Babydolls

I think there's a little exhibitionist in every crossdresser.  Wanting to be seen as pretty, feminine, etc., or just plain wanting to be seen!  Part of it might be the submissive aspect that often goes along with the crossdressing and the humiliation that turns many of us on.

Maybe that's why I, and many other cd's just love babydoll pajamas, especially those from the 1950's and 1960's.  Babydolls, with their short hems, lace, ruffles and pastel colors always seem to bring out the most feminine of looks and feelings.

Babydoll pajamas need not be elaborately feminine to be sexy either.  Sure, the lace and ruffles are nice, but something as simple as the photo shown here can even be sexier in my opinion.  Getting ready for bed (and hopefully some fun) would entail more than just slipping into my favorite babydoll.  I'd want to make sure I looked just right for my lover; combing my hair and maybe even adding some pretty earrings like the lovely lady shown here.  I'd want to look irresistible!

This photo was taken from Etsy, a site I wrote about a few days ago where you can find plenty of vintage lingerie!

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Plenty of Pettis

There's nothing new on the cuckolding front.  I asked Diane about it last night and she told me that she's continuing to talk to Brian nearly every day, but the logistics of getting together for an afternoon or evening is difficult right now.  Once again, she told me not to worry my pretty little head about it.  "It'll happen when it happens" she said, leaving little doubt that it would indeed take place.

I recently added a link in my "Of Interest to Sissies" section to Petticoat Pond, a wonderful website devoted to Petticoats and Crinolines and their enthusiasts.  The site is amazing in that it provides almost daily updates with pictures and links to other pages that feature beautiful petticoats and other related items.

The petti as it's referred to has always been a symbol of femininity.  Today, it's kind of fallen out of fashion with the exception of some dance wear and probably fun or kinky type clothing.  As a lover of pettis and the 1950's housewife lifestyle, I sometimes wish it would make a comeback, although if it did, seeing all these women walking around in beautiful pettis would keep me in a constant state of arousal!

I only own a couple of petticoats and wish I would own a few more.  Of course, that would entail purchasing some vintage dresses to go along with them.  Just thinking of it makes me swoon....dreaming of walking around the house in a pretty dress, petticoat and pearls.  I bet when Diane got home she couldn't wait to lift that petti and have her way with me!

 A girl can dream right?

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Sissy Shopping Made Ea(t)sy

If you're a male into crossdressing or just enjoy the feel of women's lingerie and other ultra feminine articles of clothing, you have to admit that we're living in a pretty good time when it comes to the availability of these items through pretty discreet channels. 

Shopping on the internet makes it possible for someone to avoid the potential embarrassment (although sometimes that's part of the "fun") that comes with real life shopping trips.  Instead, an internet connection, credit card and a few clicks of the mouse and you've got a pretty pair of ruffled panties on their way to you and on your doorstep in a matter of days.

One of my favorite sites to browse and look for unique feminine items is Etsy.  You've probably heard about it but if you haven't checked it out just go to Etsy.com and type in your favorite sissy search term and wait for the tantalizing results.  Here's an example of what the search for "ruffled panties" turned up.  I'm sure there's something that would be a nice addition to every sissy's wardrobe.

And oh yes, there are plenty of lovely aprons as well! 

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Sissy Sundays

The last 10 years has really seen a transformation in my behavior, and it's been more pronounced recently.  I suppose that's what happens when you live full time as your wife's "wife."  It's almost a 24/7 thing and every day brings out my femininity, but I think Sundays seem to be the best example.

For starters, weekends are always big sports days.  There seem to be dozens of professional and college sporting events on television, some of them real "big games" in their respective sports.  I used to be what many would call a sports junkie.  I followed our professional and college teams with a religious zeal and would often change my schedule to watch certain games.  Now, the only time I watch them is if Diane wants to see the game or golf match as well.  She decides.  Otherwise, I keep myself busy doing more ladylike things.

Another thing that's changed so much is my shopping habits.  In the times we live in, Sundays are the biggest shopping day of the week.  Many people don't remember the days of "blue laws" and when just about everything was closed on Sundays.  Instead of sitting home in front of the boob tube on Sundays now, I'm often gone shopping with Diane, checking out the latest deals for clothes or items for the home.  I enjoy the fact that she routinely asks me my opinion on clothes she's interested in buying and often suggests things I would look nice in.

Finally, when at home on Sundays, you can usually find me in a dress as opposed to something more casual.  It reminds me of the days when "Sunday best" was something special - just like a 1950's housewife.  I also enjoy getting dressed for a somewhat formal Sunday dinner; something I've prepared while wearing one of my favorite aprons.  While I'm doing that, Diane may be the one enjoying the game on television!

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My Boyfriend

A few posts ago I wrote briefly about a comment Diane made to me about missing Ken, a man I played with sexually for more than two years.  Ken was a retired physician whose wife was still working a few days a week teaching at a university about an hour away.  That gave us an opportunity to play at his place fairly often, and I would do my best to see him at least a couple of times per month.  The frequency worked out pretty well, helping to fulfill our bisexual cravings. 

In many ways my relationship with Ken was almost the perfect situation.  He was very clean, discreet, dominant, kinky and really in tune with my own needs and feelings.  In addition, Diane knew about my thing with Ken and was ok with it.  Diane would often tease me about it and refer to Ken as "my boyfriend."  Secretly, I enjoyed it when she's use that term.  Unlike what's going on with Diane and Brian now, Ken also knew that Diane knew about us.  We never got together as a threesome or anything like that, but they did meet a few times when he and I got together to play golf.  All in all, things worked out very well.

Last year, Ken's wife stopped teaching at the university here and retired.  They had bought a home in Florida and once their place here sold in September, moved away.   Their plan is to stay there full time for the next couple of years and in a couple of years, decide whether or not they want to split their time between here and there.  I hope that's the decision the reach.  I miss him very much.

