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Dan Becomes Dawn – Part 2
By Kathi Jo Daniels
Chapter Eight: Time for Work
Sunday, September 12, 2004
I woke Sunday morning, got up, made the bed, showered, shaved, and put on panties and a bra. After applying makeup, I chose an elbow-sleeve A-line dress in white with blue panels and shoulders with white sandals. Then my wig and finished with small hoop earrings. I packed everything, and put my suitcases by the bedroom door.
Taking my computer to the kitchen, I said, "Good morning, Roger. How are you today?"
He looked up and gave me a big smile. "Dawn, you look lovely. I’m fine. How about yourself?"
"Thank you. I’ve had such a great time; I hate to leave. But I look forward to next weekend."
"We’ll be thrilled for you to return. Can I get you some coffee?"
"Stay seated. Thanks, I can get it. What’s in the news?"
"Honestly, I mostly read the comics and puzzles. The rest is usually crap."
I poured my coffee, powered up my computer, and changed my return flight from Friday to Sunday afternoon. A pleasant surprise - the Sunday flight was cheaper than the Friday one, so Southwest gave me a credit to use on a future trip. I put my computer away and stowed it in the bedroom with my suitcases.
A few minutes later, Lisa joined us and gave me a hug and kiss. "Dawn, you look fabulous! Your makeup is perfect. You’ve learned quickly."
I returned the hug and kiss. "Thanks. I changed my return flight to Sunday afternoon."
"Wonderful! We’re thrilled that you’ll be returning and staying the weekend."
Roger began preparing breakfast -- pancakes, and bacon. The smell of frying bacon was tantalizing. He served Lisa and me and then joined us. When we finished, Lisa and I cleaned the kitchen.
"It’s about time to get everything loaded and go meet Diana. Thank you so much for allowing me to visit your home. I’ll always remember my first weekend as Dawn."
Lisa gave me a big hug and kiss, once again thrilling me as our breasts meshed. She took my computer case and headed to my car. Roger also gave me a big hug and kiss, picked up one suitcase, and followed Lisa. I took the other suitcase and followed. We loaded everything into the back seat, hugged and kissed again, and I drove away.
Chapter Nine: Trip to Steamboat Springs
Sunday, September 12, 2004
It took about half an hour to drive to Mark and Nancy's house. I parked in the street and went to the front door. Moments after ringing the doorbell, Mark opened the door and invited me inside.
"Greetings, Dawn. You look great." He hugged me.
"Thank you, Mark. How are you doing today?" I gave him a soft kiss.
"Everything’s wonderful. Please come in."
Nancy came over. "Hello, Dawn. What a cute outfit." She hugged and kissed me.
Diana was next, wearing white shorts and a light blue sweater that accentuated her curves, hugging and kissing me. "You look wonderful. Ready to go?"
I gave her an appreciative smile. “Absolutely!”
“Alright, then, what’s the plan?” she asked, sounding eager for adventure.
"I thought I’d follow you on I-70 through the Eisenhower Tunnel to Silverthorne, which should take about an hour. We can stop for a potty break and continue up Colorado Highway 9 to Kremmling and US 40 into Steamboat Springs. We should be there about four o'clock. Time to unpack and find something for dinner. Does that work?”
"That sounds like a plan."
Diana turned to Mark and gave him a hug and a kiss, thanking him for his hospitality.
She repeated this with Nancy and turned to me. "I’m ready when you are."
Nancy gave me a hug and a kiss, as did Mark.
We started our trip. I followed Diana for this first segment.
Before we reached the Eisenhower Tunnel, Diana called to suggest stopping at the Wendy’s just north of I-70 on Highway 9. We took the Silverthorne exit, and I followed her into the Wendy's parking lot.
We got out, and I stopped her. "Please stay with me. I’m not confident in public yet.”
She smiled. "Dawn, honey, you have NOTHING to worry about! You look fabulous!"
We went in, and with a brief detour to the ladies’ room, used the kiosk to order and pay for some drinks to go – with no human intervention! – and resumed our trip.
About two hours later, we crested the summit of Rabbit Ears Pass and began the descent to Steamboat Springs. I passed Diana and led her to the condo complex. We parked, entered the building, and took the elevator to the third floor. I punched in the combination of the keypad lock on the door, and we entered.
