOWWWWWW!!!" The pair of you were double pistoning this wonderful warm wet pussy, the very place that you had both been birthed through.

Your full stretched asshole, the feeling of your knob sliding hard over your Mama's textured little g spot, El's daintly hand and arm slipping along the underside of your shaft and smooth balls, your mothers moans and encouragement to impregnate her. LORD IN HEAVEN!!! It took everything you had not to cum right that second! You held back as best you could.

You and your mother are eye to eye. You could see by her mask of ecstasy and far away look that she was as close to letting loose as you were. "Mom...ohhhh...Mummy....I'm almost there. I'm gonna cum again Mummy."

She gasps. "GAWWWW! Yes! Yes baby! Me too...me too...me too! Give me a baby...give Mommy a baby sweet thing!"

What Elsie does next blows your mind. While damn near elbow deep in your mother's cavernous cunt you actually feel Elsie twist her hand around and come back to grab onto your cock! She begins milking you in her tight slick grip. Holy fuck! With her super slippery lubed hand she was actually wanking you off INSIDE of your mother's incredible pussy! Her soft delicate hand gripping and squeezing up over you bulbous knob then pulling back again with a tight super slick grasp. Her fist around your shaft provides even a bit more girth, driving your mother wild as she finally felt truly full. With the fingers of her other hand Elsie grabs the base of the butt plug and begins to rapidly vibrate it up and down, and in and out. It quivers and shakes right against that incredible feeling prostate.

That was it, this was all too much. With no warning at all you let loose yet another blast of creamy baby batter. "Ungh!!!!" You grunt as your mother's cunt quivers and El milks you dry. Her hand punching in and out at full speed, you feel her using your own jizz for even more lube as she pulled and stroked everything you had to give out of you.

Your climax brings with it a surprise. As you shoot wad after wad your rhythmically clenching ass grips hard and repeatedly onto the the butt plug nestled firmly in your asshole. You were on another planet entirely! Your whole body stiffens and locks up, you arch your back and you howl. "AWWWOOOOOO!"

With the heady excitement of all her fetish filled dreams coming true at once combined with your cock and Elsie's arm truly filling her as she needed your mother cums hard just a moment later. Her hands grip your ass as she heaves and screams. "AAAAHHHHHHH GOD! FUCK YES! YES! YESSSSSS!!!!" You feel everything tighten and pulse inside of her.

El gasp. "Holy shit! Holy shit you're coming hard Mama! I feel you!"

You let your whole weight rest on top of your mom. Her huge rock hard cock sandwiched between your bellies, her massive breasts pushed against your chest, her lush full lips mashed hard into yours. Embraced together you share an orgasm for the ages.

"MMMMMMMMMM!"

Your mother's climax lasts far longer than yours, it just seems to go on and on and on. Her body writhes as wave after wave of orgasmic pleasure rolls through her thick soft fleshy body. You just hold on tight while El's continued fisting and your rapidly diminishing manhood finish the job for her. When she finally comes down from her high Elsie makes her hand as narrow as possible and very carefully and gently pulls her arm out from her mother. Your utterly spent flaccid member slips out with it.

As your lips part from your kiss you see a distant look of deep rapture on your mother's beautiful face. "Ohhhhhh my god!" She says in a happy satisfied whine. "Ohhhhhhh wow Jesse...Elsie...ohhhh wow. Ohhh wow. Ohhhhhh...."

You and your mother lay embraced for a long quiet moment as you bask in the wonderful afterglow. Elsie comes up to lay beside you, watching the pair of you cuddle with a gentle grin. This was so nice. However, the mighty unslaked oak branch pressing up between you and your mother let you know this rest would not last forever. There was still the business of your mom deflowering you.

She finally looks up with happy love filled eyes. "Is that all of it baby boy?" She swallows hard and takes a gulping breath. "That everything you've got to give me?"

You nod with a sigh and a smile. "To the last drop Mom. To the very last drop." Your empty balls actually ached at this point, you were sure you'd be shooting dust if you tried to go again.

She holds you close and strokes you hair and back. "Gooooood boyyyyy. Goooood boyyyyy."