Now Natalie

by Natalie Sanborn

    

Well a long debate I finally told my fiancé the truth about myself. I just cannot keep hiding this secret from her any more, the temptation and quitting is excessively hard. Believe me I tried, infact when I let her move into my home I even threw away all of my extra clothes so that way she wouldn't get suspicious why I had an extra room full of just women's clothes. How silly of me some of those items I really do miss. Nevertheless, I thought this would cure me of my habit, oh well.

Mandy, my fiancé, has never been to open minded from what I noticed and has never taken to well to sexual exploration. Don't get me wrong she is quite a cougar in bed. Well I wanted to start getting her more lingerie, a fetish of mine, and she seamed ok with it. You see she is very beautiful; she is 5'5'' with pale skin with short blonde hair green eyes and luscious DD. However, she really never bought any sexy clothing. Like mostly jeans and t-shirts and she only has two bras one white and one black and no matching panties. Well I started ordering her a few lingerie sets and she really enjoyed them which so did I. She told me I could pick out all of her new clothes from now on. So I started ordering more and more clothes for her over the internet, bra and panty sets, nightgowns, baby doll sets, shoes, dresses, tops, and others. But secretly I really wanted them myself, but I knew I could never be passable. Well I am 5'8'' with a muscular physique from working in my family's construction company, plus slightly over weight. I have brown hair and blue eyes with glasses and a beard cause I really do not like waking up at 5 am to have every day.

I did notice though that some of the items came in XL sizes and I saw this sexy red cami top with boy shorts and thought maybe I'll get this for my self then, but decided against it. This had pestered me for days. One night I came home and Mandy had that very same outfit on, I was shocked. Before I could question her she pushed me on the couch and started to remove my pants while unbuttoning them she said she saw this page left on the computer screen but she noticed I was about to hit the wrong size.

"Do you like it?" she asked.

I just nodded my head yes and she pulled out my dick from my boxer briefs and inserted it in to her mouth and started sucking me like crazy. Oh, wow it felt good. This was nothing new to us as I said a cougar. Before I knew it I had cum all in her mouth and she let it set there and then spit it out. She said she didn't like the taste and would not swallow it, but I was always a little curious about it. I never had the nerve to try to taste my own cum before. Well after that she always expects sex because it always last longer after I cum the first time. She started to crawl on the couch and wave her cute round bottom at me waiting for me to enter her wet and waiting pussy.

"I'm sorry baby, I cant right now." I said

"What's a matter baby, is something wrong?" she asked

"No and yes, I don't know how to say it."

"What is it, what's wrong, did I do something?"

"No it's just me, I'm afraid you'll be mad at me" her eyes got big as I said this.

"Just tell me, I don't want you to keep secrets from me" she exclaimed.

"Well first of all the XL size you saw that I wanted to order wasn't for you" She started to look worried and a little confused at this point. "It was actually something I wanted to get for myself, truth is I like to wear women's clothing." I waited for a response.

"Ok, no big deal, you should have told me sooner I don't like secrets between us plus I could of had better Christmas gifts for you then" she said with a grin.

We talked very long that night and we discussed the styles of clothing I like and looked through magazines and how I have always had a thing for lingerie since elementary school. It was great to finally tell her everything. By this time, it was already past 11 and I had to get up early to get to work so we never returned to our lovemaking, I was too exhausted but I was so relieved our relationship was ok. I really couldn't fall asleep my mind was racing. She is actually going to let me get my own clothes to wear. Which ones should I order first? Oh, boy this will be great.

The next day at work, I surfed the internet for hours trying to find the items I wanted. I picked out a blue tight turtleneck sweater, and a black skirt above the knee. I also ordered quite a bit of lingerie, panties of all colors with matching cami tops or bras. I also found some foam breast forms for a low price that were DD. I waited until next week to get my wig and corset, and other items but I was happy with what I found.

That night I got home and Mandy was in a black satin nightgown with a long slit on the side and a low cut top, wearing a black g-string underneath. She proceeded to unbutton my pants and put my manhood in her mouth. She stroked it with her freshly manicured hand and her head bobbed back and forth. She was setting me into a rage, I blew my load of cum all over her face, it hit her hair and her cheeks and chin. She just looked up at me and smiled.

"You liked that?" she asked.

"Oh Yes Hun" still a little light headed from the incident.

"I got you something today" she said," Do you want it?"

"You did, you didn't have to, sure I want it, what is it?"

"You'll see, wait here" and she walked off. Mandy came back holding a large pink bag and handed it to me, "here you are dear I hope you like it"

I pulled out a baby pink satin baby doll with matching thong." I love it, thank you."

"Well try it on, Ill go wash up"

"Ok"

She walked off to the bathroom "I hope I got the right size" she yelled across the way.

I quickly put it on and it felt wonderful, I looked in the mirror and was upset with what I saw though. I was a hairy man in a pink baby doll outfit.

She walked back in and said right off the bat "well if you want to look more like a woman you'll need some work"

"Like what?" I asked.

