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My GF Played With My Ass For The First Time - M*mmy GF Ch. 2
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After she made me cum just from touching me over my underwear, I fell asleep in Courtney’s arms for the better part of an hour, then she gently woke me with little shakes and kisses on my cheek.

“Wake up, baby. You need to shower, and I’m going to make some food.” She whispered.

I nodded, then sat up from her warm embrace. I pulled my hands down my face, rubbing the sleepiness out. I realized I was still in my super short pink boxers.

“Why do I feel so zesty and cute, but sexy and manly at the same time?” I asked sleepily.

“Because you are.” She whispered, running her hands up and down my chest.

“Yeah?”

She nodded. “I’m so fucking into you right now.” She growled.

“Really?” I asked, turning my head.

She responded by digging her hand underneath my back and between her legs, then pulling back out. She pushed two of her fingers covered in her cum into my mouth. I sucked on them greedily.

“Good boy.” She whispered.

I felt my cock rise instantly. She noticed as well, and with her other hand began stroking me over my underwear again as I squirmed and sucked her fingers.

She only played with me for a minute, though, then removed both her hands and started pushing me to sit up.

“Go rinse off, baby. I’ll be in the kitchen.” She rubbed my back lovingly.

I nodded and got up out of bed, grabbed my towel from the floor, and started walking towards the bathroom before I abruptly turned around, and went back to the bed.

I held my hand out, and Courtney took it, smiling as I helped her off the bed.

“Such a gentleman.” She giggled.

“Only for you, Mommy.” I grinned.

She gingerly stepped off the bed, and stood.

“You’re not a gentleman to other women?” She asked coyly.

I raised an eyebrow. “Other women exist?”

She guffawed and I kissed her hand before letting it go. I walked to the bathroom and stepped out of my underwear, put them to my face and smelled the semen impregnated fabric. For whatever reason, I loved the smell and taste of my own cum.

I dropped the underwear on the floor and got back into the shower. I got wet, then used a washcloth to clean my crotch quickly, rinsed off, then got back out. I wrapped the towel around myself and secured it tightly, then walked into the kitchen.

Courtney was starting to cook a meal, and I helped her by chopping vegetables. She kissed me after I had finished one, and I saw a glint in her eye.

“What?” I asked nervously.

“I know you can cum again.” She shrugged.

I whimpered.

“You want to cum again, don’t you?” She looked at me with hunger written all over her face.

I looked down at the tent protruding from my towel.

“Yes.” I whispered.

“Good.” She said happily.

She walked over to a brown paper bag sitting on the kitchen table and pulled out a small black buttplug and some lubricant. She walked over to me and held it up.

“Wash your hands, then go put this inside yourself.” She ordered plainly.

I gulped. “Yes, Mommy.”

I washed my hands quickly, dried my hands on my towel, then took the plug and line from her. With my face flushed redder than a tomato, I went back into the bathroom.

I dropped the towel to my feet, took the lube and generously applied it to my asshole, then covered the plug with it as well. I bent over at the waist and supported myself with one arm on the sink, and positioned the plug at my entrance.

As the tip broached the entrance of my ass, it burned terribly.

“Oh god.” I grimaced, pulling it back out.

I heard footsteps run to the bathroom door.

“Wait!” Courtney called.

“What?” I answered, scared.

“Can I come in?” She asked politely.

I looked at myself in the mirror and giggled at my image.

“Yeah.”

She opened the door gracefully, stepped inside, then closed the door so the cat wouldn’t get in.

“I forgot to give you this, too.” She looked at me through the mirror and held up a bottle I couldn’t read.

I shook my head, not knowing what it was. She squirted several creamy drops on her finger, then caressed my asscheek with her hand, keeping the lubed finger away.

“Can I?” She asked softly.

“Of course, Mommy.” I replied.

Her hand moved between my cheeks, and I felt her cold lubed finger on my hole. Suddenly, I felt an intense burning sensation as she massaged it.

“Oh fuck.” I clenched hard.

“Relax.” She cooed. “It’ll feel better in a second.”

She continued to massage it gently, and the burning sensation went away quickly. My asshole absorbed the lube, and she reapplied some to her finger, then continued.

I watched her through the mirror, and her mouth was slightly open as she looked at my ass lustfully.

I felt my hole relax as she teased the entrance, then she stretched it effortlessly and slid her finger inside to the knuckle.

“I know you’re eager, but you can’t just shove it in there.” She chided me. “Be gentle with yourself.”

