Introduction to Shelley

By Jenny Tasting

Published on Feb 17, 2011

Authoritarian

Warning: This story is a work of fiction and contains descriptions of explicit sexual acts between men and women. If this type of content offends you or you are under the age of 18 do not read it.

Author's Note: This story is the property of the author. It can be downloaded for personal reading pleasure or sending to a friend, but if you wish to re-post them at your own site, please contact the author for permission. Copyright 2011 Feb, All Rights Reserved.

Shelley enjoys being the life of the party as the night's entertainment

MM, MF, bi, anal, cd, toys, femdom *****

Jenny told me to go sit in the car after I'd come out of the rest room from cleaning up after Earl and going pee. As I sat there, I was just confused. I wasn't sure what she was sorry about. I didn't really like Earl, and he had ruined a very nice pair of panties, but if Jenny wanted Earl to have a piece of my pretty little ass -- which I took as a complement -- I was all his.

Jenny was taking her time and it was strange sitting here dressed as a woman with no panties on. It was kind of drafty and even just sitting there I was thinking about how exposed I'd be like this. Imagine the tripping in the mall with nothing on underneath.

When Jenny finally did come out I could tell right away she was pissed. She put the party package in the trunk and got in the driver's side. "I think I'm going to fucking kill him."

"Who?"

"Chuck. But Earl is a piece of work too. I know Chuck had you licking his balls this morning but apparently he'd like to be a little more involved in your being a slut than I need him to be. I've got a bit of a surprise coming for Chuck. We'll have to see how much he likes playing games with me."

"What?"

"What Mistress. And it's none of your fucking business slut. I've treated you like my little sister all day and now we're best friends? I don't think so. Now sit there and shut up until we get home. You've got a lot of things to do to get things ready for my guests tonight." I felt like slinking away but there was nowhere to go for the 15 minutes back to her house.

Mr. Johnson was in his front yard as we parked in the garage and he watched me as I got out of the car and I thought "oh, oh". Mr. Johnson was a widower and about 55 years old. He was an executive a local hardware co-op and usually helped out with the neighborhood block parties. Generally he knew everybody.

He'd seen me this morning on the way over and I was sure he'd recognized me. I had no idea what he'd think thought of the neighbor "he" becoming a neighbor "she" or what he might do with that information. It was definitely something to be careful with but I didn't know exactly what to do about it.

"Slut, get that package out of the trunk and bring it inside. Put it in my room" were my instructions as she popped the trunk and entered the house through the garage. She was obviously still in a foul mood and I knew I'd better get with it if I wanted to avoid more of her displeasure being pointed at me. I went to the trunk to get the package and saw that it was placed all the way to front of the trunk against the back seat. As I bent in to get it I could feel my dress riding up and stopped for a second. To get the package I needed to bend all the way over and I was sure I'd be giving Mr. Johnson a great view of my stocking tops and naked ass but there was nothing I could do, I had to get the package out of the trunk and quickly. Once I'd pulled the package from the trunk I took it in and set the party package on the bed for Mistress Jenny.

Jenny had left me at the car and I wasn't sure exactly where she'd gone once inside. I was pretty sure I didn't want to be there if she was talking to Chuck so I went back out to the car to get the other bags and put them in Jenny's room as well. Still no Jenny, so I went to the kitchen to see if there was anything obvious I could do.

There were a few random dishes in the sink but the house was very clean and looked company ready. Her kids were at camp as well and it's amazing what a kid free home can do for you. I washed, rinsed, and dried the dishes as I heard Jenny come into the living room.

"Shelley?"

"Yes Mistress. I am in the kitchen, just drying off a couple of dishes."

"Thank you Shelley. That's a bit of a help and we do need to create some appetizers for tonight. There should be about 10 of us here. If you could go to the fridge in the garage, there are about 2 boxes of frozen scallops with bacon that we need. I've already started some BBQ riblets. I would also like you to cut-up this cheese and prepare a relish tray. I need to go get ready and then I can help you. Come back when you're done here."

I do most of the cooking at our house and it was pretty easy to get everything put together and setup for the party. It didn't take long for me to be ready to go back and see what Mistress had in store. I wasn't sure what type of party to expect and I wasn't sure what kind of things she might have in mind in terms of "getting ready".

