(story) Buttpluggers of Catan (F/m, fiction, femdom, shaving, enema, buttplug, cheerleading uniform, crossdressing, pegging, reluctance)

A third (and final?) version of the fictional alternate histories of Jana and the boy. Previous installments are here: https://spandexparty.com/forum/post/jana-and-the-badminton-dress-f-m-story-14561 https://spandexparty.com/forum/post/story-rule-1-no-wanking-f-m-femdom-lycra-sports-uniform-humiliation-cross-dressing-14627 ----------------------- Buttpluggers of Catan ----------------------- I came back from a piss to find the pirate on my seat and Mike the American smirking. We didn't call it the pirate, of course, it had been christened (by Mike (the American)) the buttplug. The buttplug was on my chair. This was the little black counter used in Settlers of Catan (the boardgame) to block other players from scoring. It bore more than a passing resemblance to a buttplug, although a very tiny one. "I plug you," said Mike the American. "He plugs you," said Jana. "No. Stop," I said, trying to keep the smile off my face. "I do not wish to be plugged." "He plugs you," said Mike the Bisexual American (I'm not making this up. There were two Mikes. Both were American. Also this was what we said when we moved the plug. I mean pirate. Whatever.) "Very well," I relented. "I am plugged, I am plugged, woe is me, I am plugged." This was too much for Jana, whose sense of humour did not not always overlap with either American or British values. She collapsed into giggles, tears coming to the corners of her eyes. The game didn't get any better from there. Mike the Bisexual American was the winner as usual, none of us being entirely immune to his charms. A few days later the house was quieter, both Mikes were away. You can't really play Settlers with only two people. I realized that Jana and I didn't talk so much without the charismatic Americans around. I made a bit of an effort and Jana happily talked my ear off about her doctoral adviser (a god), fellow doctoral students (parasites and layabouts), the English (drunk), the Americans (drunk, but with style), the Germans (the only proper humans). Her cheeks grew pink against her pale skin as she became more animated, hiding her freckles somewhat. She sat up straighter even as I relaxed further into the sofa. I finally noticed that she wasn't wearing her usual indoor ensemble of grubby zip-neck fleece and sweatpants. Today she was in a pair of athletic tights that showed off her massive thighs and a tight sleeveless top that did the best it could with her minor cleavage. She had cleaned the cat hair off the sofa just that morning, so maybe that was why she'd relaxed the dress-code. I'd no sooner clocked her new outfit than I felt the need to pee. I made my excuses and went for a satisfying piss. I was slightly hard, and my flow rate was low, so it took a little while. When I returned there was something on the sofa where I had been sitting. Jana smirked at me, her eyes shining. "I plug you," she said. I considered my options carefully. "Jana," I said, keeping my voice steady and my eyes on hers, "that is not going to fit." She picked up the buttplug, which was smooth, black, large although not grotesque, and classically flared at the base. She gestured it gently towards me, tapping the end on the inside of my leg, just above my knee. "I plug you," she repeated, still grinning. "No," I said. "Stop. I do not wish to be plugged." "But," she said, "I plug you." I turned my back to present my bum to her. It was (is still) an average bum, but it was mine. "Very well," I sighed. "Woe is me, I am plugged." Jana tickled me with the tip of the plug between the cheeks. I laughed. "I always wondered what you got up to in your room," I said to her, turning back and sitting down again. "Now I know." Jana's answer was to smirk even harder. Suddenly the plug was buzzing. She dropped it in my lap. "Oops," she said. As I fumbled with it, she shuffled along the sofa until her massive thigh touched mine, and slid her arm around my shoulders to press her upper body against my side. "To be clear," she said. Firmly, but not loudly. "I will take you to my room, and I will be very gentle, and I will use lubricant, and I will plug you." My entire body felt as if it was blushing. Heat spread everywhere from my toes to the crown of my head. "Oh," I said. Jana stroked the back of my head gently. "Do not be afraid," she said. "Or be very afraid. Either is OK." She picked the vibrating buttplug up from my lap and looked at the bulge in my trackies. "I think you like this idea." "I don't know, Jana," I said in a small voice. I think, maybe I wanted it, but