This is a two-bedroom unit with a full kitchen. The master suite had a private bath, and the other bath opened into the hallway. We checked everything, found no problems, returned to our cars, and retrieved our luggage. It took two trips to bring my computer bag and both suitcases. We unpacked what would be needed this evening and plopped on the sofa.
Chapter Ten: First Time Out!
Sunday, September 12, 2004
"What should we do for dinner?"
"I told you at Wendy's, I’m not yet comfortable in public dressed as Dawn, so I don’t want to go to a sports bar."
"And I told you at Wendy’s that you’ve got nothing to worry about. No one looking at you would think anything was out of the ordinary. You are a lovely woman, and I’ll be there if anyone asks questions."
"Thank you. Please stay with me. If, for example, you need to go to the restroom, please, take me with you."
She leaned over and kissed me. "You’ll be just fine. Where do we want to go?"
I picked up a visitor guide and located the recommended restaurants. The Ore House was close and looked like a more upscale establishment instead of a sports bar. Diana agreed and went into the bathroom. When she returned, I went and refreshed my lip gloss. We grabbed our purses and headed out.
The Ore House was across the street, so we walked there.
Upon entering the restaurant, we asked the hostess for a quiet booth away from the door. She led us to our seats and gave us menus. There were just a few patrons. Moments later, our waitress came with two glasses of water and introduced herself as Jennifer. "You ladies are certainly fashion divas tonight. I love that sweater!" she said to Diana. She complimented my dress and added, "You’re both dressed to slay. Are you going clubbing later?"
"No, we just got to town and will return to the condo. But thank you.” Diana responded, smiling at the over-the-top compliments.
Diana asked for two bottles of Prosecco. Jennifer left to get our drinks as we read the menu. "Since this is your first time out in public, I think we should celebrate."
Jennifer returned with our two bottles and champagne flutes. Then asked if we were ready to order.
I looked at Diana. She asked for the Strawberry Avocado Salad, fresh spinach, grilled chicken, strawberries, avocado, goat cheese, and candied walnuts with raspberry vinaigrette dressing.
I requested the Harvest Salad, spinach, granny smith apples, bleu cheese crumbles, toasted walnuts, and dried cranberries with a sweet apple vinaigrette dressing.
Jennifer left to place our orders. I opened the bottles and poured bubbly, handing a glass to Diana, then filled mine and lifted my glass. “Diana! This is like a dream to me. I’m out here, in public, showing a side of me that I’ve always had to hide. I absolutely couldn’t have done this without your support. So, here’s to my fantastic dinner partner!”
“Oh, Dawn. I’ve got a feeling we’re going to have many more dinners together.” She touched her glass to mine.
As we sipped our wine, I smiled as I noticed my lip gloss left smudges on the rim.
A waiter delivered our salads, and we ate quietly. We finished, pushed the plates away, and drank our remaining wine.
A busboy cleared away the empty dishes. Jennifer came to see if we would like any dessert. We declined and she went to finalize our bill. When the bill came, I retrieved my credit card from my purse and handed it to Jennifer.
Diana waited until Jennifer was out of earshot and asked, "Wonder what she’ll say when she sees the name on your credit card."
I suddenly felt panic. This could be a big problem.
Jennifer returned with a big smile. "You certainly had me fooled, or did they misspell your name on your credit card? It says CID on the back, but I’m betting you don't look anything like your driver's license."
Diana laughed.
"Yes, Jennifer, you’re right. Is that a problem?" I asked.
"Not even maybe! I think you look beautiful and admire your being confident enough to come out in public."
"To be honest, I was scared to come out in public. Thanks for your acceptance."
Diana chuckled. "I told her no one would know, but she was still nervous. Thank you for acknowledging that she passed."
"Not a problem. You look more feminine than most of the women that live around here. You’re beautiful."
"Thank you so much. I appreciate your compliments."
She left the bill and my credit card. I added the tip, a bit more generous than normal, signed the charge slip and we left.
When we got outside, Diana said, "I told you it wouldn't be a problem, even if someone discovers you’re not a woman."
