Florida Trippin'... Part one

I know some of my faithful readers have been waiting for this report as much as I was being able to report it. I feel that I should put a warning and disclaimer to open this blog. In the past I have, for the most part, refrained from talking about Linda and my sexual escapades in detail, instead just glossing over the ‘dirty parts’ in general terms. Because of what has taken place over the last week I do not feel that I can continue that or that by omitting those details that I would be doing justice to this adventure or to my faithful masses. So if you are offended by blogs that delve into the sexual details, then I would suggest that you bypass my blog for the next several days. For the rest of you, get the tissues ready because this is going to get HOT!

On Tuesday, December 30^th, Linda and I prepared to depart for 5 days in sunny Florida. It was decided that we would need more clothing then we would be allowed to carry as baggage on the plane, so we packed up a rather large box of clothing and shipped it ahead to Darryl (if you don’t know who Darryl is then I suggest that you go back and read my blog for the last two months). This was a good move because it allowed me to ship the items that I would need for my transformation into Beverly (if you don’t know who Beverly is then why are you even reading this blog!). The other decision that was made, by Linda, was that she would leave her wedding rings at home, thus establishing her ‘freedom from our marriage and her role as my wife’ for the duration of the trip.

As it turned out, I was glad that we shipped the clothing several days ahead of our departure because when we got to the airport I was selected to have my suitcase opened and searched. I was happy that my suitcase contained mostly my two male changes of clothing along with two feminine outfits and my woman’s swimsuit, nothing that would identify me as a crossdresser.

Speaking of clothing, I was very happy that Linda agreed that I could wear guy clothes (part of leaving her rings behind deal) on the flight out because we ran into several people I knew at the airport. As we were waiting in the check-in line we found ourselves behind a client of mine who is also a very good friend. With Amy was her husband, Tim, who is also a friend of mine. We had a nice time talking about the flight, the weather in Florida, and, of course, about the Iowa Hawkeye football team.

Amy asked where we were staying and I told her that we were staying with a friend. She asked about our plans for New Years Eve and we told them that our friend had made plans for us. I was glad that they would be going to a party for the team and fans because we wouldn’t have to worry about running into them while we were out with Darryl. I really didn’t want to have to be explaining to them about either Beverly or the relationship between Linda and Darryl.

While waiting to board, I saw three other people I knew because of business dealings. I went over to talk to them and introduce Linda. We talked mostly about the football game or about upcoming business opportunities that they wanted to have me handle. I joked that maybe I could write off the cost of the trip as a business deduction because we were talking business (FYI… I couldn’t).

The flight departed on time and was a smooth trip… until we got to the airport.

Darryl was meeting us at the baggage claim area, and I started worrying about the reception we would received from him… especially Linda. As it turned out, my worse fears were about to come true.

We were walking just behind Amy and Tim as we entered the baggage claim area, and there was Darryl. The first surprise came when Amy and Tim walked up to Darryl and shook hands with him. Amy saw us also approaching Darryl and said with surprise “oh, do you know Darryl?”

I extended my hand to Darryl as I informed Amy that he was our host for the week. Darryl warmly shook my hand, and then it happened. Linda stepped up and Darryl let go of my hand, and stepped over to her, put his arms around her and gave her a big juicy kiss. I could almost hear Amy and Tim’s jaws drop as they witnessed the embrace. I stood there silently and turning crimson as I could do or say nothing about what was happening. Of course at that same moment the other three business friends walked by and witnessed my wife being kissed by another man as I stood helplessly by.

Finally Darryl broke the embrace and turned to Amy and said “yes, we are all old friends”, acting like the kiss was the most natural thing in the world. Fortunately, Tim gently nudged Amy to get her moving and they walked away with a “have a good time and ‘go Hawks’”. Linda gave me a teasing smile as we walked to get our bags. She and Darryl stood back while I went to grab our luggage. When I came back with the 2 bags they turned and walked ahead of me holding hands. I didn’t look around to see if any of my friends were watching us, but I was sure some of them were.

Darryl lives along the east coast of Florida, not far from Daytona, but he has a friend who is involved with real estate throughout Florida. This friend owns a lot of property, included a beautiful condo on Clearwater Beach, and he loaned the condo to Darryl for our visit. Linda and I were very impressed with the size of the three bedroom condo. However, it was the walkout patio that was right on the beach that really stopped us in our tracks. This place was paradise and a perfect place to relax, party, and ring in the new year.

