Anal Therapy

My new psychiatrist wasn’t at all what I expected. When I saw her name in the phone book, I pictured a dowdy old lady wearing a long, gray skirt and flat-soled shoes. What else could Dr. Edith Doss look like?

I got my answer when a tall, leggy redhead stepped into the waiting room. A tight, black dress squeezed her body, barely containing her hondew-size tits and hourglass hips.

I was smitten.

“Louis Humphrey?” she asked.

I threw aside the tattered copy of Time magazine I’d been reading and gulped.

“Th-th-that’s me,” I said.

Beautiful women always make me stammer like an idiot. The redhead knew it. A cherry-red smile spread across her creamy cheeks.

“I’m Dr. Doss,” she said. “I’d usually have a secretary here to greet you, but she’s on vacation this week. You’re stuck with just me. Is that OK with you?”

I gulped again.

“F-f-ine,” I said.

Dr. Doss smiled again.

“Good,” she said. “Follow me to my office, and we’ll see what’s bothering you.”

With her hips swaying, Dr. Doss led me down a short hallway and then left into her living room of an office. She seemed to float, even though she wore heels that had to be at least four-inches tall. The doctor left a lovely scent behind her. I don’t know what kind of perfume she wore, but it was very beautiful and probably very expensive.

Dr. Doss’ office had an open floor plan with a book shelf on one side and a view of the city’s main interstate on the other. The doctor motioned for me to lay on a leather couch with a raised headrest. She picked up a yellow notebook and pen from the glass coffee table and then sat in a chair across from me, crossing her legs. I immideately noticed that if she uncrossed them, I might be able to see up her skirt and catch what color panties she was wearing.

“So, Louis,” she said with a warm smile. “What brings you here?”

“Well, doctor,” I said. “I’ve got these weird fantasies.”

“What kind of fantasies?” she asked.

I couldn’t stand to look her in the eye, so I picked a spot at the ceiling and stared at it.

“It’s OK,” Dr. Doss said. “Take your time.”

For the first time, I noticed she had a scratchy voice, like Demi Moore. I had to fight back a boner that wanted to pitch a tent in my khakis. I swallowed hard and concentrated on why I’d called the doctor .

“Well, doc,” I said. “When it comes to sex, I’m a real weirdo.”

“What do you mean?” she asked.

“It’s real tough to say, so I guess I’ll just put it to you as straight as I can,” I said.

I took a deep breath and then let it out: “I want to fuck my step mother.”

Dr. Doss said nothing. A few muffled honks from down on the street drifted into the office. But the doctor’s silence was frightening, as if she’d confirmed every fear I’d ever had about my fetish. Even the shrink would think I was hopelessly nuts. I finally summoned the courage to look over at her. She was the first person I’d ever told about my twisted fantasy. I needed to know her reaction.

The doctor rested the pen on her chin with the notebook in her lap. She had her head tilted with an ear tipped in my direction.

“It’s not all that uncommon,” she said.

“Really?” I asked.

“Yes,” Dr. Doss said. “We’ve known since Freud that boys have wanted to have sex with their mothers. Those feelings often get transferred to the step mother or some other maternal figure. Some to prefer to fantasize about sex with the stepmother because there’s no blood relation, so it’s less taboo. The feelings can be very intense.”

“Tell me about it,” I said.

“Are you relieved in having finally said it aloud?” Dr. Dross asked.

“A little,” I said.

The doctor uncrossed her legs. With both feet on the floor, she slowly spread her legs. The hem of her dress crept up her legs, exposing thigh-high stockings held up by garter straps. I looked up, wondering if something were wrong. My mind refused to believe that this sexy shrink was flashing me ten minutes into our first appointment. But she gave me an encouraging smile, so my attention went back to the dark space between her legs. The gap widened. That’s when I saw it.

A patch of pubic hair.

Dr. Dross wasn’t wearing any panties .

The glimpse lasted a second. Then Dr. Dross shifted in her seat and threw her left leg over her right. Perplexed, I looked up at her. She threw me a sly smile and then straightened up, acting as if nothing had happened.

“Tell me,” Dr. Dross said, “have you acted out this fantasy of yours?”

I did my best to shake the image of the doctor’s cunt hairs from my brain before answering.

“Kind of,” I said.

“Please explain,” she said.

I looked back at my spot on the ceiling.

“Well,” I said, “I know I’ll never actually fuck my step mom, so I become her. When I’m alone in the house, I sneak into her lingerie drawer and pick out a few garments to try on. Sometimes things escalate. After I pick out a bra and panties, I go into her closet and get a dress. And I put on her make up.”

