Educating Jason - Cover

Educating Jason

Copyright© 2003 by Sex Obsessed

Chapter 2

Erotica Sex Story: Chapter 2 - Jason is a young man searching for a woman to satisfy his need for anal sex. Names have been changed to protect the innocent.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Consensual   Lesbian   True Story   Anal Sex   Masturbation   Fisting   Sex Toys   Enema  

"What are you thinking about Jason?" Jenn said sipping on the white ceramic cup.

Watching Jenn and Cathy together reminded my of the classic dominate/submissive relationship. Jenn being the ruler of the house, forward and direct, and Cathy living by Jenn's rules. Seeing the scene this morning, Jenn and Cathy in bed together, assured me that the relationship continues in the bedroom as well.

"I just think that you two look great together," I said trying not to make eye contact. Confronting the idea of a continued relationship with these lovely ladies made me feel a little shy and perverted.

"Oh, come on Jason," Cathy spoke up "you were not this shy last night when I had you bent over the bathroom counter."

The comment made Jenn cough up some of the coffee she just drank. With a little bit of embarrassment I picked up my corn flakes and joined the girls at the table. I took the seat at the other end of the table and began to sit down.

"No, no Jason, come and sit here next to me." Jenn pulled the chair away from the table to her left. Suddenly I realized the scope of the situation before me. I was being accepted into Jenn's small group of very close friends. I took my seat and Jenn turned and smiled at me.

"Now Jason, I was wondering if you would like to spend more time with Cathy and I. For some time now we have been wanting a man in our lives because there some things that two women together just cannot accomplish."

"Yeah, like change light bulbs and wash the car!" Cathy said grinning the whole time.

"Cathy!" Cathy's expression suddenly changed hearing Jenn's stern voice. Turning to look me in the eye, Jenn grabbed for my hand making me drop my spoon in my soggy breakfast.

"What do you think Jason, does it sound like something you can do?"

"Sure," the word escaped my lips almost floating in the air towards Jenn. I thought that I must have died last night because most of my fantasies and dreams have come true in the past 12 hours, now Jenn was serving my final desire to me on a silver platter. I was filled with so many emotions making sure my eagerness didn't show, because I did not want to come across as a pervert.

"The rules from last night will continue as usual so you are not to make any forward advances towards Cathy unless I direct you to do so. I have lived with this woman since high school and we are very close, you are an addition to the group not the only subject for my desires."

The situation seemed alright at the time I was just glad to be wanted and feel like I belonged. Jenn let go of my hand so I picked up my spoon and continued eating my cereal.

"Jason, I think that it is time for you to leave because Cathy and I have some business to attend to. Your car keys are over there on the kitchen counter."

"Can I finish my flakes and get dressed first?" I said stuffing a spoonful into my mouth.

"James I said it was time now, not later. You are wearing my best robe and lets face it you did not exert that much energy last night did you."

Not wanting to spoil the situation I have entered I slid back from the table contemplating the comment Jenn just made about the amount of energy I exerted. I reached for my car keys trying to close the front of the robe around my semi erect member.

Once I reached the door I turned to see Cathy behind Jenn reaching around her shoulders grasping those large firm breasts with both hands. Figuring Cathy's attention was now on other things I opened the door and walked through, closing it behind me.

In the car on the way home I wondered when I was going to see the girls again. The drive was short thank god, because I was feeling hunger pains deep inside. I should have stopped at Mc Donald's for some breakfast on the way home, but now that I am here I will just have some toast. Once inside, I noticed the answering machine was blinking signaling that I had at least one message. I pressed the play button on the way to the kitchen to make my toast.

"You have one new message" the machine blared making particular attention that I have very little social life.

" Jason, " the voice said with a little back ground noise. "Cathy and I would like to take you to the movies this Friday and maybe back to our house for some extra curricular activities." My prick showed some life of it's own when I thought of what might be in store for me within the next five days.

"Oh, by the way, I know it is cold outside but we expect you to wear dress shorts and some kind of polo shirt with no boxers please. We will be looking forward to our evening together." The message was followed by a loud annoying beep signaling the end.

