[MF] The Catholic School girl shtick is a real thing [Long]

When I was first met Chelsea at my friends graduation party, she was alone in the corner petting the family golden retriever while browsing her cell phone. She was the daughter of a family friend, clearly looked like she didn’t belong at parties like this and it showed. Her awkward social skills weren’t helping my first impression. Thankfully, I don’t judge a book by it’s cover. Standing tall for a woman at 5’9”, she had a farmer tan with freckled skin, strawberry blonde hair with lots of sun streaks, long lanky limbs and an ass that would make any PAWG proud. More than just a bubble butt, it was an overly exaggerated apple bottom to the point of a “daaaamn”. Even sitting down, it was something that one couldn’t miss on her. It was by far the most pronounced feature on her body. Not at all proportional to her frame. Not gonna lie, it was why I took notice of her at all that evening.

I struck up a conversation with her mostly because I wanted to be friendly. Not thinking I would get anywhere with her or get passed a few sentences of chit chat. Turns out, once I got her on a topic she liked, she was fairly chatty. I found out Chelsea was single, dated the same guy for over 5 years and had broke up recently. She attended Catholic School all her life, had a retired show-horse named [Redacted due to PI, thanks for the heads up about competition horse names], read lots of smutty romance novels. I caught on that she noticeably clammed up or spoke barely above a whisper on any topic that barely mentioned sex. I got the impression it was a taboo topic of discussion with her but she was the one that kept bringing back up in various forms or another. I sealed the deal when I got her to bust out laughing at a horse joke I told that mentioned its cock size as the punchline. That caused many party guests to take notice of he outburst and she flushed beet red of embarrassment. I asked her out that evening and she enthusiastically said, “Yes!, I mean… sure.” It was cute.

The first date was practically G rated but otherwise fun as we got to know each other. We connected on several levels, not just our love for dogs, a good steak, books and working outdoors. We texted and phoned for a week until we had free time for another go.

It was on Date two that all the magic happened and where this story starts take off. I risked a few crude jokes and she clammed up at the restaurant we were at. Back in the privacy of my car, I told another crude joke and her attitude shift was the exact opposite. Laughing, even engaging back at me with some naughty jokes and comments of her own. I risked a kiss and was met with a deep and passionate tonguing. We made out in the carport parking lot for a while, but the moment I contacted her skin near her forearms or neck, she recoiled and visibly needed to calm down through sheer force of will. Again, think socially awkward combined with exaggerated visible effort of restraining herself.

Then it clicked, it was obvious that she feared PDA, others reaction to her behavior or showing anyone her “wild” side. In hindsight, her behavior made perfect sense. I took a chance and told her that I was going to take her back to my place and we will see how the night progressed. She didn’t refuse, but nodded in agreement behind a mischievous smile. Even bit her lip trying not to look me in the eye. We talked a bit on the way back to my place and she began to open up about her sexual history. It was like peeling back a layer at a time. From the first time she had “sex” with her b/f, to the first time she experimented with toys. Little by little the innocence act she portrayed was wearing off. I would pry where needed but mostly let her do the talking. I found that she withheld details with every new story. If fact, she enjoyed when I asked for more details and she got to be bolder and bolder as she gauged my reaction. I assured her each time that she was amazing and hot as hell for telling me all this. Each new piece of information and reassurance from me added to what she already said. My eyes grew big when she restated her first time with “sex” wasn’t how she originally described it. It wasn’t normal “sex” but anal sex. Then, it wasn’t just anal sex, she had liked it. A lot. Then it wasn’t just that she liked it, she had done it all the time with her b/f. Yup, turns out that Catholic School girl shtick isn’t only a stereotype. I was the presence of a living breathing example, I was in awe! Chelsea was blushing, covering her face, giggling constantly but loved telling me this slutty side of her.

Fuck yeah! I was eager to get home, but wanting her to open up more as it was turning out to be all the foreplay she needed. I wanted, no, NEEDED to know more. New stories emerged about her kinkier side, Fetishes toward handcuffs and blindfolds, biting, being choked. Even fantasies about being spanked, tied up, used, to being a personal slut while being flogged/whipped where coming out in waves now. I could tell she was excited to tell me about the first time she was DP’ed by her b/f with toys. Her love of the pulsing showerhead setting she used often was another favorite she got to share with me. Each time, waiting for my reaction to encourage her to go forward.

