Emerging From A Cocoon

Experience and indulgence can create new life, for this I know having shed a cocoon and grown wings. My tale begins several months after becoming a data analyst working from home. The apartment I'm renting is a one room, with a walk-in shower, closet, kitchen, toilet, and small closet. There are singles and couples in my building and I've chosen this location because the noise level is expected to be lower.

My routine is to rise early, consume breakfast, work for about four hours, grab a snack, then back to the grind until my mind becomes mush for the day. I'm in my third month of renting but haven't met any neighbors as I tend to myself and grab groceries on a whim. Not-to-be-noticed is my enjoyment and can easily entertain myself with books, movies, or walks.

I've locked my door, then turned in the hallway to find a lady in her early 40's standing nearby. Startled as a rat caught in the open, I flinch backwards. The lady grins, then chuckles and said, "It's time we met. I live across the hall and noticed your random arrival and departure times. What's up with that?"

"I work from home so thus able to dash to the grocery store because I'm not spending time in rush hour traffic."

"So, I see. Are you going grocery shopping now?"

Still in shock, I nod.

"Well young stud, as you don't leave the apartment often, it appears you've no relationship partners. Is that correct?"

"That's correct mam."

"Call me Sally, please, and your name is?"

"Sean Doucet."

Well Sean, I'm single and in search of a play partner, like the one you desire on the kink site. So, let's start with a shopping trip with a lady whom can show you the ropes."

"I'm not sure what you're stating?"

She grinned. "We can grab a few groceries, then stop at the women's underthings store to see if there's a garment or two which you'd like me to wear while we play."

"Sorry Miss, but I'm not interested in women's underthings."

With a smile, she said, "Sally, please. With what I've read on your online postings, it appears you're in search of an adventurous woman."

"I'm fine, Sally."

With that she reached for my hand, secured connection, then directed my attention to the stairway. "Come on, I won't bite unless you ask me to."

"No, that's fine. I'll go to the grocery store by myself."

"Okay, I'll make it easy for you. We'll each take our own vehicles to the grocery store, but I wish for us to shop together, each with our own carts for this trip. Then when you feel comfortable, we'll plan for under-garment shopping for another day."

"That won't be necessary."

"Look Sean. I'm trying to satisfy your needs and receive a good banging in exchange. Play along and have a little fun with me, okay?"

"I don't know you."

"Well, we've just met a few minutes ago and a little grocery shopping together will aid in getting to know each other. What do you say, are you game for a few minutes of fun?"

"Just grocery shopping, nothing else. We take our own vehicles, and I leave when I want."

"Great, it's a deal. Let's go now."

"I shop fast and with a list, so I'm not about to hang around in the store."

"Even better. More time to play. This is going to be interesting."

She parked two stalls from me at the grocery store, casually strolled to me as I locked my car door, then clasped my hand again and said, "I'm going to get to know you much better over the next few minutes."

I frowned. "We don't need to hold hands."

"You're a dude and I want to be with that dude with the kink account during this shopping trip. Would you deny yourself and me that pleasure?"

"Okay, whatever."

A wicked grin formed, and when I glanced at her blouse, another button had been released allowing exhibition of smooth flesh. I grabbed a cart, thus requiring two hands while Sally secured a basket. A hand rose to my shoulder as she said, "Let's start in the produce section."

Sally paused by the peaches, secured one, raised it near her mouth and said, "Have you ever sucked the juice from a woman?"

I shook my head.

"We'll have so much fun together. What do you think about such an adventure?"

She set the peach in her basket, turned for second, then faced me with another button freed from her blouse. Her line of sight dropped to my crotch. "I've got a honey pot and I see you've got a stinger. Why not buzz over to my apartment to secure a little nectar with your probe after this grocery run?"

"I need to return to work."

"Yes, you'll be working HARD." Sally chuckled, then slid her hand across my back. "Yes, a firm bod. It appears you like my boobs as your cock indicates such. Do you wish to suckle and play with them? I'd love it if you did."

She cupped the underside of her right breast then jiggled as her eyes returned to my face. "Dam, you are horny, just like your online character."