I nodded and moaned as her finger slid in and out of me. I felt her finger pull out, and she kissed me on the small of my back.

“That was anal desensitizer. The plug should fit inside a little easier.” She grinned at me through the mirror, then left the bathroom.

I put the plug once again to my entrance and pushed the tip toward the center. I felt a slight twinge of pain, then the stretching of my ass felt immensely pleasurable.

Until it didn’t. I had pushed just over the tip inside myself before I felt major resistance and had to stop.

Relax. Push.

I did as I told myself and slowly the plug stretched my ring. After a few seconds, I hit a wall again.

I grunted and kept pushing hard but had no luck.

I exhaled deeply.

Take a couple seconds. You don’t have anywhere to be. You don’t need anything other than this plug in your ass.

I closed my eyes and willed myself to calm. I was practically vibrating, my body enthralled by the foreign object halfway inside my ass, and my cock responding dangling between my legs half-mast and dripping.

You have a prostate, remember? Maybe it feels better if it’s against that.

I thought for a second and remembered the prostate was located on the opposite side of my cock, relatively.

I angled the plug down toward my prostate and applied pressure. My knees buckled from the forcing wave of pleasure and I collapsed on the floor moaning.

“Oh my fucking goooooood.” I whimpered, on my knees and gasping.

My asshole swallowed the plug completely and sucked the plugs flared base tight against my ass. With one hand I pushed it harder inside myself, desperately angling it down so it hit my pleasure area. My other hand went straight to my rock hard cock, and I stroked it furiously.

I heard Courtney’s hurried footsteps again, and she opened the door quickly to find me sat on my feet, my shoulder and face against the floor as I relinquished myself to pleasure.

“Oh shit.” She whispered, amazed.

She dropped to her knees beside me and ran her hand up my thigh and to my ass.

“Let me.” She whispered.

I pulled my hand away from the plug and she replaced it with hers, applying pressure with her palm. I kept pumping my cock, loving the attention.

I felt myself getting closer and closer to climax when I heard my girlfriend moaning. I lifted my head with my chin against the floor and flopped it down, looking towards her. I saw her hand down her pants, her eyes squeezed shut, and her face beautifully contorted.

Ohhhhh fuuuckk.

“Cum for me Mommy.” I said urgently.

“Please.”

Her eyes snapped open and she looked at me, then looked at my ass. She started slapping her palm against the plug, popping it deeper inside me with every impact. I grunted every time the tip brushed into my p-spot, and my noises sent her over the edge.

“Fuuuuckk.” She grunted through her teeth and pursed lips as she looked down at her hand rubbing violent circles into her clit.

Seeing her cum shot a jolt through my ass and my cock blasted cum straight onto the floor, splashing it between my knees.

“Mommmyyyy-“ I whined as I gloriously lobbed sperm underneath myself, and she stared in amazement.

“Good boy.” She whispered as I shot the last rope into the puddle of semen.

I shuddered as the endorphins rushed through my system.

“Thank you, Mommy.” I mumbled, my eyes half closed.

“For what?”

“For cumming.” I replied.

“You’re so fucking sweet.” She giggled.

She grabbed the towel and mopped up my cum, then gently eased the plug out of my ass. I gasped as it fell out, missing the filling sensation.

She wiped and cleaned me with the towel, put the plug along with it, then helped me up off the floor.

“Wash your hands. I’ll put this stuff away and we’ll eat dinner.” She said.

I nodded and washed my hands, then watched as she cleaned the plug and shooed me out of the bathroom. We went to the bedroom and she put the towel with the laundry, and the plug and lubes away in her nightstand.

“Why are you putting it with your stuff?” I asked.

“Because I’ll need it for your ass again soon.” She grinned devilishly.

I grinned and got a clean pair of athletic shorts, and followed her out to the kitchen. I grabbed plates and she served us dinner, and we ate at the kitchen table.

“What else did you get?” I asked inquisitively.

She shrugged. “Just a few things.”

“Like what?”

“Liiiike-“ She pinched my nose. “I get to know, and you get to find out.”

I grinned and took a bite of food.

“This is so good.” I said truthfully. “Thank you for cooking, Mommy.”

“You are welcome, baby boy.” She said lovingly.

We finished dinner together, then curled against each other under the bed covers to watch TV before we fell asleep.

“That was hot.” I said during a lull in the show.

“I know. I was into it too.” She replied, still focused on the TV.

“Is it bad that I-“ I paused, embarrassed. “I kind of wanted to lick my cum off of the floor.” I whispered.

