We all go through moments of great duress, and when those portentous moments arrive we'd like to think that we'd handle ourselves with calm, poise, aplomb. There have been trying times in my life when I've been cool as the proverbial cucumber, and I'd like to think that more often than not, when the chips are on the line, I can take whatever life dishes out.
But it's a lot harder to behave like a hero when you're wearing a dog collar. And when you're chained to a bedpost and, behind a thick black curtain, your legs are held wide apart by two sets of hands and a third person is lubricating your anus with a cool jelly. And I speak from experience, because that's the position I found myself in the day Elaine decided to teach Bridget and me a lesson. At the time I didn't know what that lesson was. Bridget and I were lying on the bed, the lower halves of our bodies hidden from view by a black shroud that bisected the bed. The blonde goddess beside me had just had her pussy eaten and then fucked by, I was almost positive, my parents. And now it was my turn. Two other people had joined Elaine on the other side of the curtain, and I would have bet the farm that the latest interlopers were Bridget's mother and father.
But I wasn't too concerned about them. No, what I was concerned about were the soft fingers probing my rectum, slowly pushing deeper and deeper, the slippery gel filling my anus and getting me nice and pliant for...what? Bridget had seen the implement and had nearly burst into tears, until she learned it was to be pointed in my direction. I lay there and felt my cock getting harder and harder despite myself, and I decided it was time to find out if my worst fears were about to come true.
"The object Elaine showed you," I said to Bridget. "Was it...uhhh!" Elaine had just put her finger up to the second knuckle up my chute. I licked my lips and said, "It was a dildo, yes?"
"Mm-hmm," she murmured, her tongue playing with the curves inside my ear.
"OK." It was hard to concentrate with Bridget's tongue and Elaine's fingers, but I managed to stay focused. "This dildo, was it very long?"
"Very."
"Very thin? Thin as a breadstick?"
She nipped at my earlobe. "Thin as a pencil."
Oh, God. "It looks like it's made of steel?"
"I think it is made of steel," she said, and took my earlobe in her teeth and hung on.
Elaine withdrew her fingers from me. "Was the tip a lot bigger?" I asked, the panic rising. "Was the tip like a bean at the end, not huge, but a lot bigger than the...oh...ohhhhhhhh."
There was no need for Bridget to answer. I could feel the grape-sized head of the vibrator probing my sphincter, and I started trembling as my rectum accommodated this latest invasion. Elaine had used this infernal device on me once before, when she and I first started our very odd friendship. The item had a long cord and a circular dial that could raise the level of vibration on a scale of one to ten. Elaine only brought me to level five, and that had been enough to reduce me to a puddle of blabbering sexual need, alternately begging for mercy and for more. During that one experience with this toy-from-Hades I had an orgasm so intense I thought I might be having a stroke. What would happen with Bridget lying nude and glowing with post-coital bliss next to me, God only knew.
Now, as Elaine slowly, slowly, SLOWLY fed every inch, every goddammed millimeter of that implacable hardness inside me, I realized that she was going to let the nubile young beauty lying nude next to me play with the controls. I was in big trouble. I flexed my neck and the dog collar held me fast. I was in big, big trouble.
My legs were freed, the dildo doing a good enough job at keeping my legs spread open. The springs creaked as the three people on the other side slid off the bed, and presently Elaine appeared on our side of the curtain. She held the simple switch in her hand. "Remember this, darling?" she said to me, showing her teeth as she smiled. "You do, don't you? You remember how I tormented you, you remember how I broke you, utterly, with just a flick of this switch?" She showed me that evil black chunk of plastic and wires, and then she put it in Bridget's outstretched hand.
Elaine pointed at the numbers written on the dial. "Work him slowly, darling. Start low, and gradually work your way up. Gradually, slowly, take your time. We'll keep him occupied on the other side." She touched Bridget's arm. "But don't go above seven, at least not without warning me. I don't want Danny to have a heart attack."
"Could it hurt him?" Bridget asked with heart-melting concern.
Elaine laughed. "Danny is one of those fortunate men whose ass is an intense erogenous zone. Why don't we ask him?" She looked at me. "Danny, will the vibrator hurt you?"
