Taking the anal virginity of [m]y adorable [f]reshman theater geek girlfriend.

So I already started typing this story out in the event you all liked [my last story](https://www.reddit.com/r/gonewildstories/comments/cwwcvj/making_my_adorable_freshman_theater_geek_gf) and never expected each of my posts to gain this much attention and praise on this sub. Not to mention being awarded gold for them, which I’m flattered by but it’s kind of pointless since I made this account as a throwaway to post my stories with Rocky but nevertheless thank you very much stranger and to the readers of GWstories. I hope you like this story as much as the other two…

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I shut my front door behind us as I’m carrying Rocky into my apartment. She kept kissing my cheek as I set her down on her feet. “So when did you arrive in town?” I question her with.

“A little before 11 this morning.” She said with a smile. “I hung out with some floormates for a while though before I decided to hit you up.

“How did you get here so quickly?” I asked.

“We went out for coffee at [shop that’s 1 block away from my apartment] just now.” She said as she gave me a tight hug. “I’ve missed you so much OP”

“I did too Rocky.” I said as I kissed the top of her head.

I tell her to get comfortable as she lays down on my couch as I make the two of us some quick hot chocolate from my Keurig. We cozy ourselves up and talk about what’s new in our lives as Rocky goes on about the spring play and what new things the theater department is doing as I divulge in what’s new with myself as well. We finish off out hot chocolates and snuggle underneath a blanket with the glow of the TV encompassing us. I have arms wrapped around her waist with the sun begins to set on the snowy town and I couldn’t be more happier to have Rocky back. “You want to get some food or something?” I suggested.

“Of course.” Rocky said before we got up and walked a block into the downtown area to hit up a pub for some barfood.

We waste an hour or so there getting lost in our conversations with each other before we start to trek back to my place. Walking hand in hand under the dark winter sky with nothing but the city light immulinating our way home. We stopped at a corner waiting for the crosswalk light to change when I looked back down at Rocky by my side. “What do you want to do now?” I ask.

Rocky laughs before she bites her lip giving me a look of lust and wonder. The light changed as we stepped across the street and walk down a block to enter the stairs up to my apartment. We trudge our way back up to my place as I stick my key in the lock. I glance back down at Rocky in her snowcaked parka. “You never answered me back there.” I exclaimed.

Rocky giggles before she inches closer to me putting her hand on my sides as her head peeks up and I lean mine down to kiss her beautiful lips. I unlock the door and whisk her away into the privacy of my apartment as we both start taking our coats, shirts and pants off as we carelessly toss them around my apartment. Before I knew it I was in my boxers and Rocky was slipping her light blue panties off now wearing nothing but socks and a smile.

I playfully push her onto the couch and spread her legs open so I can give her a long awaited fingerfucking. I still couldn’t believe I made Rocky squirt the last time we made love and I was endlessly anticipating wait to do it again because it was the hottest thing I’ve ever seen in my entire life. Rocky told me numerous times while she was away for winter break that she was eager for me to do it to her again. She can make herself squirt on her own but it doesn’t happen very often according to her. She also sent me numerous snaps of her playing with herself with captions like “I miss having your fingers in me ?” and “make me soak the bed when we finally fuck again” as her dainty fingers furiously pound her pretty pussy for me.

I kneel down on the living room rug as I hold Rocky’s legs back. I suck on her meatflaps and give her a little tounge play. “God I’ve missed this pussy so much.” I huff out as I bury my face back into her.

I’ve always been the type of guy that always got off when she got off and seeing Rocky squirm and squeal shedding her innocent looking manner to becoming the most adorable fuckdoll ever. I wanted to give it my all every time we made love, Rocky deserves the best out of everything and I love her to pieces. I hold back her legs as she becomes more and more heated with each passing lick. By know I knew the tricks to get her off, I know how she likes it. I continued to eat away at her as I got lost in time. I stood back up and ready my fingers to cram into her wet tight cunt.

Before she can get out her response I cram my index, middle, and ring fingers inside her once again causing Rocky to stifle her words as she 404s for a second as my fingers pulse her g spot once again. Rocky has been reduced to moans, wails, hollers, and laughter as she tries to string together something coherent. My fingers splish splash inside her pussy as I can feel she’s getting wetter and wetter. I lightly choke Rocky as I sped things up as she starts to tighten around my fingers. I let off and start to lightly pinch each one of her nipples giving them a little tug as well.

