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Views: 16769 Created: 2007.07.14 Updated: 2007.07.14

A Meeting with Mindy

A Meeting with Mindy

I'd been poking around on the 'Net for a while, seeking new playmates. On one of the "alternative" boards, I found a young lady who appeared to be a match. We corresponded a bit, and she said she'd be in town in a day or two. I arranged to meet her. The first meeting, by mutual consent, was strictly safe, public, and non-play. We talked about our fantasies and our ideas of fun. After an enjoyable evening, I left for home.

Our next meeting was a playdate. Mindy had described herself as being, in experience terms, "in first grade". That phrase inspired me to some evil creativity. She'd also described some of her wants and interests, which I took to heart. For our playdate, I made a couple of suggestions regarding atmosphere, dress and suchlike. She complied.

Sitting in the bar of her hotel, I saw her come down from her room. Per my instructions, she'd dressed in a short plaid skirt, with a white turtleneck. The "schoolgirl" effect was interestingly perverted somewhat by a pair of black nylons, with high-heeled shoes. She'd pulled her blondish-brown hair into a ponytail, with a couple of lightly-curled bangs in front. The effect was perfect - a "bad girl" look that made me want to put her over my lap and administer a quick butt-bongo solo right there in the bar.

Our eyes met, and she parked on the chair next to me. She ordered a glass of wine, and we discussed plans for the evening. Finishing our drinks, we paid up and headed up to her room to prepare for a dinner out.

We'd talked a bit about what got her off, what turned her on, and what turned her off. Since she'd indicated that she was one of those slow-arousing types, I planned to start with a slow- building stimulus, that would have her ready for some serious action when we got back from dinner. I told her to go ahead and use the bathroom, while I unpacked the goodies for her first treatment. Laying out the initial items, I took care that most of them would be hidden behind me as I sat waiting.

Coming out of the bathroom, all she could see was me, sitting on the bed, with my gloved hand shaking down a thermometer using slow, measured snaps of the wrist. I'd picked my "classic" one - bright yellow, stubby tip, red top - for this part of the session. Rather than the traditional Vaseline, I just had a bottle of liquid adult-toy lubricant for the moment. I crooked a finger at her.

"Come here, Mindy. You look feverish..." She hesitated a bit. "Now!", I snapped.

She came over to me, and I gestured to my lap. Looking extremely nervous, she prostrated herself across my thighs, quivering a bit as she settled with her buns slightly uplifted. I reached down, and pulled the back of her skirt up to her waist. I saw, with delight, that her slim but rounded bottom was covered only by red satin thong panties - the nylons where thigh-highs, not pantyhose. At this stage, rather than make her lift her hips and slide the panties off, I simply pulled the thong portion aside, over one bottom cheek.

Putting on my best bedside manner, I said, "All right, Mindy. I'm going to start by taking your temperature. You're going to feel some lubricant on your bottom, and it may be a bit cool. Ok?"

She nodded, and I noticed she was beginning to blush. I pulled a pillow over where she could reach it, and she promptly buried her face in it. Taking up the bottle of lube, I reached to part her buns. They promptly clamped together. This, of course, would not do.

"Relax!", I barked, and administered a couple of stinging swats to her behind.

She yelped into the pillow, and her bottom wiggled as her cheeks parted slightly. I spread them, with her cooperation this time. Taking up the lube, I squirted three or four drops on the well-defined, dark-brownish rosebud that was revealed. She gasped, and I saw her sphincter winking a couple times.

I told her, "You're going to feel the thermometer, now", and suited action to words.

Her bottom puckered and quivered again as the cool silver bulb touched the center of her anus, but she didn't repeat the mistake of clamping her bottom shut. I slowly slid the thermometer in, about a third of its length. For ease of insertion (and enhanced perversion), I twirled the thermo from side-to-side between my fingers, like a yellow glass jeweler's screwdriver.

I knew that holding her bottom spread open was enhancing the embarrassment, so I kept her cheeks spread wide. With the fingers of my gloved hand, I intensified the motions of the thermometer, watching the quivers and puckers of her anus intently. After a while, she began to relax more and more as the stimulus wore on her sphincter. I decided that she was ready.

Removing the thermometer, I wiped it and said, "Mindy, you are, in fact, running hot. I'll have to give you something to cool you down so you can go to dinner.".

