I Hate Jenny Pt 1

There I said it, it's certainly not what I want, but I love my girlfriend and I can't let her find out that I let my ex girlfriend dress me as a girl on Halloween, I know it sounds crazy but let me tell you how this all started..........

My girlfriend at the time was "Jenny" she drove me mad one Halloween, "Can I dress you like a girl, I will do a good job, no one will know it's you" she pleaded, she bugged me for weeks until as all men do, I gave in, "OK, I'll do it" I said, "Stop bugging me," She whooped and hollered so much I thought the neighbors were going to come banging on the door, She disappeared into her room and within minutes she had a dress that I could fit into, bangles, rings, a heart shaped necklace, and a ginger haired wig, and a black lace head band to top it off, it made me wonder if she had this planned way back.

 A few weeks passed, I was hoping Jenny had forgotten about it, but when it came time to get ready I tried to back out, but she wasn't having any of it, she started crying, "Look at all the trouble I've gone to" she said, It was true she had gone to a lot of trouble, she had made up a fake microphone with a "Foxed up" logo on it and even a fake news pass on a lanyard, it didn't look like I had much choice, anyway this is where the story started, that was a year ago, lets move forward to today.

(BTW we broke up soon after, needless to say she took it pretty bad, not bunny boiler mad but not far short.)

My new girlfriend (Sarah) and I were walking through the mall when who should we bump into, you guessed it 'Jenny' "Hi John, how are you?" she asked, "And who do we have here?" Sarah looked at me waiting for me to introduce her to this girl, "Er this is Jenny, I've told you about her before"

This last comment didn't go down to well with Jenny, (What have you been telling your new girlfriend about me kind of look)

"Hi Jenny, my name is Sarah, how are you?" she said

"Hi Sarah nice to meet you, so how long have you been dating John?"

Just then my phone rang, "I have to take this sorry guys" I said, But as I took my phone out of my pocket I dropped my wallet, I didn't notice, but Jenny spotted it and picked it up without anyone noticing, Sarah was looking at me wondering who it was on the phone, So small talk, small talk, then we leave,  I'm thinking I got out of that one well, one for me, ha ha.

Just as I'm thinking I'm home free, Jenny comes running up behind us, "John, John wait up" she shouts,  (I'm thinking Oh god what does she want now) "You dropped you're wallet" and she hands me my wallet, I'm thinking wow, that doesn't seem like the kind of thing she would do, maybe I underestimated her, I take the wallet, thank you, thank you and we leave, No harm done.

Its not till two days later, I'm in the shower at my house and Sarah shouts, who's the picture of the girl in you're wallet, I'm drawing a blank, who the hell is she talking about, I don't have a picture of my mother never mind a girl in my wallet, I take the picture from her and staring back at me is a picture of me when Jenny dressed me as a girl reporter, from "Foxed Up" news, "OOOH  (I hesitate trying to think of a good reason why I have a picture of me dressed as a girl in my wallet) "Its just an old girlfriend, I forgot to take her picture out" and I throw it in the trash.

Sarah's brother is a cross dresser and he's always taking her clothes, she complains that he stretches them, so the last thing I want to do is tell her that I dressed as a girl, even though it was only once and it was for Halloween.

I could kill Jenny, I knew it was her that planted the picture, trying to sabotage my new relationship with Sarah, I don't think much about it, then Saturday rolls around, and Sarah and I go to the mall as usual, we were going to watch a movie there (Some Rom-Com with Jennifer Aniston, see I told you I'm a good boyfriend) Worst thing I could have done, Jenny was in the line behind us waiting to see the same movie, Sarah being the nice girl she is says to me, "John, Jenny is behind us ask her if she would like to join us, she is all on her own," I mention something about ("There's a good reason she's on her own) but Sarah puts her elbow through my rib cage and I take the hint,

"Would you like to join us Jenny" I ask, (Please say no, please say no,)

"That's very kind of you John, I'd love to," she answers.

Long story short, Sarah shares her story with Jenny about finding an old girlfriends picture in John's wallet, to my surprise she shows Jenny the picture, Sarah must have retrieved it from the bin, Jenny giggles as she relays the story of "Myriah" an old girlfriend of Johns from way back, what a lovely girl she was, lots of fun and MAYBE Sarah should meet her, we could make it a girls night just the three of us, I'm fuming at Jenny but I cant say anything, then Jenny turns to me and asks,

"You wouldn't mind Sarah going on a girls night out would you John?"

Sarah's eyes widened at the thought that I could control if she went out on a girls night out or not.

That's what I wanted to say, but I still needed to find out exactly Jenny wanted from me. I phoned Jenny as soon as I got back from the mall,

"What is it you want from me Jenny, I asked,

"Hey you phoned me lover boy," was her reply

"You know what I mean, I know you put that picture of me in my wallet."

Relax she answered, "It was just a joke, but it seems the joke has back fired on you, doesn't it, *Giggle*

"Its not funny Jenny," and before I could finish my rant she was gone.

The phone clicked Jenny had hung up on me, good riddance, But it was me phoning her back days later, Sarah had been on my case about the "Girl" in the picture, "Why cant I meet her???? what have you got to hide????" she kept asking me. I knew I had to phone Jenny.