"Thank you, but I’m still not overly confident in myself."
"You’ll do just fine. Let’s go over to that liquor store and get something for cocktails," she pointed across the parking lot. "Come on, you need some practice."
We went to the liquor store. I picked up a small shopping basket.
Diana asked: "Do you drink Martinis?"
"Yes, but no vermouth. Do you use gin or vodka?"
"I like either, but vodka will go with many other drinks," she answered as she put a 1.75L bottle of Tito's Handmade Vodka into the basket. I selected two 750ml bottles of Ruffino Chianti Classico and two of Duckhorn Napa Chardonnay, she added a can of mixed nuts. Looking at the cashier, I was relieved to see that they used a chip reader instead of handling the credit card. I was confident there wouldn’t be any issues, so I pulled out my credit card, and we checked out. The clerk put our bottles and the can of nuts into a pair of cloth tote bags, and we walked back to the condo.
Chapter Eleven: Explain Yourself
Sunday, September 12, 2004
"I don't know about you, but it’s been a long day. How about we have a drink and relax for a minute?"
"Absolutely!" Diana put the two bottles of Chardonnay in the refrigerator. She set the Chianti and vodka on the kitchen counter and searched the cabinets for a shaker. Not finding one, she pulled out a plastic water pitcher with a lid, filled it with ice, poured a good measure of vodka, and began shaking. There were no Martini glasses, so we used highball glasses, they served the same purpose. She poured two drinks.
We clicked glasses and sipped.
"Would you like to explain when and where you started crossdressing?"
"Okay. It’s a drawn-out story, so refresh your drink and have a seat."
We refilled our "Martini" glasses and sat on the sofa.
“Yes, I cross-dress occasionally. Not all the time. Like others I’ve read about, I started in grade school trying on my mother's lingerie. After moving away from my parents there were years when I didn’t have an opportunity, but it still stayed in the back of my mind. There’ve been some women who occasionally allowed me to wear a nightie to bed. None had ever condoned or encouraged the practice. It was a major contributing factor to my divorce. My ex accepted it to a degree when we first married, then became intolerant. I had never been out of my house when dressed before introducing myself to Roger and Lisa on Friday. I feel more relaxed. It is euphoric. I like having a bosom. There are times I wear a bra and panties with golf shorts and a shirt, nothing feminine.”
When I finished, she gave me a hug and a sincere kiss. "Thank you for sharing with me. You’re a beautiful woman, and I hope to see you more than just these two days. I can only imagine how difficult it was to relate this part of your life."
We hugged, kissed, and sipped our drinks. I set my glass on the end table and leaned over to Diana. We hugged and kissed passionately. The smile she gave me when we came up for air was as warm an invitation as I had ever received.
I unbuckled my sandals, stood, and unzipped my dress, letting it fall to the floor. I was now standing in my bra and panties.
Diana smiled and wasted no time stripping down to her underwear, and then we were back on the sofa, kissing deeply. I peeled off her panties. She laid back, allowing me to kneel between her legs, and I buried my face in her pussy, tasting the wetness and essence of her arousal, a tangy, addictive taste that drove me wild.
As my tongue flicked and swirled around her sensitive clit, her breath became short and rapid. Her hands found my head, pulling me deeper into the warmth between her thighs. “Yes, just like that,” she moaned, her back lifting slightly off the sofa as she pressed herself into my face. I reveled in the taste and scent with each moan and twitch from Diana. I alternated between long, slow licks and quick, pointed thrusts of my tongue, finding a rhythm that left her writhing beneath me. Finally, she came with a loud cry, her legs trembled and shook, the muscles in her thighs contracting and releasing in an uncontrollable rhythm. I continued to lap at her, teasing her through the orgasm until she gently pushed me away, completely spent.
"Oh, my goodness, that was fantastic! What a wonderful experience! Thank you." She pulled me into a big hug and passionate kiss. “Thank you. Thank you. You’re incredible.”
Once she recovered, she kissed me, pulled my panties off, and gave me a world-class blowjob, resulting in my exploding into her mouth. She took all I had, then gave me a deep kiss, feeding me cum. I swallowed and returned her kiss.
“Did you like the taste?”
“Creamy. Not bad. A little salty.”