I was rock hard already and Chelsea was squirming in her seat the closer we got to my home. She was completely comfortable with me and it was the first time I clicked with a woman that fast. It was like I Got Her personality and mannerisms. I pried out information because its only what she wanted, she got off on it. It wasn’t just that she enjoyed sex, it was the inner fantasy of it all. The stories, the smut novels, letting her imagination run wild with anticipation. That was what she truly wanted in a relationship. Sure she was more than that. Smart, intelligent, independent, fun to be around and cute in her awkward way. But sexually, she wanted to break free and explore everything it had to offer. The innocent good girl act was all show. Chelsea loved being humiliated as it got her excited and tapped into her inner beast. Describing what I was about to do to her made her animated and giddy with anticipation. “What are you going to do my nipples?” “What about my kitty? What do you want to do to it?” “Mmmmm, yes! Now my ass, want to spank this bad girl?”.

Fuck me, that last 5 minutes of driving home was unbearable. Her exaggerated hand animations were amusing to watch. Trying to reel in some sort of control were sexy as hell. Finally, I pulled up to the darkened house and we entered through the side gate. I lived in the guest house of a friend of a family member. Trust me, not as glamorous or nice as it sounds. Swimming pull was a swamp of leaves and not up-kept. That didn’t matter to Chelsea however. Her face lit up knowing the main house was out of view from the trees and foliage, had insulated window panes and far enough away from any prying neighbors.

We locked lips on the way to my bungalow. The path was dark and any opportunity to let her inner self out without being seen was too great. She even smacked my ass a few times to prod me forward. My dog Rufus (AKA Roofie) greeted us at the door and Chelsea went into instant animal lover mode. I let them get to know each other a bit as I prepared my bedroom and freshen up a bit in the bathroom. Back to the kennel my good boy went and that was her queue to surprise me yet again. She wasn’t all talk. With no warning or outside influence keeping her down, Chelsea turned off the living room light, stripped of her top and pants within seconds, then followed up with her bra and panties moments later. All I got was a silhouetted view of her naked body but it was all I need to send my half-mast into full salute again. Her hips looked amazing. That apple bottom frame was gorgeous to behold. She didn’t even give me a chance to finish taking off my shirt before she hand her hands hurriedly unbuckling my belt. Fuck she was eager!

Chelsea hummed a tune with her lips being closed as she assisted in removing of my clothes. My pants were soon down and off, thankful that I just freshened up down there moments earlier. She walked away with animated hand gestures towards the couch, grabbed a cushion and returned. Clearly not aware that her mannerisms were boarder line strange to me. She dropped the cushion at my feet in a dainty motion, knelt down on her knees, gave a body wiggle to settle in. Then she stopped all her body motions to stare straight forward in awe at my cock. “Well, hello Mr Man. I’m going to swallow you now” and flicked it with one finger like a door stop spring. I kid you not, she said those exact words in a sing-song voice. I would have laughed out loud if I wasn’t so turned on by the conversation from the car ride.

One slow lick from the base to the tip was all the warning I got before she opened up her jaw and swallowed me whole. Her hand animations started again as both arms flailed to her side with fingers spread apart as far as they could go. Chelsea was attempting to hold my entire length in her throat and mouth despite several uncomfortable gagging and choking sounds. I knew she was doing this for my benefit and it turned me on knowing she was trying to show off. I grabbed the sides of her head and began to slowly face fuck her mouth. Hands still flailing, eyes staring up at me with lust and need. She didn’t want to touch me at all except with her mouth. Fine by me, a rough face fucking is what she will get as she told me earlier that it was one of her fantasies. I pulled out a bit as to not go so deep. I picked up the pace from slow to medium, every few moments increasing the speed. She was slurping loudly, moaning and throat humming in satisfaction. Eyes staring straight up at me, her jaw was as open as she could get it so as not to get me with her teeth. Practiced BJ’er she was at that.

Tears from the gagging were gathering at her ducts yet she was all smiles, drool, gagging and happy choking sounds. I face fucked her for another few minutes until the obnoxious gagging sounds were getting to me. Her ex Matt must have liked the exaggerated noises but it was becoming a distraction for me. I pulled away, stared at her eyes and told her she gave an excellent blow job but now it was time to see if she was not all talk from the car ride. She beamed at this. Picked herself up, she left the cushion where it was and made her way to my bedroom. She stopped near the end of the mattress, turned to face me and spoke just above a whisper, “come play with me!”

“Bend over, I’m going to spank that big ass of yours”

Chelsea performed a excited girly bounce-up-and-down, perky small tits finally jiggling while she clapped her hands. She turned around and placed her palms on the bed sheets. She wasn’t as bent over as I asked so I walked up behind her, finished taking off the rest of my clothes that remained on. I stroked her back gently from the top of her neck on down to the small of her back. She shuddered with visible anticipation. I pushed at her mid back until she got the message that she was to bend over completely onto my bed. “I asked you to bend over, this is the position you are to be in.” Humming to herself was her way to control her over stimulated emotions. Chelsea clenched her ass cheeks in both excitement and to knowing what was about to come.