Jenn's voice on the tape made me forget about the stale dry toast sitting on the counter. I had to hear the message again to make sure that I was not just dreaming. Once again I pressed the play button ignoring the machines count of the low number of messages I had. Carefully I listen to the message taking note of the various background noises.

The noises seemed plain enough, a light humming noise with some intermittent soft crackling. Suddenly I realized that the noise was from a vibrator and the crackling noise was probably the sound of Cathy's lips sucking on Jenn's slit. I grasped my cock wildly strangling the tip wanting it to give up the juices held deep inside.

The week went by slower than normal it seems, waiting for the weekend to arrive. Finally it was Friday and I could not stop wondering what would happen tonight with the girls. I could not concentrate on my job or even lunch, but I felt I had to eat to give me the energy for the night of activities.

"Jason," yelled my boss, "you have a call. Make it short!"

I reached for the phone ignoring the babble that came from his mouth.

"Hello." "Hey Jason," it was Cathy's voice "Jenn wanted you to pick us up at 7:00 here at the house. Is that okay?"

"Yeah, I will be there, can't wait to see you two."

The other end of the line went dead but I kept the receiver up to my ear thinking of what she might be wearing. My life has defiantly taken a turn for the better.

Dressing for the evening was very simple because my wardrobe was dictated to me in advance. Not wanting to be late I left 15 minutes early trying to beat the traffic. I have to learn not to appear so eager.

I knocked on the door a little early, but I figured that would work to my favor.

"Come in" Cathy yelled.

I opened the door finding Cathy standing next to the couch looking absolutely stunning. The black mini skirt that she was wearing barely covered her crotch accenting her hips with the tight fabric. Her legs were covered with dark thigh high panty hose hiding what the mini skirt missed. Her top was skimpy concealing just enough to be legal but dark to mask the out line of her pink areolas. The finishing touch to her outfit was a tight necklace made of leather with a few jewels attached to the front.

Jenn came around the corner to find me standing speechless with the door knob still clutched in my hand. She was wearing a short skirt that was very tight, and her blouse was loose fitting apparently made of silk. Her legs were bare but sporting a flawless tan.

"Are we ready to go" Jenn said picking up her purse and jacket on the way.

Not able to speak I just nodded clearing the way for these two beautiful women. Jenn exited first followed by Cathy with me taking up the rear giving me the opportunity to watch Cathy's curvaceous butt sway in front of me.

The drive was uneventful almost tense, maybe it was the anticipation of lust in the air. Both women smelled lucious wearing distinctly different types of perfume. Parking was a few blocks from the theater giving us the chance of breathing brisk fresh air, also letting me arrange my swollen penis so that it wasn't as noticeable.

Like she promised Cathy paid for our tickets, not noticing what movie I was being treated to.

"Let's go find a seat before the theater fills up" Cathy said taking the lead once again not noticing her friends following behind her.

"This is a good spot," she said pointing towards the middle of the room. We sat down, Jenn in the middle, Cathy and I on her sides. Before sitting both women took off their coats laying them neatly in their laps. I noticed that Cathy has not said a word yet tonight.

"How is everything this evening Cathy," I said wanting an answer.

"Jason, she is fine just a little busy at the moment"

Wondering what Jenn meant, I looked over at Cathy watching her licking her lips in an almost sexual manner. It seemed that she could not get comfortable in her chair, squirming back and fourth. There was no sign of pain on her face so I did not pay much attention to her actions. The theater went dark except for the projector shinning the images on the wide screen in front of us.

During one of the endless previews I noticed that Jenn's hand disappeared under Cathy's coat on her lap. Wondering what she was up to I watched out of the corner of my eye. Jenn's hand made small movements pushing Cathy's coat in many directions. Cathy's face tensed closing her eyes not even caring what was on the screen.

Knowing that Jenn was stroking Cathy's thigh, I lost interest in the movie wanting to watch the action next to me. Jenn's face was still pointed at the screen, but I don't think that she was paying much attention on the images in front of her. Soon Jenn noticed my interest, moving Cathy's coat slightly giving me room to watch her movements.