Darryl established, to no one’s surprise, the living situation for the week as he told me to put my suitcase in ‘my bedroom’ and put Linda’s suitcase in the master bedroom. When I entered my bedroom, the closet door was open and the clothing that I had shipped ahead were hanging up. I unpacked my suitcase and put my male clothing away, knowing I most likely would not see them again until I was leaving.

Linda knocked on the door (why did she feel she had to knock before entering my bedroom?) and informed me that she was going to slip into her swimming suit and take in some sun and walk on the beach. She told me to put on my swimming suit and put on some make-up and my wig so I could begin my vacation as Beverly. It took me an hour to get ‘presentable’. I had never worn anything as revealing as a swimsuit in public before and I worried now if I could pass enough not to cause any problems.

I went looking for Linda and Darryl, thinking that they were probably already outside since it would only take her a few minutes to change, but they were not on the patio. Then I noticed that the door to the master bedroom was closed. I knew where they were and what they were doing… making up for lost time! I knocked on the door and Linda answered.

“Go on ahead outside. We will be out in a little while,” she replied. Then I heard her giggle and things got quiet again. Embarrassed by knowing that I had interrupted their love-making, I slinked out onto the patio. I moved a chaise-lounge chair into the sun and stretched out on it. The warmth of the beating sun felt marvelous and helped wipe the images out of my head of Linda and Darryl in bed. I dozed off, waking when I heard Linda’s voice telling me that I had better turn over before I burned. I looked up to see her standing over me, with Darryl standing behind her, his arms wrapped around her waist. She had a two-piece swimming suit on while Darryl was wear a typical men’s knee-length suit. He was grinding his crotch into Linda’s ass and she was showing her enjoyment by wiggling it in encouragement. When she moved to sit down I could see the arousal in his suit. Darryl joined Linda at the small patio table, taking her hand in his. These two just could not keep their hands off each other!

“You look nice, Beverly. Are you enjoying yourself so far?” Darryl asked as his eyes traveled over my minimally clad body. Before I could reply, he turned to Linda. “I really worked up a thirst in there. Are you thirsty, too, Linda? I bet you need something to wash that taste out of your mouth.”

Turning back to me he ordered “Beverly, why don’t you go and grab us all some beers out of the refrigerator.” He turned back to Linda, effectively cutting me off while putting me in my place for the week… as their maid.

I got up and went to the get the drinks. I hadn’t looked at the kitchen when we arrived, so I was getting my first peek. It was beautiful, just like the rest of the place. I was glad because I had a feeling that I would be spending quite a bit of time in here over the next few days.

As I handed Linda and Darryl their beer, Darryl instructed me to join them at the table. “I think this would be a good time to talk about the plans for your stay and to establish some rules. Believe me, this is going to be a trip of a lifetime for both of you.”

And believe him I did. The man knows of what he speaks!

So much more to follow. I hope I haven’t bored you.

It's coming!

We got back from our trip yesterday and what an adventure it was! So much to tell. I have a lot to write and will be posting it shortly. You won't be disappointed!

What a difference!

The temperature when we left Iowa was low twenties and when we got off the plane in Tampa it was low seventies. What a difference!
So much to tell all ready... from the time we got to the airport to Darryl meeting us in Tampa... it's going to be an interesting week. But that's all I have time for today. I will write all about it when I get back.
Have a great New Year's Eve everybody!

Getting ready to travel

Linda and I spent most of today at our salon spa preparing our bodies for the vacation trip. We each had some waxing done; her: legs and bikini line, me: back, legs, and bikini line. That bikini wax was a first for me, and I was very surprised that I didn't have a 'male reaction' during the procedure. I guess the pain and discomfort from it kept me from having an erection. Our friend from the salon did the work so it was a bit embarrassing to be naked and manipulated by some one I know in such an intimate way.
We also got our hair colored and highlighted as well as manicures and pedicures. So we both walked out looking our best and ready to take on Florida.
The reason I got a bikini wax is because Linda bought me a swim suit to wear on the beach. Fortunately, it wasn't a 2-piece bikini, just a one piece woman's suit. But it is cut high in the legs and I worry how it will cover my male parts. I guess I will be doing a lot of 'tucking'.
We leave tomorrow morning and will be in Florida after lunch. Darryl is picking us up at the airport. Then the fun will begin!
Wish us luck (me, especially).

Christmas with Family

I didn’t think I would get another chance to write before heading out to Florida, but I found a few hours of free time today so I am taking advantage of it.

