Well I didn’t spend the night in the suspension; apparently that wouldn’t be safe haha. But it was pretty late (or maybe early) when they finally finished fucking and came to let me down. But not before he fucked me, left a load in my pussy, and used my mouth to “clean off”. I lay in bed last night feeling and admiring the marks from the rope and knots; I can still feel where some of them dug in and I love it.
We had a similar wake up to yesterday this morning, Mistress fondling us awake. This time she had some precum that the boy leaked to feed me while he sucked my pussy from her fingers. His cock seems to be permanently straining against the cage; it definitely looks painful; but he still looks like he is enjoying himself, and still stares at both of our bodies all the time.
Our boxes matched this morning, and so did the contents. Under the wrapping the box looked like a very wide jewelry box – that velvet fabric covering you get on them; but it was too heavy. We opened them up to find a set of three different sized plugs; each with a large purple gem in the flared base, all made from highly polished steel.
Now I’m no anal virgin, so I wasn’t worried about the smallest, and pretty confident about the second given a little time. But even I was nervous at the size of the largest; the boy looked pretty nervous about the whole thing right from square one.
“For training, my pets. You’ll be wearing the large one by the time Christmas comes around.” Miss grinned her delicious, evil grin once again, “Help Hannah with hers” she told him. I obediently got onto all fours, trusting that Miss would make sure he used plenty of lube. I did get nervous to start, though, as he started just pushing it against me dry until Miss stopped him. “Whoa, whoa boy, what are you doing? This definitely needs lube! Lucky I brought some huh?” she laughed. “Here, you put plenty of that on the plug”.
I heard the slippery noises of him applying it, then felt something warm land on my asshole and dribble down to my pussy lips. Looking back in surprise I saw miss preparing another glob of spit and letting it fall to join the first. The boy’s eyes were transfixed on my rear until she snapped him out of it. “Ready, boy? Come on; spit on her tight asshole so you can slide that in!”
He was less delicate about it than Miss had been, splattering spit across my cheeks as well before I felt the cold metal, now slippery, against me again. I let myself relax, feeling my hole spreading slowly around the bulb. I realised that what I was actually doing was demonstrating this for the boy when his turn came around, and so as Miss stroked my back and told me I was a good girl it felt really good.
Being the smallest one it didn’t take long at all before it popped into me and nestled quite comfortably down to the base. Miss gave my ass a playful spank, “Looks beautiful. Now your turn; come and help Hannah!”. I sat up in time to see his face, a picture of nerves, as he turned and copied my pose. Miss had already picked up the plug and begun to lube it up, watching me with a sly grin. “Well if I’m doing this, there’s only one other job that needs to be done”. I blushed, leaning over his crack and dribbling onto his hole. I saw it pucker up, clearly nervous. “Oh, you can do better than that. Help him relax; get your face in there!”
This is definitely the worst thing I’ve ever had to do; luckily he’s young, pretty smooth, and slim; but pushing my face between a stranger’s ass like that was hugely embarrassing. But I did it, and honestly ended up quite enjoying myself. Miss helped, stroking my back, purring about what a good girl I was, even teasing my pussy and nipples; and the boy’s own moans of delight added to it too.
Miss definitely left me at it longer than was really necessary, but after the initial few minutes I didn’t really mind anymore. Obeying her excited me more than the act repulsed me, and I actually ended up enjoying the whole situation quite a lot. Softly she pulled me back and handed me the plug. Instantly his ass clenched again, but she turned to him and encouraged him to relax and not worry. I wasn’t surprised when the cold of the bulb pressing against him made him tighten again, and I gave him time to relax again before pushing slowly and not too hard; just enough for it to move little by little.
The poor thing had to pant and whimper as he began to spread open around it, and I remembered my first time taking a cock up there. But with a little extra encouragement we got him through, and soon his ass matched mine; albeit not quite as cute.
“Good boy, proud of you” Miss cooed, lifting his face and kissing him, “I think a little treat is in order.” She got onto all fours herself, rubbing her pussy and spreading her wetness all over her fingers before smearing it all up between her cheeks and across her asshole. “There you go, pet; I think you’ve earned a taste” beckoning him over to her rear before holding her fingers out to me. I actually found myself eager to suck them for her, and not only to help cover the taste of his ass.