She turned her head and looked at me surprised.

“Really?”

I blushed.

“I mean, yeah. Like I said. Kind of.” I said shyly.

She looked oddly satisfied.

“I’ll clean the bathroom and pay extra attention to the floor tomorrow.” She assured me.

“Yeah?”

She nodded. “That, uh, that got me going. So we should, um, yeah-“ It was her turn to blush.

“We should do that tomorrow.”

I grinned, then kissed her. Our foreheads pressed together and I whispered to her.

“I’m leaning into it, babe. It’s kinda scary being a sub but I feel safe with you.”

“Thank you.” She smiled so warmly I could feel the heat from her beautiful face.

We fell asleep, holding each other like a proper pair of lovebirds.

The next day was particularly brutal. The heat index was well over a hundred degrees fahrenheit, and I spent my work day sweating like a dog. I was drinking water so fast that my stomach couldn’t process it quickly enough, and gave me terrible cramps. When I got home, I stumbled through the door, caked in dried salt from my sweat, and nearly hallucinating from heat exhaustion.

Courtney was waiting for me in dark green lingerie. My brain couldn’t process the sheer magnitude of what I saw in my state of dehydration, and I just mumbled and blinked at her.

“Are you okay?” She asked with her hand on her hip, concerned.

I shook my head.

She stepped towards me, and pulled my arm over her shoulder, supporting me as we walked to the bathroom.

“We need to cool you down.” She said urgently.

When we got to the bathroom, she sat me down on the toilet and turned on the shower, running it as cold as possible. She peeled my crusty shirt off, pulled off my shoes and socks, then stood me up to unbuckle my pants. When she dropped them to the floor, she exposed my thick pulsing cock.

“How are you on the verge of death and still hard?” She asked, amazed.

“You.” I shrugged.

She smirked, and stepped out of her deep emerald panties and unhooked her lace bra, then pulled me into the shower with her. She put me under the freezing water and massaged my scalp, washing the dirt and grime away. She soaped me up, then washed me thoroughly and deliberately, then let me rest under the cold water as I recuperated.

“I love you. Thank you.” I mumbled, slowly getting my bearings again.

“You don’t have to thank me.” She whispered, her breasts pressed against my back as she hugged me from behind.

“I’m feeling better.” I whispered back.

I took one of her hands and dragged it down my torso, and guided her to my erection. She grasped it gently and stroked it softly as she kissed my shoulder.

“You’re such a horny little boy.” She cooed.

I nodded, then spun around, and cupped her ass, pulling her against me. She giggled in surprise, then kissed me deeply.

“It’s my turn to take care of you, now.” I stated.

“Yeah?” She asked curiously.

I turned the shower off, and grabbed towels for both of us. After we dried off, I led her to the bedroom, and laid her down onto the bed.

“Scoot up.” I gestured.

She cocked her head, and I looked down at the floor.

“Please, Mommy?”

I heard her huff in triumph, then she slid up the bed. I crawled onto it face down, and laid on my stomach just below her. She spread her legs for me, and I dropped my hungry mouth onto her pussy. I slid her lace panties to the side, plunged my tongue inside her, grabbing her thighs with both arms and forcing them against my head.

“Ooooo baby-” She moaned as I serviced her.

Her thighs squeezed gently until I retracted my tongue and started sucking her clit. She began bucking her hips, and slammed her thighs against my ears as I hit her sensitive spot. I tongued her tenderly, easing her into her first orgasm as she desperately fucked my face. She shuddered and soothed, whispering as she came down.

“Good boy.” She said breathlessly.

I dug my hard cock into the mattress, grinding it while I raised my head and grinned up at her.

“Thank you, Mommy.”

“For what?” She asked quizzically.

“For letting me replenish my fluids.” I said cheekily.

“Do you feel better?” She giggled.

I nodded enthusiastically.

“I cleaned the floor for you.” She whispered seductively. “Are you ready?”

“Oh fuck yeah.” I said hoarsely.

I pushed up off the bed, clambered off, then helped her off as well. She excitedly snatched a pillow, handed it to me, then grabbed a few things from her nightstand I couldn’t see and we went back to the bathroom.

“Get on your knees.” She ordered, smiling sweetly.

“Yes, Mommy.” I did as she commanded and dropped to my knees on the bathroom floor.

She put the pillow on the floor.

“Good boys are face down, ass up.” She commented.

I lowered myself to the floor and rested my head on the pillow, trying to arch my back as best I could for her.

