CDing with wife for Halloween

[kaleyg]

I just thought I'd share one of my best memories, and I SWEAR it is 100% true. I will not change a single detail. I have no pics because I threw them out in a kind of purge, and our friends (I have asked them) don't have pics either. This was just before digital cameras were commonplace (about 2000).

One halloween, some friends invited us over for a small party. It was the two couples, our friends parents and maybe one other guest. I suggested that we dress up. So, not wanting to spend money on costumes, my wife finally suggested we do what we did a few years earlier -- go as each other. We are about the same size, so we fit into each others clothes easily. (I know this sounds like a fantasy tale, but it is NOT!)

Now, I had planned this whole thing ahead of time. I had already bought a cheap wig (red mary jane style) -- but I didn't know how I would bring it out. When I finally brought it out, I think my wife thought I bought it for her as some kind of sex-play prop. (She tried it on and it looked HORRIBLE on her.) So, that went off perfectly. Her hair was pretty red at the time, so it was ok for imitating her, but nothing like her hair style.

So, the night before, we started planning our outfits. We wanted to dress in clothes that the other person wore a lot -- so she picked out a pair of my shorts, a polo shirt, tennishoes and a baseball cap. She started picking out some normal clothes of hers, but I said that I should wear something as feminine as possible, otherwise you wouldn't even be able to tell i was dressed as a woman -- not sure how I convinced her of this, but she agreed. So she picked out a black short turtleneck sweater with long sleeves and a cute floral print skirt that was very flirty and flowing -- just above knee length. Then, we picked out some heels that had strap on the back so that they would fit better. (I can fit into most of her shoes.)

On halloween, we decided i would wear hose (I think I talked her into this) with the outfit, so i started going through her hoisery, and she only had black in thigh-highs (which I had bought for her). I tried one on, and I said that they looked gross with all the leg hair (I know this doesn't sound true, but it IS!!!). she more or less agreed, so i shaved my legs (I did this the last time we dressed up). As we were getting ready, I got out a black bra and panties, and she commented that I could just use her sports bra and some cotton briefs, but I thought they should match my outfit, and she was fine with it. She asked me, once I had the bra and panties on, whether I was getting my "jollies" out of this -- she wanted to make sure it wasn't a sexual thing, but just for fun. I assured her I wasn't (a lie).

My wife did my make up and put a black head band in my hair, and off we went. I even had a purse for lipstick, etc. I forgot earrings (clip on), though! The party hosts knew how we were dressing, so they got a big kick out of it. One guest saw me outside the house when she was driving up and thought I was a woman with a really bad dye job.

When we went out, there were a few places where there were lots of people around, and I could see people checking me out -- maybe wondering if I was a woman? Probably not. At one point, I was trying to catch up with everyone and I was walking very quickly, and my wife laughed and commented that it was cute how my hair was bobbing up and down and my skirt was swishing back and forth!

During the party, at one point my wife was helping wash some vegetables at the sink, and no one else was in the kitchen, so I came up behind her and put one leg up by her hip in a provocative position. I don't think she was turned on at all (but I was). The hostess walked in and we were both pretty embarassed.

When we got home, she wanted me out of everything pretty quickly, even though I tried to stall. I have fantasized a different ending to the night several times -- where I suggest that we keep up the role playing and I go to "put on something more comfortable" and then, you know. . . But that was the impossible dream . . .

[ellenwannabe]

I'm an RN and dressed up as a female nurse one year and as our unit socil worker the next and everyone loved my legs and silicone breasts and mini skirt as the social worker and I wore 4 inch heels and absolutely loved it and I'm sure some thought I walked too good for a guy - got lots of compliments on my legs with the black pantyhose - Ellen

[Stacy L]

.


Last Christmas my wife and I visited her mother, a widow, who lives in another state and on Christmas Eve we all went to see one of my wife’s aunts, her mother's sister.
When we got there my wife noticed a couple of old photo albums and several big boxes of old pictures on a table and asked if she could look at them. We looked at the albums first and were going through one of the boxes of pictures when my wife said “Who’s that?”, then, “That’s dad!”
It was a Halloween picture dated in the late 1950’s when my wife was about 4 years old, her mother was dressed as a man and her father, a large man, was wearing a dress with something draped across his shoulders and some type of homemade wig, and holding a pocketbook.

