Randy's New Life Ch. 02

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Randy gets in deeper.
7k words
4.25
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Part 2 of the 2 part series

Updated 09/22/2022
Created 09/19/2003
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Rich5Spot
Rich5Spot
142 Followers

Friday’s can be hell. Last night (Friday) my female co-worker Noreen blackmailed me into becoming her and her families sexual servant. I was forced to suck her submissive husband’s cock (twice), get fucked by her brother in-law, not to mention clean off her black lovers’ cocks and eat their cum out of her and her sisters cunts and asses. Then, I was informed that my wife Jenna had helped set the whole thing up and had an affair with our rude, disrespectful eighteen year old neighbor Michael. Now Jenna’s threatening to turn me into her submissive sex slave full time.

It all started when my wife found my porn site stash hidden in my football game directory (what the hell was she looking there for.) She then had my co-worker Noreen search my computer and presto, with the fear of being reported and losing my job, I gave into her demands. Simply, I was forced to be her submissive sex toy. I found out Noreen, her sister Lisa and sister-in-law Marissa dominated their pussy husbands and had several lovers. Also, about once a month they all got together and had a sex party as they all served their wives black lovers. I got to watch first hand (and was forced to participate) as they had a little sex party with three dominant black males. They basically let me know that me and my wife would be joining the group.

Anyway, my simple life (married father of a 2 and 4 year old, stable job) is being turned upside down. My fantasy of being a submissive wimp and feminized sissy doesn’t seem as exciting anymore. But my wife, who had always been a little conservative (especially sexually) all of a sudden seems like the biggest slut on two feet. She just told me (in front of her sister Audrey no less) that she will be exploring her new found sexual freedom. Man am I confused.

“Randy!!”, Jenna screamed at me. “Stop daydreaming, we’ve got work to do. I want to make sure I make your fantasies come true.”

“Wait honey,” I stammered. “Believe me I’m fine. I don’t need this. I was wrong. I just want things to go back to normal,” I reasoned.

“Normal,” Jenna said with a wry smile, “are you kidding me? You had sex with men last night. You licked the shit and sweat out of other men’s asses. You are not normal. But if that’s the way you want it and I know you do, that’s the way it’s going to be.”

“Jenna please, I’m sorry,” I begged. “Please let’s get passed this. It will never happen again, it’s totally out of my system.”

“Out of your system, huh,” Jenna said snidely. “OK, lets see about that. If it is, I can probably get Noreen to let it go and not tell your boss. Ok drop your pants again.”

“Oh c’mon honey no don’t,” I begged.

“Randy, drop ‘em now, Audrey’s already seen your dick this morning,” Jenna said.

“Yeah Randy,” Audrey chimed in, “Let’s see the little guy again.”

“I’m not kidding Randy, now!” Jenna exclaimed.

Reluctantly I dropped my shorts and underwear and out came my extremely limp dick. What was in Jenna’s mind. All I had to do was stay unexcited and things would be fine.

“Well honey,” Jenna started, “I thought I’d clue you in on what I had planned. I thought that we’d start by bringing you down to the salon and getting you a facial and your nails done. Then we could go to the store and get you some panties, stockings and bras and maybe one or two outfits to get you started.”

So far so good. My cock was still limp and inattentive, I’m gonna make it was all I could think.

Jenna continued, “Then I thought we’d pick up some make-up and wigs and teach you how to look and act like a lady. Maybe get you some heels and teach you how to walk and shake your ass like a slut.”

Ok, I’m holding on. It’s twitching a bit but I’m OK. Please stop honey, don’t do this to me. I could see the light at the end of the tunnel.

Jenna kept going, “Then we will assign you your chores and make sure you straighten up the house a bit. Then when you are settled, me and Audrey will get dressed and ready for our dates.”

What! Ok hold it together Randy. Get mad not excited, this is important. I could feel my manhood stretching a bit, but not that much. Could I reel it in here, I needed to, maybe I could pull it off I thought.

Jenna stepped it up further, “Yeah, I thought I’d bring Michael over here for you to watch and learn how a real man performs. I mean he’s only 18 but man can he find my G spot. I figured you could act as our maid and wait on us, and then watch and learn. Maybe ask Michael for sone pointers.”

That was it. My dick was hard as a rock. I had betrayed myself. I dropped my head in shame and felt like crying.

“Looks like it’s still in his system and it just rushed to the tip of his dick,” Audrey laughed.