I set down the thermometer and reached into the ice-bucket hidden behind me. While she was in the bathroom, I'd unwrapped a half-dozen deeply-chilled suppositories, still cold from where I'd kept them in the freezer overnight. Taking one out, I held it for a moment and contemplated her exquisite tushie.

"Mindy,", I said, "I'm going to give you some medicine. I want you to hold your bottom open for me.".

"Uh-uh!", she exclaimed into the pillow, shaking her head.

"Do it.", I said, applying another couple of swats to her behind. "And keep holding that thong out of the way, too."

She squeaked a bit, then reached back and pulled her cheeks apart. I could tell that she was trying to be a good little girl, but she almost came right off my lap when the cold suppository touched her anus. Deciding to get her used to the idea in a hurry, I quickly buried that one deep in her bottom, following it with the full length of my finger.

The wiggles and gasps from that one were impressive, but nothing to compare with the gyrations as she got into it. Each succeeding waxy bullet went in slower and slower, until with the sixth, she was humping upward onto my finger. It was a good thing that she had that pillow, or the little gasps and moans she was emitting as I buried the last suppository would have been audible in the hallway.

"Now, Mindy, do you think you can hold those for a couple of hours?"

That got a rise out of her. She raised her head from the pillow, eyes wide.

"Of course not! I'll be leaking once those melt!", she said.

"No problem", said I. "I've got a fix for that. Off my lap, and on your knees, bottom toward me and head toward the window. Do it.".

She did - I noticed that she was getting better at that. I had her reach back and spread her buns, then told her to hold that thought.

Taking my time, and making sure that she couldn't see it, I produced a medium-large size, brand new jelly buttplug. Taking up the lube bottle, I slathered the device thoroughly. Then, came the moment of truth.

"Mindy, I want you to start taking deep breaths. If you feel something a bit too stretchy, pant like a puppy. I'm going to take my time.".

Face back in the pillow, she quivered a bit as she felt the blunt tip of the jelly cone. The semitransparent jelly gave me a fantastic view, as her anal pucker stretched to accommodate the plug. She gasped, and whimpered, but in that position she couldn't escape. I got the plug in up to its wide shoulder, and didn't hear her safeword. Taking that as a good sign, I gave it the last little push. I saw her head shaking side to side, as her anus clamped on the neck of the plug.

"There you go, baby. Think you can hold those suppositories now?".

She couldn't even speak at the moment - she just nodded. I pulled the thong back between her cheeks, almost but not quite covering the back flange of the plug. I patted her buns.

"Let's go - I've picked a great spot for dinner."

We'd discussed tastes in food, and I knew she was up for ethnic dishes. On the premise that everybody can find something to eat in a Chinese place, I escorted her to my car, and took her to the House of Hunan. Since I was driving, it was hot tea for me. Mindy, on the other hand, had a couple of glasses of wine with her Kung Pao shrimp. I figured that she'd need the effect, to calm her down.

As we ate, I could see her squirming, trying desperately not to rub her bottom on the booth seat. Knowing that she was a novice, I'd had mercy on her. I left out any of the really irritating suppositories, keeping to the totally-bland generic hemorrhoid medication that I favored for occasions that merely required lots of lubrication. Still, I figured that I could have some fun with her, without being obvious to the other patrons.

"Mindy...", I said. She looked up.

I picked up a scallop from my plate. Holding it up, I squeezed it between my chopsticks.

"Have you ever noticed that, when they cook a scallop properly, how, umm, SQUISHY it gets?"

Her eyes widened, and the squirming became a bit more pronounced until she realized what she was doing. In my mind's eye, I could see her anus tightening convulsively on the neck of the plug as she forcibly got control of herself.

Picking up another dish, I made a great show of faking difficulty in picking up a spicy dumpling. I slathered on some hot sauce, and ate it.

"Hmm... these are excellent. They certainly are SLIPPERY, though..."

I had a mental picture flash up, for a fake credit-card ad.

-- Suppositories: $3.95 -- Jelly Buttplug: $12.00 -- Spicy Chinese Dinner: $20.00 -- Glare in Irate Subbie's Blue Eyes: PRICELESS!

I showed my teeth in a small, evil smile.

"Would you like to finish up here, and head out?"

I'm a fast eater, myself. She'd been keeping pace with me, though. We rushed a bit, getting a go-box for her remaining shrimp. The drive back to her hotel was quick, but I could tell that Mario Andretti wouldn't have been fast enough for her. Just to be a bit "meaner", I dawdled long enough to get caught at a stoplight. Sliding an arm around her, I reached down and played with her bottom until the light turned green.