She hummed approvingly, then moved behind me where I couldn’t see her. Suddenly, I felt cold lube drip down my asscrack, and her finger slipped and slid around before she eased it inside me.

“Ohhh fuuuucckk.” I bursted out, my cock extending to its full length.

“Does that feel good, baby?” She cooed.

I nodded and grunted.

“Spread your legs.”

I did so, and she grabbed my cock between them and began pumping it downward slowly.

“Holy shit-“ I whispered, clenching my ass around her finger.

She penetrated me deeper, hooking her finger forward and down until she found my prostate.

I shuddered and jerked, and precum dribbled from my cock.

“Ooooo right there?” She giggled.

“Y- y- yes.” I answered, dead to the world but alive for her.

“Good.”

I gasped in disappointment as she removed her finger.

“Don’t pout.” She squeezed my cock.

I heard a buzzing noise, then a long, thin vibrator entered me.

“Fuuuuuu-“

She angled it down and I climbed a new mountain as she descended into my valley. The tip shattered against my prostate, and my cock and ass clenched together from the sheer intensity.

“Uuuuuuuuccckkk” I squeezed my eyes shut, curling my neck and forcing my head down against the pillow.

“Yes. Yes. Yes.” She said, over and over as she pumped my cock faster and faster, and with the same rhythm manipulated the vibrator inside me.

“Ugh- unnn- unnnhhh-“ I groaned as my cock spilled a stream of precum onto the floor.

“Do it. Do it! Be a good boy and cum for Mommy.”

I bursted at the seams from her words, my body shaking as I came. I shot rope after thick rope into the floor, almost screaming in pleasure as she diligently milked my cock.

“Fuuuu- uuuuuckk- yeeee- eeeeessss.” I yelled as my climax crashed and fell away, my cum puddling between my knees.

She slowly pulled the vibrator out of me and turned it off, still gently milking my dick, trying to get every ounce out of me.

I groaned softly, easing down and she let go of my cock, sat up and clapped her hands.

I pushed off the floor and saw the milky white mess I had made.

“Clean it up.” She said sternly.

I scooted backwards on my knees, bent down once more, then lapped at the puddle. I greedily licked and slurped my cum and it was salty-sweet on my tongue. It got all over my face as I tried to eat all of it off the floor. Once I cleaned as much of it as I could, I sat up and faced Courtney.

She pulled me into her, chuckling lowly and she hungrily licked my face, cleaning my cum from it before she kissed me deeply, my cum on both our tongues.

She let me go and gave me a look full of love and desire.

“Good boy.”

I grinned broadly, then furrowed my eyebrows.

“What?” She asked, concerned.

“I have a cramp in my leg.” I frowned.

Seering, incomprehensible pain shot through my hamstring, my leg still folded underneath me. I screamed through gritted teeth and collapsed onto the floor beside her.

“Fuck fuck fuck- ohhhh god-“ I cried.

“Where is it?” She asked, panicking.

“My- my- ham- string-“ I groaned as I writhed on the floor.

“Lay flat! On your stomach!”

“I- can’t-“ I was desperately digging into my seized leg with my hand, trying to do something, anything to ease the pain.

Her voice cut through the fog of pain like a lighthouse on a turbulent shore.

“Trust me.”

I took a deep, shaking breath, then nodded.

I painfully uncurled from the fetal position, then forced my chest to the floor, and dropped my hips down as well. My ankle was clenched against my asscheek, and Courtney grabbed it, trying to push it down against the floor.

She had to use both hands, and put all of her weight against my foot to force it to the ground.

“Uhhhhh god!” I moaned, the muscle finally releasing.

She put one knee on my calf, bracing it against the floor, then clenched her hands into fists and bore her knuckles deep into my leg.

“AHHHHH-“ I screamed.

“I know. I know, baby. I’m sorry!” She yelled.

The pain was hotter than fire, and exploded through me. I braced my mouth and breathed through my teeth, ragged and trembling as she massaged me.

After several minutes, the sharp knife became a dull ache.

“Oh fuck.” I whispered, feeling my body finally begin to relax.

“Yeah?”

I took a heaving breath, turning my head towards her. She used her thumbs to ease the knots away, and looked back at me.

“You’re still dehydrated.” She noted.

I nodded. “I think- I probably need to stretch, too.” I laughed.

She chuckled. “Does it feel better now?”

“Yeah.” I breathed.

“Thank you. Thank you, Mommy.”

Her smile set my soul alight.

“You’re welcome. I’ll always take care of you, baby.”

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