Jenna looked at me with a wicked smile and said, “Well Randy, I think we both know what you want. I’m not sure what I want, but now I know I want more. This is going to be fun. Noreen has assured me that I will love being in charge. Go get ready, were going shopping.”

I turned around and went to change without saying a word. I was basically defeated and the energy and will to fight what was happening was sucked from my body. I put on jeans and a tee shirt sneakers and a baseball cap and walked out he door with my wife and sister-in-law. I wasn’t sure what I would wear back.

As my wife had said, the first stop was the salon for a facial and nail polish. I felt like a fool as I left the salon with bright red finger nails although at least they hadn’t added fake long nails. Next stop was a lingerie store. As we walked into the store, it looked pretty busy to me. There were three sales women and about five women customers and no men. My wife walked right up to the young sales girl, probably no more than 21 years old and asked, “We need to get some lingerie for the sissy boy over here, can you help?”

I was redder than my nail polish when the young girl laughed and said, “Sure, have him come over here and let me measure. He’s a pretty large one.”

“Not for long, “Audrey laughed out. “Our pretty little girl just started a diet. We’ll be back soon for some new panties, don’t worry.”

“Yeah,” Jenna jumped in, “You can make a pretty good commission of this pansy the next few months. Let’s see what you got.”

The sales girl measured me up and down and snaked away laughing out loud. She wasn’t alone ass the rest of the store was enjoying themselves as well. She came back with about ten pairs each of panties, bras and stockings. She also brought 5 corsets, two garter belts, three nightgowns and a pink robe with feathers on the wrist and lapel. My wife made me immediately put on the red corset and stockings, panties and bra and threw my underwear and socks in the garbage. As I left, everyone could see the red outline of the bra under my white tee shirt. I felt like such a jack ass.

Next stop was the mall. I got some odd stares as we headed into Macy’s. Once there Audrey and Jenna sent me into the changing room to try on various outfits that they had chosen for me. They had me trying on skirts, dresses, short shorts and the like and had me come out into the middle of the department to show each one. God was I embarrassed. This went on for about an hour and a half and people began to stop and stare at this ridiculous hairy guy in stockings wearing woman’s clothing. Satisfied, Jenna and Audrey had me buy about 10 outfits and move onto the shoe department. There I got to try on what seemed like a thousand different pairs of heels and model each one in a walk around the store. They had me buy about 5 pairs and off we went back to the house.

At about 5:30 p.m. we got back to the house. Jenna told me, “Audrey is going to give you some pointers on how to act and behave. I’m getting ready for my date with Michael. Don’t get out of line or you will be in big trouble.” She then disappeared upstairs.

Audrey looked at me with a sly grin as she walked slowly towards me. She then said coyly, “C’mon wimp, lets get your ass into the bathroom.” As we walked into the bathroom she leaned over and started running the bathtub and said, “Women like to take long hot baths, not showers. We need to get you in touch with your feminine side. Take of your clothes and get in pussyboy.”

As the water ran I started to take off my jeans and Tee shirt. I then took off my corset, garter belt stockings and bra. As they came off I actually felt very excited. Also, seeing Audrey sweating with the steam from the bath permeating the room, her sexiness was turning me on. She was not quite as pretty as Jenna, but she did have those great C cup tits. Obviously she noticed my arousal.

“Randy, you like your underwear sweety?” Audrey asked.

“Yes,” I answered. “The stockings especially..”

“I see,” Audrey continued. “It’s making you excited as well.”

I answered her quickly, “Audrey, you taking control of me is what’s turning me on.”

“Audrey laughed, “Are you hitting on me you little wuss? Jenna is not gonna be happy with you.”

“No, no, no,” I stammered. “I just was telling you the truth. Don’t take it the wrong way.”

“Okay,” she smiled. “But from now on you address me as Mistress Audrey. Do you understand?”

“Yes Mistress Audrey,” I blurted out.

“Alright then,” she stated firmly. “Get on your knees and come service your Mistress.” She then pulled down her jeans and panties.

“Yes, Mistress Audrey, as you wish,” I stated eagerly. As my hard on raged, I knelt down in front of Audrey and looked at her beautifully manicured pussy. Shaved neatly except for a little landing strip and as clean as a whistle despite being out all day, I gently placed my tongue against my wife’s sister’s clit. I was in absolute heaven as I licked in every possible direction, motion and intensity. Audrey’s soft moans let me know I was doing the job correctly. Audrey’s pussy was moist and bothered when all of a sudden she stopped me and motioned me into the tub. Clearly disappointed, I got into my bath.