Cathy's skirt was pulled up to her waist exposing the panty hose I saw before, spreading her legs showing me that they were crotchless. A thin string was visible exiting her vagina attached to a small silver ring. Jenn had her finger through the ring, tugging it quickly. Each movement made Cathy sigh with pleasure until finally she arched her head back releasing a moan from her lips.

Cathy's behavior was noticed by many male on lookers now wondering what was happening. Jenn realized that Cathy's orgasm had subsided, pulled on the ring uncovering two silver balls from her cunt. The balls were about the size of large golf balls, wobbling in Jenn's hand as she moved them away from Cathy's wet pussy.

Jenn grasped the balls in her hiding them from view while she put her hand between her parted legs under her coat. This time she did not move her jacket to give me a view, but I know that the balls were inserted in to her waiting pussy. Jenn's face became a mirror image of Cathy's a few moments ago.

I leaned to whisper in Jenn's ear. "Let's go home" I said with much excitement.

"When I am through Jason" Jenn said loud enough for our on lookers to hear and my ego to be bruised.

Jenn continued pulling the loop with her finger while many people studied the expression on her face. Her mouth opened slightly and her head tilted back, signaling the on set of orgasm. Her legs spasmed for what seemed like minutes. Once she was calm again she gathered her coat and stood up apparently ready to go leaving the silver balls lodged inside.

As we left I noticed men rubbing their cocks through their pants some of them receiving a smack from the woman sitting next to them. Once again I was behind Cathy failing to hide the excitement growing in my pants. Once we reached the exit I tried to arrange the tint I made in my short when Jenn stopped to give me a hand.

I was fully charged with sexual lust while we walked to the car. I watched Jenn move with exaggerated steps enjoying the feeling of metal inside of her. I opened the car door for Cathy, still silent, letting her into the back turning to take care of Cathy.

Cathy pulled me close to her and spoke in a heavy tone. "I have something in my pussy, will you help me take it out?" She turned spreading her legs placing her hands on the top of my car inviting me dislodge the foreign object. I had apprehensions about doing sexual acts in public, but the excitement eased all my worries.

I reached down, lifting her skirt finding that she was bare wearing no panties sporting the string and ring that was in Cathy's pussy minutes earlier. I grabbed for the ring slowly pulling, watching Jenn move to her toes arching her butt in the air. She tensed her muscles not wanting the objects to leave quickly.

With a stiff tug both balls were pulled from her cunt covered in vaginal fluids. As the balls fell from they're warm hiding place a young couple walked by, the woman in disgust and the man panting for more. Turning towards me she took the metal spheres from my hand and placed them in her purse while the couple walked on by.

"I might need these later, so I think that I will hold on to them" she said turning to open the car door.

Cathy was still in the back seat watching the sex act from the window her hand between he legs franticly frigging her snatch.

"Cathy, stop that this instant" Jenn ordered. " I will finish with you when we get home so you can wait."

'Yes Miss Jenn" Cathy said in disappointment.

I decided that the girls relationship has changed at least for the time being. I was troubled that the change was my responsibility, but I resolved that I would go along with it for now. Picturing Jenn as a dominant woman in our strange relationship made my life full of possibilities.

Needless to say I drove to the house as fast as I could, risking a speeding ticket and running two stop signs. I am now the most excited that I have ever been in my life. I just experienced the most thrilling sexual experience I have had fully clothed. Watching the girls masturbating in public and pulling items from Jenn's pussy while she was leaning against my car made me wonder what was in store for me the rest of the night,

We arrived home screeching into the drive way, exiting the car as fast as we could. Cathy and I entered the house first with Jenn close behind.

"Okay, lets get the night started," Jenn said as she closed the door locking it tight.

The shades were drawn concealing what was happening inside the house. I unbuttoned my shirt franticly accidentally ripping two buttons off in the process. Jenn, noticing my excitement, grabbed my wrists slowing my pace.

"Jason, slow down a little you and Cathy have to get ready for the evening. The time will give you a chance to compose yourself because I don't want you cumming before I want you to."

Disappointed, I looked at Cathy wanting some type of guidance. Instead Cathy reached for my arm taking me up stairs to her room. This time Cathy and I were walking up the stairs together denying me the pleasure of watching her ass dance and shake. Reaching the bedroom, Cathy peeled off her skirt wearing only her bra and high heels.