“You’ll learn to like it. That’s something women experience.”
“What! Are you implying that I might eat more cum in the future?”
“Oh, Dawn! Honey, you’re a beautiful woman. There’s no doubt that you’ll be pleasuring a man. You couldn’t go to the grocery store without getting hit on!”
“Well, when Lisa and I went to the deli before the party I did get propositioned!”
“There you are. Yes, I think you might eat more cum in the future!”
We sat back and sipped our drinks.
"I hope this is the beginning of a wonderful relationship."
Diana answered: "Yes, I hope so. It’s certainly been a pleasure so far. I love how you satisfy me with your tongue.”
“As you’ve just discovered, my penis isn’t that big. So, I’d always been concerned that women might not be fulfilled. That’s why I learned to satisfy women orally.”
“You certainly learned well and have totally satisfied me with your tongue.” She leaned over and gave me a passionate kiss.
"To try a new subject, what made you want to come with me to Steamboat Springs?"
"I remembered you from work. That was over fifteen years ago, and you were married. I’d just gotten divorced. You always treated me respectfully at work, so I doubted you’d be a threat. I certainly didn’t recognize you when we met yesterday!”
She paused for a moment, taking a sip of her Martini. “Lisa gave you a wonderful endorsement. She knew you years ago, and loved you then, but not as much as this past weekend when you came out to her and Roger. She said that Friday night and Saturday morning showed her more than the years of being your neighbor. In other words, you came highly recommended, and I haven’t been disappointed! “
We kissed and sipped our drinks, content for the moment to simply be together. It felt more intimate to me, somehow, that we were both simply wearing bras, than it might have if we'd both been completely naked. The band around my chest, the pull of the breast forms on my chest, anchored my budding perception that Diana accepted me -- accepted Dawn -- as both a friend and a lover.
“How long have you known Nancy and Mark?”
“I met them several years ago through a guy I was dating. He and I split up, but Nancy and Mark remained friends. The drive from McPherson to Aspen is more than ten hours, so I spent Friday night with them.”
Diana looked down, then looked me in the eye, but apparently, nothing in my expression caused her concern. “After a few drinks, Nancy asked if I was familiar with swinging. I was not. She asked if I was curious. I was. She introduced me to sex with a woman, which I’d never experienced before. It was wonderful. Different than anything I’d ever experienced.” She smiled. “Sex with you is like that, too.”
I was amazed. “Thank you. I take that as a sincere compliment.”
“After that, I gave Mark a blowjob with Nancy watching. I’d never done anything like that before, you know. Being with two people. It was fun, and, I don’t know. Liberating? Exciting? All of that.”
“Wow! I’m surprised. You don’t strike me as a swinger. Not that I know anything about the practice. I haven’t been involved, so who am I to judge? Is this something that you would want to continue?”
“It was a new experience. I would only continue if I knew the participants. Nancy told me they party with Roger, Lisa, and two single women. I believe Wanda and Laura were supposed to be with us yesterday. This is all new to me, but I would be willing to explore it further.”
“I’ll have to ask Roger and Lisa when I return on Friday. They never mentioned anything about swinging to me. Of course, Friday was when they met Dawn, and Saturday was the football party, so not much of an opportunity. Still, I’m surprised.”
“Come here and let me hug you,” I held out my arms.
Diana cuddled next to me. I put my arms around her.
"Where do you live now?"
"On a farm near McPherson, Kansas, about sixty-five miles north of Wichita. My parents both died in a car wreck, and I’m working to sell the homestead. All the farm acreage is leased out, but I still have the house and barn to deal with."
"Are you looking to sell the entire farm or just the buildings?"
"I’d like to dispose of everything. I’m the only remaining child, and my two daughters don't want the property."
"How bizarre. This is exactly what I’m doing here in Steamboat Springs. I’m a partner in a group of investors. We buy estates. Would you like me to evaluate the property and give you a bid?"
"That would be wonderful. You would need to see everything first, right?"
"Yes, a property inspection, title research, the leases you mentioned, everything that’s pertinent would have to be examined."
"How soon could you do this?"
"I’ll be here in Steamboat Springs this week, returning to Florida on Sunday. A week to pull some information from the county and discuss it with my partners. How would the following week work for you?"