I wasn't sure I could say it out loud. "If you say stop, I will stop," she assured me. "But I think you will not say stop. I think you will want to be good for me. Come now." She got up from the sofa and took my hand. I stood up and followed her meekly, glancing down at her magnificent rear end. I'd noticed it's size before, as well as her powerful thighs, but the tights she was wearing made everything a lot clearer. She could crush me like a watermelon, if she put her mind to it. She was powerful and, if not pretty, then attractively freckled. I wondered what it would be like to have my head trapped between her legs. If that was a survivable proposition. Jana looked sideways at me and smirked, as if she knew what I was thinking. "Oh," I said. "Are we doing this here?" We were at the bathroom. She produced a flexible pouch attached to a long tube from under the sink. "You must be nice and clean," she said. Having never encountered one before, not even in pictures, I didn't know what an enema bag looked like, and it took me a moment to figure out what it was for. "Um," I said. Having more or less agreed to have a big rubber plug shoved up me, the skinny tube didn't seem like much of anything. Jana spread a towel out on the bathroom floor, which, I had noticed but not until now understood, she had also cleaned thoroughly that morning. "You lie down. Relax. Close your eyes. This is just warm water with soap. I am putting lubricant on the tube. It is smaller than your finger, there will be no pain. You must take all of this inside and hold it as long as you can, yes?" She hooked the enema bag to the towel rail and then came at me with the tube. She pulled at the waistband of my trackies, hooking her fingers into my underwear at the same time. She pulled everything down to my knees, revealing my mostly hard dick and my hairy legs. "Actually I think it is better if you are totally naked," she said. She carried on pulling my bottoms down to my ankles, giving my cock a friendly tap as she knelt down. I shivered, and let her undress me. It was exciting but I was also strangely calm. "Lie down now," she said again. I got down in front of her, on my back with my knees bent. I barely felt the tube as she slid it in. Then she was adjusting the valve. It was so slow the liquid entering me warmed up to my body temperature quickly. I closed my eyes and put my head back on the floor. "Hmm," she said. "While we are here, I think I will shave you quickly." My eyes flew open, but she'd already grabbed an ankle with a warm wet hand and was having at my leg hair with a lady Bic. It must have been a new blade, because it left me smooth after a single pass. I couldn't, didn't want, to move. My belly gradually grew tighter with the enema solution. Jana ran her hand along the areas she'd just shaved. The feeling was incredible. My cock firmed up massively. I covered my eyes with my arms. Jana deftly shaved my pits smooth before I could react. Then she was on to my chest. Her hand was warm against my breastbone. "I will also do your testicles," she said. I could hear the grin in her voice. "Do not move." My stomach gurgled and spasmed. "Jana, I need to get up," I said. "Just hold it a little longer," she said. "I am nearly finished." My butthole desperately wanted to relax. I gritted my teeth and held it in, but I felt too weak to stand. Jana slid the enema tube out and helped me up to sit on the toilet. I was cramping pretty heavily. I expelled the water in a huge, satisfying rush. Jana pulled me forward and inspected the bowl. "Good! Normally I would do a second one, but you are already very clean." "Normally?" I wondered aloud. "You thought you were the first, how sweet," she said, and I coloured at that again. My body responded to her belittling endearments more than to any frank admission of attraction. As I stood up from the toilet I took a moment to admire my smooth body in the bathroom mirror. Jana slid a hand down my chest and around my crotch to my butt without touching my cock. "Much better," she said. "I do not like hairy boys. Now we go to my room." Moments later I was on my back on another towel that Jana spread out on her bed. My cock ached with need. I didn't know what to do with my hands, but I knew I probably shouldn't be touching it. I settled for exploring my newly smooth skin with the tips of my fingers. "I love this part," said Jana, turning to face me. The plug hung proudly from a harness around her hips. She was lubing it with a firm grip. "Oh," I said. I pushed myself up on my elbows as she stood at the end of the bed, looking down at me. I wondered if 'plugged' and 'pegged' were the same