Mistresses Wynter & Harlequinn took my innocence!! - Forums powered by UBB.threads™

... okay, so I wasn't all that innocent to begin with.

Last weekend, Mistress wynter surprised me by inviting her friend (and roomate) Mistress HarleQuinn to join in our play time together ... "you were such a good boy helping me move ..." Ms. Harlequinn purred so closely to my ear "that I thought I'd come over and FUCK YOU IN THE ASS!!!"

While I have a wide range of experience as a submissive, anal play is not one of them. It's not a limit, it's not even something I'm afraid of ... it's just an area I haven't explored much (yet?) ... as a result, I knew this was going to be a very edgy session for me!

Mistress wynter guided me into subspace by having me stand in front of Her as She played with my nipples and had me gaze into Her eyes. She gets into my head so easily ... She puts Her finger right on the switch that turns me into Her plaything. As Mistress wynter stood there playing with me, Ms. Harlequinn cuddled up behind me and stuffed a fistful of lube into the crack of my ass!

I mentioned that I don't have a lot of experience with anal play, but one thing I do know is I love the feeling of being "lubed up". And the way that Ms. Harlequinn approached it ... so forcefully and without warning ... made me feel invaded, made me feel like nothing of mine was private and protected.

Lying naked on my back on the bondage bed/cage, Mistress began to play with my tight, puckered hole ... first one gloved finger ... the sensations were invasive but pleasant. The second finger was harder to take. With my legs in the air, Mistress had me gaze into Her eyes as I took a third ...

"I think sufferboy needs an enema ..." Mistress wynter pondered. "... he's never had one before, you know. And we want to make sure he's all clean."

I felt Mistress guide the enema nozzle into my tight, puckered hole. The enema didn't feel like I'd always expected it would ... that is, I didn't feel a rush of fluids up my colon ... but I did feel my abdomen growing increasingly full and tight, making me feel like I had to relieve myself. Mistress massaged my belly to help the fluids invade me even further and deeper.

Now that I was filled, I expected to be allowed to go release. At least, that's all I could focus on ... I felt certain that at any moment my sphincter would pop and that I'd be spraying enema water all around Wonderland!! But Mistresses wynter and Harlequinn had other ideas ... as Mistress slapped my hard, raging cock back and forth, Ms. HQ gagged me by smothering me under her bosom! Now that normally sounds like something soft and sensual ... but remember my mental state! I was 100% focused on not expelling my enema water, and fighting off the distraction of Mistress wynter's brutal cock-slapping. My breath was already short and desperate ... and to be smothered so ... um ... "thoroughly" as my throat gasped for air was actually putting me in a near panic-mode. What fun!!!

Finally released, I hopped up from the table as gingerly as I could, and made straight for the Wonderland bathroom as the Ladies giggled. Ms. HQ threatened to make me leave the door open, but mercifully left me with a small modicum of privacy ... (not that it stopped the Ladies from commenting on the various humiliating noises ...).

After cleaning myself of the initial rush, I returned eager to play some more ... but Mistress wynter knew better. "Do some jumping jacks!" She ordered. I didn't even have to get into the calesthenics, because with the slightest movement I felt the need to relieve myself once again.

Now more thoroughly clean, I returned to the Ladies and was ordered over to the horse. Before they had me straddle the intimidating piece of furniture the ladies had another surprise for me ... teasing me with caresses from a pair of Vampire Gloves! Between the teasing caresses and the gentle slaps, I got to feel all the sensations that the gloves might produce (and I understand the marks were quite exciting...).

One of the ladies even joked that the vampire gloves would be the perfect solution for clients that try to demand hand-jobs ... "How about it sufferboy ... do you want a hand job or do you want to get fucked in the ass?" The Ladies held their gleaming sharp gloves up menacingly ... the question was rhetorical but there was just no way ...

Somewhere in here, Mistress mentioned my childhood fantasies of being roughed up by older girls ... "Too bad your mommy left you with the big scary babysitters ... How old are you?!?" Ms. HQ barked out. "uh ... 13?" I improvised. "Good, I don't feel so bad then." The Ladies lauged at that ... and at my predicament.

Mistress wynter decided She must be the "good" sitter ... the one I have a crush on, so She positioned Herself in front of me ... with her big, thick cock dangling just inches from my lips. At Her urging, I took it into my mouth ... caressing it with my lips, teasing it with my tongue, wishing it was a cock of flesh so my efforts could please her in a physical way ... if not just a mental one.

As I worked my mouth on Mistress wynter's cock, I could feel Mistress Harlequinn entering me from behind! I focused on all the sensations flooding me ... growing more intense as the Ladies pushed themselves further and deeper inside of me ... until their thrusts became so forceful that I was gagging on Mistress wynter's cock, while Mistress Harlequinn's was causing me painful stretching! Whimpers from me, of course, inspired only laughter from the Ladies. Despite the discomfort, I did my best to remain a true slut and sucked away on Mistress wynter while I kept my hips in motion with Mistress Harlequinn's thrusts.

When the ladies were finally done invading me, they had one last treat for me ... and with Mistress Harlequinn participating how could I have expected anything less? But it was Mistress wynter who asked "Should we throw him in the tub, or douse him right here on the floor?"

Mistress Harlequinn wanted to do it on the floor, so that the pair could piss on me simultaneously. The ladies placed absorbant pads all over and I was then ordered to lay on them. The two friends giggled as they each sprayed me with golden piss ... covering my beaten body and dribbling it into my open mouth!

... later that night (after a clean up and a shower ... a regular old soap and water shower!!!

), I was allowed to relax and "hang" with the Mistresses and we were having a fine, mellow time. As my thoughts wandered I could feel my tight little hole still all stretched out and used ... and I was getting very excited at the feeling.

Oh my ... I think I have yet another all-new kink to add to my repetoire!!!

--sufferboy

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The Hang