"When I leave here, I’m going to Aspen to visit my eldest daughter. She has a new baby boy. I’m not ready to be a grandmother! I could be home by then. Would it just be you coming for the inspection?"
"Yes, since I’ll submit the information, I’ll have first dibs on making the inspection. You’re a beautiful grandmother. Your grandson will wrap you around his little finger!"
"Well then, why don't you come a couple of days earlier and we can renew this relationship?"
I laid her back on the sofa and went down for round two. When she was satiated, I collected my panties, dress, and sandals, heading for the bedroom.
"Where are you going? Come back here, I’m not through with you!"
Diana hugged me, reaching behind and unhooking my bra, letting my breasts swing free. She took one in each hand and caressed them. “I can’t believe they aren’t real,” she nuzzled. “But you can’t feel this, can you?”
“I can feel that you’re touching them. But no, it’s not like it’s my skin. Not like what you feel.” I hugged her and unhooked her bra, letting her breasts swing free, then leaned down and planted a series of kisses on her nipples, causing her to moan in pleasure.
Now naked, I went to the bedroom, removed my makeup and earrings, and put on a sky-blue lace nightie with a G-string. Returning to the living room, Diana was still lounging on the sofa, wearing nothing, sipping on her Martini.
"That’s very sexy on you. I’m thrilled at how you arouse me as a woman."
"Thank you. I take that as an amazing compliment. You thrill me even when you’re wearing nothing!"
We both laughed and sipped our Martinis.
Diana gathered her clothes, went to the bedroom, and returned wearing a nightie.
"What do you have for tomorrow?"
"First, I’ll have to remove my breast forms and fingernail polish.”
“Since I’ve spoken with the contact for the property, I can’t show up as Dawn. We’re scheduled to meet at ten o'clock. He will deliver several documents. I’ll walk around the property looking for anything that might be an issue. There’s significant time spent studying the county clerk records, some online, some in the office. If everything is in order, I’ll evaluate the local market value and submit a report to my business partners. They’ll review everything and make an offer. This should be finalized by mid-day Thursday."
"Is this the same process you’ll follow with my property?"
"Yes, we have a detailed method that’s been used for quite some time. This gives everyone a fair value. Understanding the time value of money, we make an offer that allows you to be relieved of the burden while we can make a reasonable profit within a decent timeframe."
Diana picked up the ‘Martini shaker’. "Would you like more? There’s still some in the shaker," she laughed.
We split the remaining contents and sipped, then retired for the evening.
Chapter Twelve: Time for Work
Monday, September 13, 2004
I woke up on Monday morning while still snuggled with Diana. Getting out of bed, trying not to disturb her, I went to the bathroom and removed my nightie, G-string, and breast forms, showered, and shaved. I took nail polish remover and cleaned my fingernails so that no shimmering pink remained.
I went into the bedroom to get my clothes.
Diana was awake and sitting up in bed. She gave me a long look, then turned back the covers and patted the bed beside her. She was naked. “Come here a minute.”
Feeling a little nervous, I sat where she had indicated.
She ran her index finger up my thigh and smiled. “You’re a sexy woman, but you look nice this way, too.”
I could feel myself start to react to her fingers’ wandering. “You think so?”
“Good enough to eat.” She giggled. “Though, I was thinking I could use my other lips?”
I rolled her onto her back, spread her legs, and began eating her pussy until she was satiated. She rolled me onto my back, climbed on top, impaling herself on my rock-hard penis, and started riding me until I exploded. We rolled onto our sides and cuddled, kissing passionately.
“How was that, Mister Dan? Were you satisfied?”
“Utterly fantastic. You’re a dream come true! Were you fulfilled?”
“Yes. And I think we can enjoy this many more times in the future. As Dan or as Dawn, you’ve got nothing to be worried about.”
We kissed passionately. I gathered my clothes and went back to the bathroom to clean up and get dressed. “I’ll be back around noon. I’ll leave you a note with the door code. We can go to lunch, but you’re on your own for breakfast.”
She kissed me. “Hurry back!” We kissed again, and I departed.