"Listen I'm sorry I spoke to you like that Jenny, it was wrong and I apologize" I said

She laughed, "Who is this" she asked playfully,

"You know who this is, now get over here we have something to discuss " I said.

When Jenny arrived I wanted to put my hands around her neck and just squeeze but she had me where she wanted me, "Ok, so what night is Myriah free" was the first thing she said, "Jenny please you cant do this to me," I was almost begging,

"Hmmm" she started, "I think I can, so when is she free"

I muttered "Thursday?"

"No, No," she said "Friday is girls night out John didn't you know that" *Giggle* 

"Come over to my house on Friday night at 7:00pm, make sure you're shaved, legs, arms, and face, then shower, here is some body wash I want you to use," And how am I supposed to explain all this to Sarah?"

"Tell her you joined the swim team I don't really care"

And if I refuse? I asked,

"Don't waste my time John" she said "We both know you don't have a choice"

I told Sarah I had joined the swim team, she didn't seem impressed, and she hated that my legs looked better than hers, or so she said, Friday came round all too soon, and so did Jenny, loaded up with what looked like a store full of female clothing, "Ok let the dog see the rabbit, "STRIP" she said, I could have stood there and argued with her but what point would there have been, I stripped down to my jockeys, "Off with them too" she said, "Its nothing I haven't seen before" there I stood in my living room naked as the day I was born, "Wouldn't it be funny if Sarah came in now?" she asked,

"You wouldn't dare Jenny, Would you?"

"Don't be silly where would the fun be in that, but lets see if your up for a deal, We can forget all that's about to happen "IF" you finish with Sarah and start dating me instead, How's that sound?"

I saw a smile appear on Jenny's face, I knew she was joking at least I thought she was but there was no way, "Get on with it Jenny" That's when the smile disappeared, she looked like she was going to make me pay for that comment, "Ok if that's what you want" she said.

She handed me a pair of PINK panties, she was going to enjoy every piece of clothing "Try these on for size big boy, then step this way I think we have a pair of boobs just for you, I'm thinking a large C cup in a bra fit for a lady," it too was PINK, she filled the cups with water filled balloons, which gave it the weight she said it needed, and moved just like the real thing, (Strange feeling at first) "Bad news for you John looks like you've packed a few pounds on since we dated, looks like we need a corset,"

"Aw come on Jenny your making me pay isn't that enough without a corset?"

Sorry Johnny boy, but there's no way you will fit into the dress I brought with that gut sticking out, people will think your pregnant, and then they may not want to dance with you, "What do you mean dance with me?" I asked, "Well what do you think we do on a girls night out, sit and drink tea? ha ha

"Here grab one end" she threw one end of the corset around my waist, I missed it first time, Jenny gave me a dirty look like I wasn't trying, she threw it around me again, with a (you better catch it this time) look. she fastened the hooks and eyes together, "That's too tight Jenny" I said

"Don't be a baby" she said "I haven't even tightened the laces yet" she began to pull on the "Laces'" (I swear to god please don't let me come back as a girl in my next life) Tighter and tighter, smaller and smaller my waist was getting, I thought I was going to faint, then she stopped, I realized, she must have reached the waist size she was looking for, she tied off the laces, "Breathe shallow and breathe a lot, you will get used to it in a week or two," then she laughed, I on the other hand, could neither laugh or cry, I was concentrating on staying alive by continuing to breathe.

"Whats these things hanging from the corset" I asked, "I remembered how much you liked stockings so that's what those thing are for," she answered.

"Stockings really?"

"Oh yes Johnny, only the best seamed stockings for my old boyfriend" she rolled the stockings up my shaven legs and fastened each one with 3 suspenders, each time I moved I could feel them pulling, "How does that feel Johnny" she looked at me all the time smiling, "Now remember one thing don't spin too fast when your dancing with a guy, or you will show the top of your stockings, some guys think that is a real turn on, Just saying,"

Revenge is sweet they say, and I was giving that deal she offered earlier, some serious thought.

Then the big reveal, out came the dress, it was basic black but had different coloured butterflies all over it, funnily enough it wasn't the dress that worried me, it was the shortness of it which I didn't realize until she pulled it over my head and before I could say anything she zipped it up and I heard an audible click, "There you go" she said "Its all or nothing now "Myriah", It was the first time she had called me by my female name.

"What was that click I heard" I asked

"Just a little insurance so you can't back out when you see your'e beautiful girlfriend," She said, I felt the top of the zip, it was a small lock, the kind you use on your luggage, "You locked me in a dress?" I shouted, "Calm down" she said, "Don't get your panties in a twist," *Giggle*

Well looks like my chance to back out has just left the building, she now had the upper hand, I had NO choice, She did a great job on the make up too, which I was hoping would be a good thing, at least Sarah wouldn't be able to recognize me, although there wasn't much of a chance she would anyway, if she couldn't see it was me in the picture.

As she placed the Ginger wig on my head, I felt like Jenny was attaching it to my own hair somehow, which again I was thinking it would be better than it falling off at some point during the night, (Maybe while I was "Dancing")