thing in German. Jana was hesitating. "Something is not right," she said. "You are very cute, but. Something is not..." "Jana?" I asked, after a long moment. "What is it?" She was characteristically direct. "Normally I only plug girls." "Oh," I said again. There wasn't a lot I could do about that. Then she was in motion again, the harness holding the stiff rubber cock so firmly at attention that there was hardly any wiggle as she strode across the room. "You will have to wear this." A blush crept from my cheeks all the way down my body. I sat up quickly on the edge of the bed and crossed my arms across my bare, smooth chest. "Ah... what, now?" What she was holding looked awfully like... I mean, it was... somehow... It was something I'd only dreamed about. Something I'd never told anyone about. I submitted meekly as she produced piece after piece of a lycra uniform. First a tight, shiny bright blue body that slipped into my crotch and zipped up behind me to a turtleneck. My nipples hardened at the touch of the slick material, my cock couldn't get any harder than it already was. Then an equally tight sleeveless top in some slightly stiffer material went on top. Finally, Jana helped me into a pleated skirt which concealed a pair of lycra shorts. She smoothed everything down and let me have a look in the mirror. I had to admit, I made a very fine cheerleader. The shiny blues and greys matched with Jana's tights and top. "That is better," she said, as if she hadn't planned any of this, hadn't ordered a shiny cheerleading outfit for me in just my size. "Oh," I said, smiling shyly at her. "But how...?" I looked down at the harness around her hips. She pushed me firmly back towards the bed. "I have already made the necessary modifications," she said. Everyone should try being dressed up as a cheerleader and fucked by a bouncy, thick-thighed redhead. From the moment she touched her lubed cock to my hole, my whole body felt unreal, light, buzzing with desire, quivering as if I was about to throw up. Jana clamped her hands around my wrists and pinned me like a girl, grinning down at the contortions of discomfort and lust that spread across my face in waves as she plugged me for the first time. My muscles rippled from my neck to my knees, trying to let her in and shut her out at the same time. Jana leaned in and suckled at my neck. I let out a high, stuttering cry as she marked me, stopping only when her lips released me and her cock was fully seated within me. "Jana," I moaned, "please, uh..." I wasn't sure what to beg for, relief or release. She gave me more exquisite suffering, switching her lips to the other side of my neck and raising another angry red hickey. As she started to gently thrust her hips at me, it was already too much, my cock pulsed and unloaded under the layers of the cheerleading outfit. I whimpered and my eyelids fluttered. Jana smiled knowingly at me, waited out my orgasm, and then began to fuck me in earnest. She built up from a slow, slight oscillation to a measured pounding that took advantage of the length of her strapon. I felt cozy and beloved as I watched her thrust above me, helpless, as the slick tight materials that covered us slid together with the slightest friction. Sooner than I would have expected, my cock began to twitch and harden again, and I started to whimper and moan in time to her stroke. "Say my name," she told me between thrusts. "Say it." "Jana," I replied. "Jana! Jana!" A frown was stealing across her features. "I plug you," she said. "I plug you!" I tried to stop myself from laughing, I really did. But I couldn't hold back. Between giggles and gasps for air, I agreed most vehemently. "I am plugged! I am plugged!" Jana screamed. It sounded angry to me, but I didn't mind. "Fucking cheerleader! I plug you!" She collapsed on me, the full weight of her huge thighs upon me. As she released my hands I wrapped my arms around her and held her close. Something in her pulsed and twitched and I felt it through the strapon. I judged my moment carefully, not wanting to ruin the post-orgasmic haze but not waiting until her self-control was fully restored either. "Fucking cheerleader?" I murmured into her ear. She pushed herself up with her arms to look down at me, grabbing my wrists tightly to the point of discomfort. She was flushed and freckled and powerful, I was trembling with adrenaline and need. "Be careful," she admonished me. "I do not only plug. I also bite." As she punctuated her threat with a thrust of her hips, my body stuttered to a second orgasm, her sheer dominance breaking me. Jana made me wear the uniform the next time we played Catan.

Very nice!  :D