All I wanted was a cinnamon roll and a cup of coffee, so I took my computer, drove into town, and found a cafe. At about nine-thirty, I drove to the property address, arriving as a pickup was pulling up to the gate. We both exited our vehicles.
"Hi. I’m Dan."
"Nice to meet you, Dan. I’m George. Here are all the documents you requested. Shall we inspect the property?"
George unlocked the gate and drove through. I followed and stopped. He went back and locked the gate, then led me to the structures. We walked around the house, barn, and corral, chatting casually about the conditions. After about two hours, we returned to the gate. George unlocked and I drove away, returning to the condo.
Diana was out of bed and dressed. She had gone to a cafe for breakfast and returned.
She greeted my return with a warm smile and an invitation to repeat the morning romp. We ended up satisfied and cuddled next to each other.
“Are you going to meet anyone else today?”
“No, everything else for today will be online.”
“Then, I want you to put on a dress!”
"I'll be happy to, but I have to ask. Do you only like me as Dawn? Or, do you prefer me as Dawn?"
She shook her head, smiling warmly. "No, sweetie. I want you in a dress because it's so obvious that YOU prefer Dawn. You LOVE wearing dresses and pretty lingerie. Seeing how much you enjoy being dressed and how much more content you are is a joy to behold. I can see how happy it makes you, how much more relaxed you are. You have a sparkle in your eyes, and you laugh more easily. Not to mention how great you are between my legs. That alone is worth the reward!"
Was I happier as Dawn? And if so, what did that mean for me? It was tough to think about, but she was being honest. I had to be honest, too. Yeah. Yeah, I am.
“What did I do to deserve you?” A giant hug and deeply passionate kiss followed.
I put on breast forms, panties, a bra, wig, makeup, and hoop earrings and slipped on the red poppy festival dress and white sandals.
“Yes. You look much better.” Diana gave me a hug and a kiss of approval. “Tell me. If I wasn’t here, what would you be wearing? right now?”
“Probably this, but without the makeup.”
“You like being Dawn. You’d rather be sitting on the sofa wearing a dress and drinking wine than wearing shorts and a golf shirt out with the boys drinking a beer. How do you dress when you’re working at home?”
“Just like this but without the makeup.”
“I think Dawn is beautiful. I think Dan is handsome. I’d be happy to be with either or both of you.” She gave me a hug and a passionate kiss.
“I have to tell you. When you hug me like that, and our breasts mesh, it thrills me!”
She hugged me again, reaching down and caressing my penis, which was rigid.
“I’m happy to know that little tidbit. It could come in handy sometime.”
I set up my computer and dove into work, just taking a brief break when we walked down the street to a cafe Diana selected for lunch. I was still not completely confident in my female presentation, but with repetition, Diana's strong reassurance, and the absence of any embarrassing incidents, I began to calm down.
I returned to my computer and continued working.
About four o'clock, Diana interrupted me and said it was time for dinner. She had called the Ore House and asked to be seated in the section with Jennifer. We walked to the restaurant, and Diana informed the hostess of her request. She took us to the same booth as last night and told us that our waitress would be Jennifer.
Jennifer came to our table and was thrilled to see us again. Diana scooted in a bit and invited Jennifer to sit beside her.
"You both look beautiful. If I didn’t know better, I’d think you were just two girlfriends out for dinner."
"Thank you, Jennifer. I keep telling Dawn that no one has any reason to question her."
"This is new, so I’m still a little nervous. I thank you for your support."
Jennifer was able to chit-chat for a couple of minutes before getting back to work – it was still early and the restaurant was slow. Then she put her waitress face back on. "What would you ladies care to drink?"
"How about we start with two glasses of Chardonnay?" suggested Diana.
We examined the menu and decided, again, on the salads. Jennifer returned with our wine and took our orders. After our salads were served Jennifer stopped to see if everything was in order.
Again, Diana was able to get Jennifer to join us for a couple of minutes. She slipped into the booth. The restaurant wasn’t very busy on a Monday night. Diana and I worked on our salads and chatted with Jennifer for a few minutes. We learned that she works Sunday through Tuesday, which are the slower nights and goes to Regis University on Wednesday and Friday, pursuing a bachelor’s degree in business administration.