“And bursa escort then what?” Dr. Dross asked.

“Sometimes I jerk off and then put everything back as neatly as possible,” I said. “And sometimes I go to the porno store dressed in drag and buy a dildo. When I get the dildo home, I watch cum shot videos while fucking myself up the ass. The whole time I’m thinking how much fun it would be to do this to my step mom– fucking her in the ass and cumming on her face.”

“Very hot,” the doctor said.

I looked over at her. She was biting the blunt end of her pen and staring off into space.

“What’s wrong?” I asked.

Dr. Dross snapped to attention.

“Nothing, nothing,” she said, while brushing her lap as if it were full of crumbs. “I was just thinking all this must be very hot for you. In other words, it sounds like a powerful turn-on.”

“Uh, yeah,” I said. “Very much so.”

Dr. Dross’ eyes brightened. She hunched over and scribbled something on her notebook.

“Yes, of course,” she said. “I’m glad you came to see me because think I can help you. What size are your step mother’s tits and ass?”

I chuckled. But the doctor’s expression was serious. I got serious, too.

“Thirty-six C bra and medium panties,” I said.

“Perfect,” Dr. Dross said. “Do you still live at home? Can you get some of your step mother’s lingerie?”

“Yeah,” I said. “I’m enrolled at the community college, so I’m staying at home to save money. I should be able to get whatever I want the next time I”m in the house alone.”

“Good,” Dr. Dross said. “I want you to pick out the two sexiest outfits she has and bring them here at three o’clock Wednesday. OK?”

“Why?” I asked. “I don’t get it.”

“You’ll see next week,” she said. “Our session for today has to end. This is all part of the therapy. You’ll have to trust me.”

I sat up and put my feet on the floor.

“Before I go, doc, I need to ask one more thing,” I said.

“What’s that?” she asked.

“Does all this mean I’m a fag?” I asked.

Dr. Dross leaned forward and squeezed my knee. Her tits formed a cleavage with endless blackness in the middle. She waited until I looked up into her green eyes before speaking.

“We’ll just have to see,” she said with a warm smile.

The next Saturday, I was jerking off to Internet porn when my step mother walked in on me. I knocked over a cup of coffee while scrambling to turn off the computer screen. She snickered as I tucked my cock into my jeans and searched the floor for a rag. The best I could find was a dirty sock, which would have to do. I used it to sop up the coffee.

“Working hard?” she asked.

“Uh, yeah,” I said. “Big term paper is due this week.”

Standing in the doorway, Ann was looking hot as ever. She wore a loose-fitting white blouse and a tight black mini-skirt. For the first time, I noticed that she and Dr. Dross bore a striking resemblence. They had the same lovely tits, ass, red hair and creamy skin. Ann was 42. Dr. Dross was probably five years younger.

“Anyway,” Ann said. “I just wanted you to know I’m going to the mall. You’ll be here alone, so if you leave, please lock up.”

“No problem,” I said.

Ann winked and disappeared down the hall.

I sat absolutely still, listening to Ann walk down the steps and across the kitchen to the door. She shut it hard. Moments later, a car door slammed and then the engine turned over. I heard the car back out and take off down the block.

My heart pounded as I rushed into my parents’ bedroom.

Ann kept her lingerie in the third drawer from the bottom. All the bras and panties were on the top. The sleazier outfits were on the bottom. Everything was folded into neat piles of silk and lace. Ann kept it smelling fresh with a lacy bag of potpourri tied off with a pink ribbon.

All of Ann’s lingerie was sexy, even her everyday bras and panties. But Dr. Dross wanted me to bring the hottest outfits Ann had, so I dug to the bottom. Finding what I wanted didn’t take long. I gently pulled out a black corset, thong, stockings and a neon green bikini, while doing my best to keep the stacks of bras and panties intact. I closed the drawer and went back to my room, where I stuffed my haul into a red duffle bag.

Then I went back to my computer and tossed aside the coffee-soaked sock. I logged on to my favorite cum shot Web site and jerked off all over myself. I finished by smearing my own cum across my face.

I spent the next few days pining for Dr. Dross. I’d been wanting to cure my wretched sexual habits for years. The doctor’s unorthodox therapy was my first and maybe only hope.

I arrived at her office an hour early and drove around the block for 45 minutes to kill time. By the time I parked and caught an elevator to the 17th floor, I was strolling in 10 minutes early, which I considered more courteous than desperate.

Dr. Dross emerged from the hallway to her office to greet me even before I could sit down and pick up Time magazine.

“Hello, Mr. Humphrey,” çanakkale escort she said.