Mistress Jenny had decided on a leather look tonight and was wearing a pair of black patent leather high heels, black stockings with a garter belt, a leather mini, and a quarter cup leather bra that pushed her breasts up but left the nipples totally exposed. There was a leather dinner jacket on a hanger that completed the ensemble.

"Take off your clothes and lie on the bed" she directed. I removed my shoes and unbuttoned my dress. Bending over I peeled off my stockings and then unclasped my bra. "Face up" she said I moved to bed. "Pull your knees up. Yes just like that." The bed was raised, leaving me at about waist level when I felt her step forward and begin to work a plug into me. "This one is actually bigger than your first one but it has two stages to be accommodating" she said as she slid it in and out of me working to get just to the first stage. "Would you like to eat me Shelley?"

The thought of Jenny's lovely pussy covering my face was intoxicating. "Yes Mistress. I would like that."

"I was pretty sure of that. I promise you'll be eating my pussy tonight, but I think I'd rather have you lick my ass as the moment." She continued to work the plug in and out of me and added a little more lube. "Would you like to lick my ass with that hot little tongue of yours Shelley?"

I was really hoping for pussy but I responded "Yes Mistress."

"That is what I thought. Put your hand down here and hold your plug." I grabbed hold of it. "Keep working it. Ok I think you're ready now." She then moved got on the bed and straddled my head, facing south.

This was the first time I'd actually seen her pussy. She had the heart shaped bush but was totally bare below that from the top of clit to the bottom of her asshole. I loved the view.

She leaned up and said "On three, we're going to the next stage and then you're going to put your tongue deep in my ass. Understood?"

"Yes Mistress."

"One ... Two ... Three" and in it went. The swiftness of the entry didn't hurt near as much I expected from the build up. I just felt very full, and I loved feeling full. "Very nice. Now spread my cheeks so you can give my ass a proper licking. I want to actually feel your tongue burrowing in. From what I've heard, you are an excellent ass licker."

Leaning up I spread her cheeks and then ran my tongue the length of her crack and then circled the little rosebud of her anus before pushing my tongue all the way in.

"Oh yes...that's it. More" came the response and I kept going until she shuddered in orgasm. "That was very nice. You'll do well tonight" she said as she swung off the bed.

"Now bend over the bed for me and spread you legs." She then pulled my plug most out most of the way. "No, one more time I think" and she pushed it all the way back in. "Sit on the bed and bounce for me."

I did as directed and oh yeah. The feeling of my breasts bouncing and the plug ALL of the way in was wonderful.

"Now bend over again for me." She pulled the plug all the way out and then pushed it back to the first stage and I came. There was cum streaming down my thigh. She caught it all in her hand and when I'd finished she said "Lick" as she fed me the cum from her hand. "Yes, you'll do very well tonight."

"We need to apply freshen up our make-up and get you dressed" she said as she lead me into the bathroom. She had me sit on her stool -- I was sort of wishing my plug was handy again -- and totally cleaned and shaved my face. Next she cleaned my ear and nose piercings and showed me what I needed to keep them from getting infected. She was then ready to reapply my make-up again. The last thing she did was paint my lips a deep red. As she finished "I can't wait to see those wrapped around a big cock tonight. What do you think?"

She had done a very nice job with my make up and the contrast with the read lips was very hot. "Yes Mistress" wondering whose cock that would be.

"OK you may open your party package now. Go ahead."

I opened the box and began to pull things out. I'd been hoping it was something like this. Inside was a very sexy maid's uniform, stockings, thong panties, and matching high heels. The uniform had an underwire for support, a built in crinoline to keep it flared, and built in garter for the stockings. Next out was a gorgeous red silk and lace nighty with matching panties and shoes. The last thing out was very large dildo -- as thick as Tom, but longer -- with a leather belt to strap it on with.

"You'll be wearing the maid's uniform now. The red nighty is for tonight. You may leave it here. The dildo is for me but I might be willing share."

"Oh my. That is a lovely cock Mistress." I was kind of hoping she'd my using the strap-on on me as she tucked me in for the night.