"I'm getting a bit nervous."

"I'm going to respond to your online desires, then drain your cum until you're unable to crawl across the floor. That's one of your requests, isn't it?" Her hand rose and gripped my chin. "I've already had a lawyer draw up a sex contract as you requested online. All you need to do is read it over and sign it. Pretty simple actually."

"A contract?"

"Yes, it's per your request, but I added a few desires of my own to satisfy my pleasures too."

"What kind of desires?"

"Once per month for one year, you'll be required to feed my desires sexually for a twenty-four-hour period. I choose the day and you'll respond to the best of your abilities. If I feel that isn't enough, I have the right to secure you for a forty-eight-hour weekend and use you as I see fit. Mind you, I may be ovulating or on my period, so you'll enjoy all the blessings of what a woman goes through on a monthly basis."

"I don't know if I could carry out those requirements."

"Oh, Sean, once we begin play, you'll become so addicted to my pussy, mouth, ass, and hands there's nothing in this world that will keep you from ejaculation."

"Maybe my online character is stronger than the real one."

"The online character will be brought to life. You'll grow wings and fly once you play with me."

We finished a short grocery shopping trip, then returned to the apartment. In the hallway, Sally looked me in the eyes. "I'll bring the contract over after setting these groceries on the shelf. I expect reading the contract will make you hard again." She grinned, turned to unlock the door, then disappeared.

I had stored the three items from the shop when I heard my door squeak open, having forgot to lock it.

"That's a nice start to leave your door open for me. Once the contract formalities are out of the way we'll begin." I looked up from the document in her hand to the fully exposed melons which protruded from her blouse. As her right hand pushed the document in my direction, the right melon moved closer to the center of her chest. "I'll give you four hours to ask questions and sign. After the buzzer, the opportunity to continue is over if the document is not signed." She turned, walked out of my apartment, left the door wide open, bent forward near her door to retrieve a slip of paper from the floor. In doing so, her short skirt rose up her ass to exhibit a shaved pair of pussy lips securing some type of device within.

After her door closed, I glanced at the document and quickly scanned the thirty pages before straightening my bunched-up cock in my pants. I secured water instead of alcohol as I needed a clear head while reviewing the contract. The rules listed were to benefit myself and her on equal terms. A guideline stipulated that any actions taken in private or public would not jeopardize either one's employment or long-term health. Sally would be the instructor and guide me through uncomfortable situations and predicaments. At times I'd be completely naked and other times required to wear specific styles of clothing. My body and mind would belong to her during any twenty-four or forty-eight hour session. After four major disagreements or refusals to follow through on my behalf, the contract would terminate and I'd be required to donate $10,000 to a women's abuse shelter.

About three hours had passed and I was scanning the document for the second time.

This is scary and exciting at the same time. There was a clause in the contract that if conditions were not mutually satisfying, I could meet with her lawyer and discuss the termination of the contract.

I secured a pen, stuck it in my pocket, then marched across the narrow hallway. As I was about to knock, Sally pulled her door open. "Sean, I was expecting you any minute, come in."

Her breasts bounced as she moved. Her hand rose to my chin. "My eyes are up here, Sean." A devious grin formed.

"I didn't sign yet."

"That's okay. Do you have any questions?"

"No, but I want to know how this will really play out."

"Oh simple, Sean. I'm going to play and tease you sexually. You'll be begging for release and you'll do yourself by hand or machine as I allow. At other times your release will be forced by me in the way I see fit for the moment. You will have the pleasure to eat me out either with or without our combined juices. I will at times collect your juices and store them for future play periods. So that means during an upcoming session, I'll reintroduce your cum in the form of a drink or in food. So, you understand, I won't tell you when, what, or how I will incorporate your gold, but I will also share your strength."

"So does this mean we'll have sex in many forms?"

"I expect more forms than you can imagine. We'll start our slow and easy to build your awareness of what two people can do together and have fun with. Not all encounters will be fun, as some may turn both of us off. However, the acceptance of trying something new or varied is of the utmost importance."

"I would like to sign the contract."