“Hello,” I said.

The doctor looked even hotter than the week before. She wore a tan business jacket that showed off a splash of pink lace underneath. Her brown skirt covered most of her lovely legs but hugged them tightly.

“It looks like you brought what I asked,” she said, while motioning to the red duffle bag in my hand.

“Uh, yeah,” I said. “The two hottest outfits, just like you asked.”

“Good,” she said. “Let’s get to work.”

I followed her and that lovely scent down the hall to her office. She closed the door behind her and went for her chair. A video camera sat on a tripod near the sofa. But it was pointed at the floor and didn’t seem to be on, so I ignored it. I sat on the edge of the sofa with the duffle bag between my feet.

“Let’s see what you’ve got,” Dr. Dross said.

I unzipped the duffle bag and laid Ann’s outfits on the sofa next to me. My heart began to pump faster as my fingers touched the lace and silk. A woody began to rise in my jeans.

“Are you becoming aroused?” the doctor asked.

I looked up. She had a sly smile on her face.

“How did you know?” I asked.

Dr. Dross stood up and unzipped the back of her skirt. When she let go, it fell to the floor. Except for her high heels, she was naked from the waist down. The doctor had a big, healthy red bush like the chicks I’d seen in old issues of Playboy. Her pubic hair was well groomed but not buzzed and waxed like the girls do today.

“You see,” the doctor said. “I am an expert in knowing what my patients want and how to give it to them. I knew what to do with you the minute you said you wanted to fuck your step mother.”

The doctor stepped up on the couch, moved behind me and then sat down with her legs straddling me and her tits pressing against my back. Her hands slid up my torso and found my tits. Goosebumps popped on my skin as her thumbs and forefingers closed on my nipples.

“I need you to make a decision,” she whispered with cinammon-scented breath. “If you were going to fuck your step mother right now, which outfit would you want her to wear? The neon green stripper bikini or the sexy corset?”

Dr. Dross began rolling my nipples between her fingers. It’s a good thing I was sitting down because I think I would’ve fainted if I weren’t.

But I didn’t even have to think about the doctor’s question. While I liked the green bikini, I’d always wanted to see a corset squeezing my step mother’s mid-section, making her boobs bulge from her chest.

I pointed at my selection.

“Ah, yes,” Dr. Dross said. “Nice choice.”

Releasing my nipples, the doctor dismounted me and scooped up the green bikini.

“I’m going into the bathroom to put this on,” she said. “When I get back, I want you to be in that corset.”

“B-b-but I don’t get it,” I said. “Are you telling me you want me to put on my stepmother’s lingerie?”

A scowl formed on Dr. Dross’ face. She drew back her right arm and backhanded me across the face. My cheek stung.

“Listen, cunt,” the doctor said. “Do you want to get well or not?”

I nodded meekly.

“Then put on the fucking corset and quit wasting my time,” she said.

She stomped out of the room. A door slammed shut two seconds after she disappeared around the corner.

I stripped naked, throwing my T-shirt and jeans on the end of the sofa. Putting on the corset wasn’t easy. I slid on the thong first. The little triangle of fabric up front barely contained my cock and balls. I arranged my prick so that it was pointing straight up. Every time I moved, the veined underside brushed against the silk.

The corset had about a dozen hooks in back. I couldn’t possibly fasten them all behind my back, so I put it on backwards and then slid it around my torso. I was impressed with the results when I slipped my arms through the lacy straps. My tits popped out of my chest.

I finished off the outfit by sitting on the couch and sliding the thigh-high stockings up my legs. Then I stood up and fastened the garter straps to the stocking tops, which is tougher than it sounds. Dr. Dross walked back into the office just as I finished hooking the last clasp.

The doctor filled otu Ann’s neon green bikini nicely. Dr. Dross’ tits were bigger than I imagined. A cute spray of freckles spotted her chest. But the sexiest touch was that she still had on her black high heels, emphasizing her curves in exactly the right way.

She carried a small canvas bag in her right hand. The doctor looked me up and down and raised an eyebrow.

“How does it feel?” she asked. “Do you like dressing like a woman?”

From the thong resting on my asshole to the bra cups squeezing my tits, silk and lace touched every erogenous zone of my body.

“Yes,” I said.

“Good,” the doctor said. “Have a seat. We’re going to do your make-up.”

I sat on the couch, as Dr. Dross pulled up her chair to within a foot of me. She sat down didim escort and pulled a tube of red lipstick out of the canvas bag. I stiffened my lips as she colored them. After capping the lipstick, the doctor pulled out a black eyeliner pencil.