Rocky has the biggest smile I’ve ever seen on her pretty mug and starts laughing uncontrollably as she shuts her eyes as she starts to dribble on my fingers and the couch. I place my free hand below her belly button and her dribbles slowly turn to progressively bigger squirts as Rocky unleashes a stream of her half translucent fluids flow out of her spurting in every direction as Rocky can’t even make a sound as she is paralyzed with pleasure. She’s seizing up and whimpering as her flow of pussy juice slows down as she starts to slow her breathing as I’m still wiggling around in her pussy. I slip my sweet sticky fingers out with another stream of creamy white discharge spilling out from her pussy and down her taint onto my couch. I cradle her head with my free head and kiss the side of her temple as she slowly comes back to this dimension. She embraces me with one hand as she leans into my ear and softly whispers, “I’ve missed this so much!”

We lose ourselves in sloppy french kisses before I roll over onto the clean part of the couch and Rocky begins to straddle me. My hands are feeling up her ass cheeks as Rocky starts to grind on top of my cock as she lifts herself up to take my erect member. She slides down onto it and slowly starts to ride me for dear life. She worked it slowly before she got up to nice pace as she bounced up and down on my shaft. “I love YOUr fuCKIng CoCK babY!” She said as she adorable tits bounced up and down.

My hands are still grasped around her ass as I give her some hard spanks kill her ass turns a tiny bit red. I decide in the heat of the moment to try some assplay with Rocky. She’s always up for new things in the bedroom and I figured that it’ll surprise her. I take my right middle finger and start to press into her pretty little asshole causing Rocky to tilt her head back and yelp a bit. My finger slips inside as she’s still riding me while she can barely contain the pleasure she’s going through. “yesyesyesyesyesyeyeyesYEEEEEEESSS” She screams.

My finger almost fully inserted up her pretty little hole as she continues to ride my hard my cock throwing it back really well. I ordered Rocky to lay down on her stomach lengthwise on the couch as I switch to fucking her doggy. I lift her perfect ass up and guide my cock into her pussy before I start to finger her ass again. I slip two fingers in this time which was a tight fit bit Rocky took it like a champ. She was wailing, moaning, groaning, and even made noises like a dying antelope as my cock stimulated the inside of her soaked slit with my fingers wiggle waggling around in her ass. “aahaaAAHAAAAHAHHH IT FEELS SO FUCKING GOOD IT FEELS TO FUCKING GOOD BABY OH MY GOD OH MY GOD OH MY GOD” Rocky let’s out.

She screams and moans only fuel my fucking as I pound into her at full force. I knew I was about to finish myself and held on for dear life as I give Rocky one final lap. “cum in me baby, I just got the pill PLEASE Cum IN ME!!!” Rocky screams out.

I belt out my final grunts as I couldn’t take it anymore and blew my load inside her pretty little pussy. I pump her up good with my cum. I slip my cock and fingers out of her respective holes as I watch my jizz flow out on her leaving a snail trail down the side if her leg. Rocky is trying to communicate something, “I… I can’t believe you fingered my asshole babe!”

“You liked it?”

“LOVED IT!” She excitedly exclaims.

I toss Rocky her panties and shirt along with a roll of paper towels to clean herself with as I slip on my pants as we waste the night away before we crash in my bed around midnight.

The next couple weeks flew on by as we found ourselves seeing each other a but less often however Rocky told me I could take up building sets for the spring play (as extra credit which I happily applied for as I not only got to hang out with Rocky on a near daily basis from the time set production began but I got acquainted with a ton of Rocky’s other theater friends who all took a liking to me.

It was two months into the semester as spring break just ended. Rocky went back home to spend time with her family as I held down the fort back home dealing with the worst flu I’ve had. I wasn’t able to do anything at all but it thankfully cleared up by the time Rocky got back. She got back in town around 7 at night and asked if she could spend the night at my place which is a request I never say no to. I picked her up just a bit before 9 to hurry away to my apartment. She was wearing a grey sweater with a pair on blue running leggings and a pair of white slip-on shoes looking as lovely as ever. “It’s good to see you again babe!” She said before I drove off to my place.

A little time later and we’re nestling ourselves back onto the couch thanks to some more special order stuff from her Colorado brother. I’m laying on the couch with Rocky on top of me with our arms intertwined in each other. I slowly slip my hands down her lower back before I start to grab hold of her cute little ass. Rocky huffs out and says, “fuck I’ve missed this.”

“You think you’re the only one?” I reply back with.

I slip her leggings down a bit to expose her more to find she’s not wearing panties, she came prepared. Rocky tilts her head back up as we start to kiss again as my hands run up and down her asscheeks. Rocky gets off me for a sec to slip her sweater and leggings off as I give her ass a hard spank which sent Rocky through the roof. I pull her back down to the couch as I kiss my way down her beautiful body. I sucked her erect nipples and gave them a pinch as I slowly made my way into a kneeling position on the floor to give her pussy some much needed loving.