"Wait a moment, Sean. I must warn you, that once we begin our play, I expect that one or two play sessions per month may not be enough for either of us. The vulnerabilities exposed between us may also bond us beyond the contract period. You must be willing to accept whichever outcome we face along the journey."

I slapped the contract onto her kitchen counter, then signed my name.

Sally secured my pen and did the same.

"Now as written, the first request begins. Take all your clothes off Sean. I want to see what I have to work with."

I tugged the shirt over my head, kicked my shoes and socks off, then removed my pants.

"The underwear must go also."

I followed the instructions.

"We'll begin immediately. Sexual fulfillment comes from the mind so that is where most of our fun will begin. Willing and aware partners will receive the greatest rewards and pleasure as they work toward the ultimate goal of pleasure. To give you a head start on others, I'll request that we begin with a physiological and psychological introduction to female awareness. As expected, you wished to improve your relationships with women. So, I've stocked many items referenced within your online character profile. Do I have your consent to begin your entrance into a new realm?"

"Yes."

"Sean. Let's try a fuller sentence. Such as, Yes, Sally, I'd like you to take me to a new world of pleasure. During our time together to make the connection deep, we'll practice looking into each other's eyes as we speak." Sally's hand went to my limp cock and held it for several seconds before it began to respond.

I answered as requested.

"Very good. Let's continue to build our connection. The first step I'll introduce will be a simple one, and it's to create awareness of how a woman may feel about her body at times. Are you ready to begin?"

"Yes, Sally. I'd like to know how a woman may feel about her body. Please begin."

"Excellent Sean. Our sessions will create great awareness for you as a male, which in turn will fortify you as an outstanding lover." Sally's fingertips skimmed my semi-hard cock. "For your first adventure, I want you to experience a little bit of female anatomy. With that, there is a low back chair to your left. Please bend over the back of the chair and lower your head to the seat so I can access your anus with ease. After a session or two of this, you'll be able to comfortably stand on your own and repeat the procedure."

I took the position.

"Sean, I'm going to secure supplies for this lesson, but you must hold that position as part of the goal is to have a sufficient amount of blood rushing to your brain."

I held the position for about five minutes before Sally returned.

"I've a tampon to be inserted into your anus, Sean. For this first session, I've also brought anal lubricant. Normally it isn't used, but for your first experience I wish for you to have new and positive sensations."

Within seconds, cool lubricant had been applied and a gloved finger pressed home. "I'll hold my finger here until you begin to relax. Once your muscles no longer tense, I'll slowly enter your anus, then after a few short ministrations I'll introduce the tampon. You'll not feel the tampon once in. However, you'll be aware of the attached string extruding from your anus."

Only a few minutes had passed before Sally had me stand upright. As the blood began to restabilize, she handed me a hand-held mirror.

"Use the mirror Sean to see the string hanging from your anus."

I looked and my anus muscles twitched while viewing the string.

"Very good, Sean. Your assignment will be to slip back into your jeans only, then walk across the hallway to your apartment and shave off the genital hair with the hand razor and gel I'm providing. While doing so, I expect you to give a gentle tug to the string several times during the shaving process. Do not remove the tampon or pull to hard on the string as is may separate from the tampon. For this session, the tampon will remain inside of you for about four hours. During this time frame, I expect you to return to your work duties. I'll need access to your apartment so your door is to remain unlocked. My entrance will be unannounced and I may request you begin taking the next step in your journey during my visit. So, you are fully aware of the contract details, these first few days are not part of the twenty-four or forty-eight hour time frames. These beginning days are only the experimental phase, where we explore and begin to grow together."

I retuned to my apartment, not sure if I could sense something different in my anus. Shaving was a challenge but luckily Sally sent a photo of a nude female for stimulation.

Now behind in my work duties, I concentrated on catching up without any breaks. The sun was setting before I looked at the time on my computer. It had been over five hours before my session with Sally so I wondered if she would return. I rose from the chair, then remembered the tampon string. My assignment was to tug gently as a reference to what a female may experience. I dropped my jeans to my knees, reached to my crotch for the string, then tugged several times until the string restricted. My shaved genital area seemed strange so I rubbed a hand over the surface and my cock began to rise.