"Yes it is. But for the right guy, I think it will be a lot of fun" she said as she smiled.

"Go ahead and get dressed as my maid. Guests will start arriving in about 35 minutes and I need to take the scallops and riblets out of the oven and finish getting things setup. I'll need your help to get it all done so don't dally here." Jenny left the room for a second and then stepped back to grab her leather dinner jacket on the way out to the kitchen. "I'll need this at least to get things started."

As I put on the outfit, I felt like a total slut. Everything was smooth and extra silky against my body and it fit perfectly. The crinoline made it so that if I bent over at all I was basically offering my ass to any one that would have it. The heels were very high but had a "please come fuck me" look to them and made legs and ass look great.

I checked myself in the mirror and couldn't believe the slut looking back. With this I was good to go and went to find Jenny in the kitchen.

"It's about time you got here, I thought you'd forgotten what I'd asked." Then she saw me in the outfit. "Wow that is even better than I expected. The men are going to be drooling over you. Well probably on you. Help me finish putting this out and getting the wine and drinks ready and we're good to go."

We'd just finished up and the door bell rang. "Shelley you will be escorting our guests in. You should welcome them and then ask for their invitation. Their names are in the invite so you can introduce them and ask them if there is anything you can to serve them. If they say yes, you will comply with the request without question. Understood?"

"Yes Mistress."

"Great. Go answer the door for our first guests. I need to check on Chuck."

"Yes Mistress." As I headed for the door I was wondering where Chuck might be. We'd been home for quite sometime and I had no idea Chuck was even here.

With that she went to go downstairs and I went to the front door.

"Welcome. Thank you for coming and please come in" I said to the couple at the door. She was dressed in a mini skirt with the ends of the suspenders visible on her stockings, a shear top with a scarf strategically placed to cover her nipples. There was nothing else on under her blouse. He was dressed casually in a short sleeve camp shirt and slacks.

"Master, may I please have your invitation so that I may announce you?"

He handed it over. It was a nice quality invitation both in the weight of the paper and the style. I opened it to look inside and in an elegant font it said:

Master Jim and Mistress Anne Welcome to our monthly Lover's Social Appetizers to be served until the entertainment begins Special service provided by Shelley. Please enjoy her.

"Master Jim and Mistress Anne. Is there anything I may to do to serve you?" I asked as I escorted them in.

"A glass of white wine for Anne and a beer for me" Jim directed as I went to the bar to get them their drinks.

When I returned handing them their drinks, Anne said "You have such pretty red lips. I think Jim would like to see them on his cock. I know I would. Kneel and service him." I dropped to my knees in front of Jim and unbuttoned and unzipped his pants. He had no underwear on and his hardening cock was there to be enjoyed. I looked up into his eyes as I took him in my mouth and began to suck.

"Very nice, Slut Shelley, very nice. Your job is just to excite him. He is not to cum." I continued on for a few moments when the doorbell rang again. "You've done well Shelley, thank you." As I pulled away and went to stand I could see a nice ring of lipstick circling his cock.

The next couple I introduced was Tom and his wife Allyssa. Tom was dressed much as Jim. Allyssa had a black mini -- very mini -- skirt that was slit on both sides to the waist. You could see the tops of her stay-up stockings below the skirt and I thought I caught a glimpse of her naked pussy as she turned in the skirt. She was wearing a matching black vest for her top. Tom requested a gin & tonic, Allyssa a rum and coke. When I returned Tom was talking to Jim and the both smiled and thanked me.

Allyssa asked me "What do you think of Tom's cock?"

"Oh Mistress Allyssa, he is incredibly thick."

"It is beautiful isn't it?"

"I tried to get my mouth around it and just couldn't. He did was my first though and it felt sooo good, and he comes soooo much."

"Oh my god does he -- every time. He took your cherry? I don't think he knew that. He said you were such an eager little slut and even fucking him back."

"Yes he did and I loved it" I said as the doorbell rang again.

Walking to door I wondered who this would be and what the woman would be wearing. They all looked so hot.

I opened the door to my wife and well built black man.