"It'll drive me crazy, please, don't..."
"Answer the question, honey. Will it hurt you?"
I swallowed hard. "No. Yes." I swallowed again. "No."
"Do you want me to pull it out of your ass?"
"No. Wait, yes. Wait..."
"Do you want our guest to give you an oily handjob while Bridget puts you through your paces?"
"Oh, God," I bleated. "Please..." I didn't know if I was about to say "let me go" or "get started". I said, "Elaine, who else is in the room?"
She answered me by pulling the curtain in front of her. "Bridget, go ahead darling. Take him to level one."
Bridget looked at me. "Elaine, I don't know, he looks so scared."
Elaine's voice was still soft and gentle. "Bridget, turn the switch to level one, or I'll yank it out of Danny and stick it right between your beautiful cheeks."
CLICK. No fanfare. And just like that, gentle waves of warmth radiated from a tiny point inside my body. I closed my eyes and sighed.
"Does that feel good?" Bridget asked.
"Ohhh, yeah."
"Then why are you so freaked out?"
"Bridget," Elaine called out. "Level two, please."
Click. The waves came faster now, and warmer, and they seemed to resonate in my testicles. "It feels good now," I breathed, "but when it gets to higher numbers, it becomes too much and I can't handle..."
Click! Unbidden, Bridget ratcheted up the vibrator. The devilish grin she showed me would have been so endearing if I hadn't just broken out in a cold sweat. "How's that, Danny?" Bridget said, nuzzling my ear.
"It's good," I groaned, my hips thrusting now on their own accord, my cock desperate for friction that wasn't there. I thought I was supposed to be getting a handjob, I wanted to say, but I was afraid that penile stimulation might make me go crazy.
A theory I got to test five seconds later. The bed shifted as another body joined us, and the unseen person snuggled tight between my legs. I felt a silky drip-drip-drip on the head of my cock was anointed with oil, rivulets of lubricating liquid running down my hard, muscular shaft, and I had to wait for an eternity until, at last, warm fingers closed around my dick and made a slow circuit of my organ, from head to root and back again.
"UHHHH!" I groaned.
"What?" Bridget asked, startled.
"Elaine's jacking me off!"
"No, I'm not," Elaine voice came from the side of the bed. There was another sound, a soft "thwack-thwack-thwack", and it occurred to me that Elaine was busy herself. I couldn't see through the curtain, of course, but I was pretty sure that if it suddenly fell away, I would see Julia's long-nailed fingers pumping me, while Elaine masturbated Mr. Landau. Bridget's father was a voyeur, and watching his wife jack-off my huge prick was probably a spectacle he couldn't pass up.
Whoever it was on the other side of the curtain, she knew what she was doing. She pumped me slowly but very, very steady, patiently gliding all the way to the very tip of my glans and then all the way down to my balls. Up and down, up and down, UP AND DOWN, while that humming knob in my rectum gave no signs of fatigue.
"I don't know why he made such a fuss," Bridget said, obviously disappointed. "He loves it."
"I..." I licked my lips again. "I don't like getting chained up like a dog while some stranger jerks me off while my prom date reams me with a vibrator."
"Bullshit," Bridget said, a huge smile illuminating her beautiful face. "You fucking love it. You'd love it even more if I had you down on all fours and I was fucking you up the ass with a strap-on." She leaned close and I could feel her breath in my ear as she whispered, "You'd love that wouldn't you, looking over your shoulder and seeing me there, my hands on your hips, fucking you, fucking your ass with a dildo, feeling it slide in and out of your ass, pounding you..." She took my chin in her hand and jerked me around to look at her. "Wouldn't you?!"
The image in my mind, of this Venus molesting me with a strap-on was so terrible, and so exquisite, that I kept my eyes shut tight, both so I wouldn't have to look at her and so the picture in my mind's eye wouldn't fade. It wasn't until she flicked the switch and brought me to level five that my eyes popped open with an audible "snap!".
"Oh, oh...yes!" I moaned. The fingers gripping my cock had actually slowed a bit, to keep me from popping off.