We finished our salads, Jennifer brought the check, and I gave her my credit card. She did not question the CID this time! We returned to the condo.
Diana opened a bottle of Chardonnay and poured two glasses.
We hugged and kissed, peeling off each other's clothes until we were both naked. I laid Diana down on the sofa and proceeded to bring her to multiple orgasms. When she was satiated, we cuddled and finished our drinks.
Diana laid me down on the sofa and began giving me a blowjob. When I was rigid, she climbed up and mounted me, riding until I exploded.
“Well, Miss Dawn. Did you enjoy that?”
“You are wonderful. We certainly have come a long way in two days. I thought it might be odd to have sex when dressed as a woman. If you are okay with having sex with Dawn, I have no objections.”
“I don’t have any reservations about having sex when you’re dressed.”
We hugged and kissed again. I went to the bathroom, removed my makeup, and put on my red baby doll.
"That’s a very sexy nightie. You just rock. I’m excited to see you look so wonderful."
"Thank you, beautiful. I do feel sexy wearing this."
She gave me a big hug and went to put on her nightie. While she was changing, I refreshed our glasses of wine.
When she returned, she took her glass and used her other hand to stroke my cheek. "I’m sorry that I have to leave tomorrow but look forward to seeing you next week."
"Yes, I’ll certainly be lonely here without you. I’ve enjoyed your company and your acceptance and encouragement of Dawn."
"You’re a very beautiful woman. Don’t be afraid to go out in public. No one will know the difference."
"Not sure if I’m ready to go out solo but I’ll try to be more confident."
I laid her back on the sofa, removed her panties, and proceeded to please her again.
"Maybe I should stay here instead of visiting my daughter!" she gushed.
"No, you need to see her and that new grandson. We’ll be together next week."
We finished our drinks and retired for the evening.
Chapter Thirteen: Goodbye for Now
Tuesday, September 14, 2004
We woke Tuesday morning, and I began caressing Diana. She took off her panties and laid back to allow me to bring her to a massive orgasm. Once she recovered, she peeled off my panties and proceeded to suck me until I came. She came up and gave me a passionate kiss, feeding me cum. I swallowed and returned her kiss.
“You need to get used to swallowing cum. That’ll be in your future.”
We got out of bed and showered together. Some parts of our bodies got squeaky clean! Diana put on a sleeveless blue and white top with a matching blue skort.
"You look fabulous. Good enough to eat!"
"You have done those multiple times to my complete satisfaction!" She gave me a big hug and a passionate kiss.
I shaved and put on panties, khaki trousers, and a golf shirt.
"Sorry, I have to visit the county clerk today, so it’s male clothing."
"That’s too bad. You should wear a dress and see if they notice."
"Not today. Maybe when I come to Kansas, Dawn can go to the county offices."
We loaded her suitcase into her car and walked across the street to the cafe for breakfast. We finished, came back to her car, hugged, kissed and she drove away.
I drove to the county offices and began my property research, spending the rest of the day reading the massive number of records on this property. This area was settled in the 1860s and there had been many owners of this property. Doing a complete title search was a very tedious process.
I returned late in the afternoon, undressed, put on breast forms, bra, wig, makeup, and hoop earrings, and slipped on the navy-blue floral dress and white sandals. There were butterflies, but I walked over to the Ore House and asked the hostess if Jennifer was working tonight. She said yes and took me back to the same booth.
Jennifer came to the table, recognized me, and gushed, "I’m so thrilled to see you again. You’re simply stunning. Where is Diana?"
"She went to Aspen to visit her daughter and meet her new grandson. I still have a couple of days of work, but she insisted that I come out on my own. I thought you’d be the best person to encounter in this situation."
"You know I accept you. You look and act like a woman. As Diana said, there’s no reason for anyone to think otherwise."
"Thanks, I appreciate your encouragement."
"What would you like to drink?"
"A special night deserves a special drink. How about some Prosecco?"
"That sounds wonderful. Do you know what you want to eat?"
I again ordered a salad.
"I’ll put your order in and get your drink. Be right back."
Jennifer returned shortly with a split bottle of Prosecco and a Champagne flute.