About a half hour later, I was hungry so began to collect items to make a meal. As I set a loaf of bread and a jar of jam on the table, I noticed a shadow on the kitchen cabinets. I turned to find Sally with a grin and holding a small bag. "Hello Sally. I shaved as requested, then went to work. I understood you'd return in about four hours."

"Yes, Sean that was the original plan. I noticed you were hard at work so didn't wish to interrupt." She held the bag higher. "I've brought some items for the next step of your introduction into the world of pleasure."

Her expression led to no details. "I'm about to have a sandwich, would you care to join me?"

"As you're at that point, I think it best to begin the next step as you'll probably notice the next phase is a little stronger than the one, you're currently experiencing. Take your pants off, and let's go to the restroom."

Upon entering, Sally pointed to the toilet seat. "Stand with one foot on the toilet seat. You'll be removing the tampon now. Once removed it can't be flushed but must go into the waste receptacle. I've brought the anal lube to assist you. I'll place a little on your finger, then you'll insert it into your anus to help remove the tampon. When the tampon is in a pussy it is fairly easy to remove by using the string. However, with anal muscles, the string may separate from the pad, so you'll help the removal by inserting a finger and helping to drag it out with the assistance of other hand. Begin now."

Once removed the pad was a light brown color.

"Think of that experience as beautiful, Sean. When a tampon is removed from a pussy, it too can have a range of colors with internal waste on it. Those events are what make us human, which mean we are alive and open to learning, giving, and loving."

I held the tampon for a moment.

"If you like, wrap it in a square of toilet tissue than toss it in the bin."

I followed her instructions.

"The next step is similar but more intense. I want you to experience an object placed within your body. It won't feel as delicious as a cock in a pussy, but it'll a least give you an idea of something different from the norm."

"What do you have in mind, Sally?"

"I'm glad you asked, Sean." She pulled a package from the bag and handed it to me. "This is the smallest butt plug. So, you'll lube it up, as well as your anus, then insert it. The flare on the end is to prevent it going into your rectum fully for safety reasons. This you'll do on your own. Now go ahead and try."

Sally opened the package while I applied lube to my anus. She held the plug and motioned to apply lube to the plug as well. After lube was applied, I held it against my anus in trepidation. Sally moved behind me, then rested her hand on mine. "Gentle steady pressure, Sean is all you need. It'll slip in when ready."

After about two minutes the plug slid home.

"That's beautiful, Sean. Now let's wash up, then have a sandwich."

I sat and immediately felt something strange in my butt. Sally noticed my movements, smiled, then stroked my hand. "It feels nice but a bit weird at first, doesn't it? I wish you could experience the same as I do when a cock enters through my pussy lips. This little butt plug doesn't do justice, but it may be the only way for you to experience something invading your body. Mind you, a cock in my pussy is magnificent, but for now, we'll start gentle with an introduction of new experiences."

Each time I shifted, rose, walked, or sat the plug reminded me of a new adventure.

"Sally, how long am I to keep this plug inside me?"

"Sean, honey. How long would you like to keep it in?" She grinned and rested a hand on my thigh. "Just teasing, Sean. As your not accustomed to the intruder yet, we'll try for fifteen minutes. The next time you'll have the pleasure of a larger size. Are you feeling more comfortable now as it has been in about five minutes?"

"Well, it does feel weird in one sense, but another it seems kind of forbidden."

"Sean, we won't introduce the larger size tomorrow as that is planned for several days away. To much of good thing tends to spoil the fun, doesn't it? We will however visit the doctor tomorrow. While you worked today, I made your appointment for the implant. It'll be an outpatient procedure and only take five to ten minutes. Then we'll return and you can go back to work right away. There'll be no after effects or drugs involved."

"Implant?"

"Yes, Sean. The implant per the contract you've requested."

"I don't recall requesting an implant."

"Well honey, the appointment is set and I intend to take you for the appointment. If you recall, we can have only a few disagreements, then your $10,000 penalty is in effect."