I kissing her inner thights a bit before I dove in and ate her out like my life depended on it. She tastes so good and I love seeing how thrilled she gets under my touch. I went at it harder than I ever have before as she was squirming more than usual and was breathing fast and heavy. I decided to let up and unzip my pants I couldn’t hold myself back any further, I had to fuck her that very moment. I grab onto her ankles as I slammed into her full force while she moaned away barely getting a word out in the process.

My cock was stimulating her swollen slit as she started to slip juices on my cock as I kept fucking away at her. I pull out and vigorously fingerfuck her to a nice squirt staining a good portion of my couch as Rocky was reduced to a melted pile of skin and bones. I let her catch her breath for a sec as I clean up a bit if the mess with a towel before Rocky finally formulated words again. “Babe come here.”

I came over and knelt down so she could tell me what she wants to. “I’ve been thinking about it,” She says, “I want you to fuck my ass.”

I recoiled a bit because it definitely caught me off guard before she starts to giggle a bit before my eyes lit up with excitement. I never tried anal even with my past girlfriends but I could never say no to a request like that from Rocky. I went to go grab a condom and some lube I have in my bottom drawer and ready Rocky and I. I lube up my cock and her pretty little hole as she gets on her back holding her legs back with her hands completely ready for what’s to come.

I press the head into her ass as she let’s out a giant gasp in the process. I ease into her slowly making sure to give her each inch as slow as possible. Rocky was making grumbling noises the whole time I eased her into it shutting her eyes completely due to pleasure and slightly discomfort. I finally have most of my shaft in her ass as I pull back and forth very slowly as Rocky can barely contain herself as she squirms and cries out because if the stimulation. I can see Rocky is somewhat little distressed (for lack of a better term) as I bend down and give her some soft passionate kisses, “How does it feel?” I question to her.

“It… it… hurts so fucking good baby.” She whimpers out to me.

I continue to slowly fuck her ass as she whimpers, groans, squeals, and cries in both joy a some pain the whole through. Rocky took it like a champ and she slowly but surely started to love every stroke of my cock in her ass. She was moaning almost in rhythm to each to each thrust of my pelvis into her, she kept encouraging me thr whole way through with things like, “FuUCk I love how you fuck my ass” “Don’t stop please DON’T STOP” “I love your cock so much baby!” “Fuck my ass till you cum OP”

I’m ramming her at a decent speed as I get the idea to fingerfuck Rocky’s cute little pussy as I’m fucking her ass. As she has her hands over her face muffling her screams I slip my middle and index fingers inside her which surprised her greatly. She was extremely soaked and some of her juices starts to spill out of her when I crammed my fingers in her like an overflowing bathtub. I start to finger her as hard as could whilst maintaining constant assfucking speed as Rocky was been reduced to pretty much speaking in tounge the entire time like whatever poor sap Peter Popoff was taking advantage of.

I lightly choke Rocky with my free hand as this proved to me too much for her as she started squirting again this time bigger than the last as she cums on my fingers with my cock still slamming away in her ass. I extracted the last drops of her pussy juice from her before I slowly took out my dick from her ass. I slip the condom off and toss in a nearby wastebasket as marched on over to Rocky’s tired body with my cock still erect. Rocky sees me and slowly gets up into a kneeling postion. “Wanna finish the job?” I grunt at her.

“Of course!” She replies with as I guide my cock into her mouth.

Rocky works the base of my dick as one hand is holding onto my hip. She gets really into sucking me off as she pulls out all the stops for me for what I just did to her. A bit later and she’s hanging onto both of my hips while she vigorously sucked me off. I couldn’t handle myself anymore and blew my load into her mouth as she woods down every last drop of my cum. She sticks out her tounge to show me my own jizz before she swallows it all for herself. I stand her back up where we both make intensely in my living room still completely naked before we finally slip our clothes back on to chill out for the rest of the night.

We settle back down as we snuggle up with one another beer bottles in hand as we take swig after switching becoming more and more crossfaded as the night went onward. Rocky finishes off her beer before she nuzzles into my side as we start to cuddle on the couch. Rocky’s arms are wrapped tight around me as she starts to become a little buzzed before as we both start to kiss passionately for a bit before Rocky lays her head on my chest before I whisk her away to my bedroom to call it a night.

As we lay there illuminated by moonlight with the two of us slowly drifting away to sleep, I hear Rocky pipe up just as I’m about to turn off, “OP?”

“Yeah?” I fire back.

“I love you”

“I love you too Rocky”

Source: reddit.com/r/gonewildstories/comments/cz06xk/taking_the_anal_virginity_of_my_adorable_freshman