"Well for starters we need to shave your body hair, also lets get you on a diet so it'll be easier to get clothes for you, but in the mean time get over here and give me some loving"

On that cue I began to lift up her gown, I then removed her panties and started to play with her clit with my fingers and rub on it. I lowered my head between her legs and began to lick pussy. I stayed there for near 30 minutes and then lifted my self up and pushed my dick inside of her and thrust harder and harder till I was close to cuming and pulled out then I came all over her stomach. I started to kiss her belly where I came, in away to taste what semen tasted like, it was a little salty but not too bad. We fell asleep and when I woke up the next morning I had forgotten about the baby doll outfit I was wearing. It was nice to still be able to wear lingerie.

After a Few months of dieting I started to lose quite a bit of weight, and had built up quite a collection of clothes. I even had a few wigs and corsets as well as jewelry. In fact I no longer even bothered wearing men's underwear any more, I now only wore panties at work it really did not matter nor did I care if any of the guys at work noticed if I had on panties. When I get home I still get a blowjob, but now Mandy spits the cum in my mouth and I swallow the rest. On weekends I pretty much stay in full dress, I do my make-up and nails and wear a corset all weekend. I started to look good, sexy even. One Friday night Mandy T old me she was interested in a threesome.

"Really, why, are you bored with our sex life?" I asked.

"No I just thought we could experiment a little" she replied.

"Ok, did you have some one in mind?" I questioned.

"Actually yes, there is this guy at the salon who gives great massages, and he's quite cute"

"Another guy? Am I not good enough for you any more?" I started to worry

"Well I thought you might be interested in being with another man for once I noticed how much you liked the taste of cum I thought you may enjoy the cock as well"

I thought about it for a little while, I was a little turned away at the thought but then I thought I kind of do want to try, "Ok I'll do it"

"Great I'll invite him over tomorrow and I want you to look your sexiest." and on that note she got on the phone.

The next day I was a little nervous, but I got my make up on and put on a light purple corset with a matching bra with lace trim and matching thong. At this point I kept every thing below the ears hairless. I put on a garter belt with thi-high stockings I placed on a long brunet wig. I put on a black skirt and red blouse and black patent 4 inch heels. I placed on my nails and looked in the mirror "Damn I'm sexy" I said to myself.

I heard a knock at the door and Mandy must have got it, I was feeling a bit nervous so I took a drink of brandy before I decide to head down.

"Natalie can you come down here we have company"

I walked down the steps slowly I felt like a girl on her prom night and every one was waiting for my arrival at the bottom of the steps. Mandy was there standing next to a tall man with large muscles and blond hair but to my surprise next to him was another man near his size but not as large with brown hair.

"Hey honey this is Aaron and John, boys this is Natalie, your entertainment for the evening" Mandy introduced us. Aaron was the blond and John had brown hair.

I gave Mandy the signal to go to the kitchen with me. When we go there I asked what was going on.

"Well actually I wanted you to be happy, so I wanted you to experience womanhood to the fullest so I thought id let you have a threesome but I really don't like being shared so both of these guys are for you and Ill just watch while you enjoy.

"I'm a little worried though"

"Just have a drink to calm your nerves and I'll do the talking for you"

I poured a drink and Mandy walked back in to the living room and said to the guys "well Natalie is a little shy for words so in stead of talking she just wants to get down to business if that's ok with you guys"

After an intro like that I'm sure there were no objections. I finished my drink sighed. I lifted my head, put on a smile, and walked in the room. To my surprise the guys were already had there shirts off and were looking me over.

"Damn, Natalie your hot" Aaron said and all I could do was grin

"Yeah, why don't you come over here and unleash my beast" John replied

I moved over there, started to rub Aaron's chest and move my hand to his pants, and could feel he was ready to go. I opened his pants and lowered them to the floor then pulled down his boxers and was then down on my knees and started rubbing his cock with my hands and John stood next to me and I unbuttoned his pants and pulled down his pants and boxers as well. At this point I had two nine-inch cocks staring me in the face. I grabbed one in each hand and started jacking them both off at once. I put Aarons head in my mouth, my first cock to touch my lips, and started licking it up and down and then did the same to John. I took his cock as far as I could in my mouth and, spent a few moments on his dick. I traded over to Aaron and went back and forth over and over again. I was not ready to take anal so I decided I was just going to give the best head I could. I sucked cock for a good half an hour when John said he was going to cum so I opened my mouth and jacked him off till he came all over my face and only a little of that hot load got in my mouth so I finished licking it off then. I was a little upset I didn't get more cum in my mouth so I finished Aaron off keeping his cock in my mouth the whole time and he blew a full load in my mouth.

That was the best blowjob I ever had. Well that was all Mandy and I are soon getting married she will wear the dress and I have the tuxedo but we both have our honeymoon lingerie picked out. Oh and Aaron, John and I still hang out every occasionally. Bye, Bye

  

  

  

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