I took charge of the situation by placing my hand firmly on her lower back, moved to her side and used a neutral tone of authority. “You like this don’t you?” she quickly replied with a throat-ed, uhh huh sound. “You want me to spank your ass…” more approval sounds, “…then you want me to eat you out” a frozen pause, followed by something non-committal, “No?” again with the pause and a slight I-don’t-know shoulder shrug, “You want me to treat you like my slut then?” tense pause and fidgety hand clenched motions. She nodded ever so slightly, “ok then… I’m going to spank your ass… “ nod, “ finger fuck you for a bit,” nodding motions continued, “fuck you just like you are” nodding some more, “make you suck my cock again,” enthusiastic nod “then if you do all that… I’ll finish off in your pussy making you cum and cum,” no movement or sound, “…Ok then?, not your pussy.” Hand squeezing but no noise, “… maybe… if you’re really good” I let the statement hang and she whimpered. “…and I mean really fucking good as my personal slut,” another long pause as I dragged my words out. She was tense with anticipation. I bent down to whisper it into her ear. “…I’ll do that thing you really want me to do. And… you will cum and cum for me” an audible exhale of exhilaration, a throat swallow followed up by a guttural sound of approval. All the while, her face was buried straight down into my sheets attempting to hide her shameful excitement. She wanted to be shamed and this was beyond foreplay for her.

Each swat on her ass was followed up by tenderly rubbing on her reddening checks. The light was off in my room but I had enough ambient radiance to see each hand print I was leaving. Good to her word, she only whimpered in between smacks. Didn’t make a peep otherwise. The spanking wasn’t all that hard, just enough to cause her cheeks to turn a few shades while keeping her in the mood. Preserving the theme of anticipation, she seemed to enjoy it when I made her count the last 10 swats.

On the last swat, I made it a good hard crack to her ass, followed up by pinning her down to the bed with my hand. I reach down to her pussy with my spanking hand and slid two fingers into her dripping pussy. I started finger fucking her right then and there. Chelsea bucked and yelped at the surprise but stayed bent over my bed, her hips grinding into my hand. Her legs were squirming uncontrollably as her gasps turned to moans and short breaths. She alternated from that closed lipped humming she did to outright open mouth intense “GAAAHHHHHHH!!” sounds.

My fingers pumped in and out of her pussy in a steady rhythm. She was noisy in every way imaginable. Not used to letting loose where she could be as loud as she wanted. Chelsea appeared to have no control of her verbal skills. I knew my place was mostly sound proof, but even this was concerning me. I slowed down and she whimpered in frustration. I replaced my fingers with my cock using my saliva as lube. Chelsea barely reacted to the difference other than to adjust her grip on the bedsheets. Slowly, I fucked her pussy and she was quietly humming herself back to a crescendo. Smacking her ass, gripping it in large handfuls, I pulled her into me in long thrusts. Her legs began to shake as the beginning of an orgasm started to show. The hum turned to an opened mouth roar again. Not an orgasm, just the build she needed to achieve one. I could tell she loved being able to let loose like that. I pumped her pussy hard now. Faster and faster, I could tell she was ebbing. Her back was arching up and it was like she was howling a groan of pent up frustration, only now about to be released.

“I can’t have you orgasming yet,” I stopped and pulled out altogether. She looked over her shoulder through her tangled mess of hair in frustration, “Not before I make you beg me.. to do that thing you want”.

Not sure if she came right there, or her body just convulsed with excitement at hearing my words. Her panting was subsiding and she was clearly frustrated. Her breathing turned to moaning and then whimpers of lust. A finger rested at the entrance of her anus and pushed gently. Another stroked inside her inner lips and found her clit. She sucked in air hopping for more. It just rested there applying pressure and I could hear her whimpers of frustration. I stopped altogether and she groaned in disappointment.

I sat on the bed next to her bent over form, laid back so that my feet hung over the edge and brought my arms to rest comfortably under my head. I looked over at her to told her to suck me off. For the first time that evening, she was disappointed. A frown was present and she pouted as she sat up to do as she was told. “Hey! I said be a good girl”. She scowled like a brat but continued to move between my legs. She was used to getting what she wanted, she wanted to be fucked and I denied her that satisfaction and build up. Chelsea’s attitude had turned on a dime. Sure she was obeying me but I had to nip this defiance in the bud now. I could tell it was mostly an act, but some training was now in order.