“You did a very nice job Randy,” Audrey said. “I will remember that later on. But we need to get you started on your training.” With that she pulled out a scissor and several razors. “We need to perform some maintenance on all that hair,” she continued. “Later on you can do some waxing, but for now we’ll do it the old fashioned way.”

With that, we started shaving everywhere.. Audrey started by shaving my back and ass cheeks. She then directed me to shave my legs. Then she took a scissor to my pubic hair and started cutting away. She then had me shave the remaining area until my pubic region was perfectly bald. She then showed me how to shave my arm pits. She did the right and had me do the left. I was itchy all over but I thought I was done when Audrey told me to turn over.

She then lathered up my anus as I tensed up with nervous anticipation. “Randy, your pussy is covered with too much hair. Pay attention, I will expect you to do this on your own from now on,” Audrey stated. As she shaved my asshole I winced with fear of being cut, but she was perfect. “Listen, you must keep your pussy clean, or you might scare away your dates,” Audrey continued.

Dates I thought. She can’t be serious can she. My mind quickly drifted back to Audrey and the fact that her husband Dave must know what’s going on. “Mistress Audrey?” I questioned, “Does Dave know what’s going on here? Do you do this to him?”

“Dave is very sweet and understanding,” she answered. “He also is pussy whipped by me. But no, he’s not a pathetic loser like you. He accepts that I am the boss and knows that I date others, but he doesn’t participate. He doesn’t like eating cum or dressing like a woman like you do. But he knows I need a real cock and lets me satisfy my needs.”

“I never knew you did that. Did Jenna know?” I asked.

“No,” Audrey went on. “She didn’t know till she told me what was happening with you. When I told her, she felt more comfortable about cheating on you. I explained that since you wanted it, it really wasn’t cheating anyway, but she still felt guilty. But after getting it good, she feels liberated.”

I dipped my head again as my sister-in-law basically told me I had lost my wife to another man. I dried off, put on a robe and walked out into the living room to await whatever was next. After waiting a couple of minutes, Jenna walked down the stairs and was a picture of beauty. She was not dressed slutty like my coworker Noreen had been the night before, but she looked as beautiful as ever. She had on a knee length white skirt and white stockings and a fairly conservative black blouse which did not have a plunging neckline. She was wearing 3" white heels and the matching pearl necklace and bracelet I had bought her for her birthday last month. However, gone was her wedding and engagement rings. She looked extremely classy, not what I would have expected to see an 18 year old kid.

Jenna came over to me and gave me a peck on the cheek. She then said, “Make sure you pay attention to Audrey tonight. She is giving up a date tonight so she can work with you here. I’m meeting Michael at the restaurant but we will be back here later on.” She then looked at Audrey and said, “I trust you will have him ready by then.”

Audrey nodded and said, “He’s been a good boy, I’m sure there will be no problems. Have a nice dinner.”

They then both looked at me with stern glares as I quickly surmised what was bothering them. I then gave them what they wanted and said, “Yes Jenna, have a wonderful time.”

My wife glanced back and said, “Thank you sweetie. I will.” She then strutted out the door.

Before I got a chance to relax, Audrey looked at me and said, “Okay c’mon. We don’t have much time. We have to get you ready.”

We went upstair to the bedroom to my wife’s dresser and Audrey began to teach me all the fine points of applying make up, all the time warning me that she and Jenna expected me to be able to care of myself in short order. She gave me a brunette wig from my wife’s dresser and some clip on earrings (letting me know my ears would be pierced before long.) After about 45 minutes of make up magic I have to admit I looked a bit feminine, even if it was a fat feminine. I probably could have fooled some people who didn’t stare me up and down.

Next, Audrey started to dress me. First she had me put on black panties which disappeared up the crack in my fat ass. These were uncomfortable although they pulled my dick in tight to my body. Next was the black sheer stockings. These actually felt very stimulating as they were now up against my smooth shaven legs. My cock started to grow. Next was the bra and Audrey stuffed some padding in the bra to give me the allusion of a cup tits. I was amazed at how I was transforming in front of my eyes.

Audrey then had me put on the corset. Although this would have been extremely uncomfortable under any circumstances, Audrey pulled that thing so tight that I actually had a figure. This was amazing. Audrey grabbed the black maid’s one piece outfit out of the bag and had me put it on. It was a little bit shorter than the cleaning lady’s outfit at the office stopping at mid thigh. 2 inch heels (thank god that was it) and I looked like a plump but bangable maid.