Back in her hotel room, I decided that it was time to spice up Doctor Evil with a bit of Doctor Nice. I beckoned her over, and took her in my arms for a cuddle. She melted against me, and I rubbed her back a bit. Then, I slowly worked my hands lower, massaging and rubbing. Reaching the small of her back, I slid my fingers down,and began bunching her short skirt around her waist. The cuddling turned a lot less innocent as I slid my hands down onto the cheeks of her butt and began kneading. By this time, she was beginning to rub her crotch against my thigh. I turned my hands inward, toward her anus. When I grasped the flange of the buttplug and began wiggling it around in her tushie, the rubbing turned to frantic thrusting. I figured that she was warmed-up enough for the next part. I slowed the bottom massage gradually to a halt, pulled back, and looked into her eyes.

"Mindy," I said, "Are you ready for the treatment to continue?". She nodded.

"All right. I'm going to prepare a cleansing enema, to help you expel those oily suppositories. Meanwhile, remove your skirt and panties and get on the bed. I want you in the knee-chest position, with your bottom toward me, the whole time. Do NOT take out the plug. I will do so, at the proper time. Here's a vibrator. You may play with your pussy as much as you like, and you may get yourself off if you wish. Do you understand?" At her nod, I said, "Good. Do it."

I watched (from behind, of course) as she bent to slide the skirt down around her ankles, followed by the thong. She stepped out of the panties, and got on the bed. I helped her position herself in a proper knee-chest, giving her a pillow for her head. Then, I handed her the vibrator and watched the the jelly plug flex and quiver from her anal convulsions as she turned it on and applied it in front.

In the bathroom, I prepared the 8-oz bulb rectal syringe. First, I measured in a teaspoon of almond-flavored Castile soap. Then, to fill, I ran the water as hot as it came, knowing that the bulb would cool before I could administer it.

I came out of the bathroom, bulb in hand, and just stood there for a moment, enjoying the view. Mindy's plugged bottom was bouncing around in wild abandon, as she gave herself to the vibrator. I watched, not saying anything, until she almost decapitated the butt-plug with the contractions of her sphincter, as an orgasm took her. She pulled out the vibe, and laid it down. I cleared my throat behind her.

"Don't move, you're doing fine. Just stay in that position. Are you ready for your rectal exam, and the next treatment?"

I heard a muffled something that sounded like "Uh-huh", into the pillow.

I replied, "That's 'yes, Doctor'!".

"Yes, Doctor", she said, in a little-girl voice.

"Good,", I said, pulling on a glove. "Now, just relax, and take deep breaths..."

The deep breaths turned into puppy-panting as I stretched her anus, removing the plug. Her sphincters had, of course, tightened back down during dinner, so she had to go through the whole relaxation process again. After the shoulder came through her opening, it was downhill from there. The plug popped out, trailing a whitish goo of melted suppository. I dropped it into a container on the dresser, and turned to my patient.

"Now, Mindy, I'm going to examine you. I'll be gentle, and my finger's not as thick as the plug. Relax, and breathe deeply. Oh - and spread your buns wide apart with your hands."

She complied, and paused for a moment to enjoy the view of her total cooperation. Then, I placed the pad of my index finger on her anus, feeling it quiver and contract at the touch. Rotating it side-to-side, I gradually increased pressure until it popped in, and buried it to the knuckle in her suddenly-yielding rectum.

I began with a "proper" medical-feeling rectal exam, rotating my hand clockwise and counter- clockwise and palpating her inner surfaces. This wasn't just for show. I wanted to make sure that there weren't any real medical surprises in there to bite us. Showing up to an emergency room and explaining that, well, we'd been playing doctor and..., would be embarrassing.

She was already squirming and wiggling at this point, and then I pulled out, returning inward with both index and middle fingers this time. I had to do a lot of twisting and rotating to get them in, but her bottom stretched to accommodate me. Then, I administered the finishing touch - my other two fingers in her pussy. This really got her going, and she began frantically riding my hand.

I stopped moving my hand myself, and just let her impale herself on her own steam for a bit. Then, I pulled out. She squeaked in disappointment, and turned her head to look at me. As I changed to a clean glove, I said,

"Mindy, you've already gotten off once, in this position. Don't be a greedy, impatient little girl. Are you ready for your first enema?".

She proved that she learned quickly. "Yes, Doctor!".