We still stay in touch and talk often.  Without fail, I get aroused each and every time we talk on the phone.  Ken's dominance over me was far different then Diane's.   In addition to the more psychological aspect of dominance, Ken really enjoyed the physical part of it as well.  As we grew more comfortable with each other, there was more bondage, discipline and other physical acts that crept into our play.  Ken knew how to make me feel like a woman.  He also knew how to turn me into a complete sissy.  And he loved every minute of it.

I still have strong bisexual cravings but haven't played with anyone since Ken left.  Part of the "problem" is that I'm very careful.  Also, I seem to compare every man I've met online who expresses an interest in me with Ken.  It's really not a fair thing to do but I can't help it. 

Ken's supposed to be here for a few weeks this summer and we're planning on getting together then.  We talked briefly yesterday and like every other time we've chatted he told me that he "Can't wait to be with his sissy girl again."  I can't either.  I'll be counting the days. 

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Another Cuckold Errand

Yesterday's errands led to a rather interesting discussion with Diane last night.  She didn't call me back until she was in her car and on her way home from the office, even though I had left her a message to call me earlier in the morning.  Her delay just seemed to be another way to tease me.  Of course lately, I'm viewing just about everything she does in that way.

"I didn't get a chance to call earlier, it's been a hell of a day.  What's up?" she asked.

What's up????  It wasn't that I expected a flowery greeting or anything, but I would have thought that she had a general idea about why I was calling.  It was as if her shopping list that included condoms for her to use with Brian was no big deal.  Again, her brief greeting seemed like it was intended to make me broach the subject first.  It worked.

"Not much, I did get a lot done today" I told her.  "I called earlier to ask you about the list of things you left me.  I was just a little surprised."

She laughed a little and said "Oh that,  I hope you didn't expect me to have unprotected sex did  you?"

"Of course not" I answered, and before I could continue, she told me she had another call coming in and would either call me back or see me when she got home.  She didn't call back and was still on her phone when she walked into the house from the garage but quickly said good bye to whoever she was talking to. 

"So, let's talk about your little shopping trip today" she said as she made her way to kiss me.  She told me to pour each of us a glass of wine and and we sat down in the living room to talk.   "I want to see the condoms you bought" she said, so I went to our room to get the package I had bought earlier.   The ones I bought were Trojans and were called "Her Pleasure Ecstasy."  She looked the package over, put them down, smiled and gave me a big hug.

"You're always so thoughtful and willing to please me.  Even in the brand you selected!" she said, "Just like a wife who wants to please her man, getting him something she thinks he'll like.  Putting him first.  You always put my pleasure first, and I love that."  She was right, and I love doing things for her.  She does know how to make me feel appreciated.  But the discussion took an interesting turn from there.

"I'm not sure these condoms are exactly what I want though.  Brian might appreciate something more manly.  Just like you want to please me, I want to do little things that will please him.  In other words, put yourself in my place.  You'd probably choose another style wouldn't you?" she asked me.  I wasn't totally convinced, but agreed just the same.

Obviously, I've paraphrased our discussion and quoted it as best as I could remember.  The gist of the conversation, which essentially began with the condoms I had purchased, was about me changing my frame of mind when thinking about her and Brian.  In essence, when doing things to please her, I should be focused on how Brian wants to be pleased. 

When Diane and Brian finally hook up, and all indications are that it is going to be very soon, he'll be doing it under the assumption that I don't know anything about it.  Little will he know that because of Diane's cleverness, I'm going to be totally cuckolded and trying to please him through her. 

After dinner, Diane spent some time on her laptop while I cleaned up.  She was on the computer for awhile, checking her facebook, personal emails and a few other things.   No doubt she did some research on Trojan condoms.  I'm on my way to the pharmacy this afternoon to buy some Trojan Magnums. 

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A Cuckold Errand

I usually do some errands on Thursdays or Fridays in preparation for the weekend.  Diane wants to enjoy her weekends as much as possible and it also feels pretty nice that she also wants to spend them with me.  Rather than run around doing errands on the weekends, she wants me to take care of those things on either Thursdays or Friday.

Last night after dinner I was cleaning up and doing some dishes in my apron while she was on the phone with her friend Linda discussing some work-related issue.  Linda must have had to take another call and while Diane was waiting she asked me when I was planning to do my errands this week.  I told her I would probably go this afternoon since I was going to the gym in the morning.  "That's fine.  I'll leave you a list of some things I need" she said.  That wasn't unusual since she always leaves me a short list of things she might need or want.  These can range from a grocery item to more womanly things like a high end cosmetic item.  I've gotten very accustomed to buying these things for her at the Macy's cosmetic counters!

Just as I got ready to leave for the gym this morning I happened to glance at the list of about eight things Diane had jotted down.  One word jumped right out at me and stopped me dead in my tracks:  "CONDOMS :)"  I don't know how I had missed it before.  I had walked by the not which was sitting on the counter near the kitchen wall phone where we always keep such things.  In addition, it was the only item in all CAPS, and with that little smile after it.

Talk about a strange feeling.  The realization that my cuckolding might be just around the corner.  Nothing of the sort had been discussed for a couple of days.  Instead, one word amidst a list of items for me to pick up on my weekly errand run.

I tried calling Diane at her office and her private line bounced over to her administrative assistant.  She was in an all day meeting.  I asked to be put through to her voice mail and left her a message to call me when she has a chance.  I'm not sure what I'll say to her.  I'm not angry or anything, but curious as to why we didn't talk about it.  In some ways, I'm not surprised.  What she did teases me in an indirect yet very effective way. 

Anyway, I'm going to do what I'm told.  By the time she calls back, I'll probably already have purchased the condoms.

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