She looked stunning and was wearing a white skirt with matching stockings. The top was an opaque white and she appeared to have a bra on but her nipples were protruding noticeably through the material of her blouse. The man was dressed as the other men that had arrived but had a stunning presence in his white on black presentation.

As I invited them in, Karin handed me the invite and said "This is Darrell". Opening the card it read Mistress Karin and Date(s) at the top of the card.

I introduced them and offered them drinks was well. Darrell and Karin took me aside. "Rodney also wanted to attend but had other commitments. I'm hoping you can meet him soon. He did leave you a treat however."

With that Karin lifted her skirt, "I need my pussy licked clean again. Do it slut." And with that I knelt in front of her and began lick and suck the cum from her creamy pussy.

Once I'd finished, Darrell said "I hope you like the taste of cum slut because once we're at home, I expect you be tasting a lot of it."

"Master Darrell, I love the taste of cum in my mouth. In fact I hope you'll allow me to taste it directly from the source" I said as I smiled at him and looked the large bulge in his pants.

Finally I heard Mistress Jenny clear her throat and start an announcement "I believe everyone is here this evening and I'd like to thank you all for coming. It should be a wonderful evening. We have a couple of surprises for you tonight. I believe you've all met Shelley. She will be servicing you tonight. Please make sure that she keeps your drinks fresh and makes you comfortable. If you would like her to perform other activities simply ask. Her pleasure is your pleasure."

"Once we start the entertainment segment of tonight's program, we'll be going down stairs for what I hope is a wonderful evening. Enjoy."

With that Mistress Jenny began to mingle and I continued to assist our guests with appetizers and keeping their drinks fresh. Everybody was enjoying one another's company and there were conversations about sports, politics, sex, and vacations going on all around. There had been several pats under my skirt feeling my ass and my wife Karin had rubbed the front of my panties and smiled in amazement and how flat things were. I loved the feel of her rubbing my panties as well.

I stopped for second to watch my Mistress enjoy her company. It amazed me how much had happened today and how far I'd come in becoming Jenny's sissy slut.

It had been a wild ride and the day wasn't over yet.

Somebody interrupted my day dreaming "Hey slut, can I get another drink?" It was Jim.

"Yes Master, be right there."

"Slut, mine was the first cock you tasted tonight and I think you should be punished for daydreaming. Sit in my lap." His pants were open and his cock was hard and exposed. "Go ahead and lower yourself on me." I reached behind and pulled my thong to the side and then slid down on him all the way to his balls. "Do you like my cock inside of you slut?"

"Yes Master."

Jenny came up and watched as he put his hands on my hips to get more leverage and I ground my ass on to his cock giving him what he was looking for.

"Shelley, it's been brought to my attention that none of the women at the party are allowed to wear panties. You've been accepted as one of the girls and need to take yours off. Hand them to me please." As I felt Jim begin to be a little more insistent in his fucking, I unclipped the suspenders from my stockings.

"Jim you look like you're enjoying that but there is absolutely no cuming until the entertainment begins. Be careful."

"But she fucks so good. Ok. That will do slut." He said as he gave me a little push up from his lap. I bent over right in front of him to remove my panties for Mistress Jenny and he gently kissed each cheek. I reconnected my stockings and continued my role as the cocktail waitress.

Things looked like they were about to wrap-up when Allyssa asked me for another drink. As I served her, she lifted the flap on he mini-skirt revealing her totally bald pussy. "And I'd like some head as well." I dropped to my knees in front of her chair as she tilted he hips and opened her legs. I could tell she was dripping wet and I ran my tongue along the edge of her cheek and inside of her thigh on both sides, teasing her. "I want your mouth on my cunt slut" and she grabbed my by the head and pulled me to her. She was wetter than I had imagined and tasted wonderful. I pushed my tongue deep into her and then began to suck on her clit. I felt he tense up and hold my head as she came and squirted pussy juice into my mouth.

"Thank you Shelley. You lick pussy very well. I'll be calling on you again."

It wasn't clear to me if the restriction on cuming before the entertainment began was limited to the men or if it was for everyone. I was sure someone would have noticed Allyssa getting off but it wasn't my spot to raise the question.

