Next Level Training. 🙈🫦

Well-Dressed Women #59

Reblog if you’re ok with she fucking her masculine alpha boyfriend. And this turns you on.

the (softest) wrecking, but wrecked nonetheless.

Thinking about gently torturing a sub with ginger. Big comfortable cuffs locking their legs into a spreader bar, knees forced to their chest so they are exposed to me. Rubbing and massaging the area until they flush with arousal, dripping slightly and sensitive. Taking the small nub of ginger rubbing it into their cock. Watching as it starts to burn, the way their cheeks flush, their eyes start to burn. Taking my time, massaging the stinging root into the red flesh. Taking a bit more and using my finger to rub the juices into the sensitive exposed head of their cock. Watching their back arch as the stinging pain overcomes the tender nub. Rubbing my finger into the sensitive tip, soft circles over the sensitive burning flesh. Rubbing and massaging until they cum, shuddering beneath me, tears flowing from their eyes at the pleasure and the pain. Taking a larger piece I rub it all over their cunt. savoring their squirms and cries, their desperate please as I massage the painful juice into their folds, their own wetness easing the spread. Massaging it around their cunt and ass. Observing the way their holes flutter and clench, the overwhelming stinging pain and pleasure mixing as their body responds without their control. Pushing a carved ginger plug into their ass as they buck and writhe. The stinging and burning almost overwhelming them I rub their cock with the small nub again, forcing out another orgasm as they start to cry louder, the clenching around the ginger plug intensifying their pain. Enjoying the way they squirm and cry unable to escape the stinging pain all over their sensitive parts. Painstakingly coating my strap with a fine ginger paste. Watching their eyes widen as I press the head of my cock against their hole. They beg tearfully for a moment before I push into them. The burning stinging pain sinking deep into them, consuming them inside and out as i fuck their hole. They buck and squirm trying to get away from the pain, to relax their holes, but the pleasure and size is too much and they can't help but clench. Crying out with broken wails and sobs as I fuck them, cock, cunt, and ass all burning in pain as I use their hole, rubbing their cock with my small ginger piece, forcing them to cum over and over, the clenching of their cunt only intensifying the pain. Fucking their hole until the burning pain ebbs away and their sobs fade to sniffles. I pull my cock from them and rub their stomach gently as i wipe away all the ginger. I continue to massage their aching flesh while I pull out another cock to fuck them with. This one glass, and ice cold. I push the rod into their cunt and watch as the sudden shift from stinging to burning cold hits them. They start sobbing again as i fuck their abused hole with the frigid dildo, their body shakes and shudders from the stimulation. I replace the ginger plug in their ass with a cold metal one, using the ice and cold to painfully soothe the abused flesh. They'd look so pretty, face flushed and red from crying, cock twitching and red, body shivering as they lay in a pool of their own piss and cum, body long since having given up on muscular control. When the ice is melted i massage cooling aloe into the abused flesh before unclipping their legs and wrapping them in a blanket to sleep. A soft silicone plug and dildo keeping them full and happy as they recover.

[authors note: this is an exaggerated fantasy, figging is a RACK activity so do your research and be careful]

Can I have… You?

You know, I’ve been thinking…I always get asked about long-term male chastity, and I’ve always felt like a month is the longest period of having a guy locked up without orgasm that I would be able to stand, mainly because I love having sex and would want to have my holes penetrated, etc. But, upon further thought on the matter, I think I could probably push the max chastity time to 3 months, under a few conditions. He would be giving me lots of oral sex. For his health and safety, as well as my personal enjoyment, he would agree to periodic prostate milkings, either by my fingers or a toy. He would need to present himself to me on all fours, nude, on our bed for nightly inspections of both his caged cock and his ass. And, most importantly, he would need to learn how to use a strap-on very well, as he would need to fuck me whenever I needed to be filled and still be able to maintain his chastity. As long as I’m having orgasms and having my holes filled, several months of having my sub locked up actually sounds rather…enticing.

Be honest with me, toy. Were you hunting around looking for the key to your chastity cage while you thought I was shopping? Yes, that's what I thought. Thank you for being honest, slave. That's three extra weeks for trying to unlock yourself without permission. What's that? Ahh, you think honesty should reduce that. One more week for thinking the most basic good behavior is worthy of a reward.