The Big Night

(Maria's PoV)

Cotton and I finish up our workout set with some partnered stretching. The girl worked hard at the various exercises I put her through. She is in fantastic shape, as expected of a cheerleader.

Right now we're sitting facing each other with our legs together and extended upwards. The soles of our feet meet above our head and we both reach forward to hold hands.

"Miss Maria, I didn't know you were this flexible." Cotton grew more and more impressed with me as our session continued. "I didn't think an old lady like you could keep up with me." There was no heat in her comment, just a teasing tone.

"This old lady is preparing for a big night." I confide as we shift our pose, spreading our legs into a full split. Again, Cotton is surprised by my flexibility and looks me up and down, pausing between my legs. A scandalous look crosses her face.

"Miss Maria! You must be really excited if you're showing already." The teasing got taken up a notch.

"You know how us girls get when we have night time plans." I've been aroused ever since the sauna. It only got worse when I saw my quest for tonight. On top of that, that training in the gym always makes me horny. I have a big night planned. I'm going to turn a boy into a man. It's no surprise there's a wet spot growing on my yoga pants.

"I hope your night goes better than my last couple nights. I've been disappointed with boys recently." We rotate our pose, face down on the mat, legs still fully split to the sides.

"Mmmph, boys." I scoff. "They can be cute and nice to talk to, but when it comes to taking care of your needs as a woman? You need a man."

"It seems like the good ones are taken." She pouts. We sit back up and shift to pressing chest to chest with our legs to the sides. Our faces are close as I whisper in her ear.

"Honey, the best ones are taken. That's how you know they're the best." My hands on her hips climb up her torso. "The question is do you share or steal." Cotton gasped in surprise at the statement. "Girls like us get to pick."

We finish our stretches chattering about various girl topics. I can tell she's thinking about what I told her.

(John's PoV)

I arrive at Maria's apartment and pause before I knock. The date with Rita went exactly as planned. There's no reason to believe the night at Maria's will be different. Yet, my stomach won't relax.

It's my first time at Maria's house. More than that, it's my first booty call. Who am I kidding, It's my first time.

I made some purchases from the Harem store, I hope that's enough to please Maria.

I shift my bottle of wine and knock on her door. The door is opened and I am greeted by Maria wearing a silk robe.

I stand there, gawking for a moment before I gesture with the wine bottle. "I hope you like red."

"Mmmm, I do." Maria giggles before she steps aside to let me in. "Hey Handsome. Come on in."

I step inside and she closes the door, pressing me against it. Her lips meet mine and we enjoy each other's tongues. I'm not sure when she unbuttoned my pants, but I hear them hit the floor.

I manage to hold on to the wine bottle with one hand and slide the other under Maria's robe to grope her firm round cheeks. She moans into my mouth as I squeeze.

"Follow me." She breaks our kiss and leads me by the hand. Her short robe barely covers the rise and fall of her fit globes. Each step, it looks like she's about to sway her way out of the robe. We pass the kitchen and she put the bottle of wine on the counter. "Wine later." She kisses me again. "Fun now."

She leads me through her basic apartment to her bedroom. My shirt is lost along the way. She has candles lit to set the mood. The flickers of light reflect off of her shiny hair and silk robe perfectly. We stand face to face with her bed behind me and she drops her robe. She was naked underneath.

I was not ready.

Between her perks, Training Efficiency II, Beauty II, and Sexy I her two weeks of gym time developed her into a fit bodied beauty. I would believe her if she told me she was competing at the CrossFit games tomorrow. The only fat on her body was her breasts. Everything else was feminine muscle.

"When did you get so sexy?" I can't help but trace the line from her abs to her firm recently expanded breasts. I move to play with them when she removes my hands.

"Tonight you relax. Momma'll give you a night to remember." She drops to her knees and pulls down my boxers. The cool air felt good on my slowly rising erection. "Mmmm, somebody's nice and thick."

She gave it a kiss. I shivered at the wave of electricity that surged through my body. She put a slight pressure above my hips for me to sit down on the bed and began lovingly making out with my cock.

Seeing her head next to my thick cock drew more blood down into it, I could feel it pulse against her cheek. Her loving attentions increased until we made eye contact. "You are so sexy down there." My words bring her visible pleasure.

"You're so sexy down here." She positioned my head at her lips and gave it a lick. The thick head making her mouth look small. "Let me give your little boy a taste, Johnny-boy."

She had to open her mouth wide to fit my fat cock head inside, it filled her mouth with little room to spare. She tried to push more in and drool squeezed out of her lips. She bounced her head up and down. Up and down. Up and down. Slowly working the head deeper in her mouth.

"Fuck, you're so thick. Usually I can go deeper." She seemed determined to fit more. She kept trying and brought one hand up to work the remainder of my shaft while the other was playing with my balls.

Her efforts brought the head to the back of her throat before she started gagging.

