[Reposted because it was removed]
Chelsea is the living embodiment of the Catholic School girl stereotype. I’ve wrote about our encounters on several occasions in the past but I’ll quickly recap. I want to be clear, ***she was over 18*** when she started to experiment, have a boyfriend, act out on all her years of repression. But like the stereotype suggests, she snuck around, lied to her parents, smoked behind the bleachers. She even had a second pair of clothes in her bag so that she could change after school. After she graduated, she remained a “*virgin*” by giving regular blowjobs and having anal sex with her b/f because it was a religious loophole. You name the repressed fetish, she pretty much had it. Because of her ultra-religious family and strict adherence to proper etiquette in society, Chelsea wore a “good girl” mask nearly 24/7 all throughout college and continued it when dating me.
She was happy to spend a few hours with me each week doing every fetish act she could think of because I had my own place secluded away from the ears and eyes of neighbors. Even though we met up at my place twice, sometimes three times a week, we never spent the night together. All that would change the weekend of Thanksgiving that first year we were together. Her parents and brother got invited to spend the weekend at her Aunt’s ranch up north. Chelsea couldn’t make it due to prior work commitments and told her parents she was spending Thanksgiving Day with a school friend. All true enough. Little did they know she had other plans that weekend involving their house and a new fetish that would emerge because of it.
Chelsea was always upfront about wanting sex but a weekend together brought a whole new level of energy to her. Black Friday finally arrived and neither of us got much sleep that previous night. To Chelsea, a guy taking her Over-Night virginity was a big deal to her. We had done so many depraved and kinky acts by that point that staying overnight was hardly a drop in the bucket in my eyes. But this was a Catholic thing and one final act of she could do to defy her parents and her religious upbringing.
I parked my car two blocks away so that the neighbors couldn’t report anything. Then casually snuck in the back gate so that any knocking or doorbells wouldn’t attract prying eyes and quietly opened the side door. Chelsea was not there to greet me like I thought. She knew I was there as the alarm chirped as I entered and she saw my texts. I kept things quiet as I walked towards the stairs and started to climb. I heard something down in her father’s den and I froze in panic. Holy Shit! Was her parents still home? WTF. My mind eased knowing that they were indeed gone and my mind was just freaking out. I peaked inside the study and I found Chelsea fully clothed in her old Catholic school girl long dress and bend over her Father’s desk.
I instantly knew this was one of her fantasies she talked often with me about. Her father often paddled her while in that very same spot. Chelsea heard me enter and remained in the same pose as she said, “I’ve been bad, and I need some discipline” looking back to give me a mischievous smile.
For those of you who need a better visual of this scene, my wife is a tall 5’9 with long strawberry blonde curly hair. She’s got tanned freckled skin from working out in the sun, small ghost nipple breasts and a hazel-green eyes. But her most pronounced feature is her large, wide hipped ass. The term pear shaped is an accurate description of her posterior and it would be an understatement to say that it’s simply big or large. Chelsea has a **huge** ass that enjoys being spanked, paddled, flogged, and beaten to a glowing red. And now, it was presented before me over her father’s desk so that I can fulfill her fantasies of being spanked like how she used to. Only this time, the goal was to orgasm and not to be taught a archaic lesson.
I saddled up beside my girlfriend and caressed her ample cheeks beneath the thick pleated cloth. I saw that she had a decent sized paddle, a leather strap and a wooden spoon lying next to her on the chair. I hiked up her skirt and found she already had her panties down to her knees. Her large ass bared before me made me remember that this was something she often talked about. She wanted to relive a particular moment when she was caught smoking again and her father paddled her until she couldn’t sit down for a week. While I had no such desires to punish her that much, I did wish to make her dreams come true.
I grabbed the strap because it looked like it was the easiest to control. I talked her through the first few moments of anticipation, making sure she was ready to go and that once I started, I wasn’t stopping. She assured me she was more than ready and the first crack on her ass let her adjust to how it would feel. I followed it up with a few more, letting her get used to the sting until her cheeks stopped clenching. Twenty or so minutes later, her pink big ass was glowing with heat as the final swat landed with a crack. Chelsea’s warm-up session had concluded and she had made hardly a whimper. To her credit, she was getting used to these spanking sessions and built up quite a tolerance to these easier swats.
But now as the fun stuff, I grabbed the paddle and allowed her to feel its circular motions over her heated rump. We weren’t really roleplaying like we normally did when she received spankings. Her being in the den itself was atmosphere enough. I paced a bit, massaging my arms and wrists from the swatting motions and Chelsea began to hum to herself. A thing she did when she was excited and trying to calm herself down. I didn’t want her to calm. I swatted her ass with a good hard crack to her ass and she winced in visible pain. She shrieked with closed lips, wiggled and squirmed for some time until she stopped clenching. I followed that up 9 more times at the same strength. A number we agreed too months ago. 10 hard swats followed by tender loving kisses and cuddling.
Chelsea’s tears were real and the throaty sobs where thick and gruesome for me to watch. I kissed her cheeks and lips and let her know that everything was all right. This was every bit an emotional journey for her to experience as it was a physical one. I held her in my arms for a long while until she recovered enough to stand up. To my surprise, she immediately went back to bending over the desk and hiked up her skirt with panties down to her knees. “Now the wooden spoon.” Speaking with a raspy voice that told me she wasn’t fully recovered yet. I was worried that this was extreme. Her ass was still red and sore as normally the 10 hard swats were finale. But Chelsea’s ass wiggle and tear-soaked smile told me that she was on a mission.