There was a little bell ringing as Mistress Jenny announced the entertainment portion of the evening was to commence and that people should refresh their drinks and adjourn to the basement. I refilled or remixed the guests drinks and then made sure all of the dishes and spare glasses were taken care of before going downstairs.


Going downstairs, there was an entry way that I'd never noticed before in my visits to Jenny's. Looking at it, the bookcase swung forward and revealed a hidden room that wasn't normally open. Beyond the bookcase I could hear the party going on and stepped into the room. Jenny noted my arrival and called me over to her. Crossing the room I noticed that Jenny had removed her dinner jacket and skirt and was sporting the strap-on from our party package.

"Kneel slut".

"I know some of you got to know Shelley a little bit better as one of your appetizers but I'd like formally introduce her as our newest member. In a very short time she has demonstrated she loves being sissy. She loves women's clothing, she loves cock, and she loves to serve. Please use and enjoy her tonight.

As Mistress Jenny introduced me I noticed most everyone else had changed clothes from upstairs as well. The men were wearing thongs that made them look hot and clearly outlined the state and size of their cocks. The women had removed the outer coverings leaving their breasts bare and visible. Mistress Jenny had removed her dinner jacket, Anne's scarf was gone, as was Allyssa's vest, and my wife's blouse. The atmosphere was charged with sex.

"Suck my cock" was all of the invitation I needed and I took the rubber dick into my mouth. I serviced Mistress Jenny for just a short time when she said, "That will do slut."

The focus in the room then shifted from me to Chuck and became clear to me why I hadn't seen him since we came home and why he hadn't been present for appetizers. It was certainly an interesting scene. Chuck restrained to a chair with his knees pulled up and spread. The chair had rest for his butt and thighs but otherwise looked very maneuverable to allow him to be positioned in a variety of ways. He was naked except for a purple cock ring that was keeping him erect, a pair of yellow panties in his mouth, and a black dong with just the balls protruding from his ass.

"Shelley, I'd like you to assist in his punishment as part of tonight's festivities."

"Yes Mistress."

"As a starting point, I'd like to make him cum. I know how much you enjoyed his cock before and you have a very talented mouth. Please get him so excited he can't help himself. One last thing, I want you to catch his cum in this cup for me. No swallowing."

"Yes Mistress."

With that I dropped to my knees in front of him. He was totally open to me and I was going to enjoy having my way with him. To get things started I gave his balls a quick bath with my tongue and then licked my way from just under his ball sack, over his cock ring, and all the way to the tip of his cock. There was a puddle of pre-cum at the tip that I licked clean as I worked to get him more excited. I think I may have moaned or "mmmmed" when I licked that pre-cum up.

"Do you like my tongue on your cock Master? You can nod if you do." He nodded yes. Progress.

"Master, would you like me to remove this little ring you have here? It just seems to get in the way of a good cock sucking." He nodded yes again. Looking at him shaking his head yes, it dawned on me that he had a pair of yellow panties in his mouth.

"Master, are those my panties in your mouth?" He nodded yes again. Mistress must be very unhappy with him indeed.

"Ok, I'm going to remove this ringy thingy give you a great blow job. Does that sound ok?" He nodded yes vigorously. I didn't want him to cum when I released cock ring so I made sure I had a firm grip on his dick as I undid the ring. Once that was gone I gave his balls another good liking and then proceeded to suck and stroke him. I could feel him starting to tense and I put the cup right in front of his dick to capture his load. At the same time, I began to fuck him slowly with the dong to add to the intensity of his orgasm. Chuck did not disappoint.

There was a bit of applause I handed the cup to Mistress Jenny. I don't know why but I think I was actually blushing. "Very nice Shelley. Now lift the front of your skirt for me." As I did this, she took her hand and cupped it at the folds of my "pussy" and poured Chuck's cum on to my pubic mound rubbing it into the folds they'd created in tucking things away. "Chuck, Shelley would like you to lick her pussy clean." I stepped forward and he proceeded to lick every drop off of me. I enjoyed the feeling and it was incredibly erotic watching him use his tongue on me.

Mistress Jenny spoke up "Please enjoy yourselves this evening. Make sure you introduce your self to Shelley -- I think you know what I mean -- and we'll be having the auction at midnight."