“Look up,” she said.

I did, allowing Dr. Dross to underline my eyes.

“Now close them,” she said.

Dr. Dross did the lids.

“Keep them closed,” she said.

She brushed on the eyeshadow in short, quick strokes. When she finished both eyes, I opened them. Dr. Dross pulled out a small bottle of perfume and sprayed me between the tits. My heart began to race as the scent drifted into my nostrils.

“This isn’t Ann’s perfume,” I said. “She’s going to know something is up when I return this outfit.”

Dr. Dross smacked me on the cheek. This time it was more of a playful tap than a punishing slap.

“Don’t worry about it,” she said. “This is all part of the therapy. You’ll see.”

The doctor zipped shut the canvas bag and tossed it aside. Then she stood up and went to the video camera. She looked into the viewfinder and aimed the lens at me. After she pressed a couple of buttons, a red light went on.

“Look into the camera and tell me about your fantasy,” Dr. Dross said.

“Who is going to see this?” I asked.

“Don’t worry about it,” she snapped. “Just do it.”

I sighed and explained again about how much I enjoyed dressing up like my stepmother and fantasizing about cumming on her face.

“Good,” the doctor said when I finished. “Now I’m going to show you what that would actually feel like.”

The doctor left the camera on, while scurrying to her bookshelf. She pulled out a thick, leather-bound volume and reached behind it. Her hand emerged with a chrome colored dildo and a tube of KY Jelly.

Dr. Dross walked over to me.

“On your knees, cunt,” she said.

Dr. Dross held the dildo to her pelvis like a plasic cock, as I fell to the carpet. She poked my lips with the blunt end.

“Suck it, you piece of shit,” she said.

I wrapped my lips around the tip. The doctor shoved most of the fuckstick down my gullet. I gagged.

“You like that, cock boy?” Dr. Dross asked.

I actually did but didn’t know how to tell her with my mouth full.

The doctor pounded the rest of the dildo into me. My nose was buried in the green fabric of her bikini.

“Answer me, cunt!” she said.

“Mmmmm!” I hummed.

“Good,” she said. “Because that’s what it feels like when a guy shoves his cock in your mouth. Wanna know what it feels like when he starts fucking your face?”

Before I could answer, the doctor grabbed a handfull of hair to hold my head in place and pulled the dildo almost all the way out of my mouth. Then she slammed it back in.

“You like that?” she asked through gritted teeth.

“Mmmmm!” I said.

Dr. Dross pulled back and hit me again.

“You fucking sicken me,” she said.

The doctor stepped back, yanking the dildo out of my mouth.

“Get on the couch,” she said. “Doggy style.”

I complied as she adjusted the camera to keep the lens focused on me. My stiff cock pressed hard against Ann’s silky panties. I could’ve cum right then. But I held it back. I knew the doctor had something special in store, maybe the breakthrough that would cure me forever.

My body tingled as Dr. Dross slid in behind me on the couch. Her cool fingers slipped under the thong at the top of my butt crack. She had the string hooked in her fingers. The doctor paused, leaving me wondering what she could be doing.

And then she yanked.

The string snapped. Dr. Dross tossed the panties into the corner.

Fear surged through me. It would be impossible to sneak the panties back into Ann’s drawer. She was going to know for sure that someone had been digging through her stuff.

I turned my head and started to say, “What the fuck?” But Dr. Dross smacked my ass cheek before I could get it out.

I was facing away from the doctor, so I couldn’t see her. But I could hear her. She uncapped the tube of lube and squirted some into her hand. The lube squished as she rubbed it on the dildo. A low hum filled the room as she turned it on.

“Spread your cheeks,” the doctor said.

I buried my face into the leather, while reaching back with both hands to open my ass cheeks. I was a little nervous, so my bunghole was tight. Dr. Dross lightly set the vibrating rod on the precipice without shoving it in. My ass began to loosen.

Dr. Dross eased the tip of the dildo into me. The magnificient hum filled my insides, as the doctor gently jiggled the stick. I was able to totally relax my butt muscles. Dr. Dross was free to do whatever she wanted with it. She knew it, too. At the exact moment I relaxed, the doctor pushed the dildo about halfway inside me.

I shivered so hard that I almost came. But I knew it wasn’t time, so I forced myself to hold it in.

But it wasn’t easy.

The doctor slowly fed me the plastic until she had it all the way in me. Then the pumping began. She started off fucking me gently, almost lovingly. But the speed and intensity gradually increased. Each time her hand went forward, she was slamming the stick into me at full force. Every thrust catapulted me into a higher plane of ecstasy.