Her mother at first acted like she didn’t recognize the people in the picture but my wife said, “That’s you and dad!” Her mother was a little embarrassed and finally said, “I talked him into dressing like that for a Halloween party that we were going to.“ My wife and her brothers had never seen that picture before.
There were also some pictures of her aunt and uncle, same date, they were dressed as clowns.


.

[Loni]

i did the halloween thing some years back...not sure if i can/ should again??
it might be a dead giveaway if i was to be loni each year for a decade...:heehee: and still be dressed for a couple weeks after....:eek:....but fun.:D

no friends know of loni.

.

[lingerieLiz]

I was the bride and wife was the groom with friends being the shot gun wedding party. We won the best costume contest. My wife knew about me. I had a pretty wedding dress bought from thrift store. A few months later someone called and wanted to buy the wedding dress for a charity parade. I gave it to him and he raised a bunch of money flirting with guys along the parade route.

The one thing I missed was one of the women in the party saw me walk infront of the car at her house and told me I needed a half slip under the dress. I always regret not asking to borrow one.

[AmberLynn]

Halloween 2003,location muscatine Ia. trick or treating with the nephews,there dad and his gf. So it is about 4:30 when i get a knock at the door,it's my former bother inlaw "we were and still are good freinds" asking me if i wanted to go trick or treating with him and boy's,stateing it could be fun. I said sure let me "change" So i go to my closet in the spare room,where i kept my alternate cloth's :daydreaming: got out my favorite floral skirt,a white button down frilly fem shirt,my black over the shoulder bag and heel's. took a shower and curled my hair. i did my makeup and went to the living room to put on my hose and heels when there is a knock at the door. My brother in law came back to see if i was ready "it had been about a hour" I swaer and this is the truth he feel over backwards out the door. He asked me what i was wearing, I told him it was an outfit i had planned to wear to a dress as a woman contest they were haveing at a bar later that night. We walked up to the corner where my mom was sitting out and it was when i turn around and she seen me she was like :doh: so to cut this short,the only time someone reconized me as a man and not mom was when i would state to a person at the door,not mom uncal :hugs: That was the best night and the bain od my exzistince since. strage how that happens that way. wish i had picture's of that out fit,it was my fav

[sherri52]

I tried to do the swap thing with my first wife. She said no that I would probably like it to much. She was right, also unaccepting

[GingerLeigh]

Quite the fantasy Halloween! I'd die if my wife asked me to do that. I would have a hard time lying to her about how much I enjoyed it. It would show, in obvious ways. Having no trouble walking in heels would also be a dead giveaway!

Ginger

[cdwithplay36b]

My wife and I did that one year also but with a girl scout/boyscout twist. She was able to wear the Boy Scout uniform easily enough, but we had to work to get me in the Girl Scout uniform. We went all out with bra, panties and green hose. Had a few ladies at the party ask if i was actually wearing panties or not. Thinking back, I think my wife had actually given them the word on the panties situation.

[Daintre]

My ex and I did it the second year we were married, she did the make-up and shortened a dress for me. She wore a suit of mine and did beard stubble on her face. At the party I was a shrinking violet trying to avoid speaking. My ex introduced me to the hostess of the party and her BF, he turned out to be policeman. He looked at me and said that I would be great working the decoy section on the stroll. I could feel my red face. You know I really enjoyed that night....never happened again, but I can reminisce.

[millie04]

I am really really hoping that this year will be the one for my wife and I. Still need to tell her about my other side...

[jenifer m.]

i went to a roller skate party on halloween one year back in chicago.i went as a bubbly roller babe.i had a frizzy reddish/blond wig,i did real heavy makeup you know real pronounced,then i did a bra,and panty combo with a tight baby blue tee shirt tied up in front exposing my belly button,tight micro shorts in pink with fishnet pantyhose,and my skates.i used rolled up pantyhose for boobs in side my bra,and of corse i did my nails in deep red,with a bunch of gaudy costume jewelry.it was a real blast i really had fun being a girl that night.i even skated with a couple of guys that i knew once around the rink just for laughs.oh those were the days.i love halloween.