Audrey stepped back and said, “Let me take a look at you. Wow, I’ve really outdone myself. You are so precious and wow, you have nice legs Randy. I bet we could bring you out to bar and get you some action.”

Giving in to the situation I meekly responded, “Thank you Mistress Audrey.”

She laughed then said, “Okay, I’m going to shower. We’ve probably got about another 45 minutes to an hour. Randy, please dust and vacuum so as not to embarrass Jenna. I’ll be out soon.”

“Wait a minute,” I roared. “You’re not serious. You’re not gonna make me wear this when Michael comes here. I’ll be the laughingstock of the neighborhood. Audrey, you can’t do this!” I bellowed.

“That’s Mistress Audrey!” she retorted. “You’re kidding right. You let your wife walk out of the house to date some young kid and said it was alright for her to bring him home to fuck. But you don’t want to be embarrassed in the maid’s uniform. You’ve got a screw loose or something. Now dust and vacuum and hurry up or its all over. We’ll show the videotape of you over Noreen’s last night, Jenna will walk away with everything and you’ll still look like a pathetic gay wimp. If you want any relationship with Jenna, you better do as you’re told.”

With that she went to shower up and I went about straightening up the house. I would have been much quicker in my jeans and tee shirt but I finished with a few moments to spare. Audrey came downstairs and complimented me on the cleaning I had done and gave me a kiss on the cheek. She then handed me a serving tray and ordered a Seabreeze. As I walked out with Audrey’s drink there was a knock at the door.

“Randy, please go get the door and make sure you welcome our guests,” Audrey stated.

With that I walked to the front door and opened it. At the door stood a smiling Jenna and Michael hand in hand. “Hello,” I said, “Welcome , please come in.”

Michael handed me a doggie bag of leftovers and barged right in. Laughing at loud he said, “Why Randy, why don’t you look lovely tonight.”

After some prodding by Audrey I replied, “Why thank you, you look nice as well.”

With that Jenna walked in patted me on the ass and said, “Randy dear, could you please get us some drinks.”

After finding out what they wanted (a gin and tonic for Jenna, a beer for Michael) I left the room to prepare the drinks. When I returned, Michael and Jenna were on the couch side by side and Michael’s hand was underneath Jenna’s skirt and rubbing her upper thigh. He also had the largest grin I’d ever seen as I served him and Jenna their drinks.

“Thank you Randy,” he said as he grabbed his beer. Great, now the kid learns some manners I thought.

“Thank you sweetie,” Jenna said as she grabbed her drink. “That will be all for now. We will call you if we need anything else.”

Not sure what to do I left and sat down at the kitchen table. In the next room I could hear them talking but could not make out the words of the conversation. I was able to hear plenty of laughs though from the three of them. A few minutes later Audrey walked in the Kitchen. “Randy, what are you doing. Sit up like a lady and cross your legs, you look ridiculous.”

As I sat up and straightened my uniform I thought to myself of course I look ridiculous. Audrey then stated, “Although I’d love to stay a little longer I must go home to my husband. It’s been an eventful day, I can’t wait to tell him all about it.”

With that she left. Meanwhile, it had gotten real quiet. I looked into the living room but they were gone. I quietly made my way upstairs to the bedrooms. I could hear Some soft moaning from Jenna as I neared our bedroom. The door was wide open and I assumed on purpose. As I looked in I could see Jenna down on her sees giving Michael what appeared to be a quality blow job. As I watched her take his cock all the way into her throat, I noticed that the kid was pretty well hung. He had about an 8 inch cock and it was definitely at attention. As I stared in, Michael saw me looking on and smiled at me. I felt about 2 feet tall but I did not take my eyes off my wife’s performance.

After about 5 minutes of work, Jenna slowly stopped and looked up into his eyes. I had seen that look before, she wanted to get fucked senseless. Michael pointed my presence out to her and she looked over in my direction. “Does she bother you Michael?” she asked of her stud boy.

“No, she’s kind of cute actually,” he responded.

“Okay then,” she said in my direction. “You can stay, I might need some clean up help later anyway.”

With that I moved all the way into the bedroom and leaned against the dresser. Michael had laid Jenna on her back on the bed and had mounted her. He was bucking at what seemed like a 100 miles per hour as Jenna screamed as loud as I had ever heard her, “Yes, Yeeeeess. Fuck me harder, fuck me harder. Oh god, this is the best fuck I’ve ever had. Give it to me baby. Harder harder.”

Rich5Spot
Rich5Spot
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