“I said,” letting my stern voice take control as I sat up. “suck.. my… cock.” She was taken back by my words. “I said be a good girl and you’ll get your reward.” Silence followed by a small gulp. “Now what do you want me to give you as a reward?” Sheepishly looking away, she said nothing. “I asked you a question” her eyes looked down and away.

Chelsea was wrestling with the words. “… you know.” she buried her face into my leg leaving only the top of her head and hair to my view. She mumbled something I couldn’t hear.

“Speak up..” she squirmed, embarrassed heat radiated from her body. I spoke in a firm but gentle voice, “You want me to ……. do what to you?”. Gone was the bratty attitude, present was the girl who wanted to be humiliated. “I want you to say it..look at me” her face appeared and she struggled to stare at me for more than a few seconds. Stammering her words, she gawked at having to spill her most shameful desire to me. It was one thing to say it in the comfort of the car, but it was another to do it naked to your new lover and know it was about to happen.

“I… I… wan…” her words trailed off and she hummed to regain control, unable to finish her sentence. “say it with me,” her voice mumbled with me, “I want you to fuck..” and I let her finish alone, “…my aa…” She squirmed away putting her face to the floor. I said softly, “Good girl, now get the cushion, you have to suck me off so that I’m nice and hard for you” With only a little hesitation on her part, she did as she was told, placed the cushion again at my feet and immediately started sucking my cock. This time, she was on a mission to get me hard, not to show off.

I had done anal on occasions but it was infrequent at best. I just knew that if my ex was high before we started, it felt better for the both of us. I had a healthy appreciation for the act, just not what I would call experienced. Chelsea, on the other hand, was clearly doing this frequently enough that it was normal for her. If even half of what she said was true in her car-ride confession, anal was almost always a yes for her.

The gulps grew louder and the pace quickened. My cock wasn’t quite as responsive now it had been teased off and on for the past hour or so. It felt good, don’t get me wrong. I was just leery of not measuring up to her minds view of what was about to happen.

We discussed what position she wanted to be in and the edge of the bed seemed to be the optimal choice for starting. She climbed up with her feet and ass hanging over the edge. It took some coaxing but we found the proper height to go at it. I slipped my saliva wet cock into her pussy for a few thrusts and Chelsea reacted with moans. My thumb teased her asshole a bit and she coo’ed in lust. I pulled out, grabbed some lotion, greased her entrance up along with my shaft. Her face was completely buried in the pillow and hands covering any blushing she clearly was showing.

I dropped the words her imagination had been wanting to hear all night. “Now, this is what you’ve been waiting for,” as I applied pressure to her rear entrance. She gasped hard when my tip popped through to slow success. I rested there for a few minutes and Chelsea adjusted for a better angle. The hmmmm sound told me she was ready. Now I had to get her mind on fire. “I’m now going to fuck your ass. Because you’re an anal slut who loves to be reamed hard,” she groaned in pleasure. I slid slowly in and out. “… aren’t you”

Chelsea nodded her hidden face into the sheet and throated an ‘uhh huh’. My pace quickened and she started to move with me in rhythm. Her shame of being butt fucked was the pinnacle of excitement for her. She wanted it hard knowing that it was a taboo act, it was dirty, her parents wouldn’t approve. Her wave of frustrated emotions groaned out with each of my hard ass slapping thrusts. Penetrating her rear was how she wanted to get off and I was happy to oblige. Slapping noises continued and Chelsea’s flushed face bucked up in a guttural groan. “uuuughh Fuck… me..”, I shoved harder.

I was now fucking her ass so hard that it was pushing her forward. Minutes seemed like eternity as orgasm after orgasm shot through her body. “Fuck, God.. oh fuck… yeah, fuck my ass! UUUGHHHHHHH!” her screaming orgasm caused me to explode in a vocal crescendo of my own. Every drop of fluid was sucked out of me into her rear and Chelsea’s moans of pleasure were all I needed to say that I did a good job.

————

After we recovered, we fucked a few more times normally followed by more slow and gentle reaming’s up her hungry ass. We experimented with choking, some more spanking and face slapping as she gave me another blow job. Nothing matched the intensity of that first butt fucking I gave her at the start of the evening. She remembers that first time even more fondly than I do. It took Chelsea nearly a week to let her bum heal and she was eager to do it all over again so long as I called her what she truly wanted me to call her. My anal cum slut.

That was 6 years ago and she’s been upgraded to MILF anal cum slut now. Best decision I ever made was marrying her even if we aren’t as active as we once were. I’ve always been the one who made out with the better end of the deal, she disagrees wholeheartedly

Source: reddit.com/r/gonewildstories/comments/b3c760/mf_the_catholic_school_girl_shtick_is_a_real