I was watching my first blowjob and this sexy gym bunny was **** herself on my thick dick. It felt amazing! My toes and fingers curled as she kept working. She moaned and gagged on my cock until tears joined her drool and my precum running down her face.

She would push deep and hold, then let me out and stroke with her hands. It kept getting better!

When I felt I could take no more, Maria stopped. She climbs up my body. "You're going to remember this for the rest of your life." I plan to.

She gently drags her breasts up my chest, her erect nipples tickling me. She nibbles on my lips, kisses my nose, my eyes as she moves up my body. I manage to kiss one nipple as it passes by my face. I trace her firm abs with my tongue until she reaches her target.

She reaches down to spread her wet pussy in front of my face. "Give it a taste before you spread it open with your dick." I lick up one side and down the other and she moans loudly, her body shuddering. "Taste that, I've been wet since you made me cum in the sauna."

I work my tongue inside a bit and then around the outside again. She exploded when I lick her nub. Her thighs tense, trapping my head in thigh prison. It's as heavenly as her boobie hugs. Her thighs block out her needy moaning. I hope her walls are thick or the neighbors will hear her.

She eventually stops shaking and slides down my body. "I've never been this sensitive." She sits up, straddling my waist. My erection is standing in front of her. "You're on the thick side, so I'll go slow." She winks at me. "I'll be gentle." She's so sexy.

She I can see her muscles ripple as she rises up to position my head at her entrance. It doesn't look like it'll fit. My dark brown head looked angry against her pink lips.

"A dick this thick can ruin a girl." Those words stuck in my head. That's what this QuestMaster app has done to me. My choices can ruin a girl. She seemed happy so far. This time is a happy accident.

She held my shaft up and pointed it at her small, wet slit. They kissed and she started pushing. The tip squeezed in and got stuck! She pushed again, my hard rod unbending against her tight pussy, it still wouldn't go. "Johnny-boy! You're too big!" She pouted in frustration as she worked her hips up and down, but couldn't make progress.

"I have an idea." I roll her onto her back. "You just relax and let me resize you."

"Resize." She whispered the word several times, as if testing how it felt. I got into position. If my dick can ruin a girl. I'm going to do the work. I kneel between her thighs and spread her legs wide, rolling them back towards her shoulders.

If I'm going to be the Quest Master and fuck with people's lives it won't be an accident. I push her feet against the mattress, lifting her hips into mating press position.

The flickering candlelight illuminates Maria's eyes, which dart from my thick black cock barely entering her pussy to my determined expression. Back and forth, back and forth. She bites her lip in anticipation. I get up on my legs and prepare to enter her. "Give it to me big boy."

"Welcome to my harem." I slam down with everything I have splitting her tight pussy with my hard rod. I only get the head in, but it's progress. Maria's eyes roll back and she starts shaking as she cums again from being spread open. A long howl works out of her mouth as her legs shake in my hands.

It’s the first time I watch a woman cum her brains out on my dick.

I gather my self and slam down gaining some ground in her tight wet pussy. The bed shakes with the **** of my thrusts. Each time I pull up, her lips come with me, stretched around my thick rod.

"Your fit MILF pussy won't make this easy. Be glad you're so wet." I shake the bed again and again, her tight pussy fights me for every inch. I like it. I like shoving my big dick into her and making her take it. I like the struggle and the lust in her eyes. I like when she finally finds her voice and starts howling. The neighbors are definitely going to hear her. Let them. I keep going. Conquering her pussy bit by bit.

I'm only half way in and Maria’s going nuts. Her body is twitching and spasming under me. Her eyes are rolled back and she's drooling out the words "Fat. Black. Cock."

"You're fucking right it's a fat black cock." This is just the beginning, of the night and my new life. I keep going thrust after thrust until her body goes stiff and her pussy clamps hard on my dick, still not all the way in. She's so tight and feels so good. I have to cum. Can I come inside? "Where do you want me to cum?"

She's barely conscious enough to answer, but she looks me in the eyes and manages. "Inside." Her words break the dam. I feel my whole body, from curled toes to my fingertips go tense and fall on top of her legs. I'm glad she's Flexible because she's folded in half under me as I dump my load in her waiting pussy.

We lay there for a while not moving. Both working to catch our breath. We lay there until we recovered. I roll over to let Maria up.

She sat up slowly, then walked on shaky legs to the bathroom. I enjoyed a new sight. A woman having my cum drip down her legs. "Yup, I could get used to this."

I remembered the wine and headed to the kitchen to open the bottle. I search for two glasses and head back to the room where Maria is lying on the bed.

I had her a glass of wine and pour one for myself, then sit next to her. We raise our glasses and I drink from hers while she drinks from mine.

The candles flicker and create the perfect afterglow. Maria snuggles against me and I put my arm around her.

I hear her phone buzz.

I know what it is.

Maria completed an advanced quest. [+7 xp] [+2 bonus xp]