The first couple to approach me was Allyssa and Jim with Allyssa taking the lead. "We both love your tongue and what hot little slut you are. Jenny wants Jim to really get to know you and I just want your tongue in my pussy again. Take Jim in your mouth now."

I knelt in front of Jim and took him in my mouth. After just a short time he said, "I'd like to you to bend over the padded table for me and spread you legs.

"Yes Master". As I bent over the table, Jim filled me and began to take long pounding strokes, banging me hard into the table. There had been a lot of build up getting to this point and I loved having Jim in me. "That's it, fuck me Jim, please fuck me. Harder." I begged. It wasn't long before Jim grabbed my hips and I felt him spasming inside of me.

Allyssa sat on the top of the table and spread her legs for me. "You can make me cum just like before" and I began to eat Allyssa as she laid in front of me.

Jim's cum was leaking out of me when I felt Darrell come up behind me. Karin was standing beside me and said "Shelley, you are amazing as a sissy. I know you've told me how much you wanted to be dominated and made a little slut before but I had no idea. Anyway, since we'll be seeing a lot of each other I wanted to introduce you to Darrell."

"Hi Shelley. I wanted to introduce you the cock that has been fucking your wife and from the looks of it, you, once I get moved in." With that he was inside of me.

I looked over to the other side of the room and saw Karin and Jim in a 69 position then Jim mounting her. Somehow the thought that Darrell wasn't the only one fucking my wife struck me funny.

Darrell was a lot longer the Jim and had huge balls. As he began to fuck me -- thankfully not as hard as Jim -- I felt his balls swing against me. Oh that was wonderful. I loved the feel of his swinging balls against me. He pulled most of his 10 inches out and the filled me again. By the fourth or fifth stroke I was fucking him back.

Karin came back and slid on to the table with her legs spread. "Jim has a treat for you. Eat me." It was interesting eating Karin as Darrell fucked me. His pounding me pounded Karen. Karin actually came as I ate her -- something of a rarity -- and Darrell filled me with his cum right after that.

Jim came over and to talk to me. "I just did your wife. What did you think?"

"I loved the taste of your cum from her pussy."

"You can taste it any time you want."

Mistress Jenny turned to me "You can taste my pussy now too. I have a little present for you. I need you to suck Tom's cum out of me." She sat on the table and scooched her butt forward before spreading her legs and showing me the creampie Tom had left in her. "Go ahead, I know you've wanted to do this for a long time. You're a sweet little girl and I hope you've enjoyed the weekend so far. It's almost midnight and then we have a bit of a surprise for you."

Once she was mostly clean she said "I need you to lick my ass again. Just like earlier" and she rolled over and shoved her ass in my face as I spread her cheeks. "Chuck wanted you to have this", she said she pushed he ass against my face to suck and lick.

Tom and Allyssa finally come over. I'd been looking forward to having him all night. "We'd like you to try a new position, roll over." With that I rolled over on my back and Tom mounted me. Then he leaned forward and kissed me full on the mouth with lots of tongue. Oh my. I loved fucking Tom the most of everyone here. My legs were wrapped around him and he pulled my legs up over his shoulders and began to absolute pound his cock into me. He was so big and I was so full. I loved it. This time I came before he did, spurting cum down my ass. Tom continued until finally he froze in mid-stroke and had an incredibly intense look on his face.

As Mistress Jenny began to make some sort of announcement, Anne came up and put her mouth on my ass and began to suck cum out of me. Oh, a girl could get to like that. Then she leaned up and kissed me, giving me a big snowball. "More" she asked and I just nodded.

Finally I began to listen to Mistress Jenny was saying.

"It has been nice to have such a willing little slut join us tonight and I think that she gave everyone a time to remember. As is our tradition, we like to have a little auction to allow the couple that enjoyed our guest the most to take them home with them for two nights. Shelley has been such an amazing little slut tonight, who would like to open the bidding?


Should the story continue? Would you like more of Shelley? What have you liked best so far? Please send your comments and reviews. Let me know if you'd like a response (I know not everyone does). Kisses.

Next: Chapter 4


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