Speaking of Florida, we are really looking forward to getting to some place warm and away from this terrible Iowa winter. Linda has been on a real high these last few days as she prepares for the trip. I know she has talked on the phone with Darryl several times and the two of them have been making plans for our visit. With those two plotting, I know it is going to be an exciting, yet scary, time.

I wanted to report on our Christmas holiday since I have the time. We spent the day with my relatives at my mother’s house. Fortunately, Linda did not insist that I wear anything feminine for the occasion, so I was able to dress ‘normal’ (meaning regular guy’s clothes). That really didn’t seem to matter as it turned out because I spent most of the time either in the kitchen or doing what would normally be considered ‘woman’s work’.

As soon as we arrived, my mother asked me to help in the kitchen with preparing the brunch. Without a word being exchanged, she handed me a waist apron to put on. I noticed her smile as I accepted it without hesitation. Since we had been the first to arrive, the rest of the family members all saw me in the kitchen at work wearing the apron as they arrived. My sister greeted me with a hug and a ‘cute’ comment. My brother-in-law just waved and retreated to the living room. My brother and his wife stood and talked to us as we worked but neither offered a hand. Even Linda stayed out of the kitchen as Mom and I cooked. I served the meal and notified the others that dinner was ready, then removed the apron and sat down as Mom brought out coffee. Other then that, it was a normal meal with my family with much laughter and fun.

After the meal concluded, I started clearing the table without a thought. However, much to my surprise, no one else offered to pitch in and I was left alone to clear and wash the dishes (having donned my apron of course). I was even summoned to serve coffee once as the rest of the family sat in the living room. Everyone had just assumed that my place was that of the ‘maid’, even me.

Finally, my kitchen work done, I was able to join them and sit and relax… for a short while. After an hour, Mom asked, “would you be so kind as to put the table cloth and napkins in the wash machine for me?” Of course I did it without hesitation, all the while thinking that it wasn’t that long ago that she would have asked my sister to do that chore. Now it seemed to have become my duty. I had taken over for my sister! Perhaps Mom was now thinking of me as her ‘other daughter’.

Even the presents I received for Christmas pointed to my feminine persona as I opened boxes of dishware, mixing spoons, special pots and pans, a Belgium waffle iron, silk bedroom sheets, and even a Christmas apron. Linda gave me dress slacks that looked like men’s… until my sister noticed that the zipper was on the side! Thankfully, she kept quiet about that until she could tease me about it when we had a moment alone. And through it all, no one in my family raised an eyebrow or uttered a discouraging word about my quickly growing feminine world.

The only time I felt the least bit uncomfortable was just before we were leaving. Linda was talking about our upcoming trip to Florida. Everyone was excited for us, even the guys were a bit jealous that I was going to be attending the game while they were having to settle for watching it on television. My sister asked where we were staying and Linda told her that we would be staying at Darryl’s condo on the beach. I noticed a sudden glance Pam shared with our mother that seemed to convey some hidden message. Nothing more was said about the trip other then their wishes to have fun and safe travels. But I couldn’t help but worry about that shared eye contact between Mom and Pam. Did they know something? Had they found out about Linda and Darryl’s adventure? What exactly did it mean?

I asked Linda about it on the drive home. She said that she had not talked to them about Darryl. However, she had shared with her sister some of what went on that week when Darryl visited. Usually our two families don’t talk to each other much so I didn’t think that Linda’s sister, Julie, would have told Pam anything. And Linda doesn’t think that Julie said anything to their mother about what took place. But the whole thing has made me very nervous as this is a part of Linda and my private life that I do not want to share with family.

That is all going to be put aside for now as we prepare for our adventure in the sun. Let’s meet back here after the first of the year and see what happened.

Happy New Year!

Ending out the year.

Linda knows that I write this blog and understands that it is a form of therapy for me. It allows me to vent, unwind, and express my feelings of fear, excitement, nervousness, and anticipation. I knew that she read a few of my posting in the beginning. But I didn’t realize until last night that she has kept up with this blog quite regularly. I had just assumed that she had looked at it in the beginning out of curiosity, then tired of it and forgotten about it. But no, she informed me last night that she enjoys reading it and has gained much insight into me and my thinking. Oh, boy!

As we were enjoying dinner last night, she brought up the blog. She was glad that I had included the adventures with Darryl and that I hadn’t painted her as a slut or a monster. “It’s important that your readers realize the love and affection we share and that we are very much a happy couple,” she commented. She went on to say what she enjoyed most were the comments left for me.

“It seems that your readers’ comments are mostly about the sexual side and how they want you to interact sexually with Darryl and for me to cut you off from sex between us. What do you think of those ideas?”