"Good." I sat down. "Lie down across my lap." She did.

Taking up the bulb syringe, I squirted a bit on my exposed wrist, as if I were testing a baby- bottle for proper temperature. As I'd thought, it had cooled to just the right warmth. I had her spread her cheeks for me, and slid the nozzle into her anus. I slowly began the squeeze, and her bottom wiggled as she felt the rush of the water. I made sure that I got every drop I could, out of the syringe, and decided it was time for her next orgasm.

Setting the bulb in the plastic tub next to the plug, I slid my freshly-gloved index finger into her rectum. I could feel her wanting to rub against my thigh, and put the middle and ring fingers into her pussy. My pinky found her clit.

"Would you like to come?", I asked.

"Oh, yes, please, Doctor!" I smiled at the eagerness in her voice.

Slowly at first, to get her used to the rhythm, I began working my hand in her nether parts. She got into it, and I had to put my other hand in the small of her back to keep her from bouncing off my lap and rolling onto the floor. After a couple of minutes of this, I figured that she was ready. Curling my fingers downward, I found that little hot spot on the front of the vaginal wall, right behind her clit. I renewed the external friction with my pinky, and with the other hand, played with her nearest breast. That lit the fuse, for a most satisfactory explosion.

In the aftermath, she turned her head to look at me, and smiled. The smile changed to a grimace, as a cramp hit her from the Castile soap. I didn't waste time on dialogue; pulling my fingers out of her, I pointed to the bathroom. She obeyed with alacrity, slamming the door. As I heard the first rush of material in the potty, I smiled evilly and began to prepare for the next treatment.

Mindy came out of the bathroom, and I pointed to the bed.

"Now, it's time to learn a new position. It's called 'Sims' position, after the 19th-century doctor who used it for rectal and gynecological exams. Lie on your left side, head toward the window. Pull your left leg up a bit toward your chest, and bend the knee. Now, right leg a bit further. Here's a pillow..."

She complied, and I contemplated the nicely exposed rosebud that was winking at me.

"This is an excellent position for your next enema, as it gives the water an initial downhill trip. Now, let's see what we have for nozzles."

Her eyes widened a bit in alarm, looking over her shoulder as I sorted through the buttplug tips, dildo nozzle, and assorted colon tubes and inflatables. Since I was, in fact, dealing with a novice, I settled on a modest little Foley catheter with an inflatable tip. She appeared to calm down a bit when she saw how inoffensive it looked. I didn't inflate the tip in front of her, figuring that a surprise would be more amusing.

I had already measured the proper amount of salt and baking soda into the enema bag I'd be using. I hooked up the Foley, keeping the inflator in my pocket for the moment. Picking up the large candy thermometer I'd laid on the bedside table, I poured a dollop of lube over it.

"Mindy, your mission while I fill the bag for your rinse enema, is to retain this thermometer in your rectum. You may use your hand to hold it, and you may move it in and out if you wish. However, the bulb end cannot leave your anus. Got that?"

She nodded, then quivered a bit as I slid the thermometer into her rectum. As I released it, she reached back and hurriedly grabbed at it before it could slide out.

"Good," I said, "Hold that thought."

I went into the bathroom, and quickly filled the enema bag. I shook it a bit to dissolve the salt/soda mix, then burped the air out of the hose. Then, I hooked up the inflator to the air inlet on the side of the catheter tube. Finally, I donned a fresh glove on the hand I'd be using on her bottom pucker.

I came out, to find Mindy stroking the thermometer in her anus. Her bottom wiggles showed me that she was definitely ready for more fun. I came over, and gently took over the thermometer, removing it and laying it aside.

Placing her hand on her upper cheek, I had her hold her buns apart. Then, I used a gloved finger to massage a copious amount of lube into her anal opening. When she was ready, I pushed the Foley into her. With the amount of rectal play she'd had so far, the thin rubber slid about 4 inches in without any effort whatsoever. Then, I squeezed the inflator to fill the balloon inside her sphincter. THAT was an eye-opener for her! I soothed her, explaining that this was just to help her retain the enema. I then wiggled the hose in her anus, giving a couple of sharp tugs to let her feel that nothing was going to come out of there. She slowly relaxed.

I held the bag up, and unclamped the line. The water promptly began filling her, and I could see her panting. I told her to stop me if she got crampy. I alternated watching her bottom squirming, and the water level going down in the bag. She relaxed a bit, then suddenly tensed. When I saw her knees draw up higher, I squeezed off the flow.