I opened the bottle and poured it into the flute, allowing the bubbles to rise to the rim before subsiding. I asked her to take my picture to send to Diana, then amended that request to have her in the picture. She sat next to me, and I took a selfie.
I sent the picture to Diana, "Guess where I’m at tonight!"
A few minutes later she responded, "Fantastic. You both look beautiful. I’m proud of you for going out solo. Hugs. Miss you. Kisses!"
Jennifer returned with my salad. I showed her the message from Diana.
"How wonderful. When will you see her again?"
"I’ll go to her property in Kansas next week."
The hostess brought a couple to the area, so Jennifer left to take their orders. I ate my salad and drank Prosecco. Jennifer came over to see if I needed anything more.
I declined and gave her my credit card. She went to process the charge and returned with the slip. I signed, thanked her for everything, and hugged her.
She hugged me. "I agree with Diana. I’m happy that you came out on your own. Please don’t be afraid. No one will be able to tell."
We exchanged cheek kisses and I returned to the condo, undressed, scrubbed off my makeup and lip gloss, removed my bra, wig, and earrings, and put on my nightgown.
I made a Martini and tried to find something on TV.
My phone rang - it was Diana.
"Hey, sweetie. How are you doing?"
"Hi there, gorgeous. How was your trip to Aspen? How are your daughter and grandson?"
"The trip was just fine. They are both doing great. What are you doing now?"
"Just got back to the condo. Nothing on TV. Made a Martini. Put on my nightie. Just hanging out. How about you?"
Diana laughed. "I was almost expecting you to say you had brought Jennifer back and were entertaining her!"
"No. She is sweet but not someone I’d want to get involved with. You’re much more of my style, and I don't want to harm our relationship."
"That’s nice. I’m happy to hear that you respect our relationship. I’m thrilled that you went out, even if you only went to see Jennifer. As you get more confident, you’ll enjoy going out more. Hope your work is going well. Talk to you soon. Kisses in all the right places!"
She hung up. I finished my Martini and went to bed.
Chapter Fourteen: Wrapping Up Work
Wednesday, September 15, 2004
Wednesday was spent finishing in the county clerk's office. It’s a full day. I never knew researching could be so exhausting. I called the property owner and asked to meet him tomorrow to check out some issues. We agreed to meet at nine-thirty. I wrapped up, picked up a Subway sandwich, and went to the condo. I had no desire to go out tonight, so I put on breast forms and a nightgown, ate my dinner, and went to bed.
Thursday, September 16, 2004
I met the owner Thursday morning, and we walked through the buildings and along the fence line. When we finished inspecting the property, I filled my car with gas, picked up a Wendy's burger, and returned to the condo.
I’d worn all my bras, panties, and dresses, so it was time to do some laundry. The unit had a washer and dryer, so I loaded everything and started the washer.
I finished the property report and emailed it to my investment group partners.
It had been a week since I had removed my body hair, so I smeared Nair over my arms, hands, legs, feet, and torso, let it set, and took a shower. The washer cycle finished, so I moved everything to the dryer.
I filled the bathtub, added bath oil, and settled down -- with a Martini -- for a long soak.
The past week had been unbelievable. Coming out as Dawn to Roger and Lisa was unbelievable as they accepted my femme persona. Reacquainting myself with Diana has been spectacular. I have to ask myself, where am I going with all these changes. Diana asserted the fact that I liked to be Dawn, wearing a dress instead of a golf shirt and shorts. She also said she had no doubt Dawn would be pleasuring a man. Who is this that I’ve become?
These, and many more, thoughts are rattling around in my brain. I’m certain I want to pursue a relationship with Diana, and she wants me to be Dawn when I visit next week. This is a big bubble that I hope doesn’t burst.
After my bath, I put on breast forms and a white nightdress with a G-string. No reason for any makeup. I repainted my fingernails with shimmering pink polish. I packed, laid out clothes for tomorrow, brushed my teeth, and retired for the evening.
********** To Be Continued **********
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Comments
Dawn is getting quite the work out!
She’s found a willing, experienced and enthusiastic partner in Diana, and could not have had a better launch. Will she continue to be both Dan and Dawn, or will Dawn prevail? The nice thing is that Diana appears willing to accept either presentation.
— Emma