I replied that I wasn’t sure that I wanted to go down that path.

“I kind of like the idea of denying you access to me until after I’ve been with Darryl again. I think it might be a good idea to cut you off until after we return from Florida. Think you can last two weeks?”

I was shocked to say the least. I tried to talk her out of it, even bringing up Christmas as a hook. But it seems that her mind is made up, thanks to your suggestions! So now I can’t wait for the new year to get here.

Because of our busy holiday schedule and traveling, followed by our Florida trip, I will probably not be posting again until we return in January. But think of all I will have to report on when I return.

2008 will definitely not be going out with a bang, at least not for me!

See you in 2009.

Hair Affair

This entry will be a departure from my latest escapades involving Darryl, and a return to where this blog originated… that being fun and frolic between just Linda and myself. I hope you don’t mind.

Yesterday was our anniversary. I won’t say which one, only that it is well past twenty happy years. My gift to Linda was a certificate for a day of spoiling at a spa. Linda treated me to supplies for my favorite hobby (photography). Unbeknownst to me, there was even more to come.

I had an appointment to get my hair cut in the morning. As Linda was leaving for work, she handed me a small bag that was taped shut. “Give this to Meghan (my hairstylist) when you go in this morning,” she instructed, then kissed me and headed out the door with no further explanation. In the past Linda had conspired with Meghan to treat me to various forms of embarrassment and femininity exposures. I was sure that this would be something along those lines as well.

Meghan has known about ‘Beverly’ and my dressing activities for several years. Each time I come in to the salon she asks me about my latest feminine involvements and adventures. Since she has me come in as the first appointment of the morning, I know the salon will not be busy and therefore always dress leaning towards the feminine side. I was wearing a blue sweater and gray slacks, women’s wear of course. The bra I wore was not padded but the outline and slight protrusions could still be identifiable to the knowing observer. I decided to put on a little eyeliner and mascara along with a light coating of lip gloss… nothing too noticeable, but I knew Meghan would see it. I keep my hair somewhat long and cut into a slightly feminine wedge. And I let Meghan have free-rein over the styling each time. As I sat in the chair I handed her Linda’s bag. I realized that she and Linda had been talking and plotting because she took the bag without registering any surprise, setting it aside without opening it.

Since we were alone in the salon, Meghan started peppering me with questions about how I spent my Thanksgiving and then settling in asking about Darryl’s visit. That surprised me somewhat. At my last appointment I had casually mentioned that my friend was coming for a visit. I guess I must have commented that Beverly would be making an appearance as well. She asked how he reacted, then asked about Linda’s reacting to her husband appearing in all his feminine best before my old friend. I must have revealed too much because Meghan picked up on something I said and started quizzing me about Darryl and Linda interacting. Before I knew it I had told her everything about that week as well as about our plans to attend the bowl game and stay with Darryl. I couldn’t believe that I talked about all of that so freely with her. It must have been the ‘power of the beauty salon’ at work. I have heard about how all secrets are revealed within those walls, and now it had taken its toll on me.

Because I was talking so much, I wasn’t paying any attention to what Meghan was doing with my hair. When I looked in the mirror I was shocked. She had styled my hair in a totally feminine comb-out, complete with little pin-curls. Then she opened Linda’s bag and pulled out an assortment of hair accessories: ribbons, pins, clips in all colors and styles. She smiled at the collection and began picking and selecting what she would use in my hair. When she was done I looked like something between a teen girl going to a prom and a bride on her wedding day. There was no way I was going to hide that hairstyle as combed out as it was and decorated with sparkly clips.

“This is part of Linda’s anniversary gift to you. Plus, you are to meet her for lunch at Harrington’s,” Meghan explained.

When she removed the long black apron that covered me, my clothing selection no longer looked androgynous. With my feminine hairstyle, I now looked quite feminine head to toe. Now I wished that I had worn more make up and padded my bra so I could at least look like a woman. Instead I looked exactly like what I was… a cross dressed man!

Meghan wished me luck on my lunch date and almost had to push me out the door. Fortunately, Linda was already seated when I arrived at the restaurant so I was able to walk in and sit down. She commented on how nice my hair looked and asked if I liked my surprise. “It definitely was a surprise,” I answered.

I am happy to say that lunch went extremely well. The waitress smiled warmly at me as she took our order. I received only a few glances and stares from passersby and seated patrons, mostly do to the pronounced hairstyle being out of place for that time of day and location.

All in all, it was a fun and unforgettable anniversary.