I had her roll on her back, and the cramp subsided. I made eye contact, and looked into her face as I opened the clamp again. I held the bag up high until the last bit gurgled downward, then clamped the hose as her internal pressure evened up the flow. Then, I reached down and lifted her legs, encouraging her to hold them up as high and far apart as she could. It turned out that Mindy was amazingly flexible. Taking up the vibrator, I gazed into her eyes as I began buzzing her pussy and clit.

I used my gloved hand to maintain tension on her thin rubber "tail", wiggling it around as she started to squirm. Holding that thought, I pressed the tip of the vibrator upward, against her vagina's front wall. She began to wiggle frantically, and I placed the thumb of that hand on her clit. This drove her up the wall, and I persisted. Finally, after a few minutes, I started seeing some telltale signs.

Her head began rolling side-to-side, and her pelvic thrusts got more pronounced. She grabbed my hand, and began pressing it (and the vibrator) deeper. Mindy, at last, came again. This time she really did have to bite the pillow to keep from screaming.

As she calmed down, I slowly deflated the nozzle, and slid the tube out. Her expression of blissful calm suddenly altered. She came off the bed in a flash, and waddled with alacrity into the bathroom, trying to balance speed with an urgent need to keep her bottom clamped tightly shut.

While she was in there, I had plenty of time to prepare for the final act. I placed a couple of towels over the room's armchair. On the table nearby, I set up a large bottle of lube, and an assortment of toys. After doing a bit of initial cleanup on the instruments used so far, I donned a fresh pair of gloves.

Mindy came out of the bathroom, and I pointed to the chair. I had her kneel on the seat, arms on top of the back. This left her bottom spread wide, anus accessible and distended. Her clit and vaginal opening were equally accessible, making this perfect for the violation I contemplated.

Grabbing the lube bottle, I anointed my finger and began massaging it into her anal ring. Her bottom began to tense and quiver, and I slowly increased the pressure until my invading digit popped through the sphincter and buried itself. I rotated it side-to-side, and stroked in-and- out a bit. She began to get a bit hotter as I lightly massaged her G-spot through the rectovaginal wall.

Judging her ready, I withdrew my finger and lubricated a progressive-bead jelly dildo. The small bead at the tip was only about 3/4 of an inch, but the series increased quickly in size, to a monster almost 2 inches across at the handle. Placing the tip at her opening, I pressed inward.

I was getting seriously aroused, myself, at the spectacle before me. Her well-rounded ass was beginning to wiggle a bit more as she got into it, and each bead stretched her anus a bit more. She had no trouble with the first few, but up over an inch diameter she began panting. I put my thumb on that bead, and began stroking the dildo in and out of her bottom.

After a few strokes, it looked as if she was hot enough, and relaxed enough. I backed my thumb up one bump, stroked inward to that bead, and paused. Then, savoring the stretches and wiggles it caused, I slowly worked that one in. Mindy squirmed and whimpered a bit, and I asked if she was all right.

"Mmmm, yes", she said. I withdrew that bead, and reinserted. She began moaning a bit, alternating exclamations of "Yes!", "Uh-huh!", "Oh!", and the like. I resumed stroking, including the biggest bump in the insertion.

Reaching up on the table, I picked up a double-pronged vibrator, and turned it on. Holding it so that the second prong would rub her clit, I slowly slid it into her pussy. That triggered some frantic action on Mindy's part. She began some pelvic gyrations that had to be seen (and felt) to be believed. I increased the speed of my stroking in her ass a bit, then maintained it until it looked like she was just about to get off. Then, I inserted the bead toy as far as I had been, and then deliberately stretched her one more bump.

That put Mindy over the edge. She went into a moaning, humping climax that lasted an amazingly long time, and left her draped, limp, over the chair. I withdrew the toys, and leaned over, kissing the side of her neck below her ear. She sighed. While she knelt there, too limp to move, I gently wiped the excess lube from around her anus.

"Ready for bed?", I asked. She nodded. Peeling back the covers, I helped her into the bed. She snuggled up, head on a pillow, and watched me cleaning up the toys. By the time I was done, she was unable to keep her eyes open. Picking up my bag, I paused to kiss her forehead lightly, then let myself out...

Doctor Butt, Specializing in anal medical fun, for ladies of consenting age.

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Wolfgirl66 5 years ago