Now let me tell you, wearing a plug for the first time is a very strange sensation, and both of us found that after about the first half hour it started to get a bit uncomfortable. Miss encouraged us to wait until after breakfast, and so we waited on her again as yesterday, before helping each other remove the toys and clean them up. The rest of the morning was spent on chores and worship, interspersed with inserting and removing each other’s plugs and soothing each other’s aching holes with our tongues.
It definitely got easier to insert and remove them, and less uncomfortable to wear them for longer as the morning went on; perhaps more so for me with my limited experience than for him; but non the less, Miss decided that after lunch it was time for us both to get fucked, and she unlocked his cage. Instantly his cock sprang up rock hard, and it was obvious how hopeful he was.
Once again it was my turn first, the boy with his face pressed into my ass licking while Miss lubed up her smallest strapon toy. Only 6” and pretty small, but still textured and shaped like a real cock. With the day’s practise it slid in without much difficulty, and I groaned as she slowly began to fuck me. I heard Miss call him over and whisper something to him, then suddenly he was there knelt in front of me lifting my face and lowering my lips down around his cock. “Good boy” she laughed, “No no; no sucking; he only wants to feel how you moan, isn’t that right?”. His nod was obviously reluctant, but he groaned along with me every time she slid back into my asshole. “If he cums you both get punished” she called out to us, building up a faster rhythm. His moans became more urgent, evidently getting closer; I wanted to help, but holding back moans against Miss’ fucking proved very difficult indeed. The more I tried, the harder she fucked.
Suddenly I felt a yank on my hair, pulling me back off his cock and letting my squeals echo around the room. He whimpered, his cock pulsing and twitching from being so close. Miss began to fuck me mercilessly, ramming into my ass so hard I was shrieking and shouting. I had never thought climaxing from anal would be possible for me, but I was starting to change my mind. She didn’t give up, hammering me, bruising my insides, until eventually my body clenched up and I shrieked my way to a shuddering orgasm with her cock buried inside me.
Instantly she literally dropped me to the floor, pulling out and walking over to him. I was too limp to look over and see, but could soon hear him whine and groan. Eventually I turned my head to look, and saw her taking him as she had me, very slowly pushing in again and again, while he wriggled and sighed. His cock, rock hard and pointing straight down between his legs, was leaking a steady stream of precum.
“If you want to cum, this is the only chance you’re going to get” she taunted, slowly increasing her speed. “Hannah, get a bowl to protect the carpet.” I started to stagger towards the kitchen, “never mind, if it’s going to take you that long you can just use your mouth; come and lie under him.” I slid myself under him in what would usually be a sexy sixty-nine position; I could feel the old precum soaking into my hair, and new stuff splattering over my face. “Eyes and mouth open, slut! No looking at her pussy, fucktoy!” I heard her spank his ass as she rammed in harder then before, making him cry out.
This took longer than my ass had, the whole time more and more goo dripped from his cock onto my face. My view consisted of his balls with Miss’ pussy and cock gyrating back and forth just inches away. I could see just how wet she was from this, seeing dribbles actually flowing slowly down her thighs as I could hear them both grunting.
She didn’t get nearly as fast and rough as with me before his noises changed from grunts and wails to clearly pleasurable groans and moans. His cock began to twitch and throb even more until suddenly exploding with a huge load straight at my face. The first spurt went straight into my open mouth, and the rest hit all over my face and lips. When it got in my eye it stung like fuck, and I still haven’t completely recovered from it now. Miss continued to fuck him the whole time, more and more cum continuing to leak; she didn’t stop until he seemesd empty.
He was definitely as exhausted as I had been. He slumped to the side on the floor, leaving me looking up at Miss unstrapping her toy. “Fuck that was good” she sighed. “Hannah, get started with the larger plug, then clean this up” she dropped the messy toy onto my stomach and walked out. I could hear her upstairs, screaming as she pleasured herself, while I cleaned up the toy and my belly. I left my face, though; not sure if cleaning that was part of her intention.
She didn’t come back down until dinner. I helped get the small plug back into the boy then we all ate. She’s gone out now, leaving me still with cum all over my face, and the medium plug in my ass. Every hour we are allowed a half hour break where we once again ease each others aching holes. I’m not sure what she has planned for wearing them tonight.
Source: reddit.com/r/eroticliterature/comments/e5kwb4/advent_kinkendar_december_3rd_ffm