Wooden spoon in hand, I spanked her ass with medium swats for a good five minutes. She winced noticeably and clenched her ass when I favored her left cheek too much. But overall, she took it like a champ. When I told her that she had 10 left to go, she hiked her upper torso up on her hands while still bent over the desk. She didn’t exactly orgasm, but she was filed with excitement at fulfilling one of her many fantasies.
She took me to her bed while she remained fully in her school girl outfit. Well, minus the skirt and panties. We caressed, napped, kissed softly and held each other in a loving embrace until she was recovered enough from her spanking session. We made love in several missionary type positions and the sex from that was good and tender. Both getting off after five to ten minutes or so, we slept in each others arms knowing we had the entire weekend together.
We watched some movies, lounged downstairs on the couch and made each other snacks while the other lazed about. The afternoon was enjoyable and mostly sex free as we got to spend a normal afternoon together like a normal couple.
On a dare, we watched each other’s favorite porn together and marveled at how similar each other’s tastes had become. She was enjoying more normal porn with some of my kinks thrown in while I had migrated towards her tastes in spanking, roleplay and anal.
She was revved up and rearing to go. We both headed up to take a shower together and the ability to bath at the same time without having to worry about her hair getting wet and make up coming off was wonderful. I finished up first while Chelsea remained to get fully cleaned out for what we were going to do. Her cleansing now finished, the bathroom door opened and I heard a few hums of intrigue as she eyed the bed. “I like where this is headed” she commented. A large bottle of lube, a medium sized butt plug and a dildo for the front was splayed out. “Going for the goods right away I see” she purred.
“I need you to drop the towel, and assume the position over the bed.” This was one of her favorites for spanking, for fucking and especially for hard, ass-pounding anal sex. The seductress in her acted out a slow-moving arc of curvy movements as she slid up to her bed and bent over. Her eyes locked onto mine, giving me approval of how things started. I passed her naked rear, petting it as I grabbed the plug and applied the lube. It slid in with only minor resistance as she cooed with delight. She reached back with both hands and spread apart her cheeks at the final push inside.
I entered her pussy and fucked her for a few good minutes. I thumbed the base of the plug embedded in her ass and applied pressure to it. She cooed with delight while obediently facing forward and into the pillows and sheets. It had taken me a while to warm to her fetishes but knowing how much she enjoyed anal sex given her past, I grew to love it.
I pulled out the plug and Chelsea instantly reached back again to spread her cheeks apart. She rarely gaped but she liked to try and do it for me. Either way, the act of spreading them apart made it easier to penetrate into her warm constricting asshole. As usual, it met with minor resistance and the moans of Chelsea. She would often cum within moments of me entering her butt and that night was no exception. A small orgasm shot through her body and she bucked back so the entire length of me got buried inside.
Chelsea would always start the fucking process during the uncomfortable first few moments. She pushed back and forth in small movements and soon signaled she was ready. Her hands now fully gripping the sheets above her head, she melted into the bed making sure to fully relax for the ride she so often loved. I fucked my girlfriend’s ass for long and deep strokes. Careful not to go too hard or fast in these early stages. She cooed and groaned in pleasure as my shaft entered in and out.
While we had the entire house to ourselves, Chelsea was fairly reserved in her moans of pleasure. At my place, she was free to let loose and scream and moan all she wanted. But here, so close to her neighbors, she was holding a lot of her noises inside. I felt the urge to fully go all out of her rump so that she could let loose at least one time this weekend. I plowed away giving it my all as I reamed her ass hard. This unlocked the hidden fetish neither of us knew she had. Having mind blowing sex in close proximity to where people could hear her.
Turns out, when I was giving it my 110% that she collapsed into her bed trying to repress her growing orgasm. It would be one of the biggest ones she had ever had. When I shot my load deep into her ass, gasping and groaning out loud, Chelsea lost it. She came with such intensity that she got a leg cramp and muscle spasm. She collapsed to the floor, cum drooling out of her ass, all while clutching her leg in pain. She rode the ecstasy wave out as I massaged her calf muscles, trying to ease the pain.
She was humming loudly as the wave began to die down. Chelsea giggled to herself while lying sprawled out on the floor of her bedroom. Hands covering her face from both embarrassment and the rush of an epic orgasm. “That was… intense… omg!”
We slept soundly in her bed and woke up next to each other for the first time ever. For Chelsea, it was an epic event for her and one she celebrated with another round of morning sex followed by another round of anal reaming. Throughout the day and the next, we partook in another quick spanking session that wasn’t worth writing about, a round of sex on the couch that her family hangs out in and a fun DP session with myself in her ass and the dildo in her front. All of it was fun but the memorable part was finding out she had a secret fetish about not wanting to be caught.
A Gonewild weekend to be sure!
Source: reddit.com/r/gonewildstories/comments/cakzm7/repressed_catholic_girls_are_the_best_story_of_my
Wow, terrific story! Sounds like a really intense weekend, on a number of levels.