'Jason, take off your clothes and join me in the bathroom."

Quickly I tore off my pants, taking my shoes and socks off in one swift movement. Cathy disappeared into the bathroom so I hurried to try to catch up. Setting foot in the bathroom I found Cathy standing near the counter holding the enema syringe in her hand. Instantly I knew what was going to happen next so without being asked I bent over the counter waiting for my cleaning.

Cathy smeared a clear jelly on my asshole massaging my rosebud with her finger. The syringe entered slowly feeling chilly against my burning bowels. Cathy took the clamp off the feeder hose as water rushed into my empty ass. I felt full within a few seconds wondering just how full Cathy was going to allow my ass to get.

Looking back I saw the bag collapse signaling the end of the treatment. Grasping my hard on I began to stroke it gently. "You should not be doing that," Cathy said as she pulled the white implement from my ass. I released my cock and waddled to the toilet hearing a snicker from my private nurse.

Once I sat down I was unable to hold the water any longer, letting it go with a loud thud. I watched Cathy wash the syringe and then fill the bag again. I thought I was through, but apparently I needed another treatment.

Cathy hung the bag on the hook and reached back to caress her ass knowing that I am watching her every move. To my surprise, she bent over the counter and shoved the syringe deep inside her ass. She reached for the clamp exposing her tight knob holding the white wand between her cheeks.

It was evident that she enjoyed the feeling of being filled, because her ass danced back and forth. Once filled she turned and motioned for me to get out of the way. Set raced to the toilet sitting down before the water escaped it's confined space. Cathy slowly expelled the fluid enjoying the feeling of relief.

"Jump in the shower Jason we need to hurry because I need to be fucked now!"

I showered quickly leaving the water running for Cathy, saving her a few seconds. I went into her bedroom to find that Jenn brought us our outfits for the evening. The two piles on the bed did not consist of much fabric, and I was wondering which pile was for me. Cathy walked in behind me grabbing her outfit from the bed. It looked like just a pile of black leather straps nothing to hide her breasts or ass.

I unfolded my pile finding just a studded leather band between a couple of towels. Apparently I had a confused look on my face because Cathy came to help. The band was placed around my neck and fastened in place by 2 small hooks.

"I guess this is all I am supposed to wear."

"Oh Jason, you look very handsome and I think that Jenn will really be excited to see you!"

Cathy slipped into her ensemble very elegantly turning to give me the first look. Her body was crisscrossed with straps revealing her curvaceous hips and modest breasts. A single strap disappeared between her legs holding her pussy tight. Although her breasts were average in size, the outfit accented them very nicely. The high heals and collar gave the ensemble the right touch.

"Look, we have matching collars," Cathy said placing a finger to her lips. "Let's go see what Jenn is up to."

Cathy took my hand and we headed downstairs to the living room. Half way down the stairs I noticed a soft glow with a light scent of vanilla in the air. After a few more steps I saw that Jenn was sitting in the arm chair surrounded by candles and burning incense. She was wearing a tight black leather thong with matching bra that barely concealed her large tits. Her high heels and fish net stockings appeared to fit her body perfectly and made my dick stand at attention again.

"Jason, please come closer so I can take a look."

Cathy released my hand so I could model what I was not wearing. When I moved closer I noticed that Jenn was holding the balls I pulled from her pussy.

"Now Jason, last weekend I let you fuck my ass and you thought that was the best thing you have ever had. Well, I am going to show you how to expand your horizons by giving you a mind blowing night of pleasure."

Jenn stood and grabbed my arm leading me to the couch where Cathy met us carrying another leather strap in her hand. Jenn snatched the strap from her hand fastening the end to the loop on my neck. Now I felt like I was Jenn's prisoner, but I did not feel any anxiety about the situation.

"I would like you to bend over the arm of the couch face down, keeping your feet on the ground," Jenn said tugging on my leash.

Slowly I followed orders bending over the couch, displaying my ass for everyone to see.

"It looks like you are clean, did Cathy do a good job?"

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