Dan Becomes Dawn Chapters Twelve Twenty
- 3 years ago
- 9
- 0
Dan Becomes Dawn - Chapters Three - Six free porn video
Chapter Three: Coming Out!
I felt much more confident, to the point of euphoria, as I drove to meet Andrew and Marie. Just having the seat belt bisect my bosom was a thrill.
I found the correct address, parked in the driveway, took a deep breath, retrieved my purse and the bottle of vodka, went up the steps to the front door.
Seconds after I rang the doorbell, Andrew answered. "Good evening, Dawn. You look fantastic. Please come in."
"Thank you, Andrew. I am just a little nervous." I handed him the bottle of vodka.
I still had butterflies in my stomach as Marie came into the foyer and rushed to give me a big hug and light kiss. "Oh, my goodness! You are stunning!"
"Thank you, Marie. I was worried how you would react to seeing me as Dawn."
"You are so beautiful. I am in shock. Welcome! We are so glad you are here. Please, come in and make yourself comfortable." She hugged me again and gave me another light kiss.
I followed Marie as she led me to the family room. It was a thrill to hear the sound of my heels clicking on the hardwood floors. Marie offered me a love seat as she settled into a recliner.
Andrew had followed us and continued to the kitchen, returning with a tray holding three martini glasses and a large martini shaker. He set the tray on the coffee table and filled the glasses, then offered one to me and then Marie.
Marie raised her glass. "Here is to the Dawn of a new beginning for us all." We clinked our glasses and sipped our martinis.
We chatted for a while, catching up on the years since we had been neighbors. In that time, Andrew had retired, and I had begun working in a new industry.
We discussed the note-buying business I was involved with and how that worked. I explained that a group of us had gotten together and were picking up properties all over the country. We had to inspect each one before bidding - we didn't want to get stuck with one that needed serious remediation or hazardous material cleanup.
I began to relax as Andrew and Marie acted like there was nothing unique about me wearing a dress.
Andrew suggested it might be a good idea to retrieve my luggage before we had too much to drink. The three of us went out to the car and unloaded the two suitcases, the Chianti, and my computer bag. Marie took the computer bag and led us to the guest suite. I gave Andrew the bag of wine, thanking him for allowing me to visit.
I brought in the second suitcase and Andrew placed both on luggage trays and I unpacked some of my female attire. I showed Marie the festival dress I had brought for the party next evening. She approved, commenting how cute she thought it looked.
"Are you sure it will be okay for Dawn to attend the party, or would it be better for me to be Dan?"
Marie hugged me. "You will be perfectly fine as Dawn. None of those attending will have any problems, even if they were to somehow discover who you are. To look at you, no one will ever think you are not a beautiful woman."
I hung it in the closet to let the wrinkles fall out. She also approved of my V-neck floral dress as well as the white dress with blue panels and sleeves. I hung those outfits as well.
"I only brought four outfits and two pair of shoes. I hope that will be enough."
"That should be plenty. If you need, you can always use the laundry here. Or, we can go shopping!"
Marie was impressed at how perfect my makeup and nails were. I admitted to visiting a transformation studio where I had my nails and makeup done.
She asked about my breasts and other intimate questions. I explained that my breast forms were attached with adhesive, so I could go without a bra; about my bustier and stockings and that my makeup artist had suggested wearing panties over the garters to make bathroom visits easier.
She laughed and agreed that she also knew it was true!
We went out to the family room.
"Okay. Would you please start at the beginning and give us the entire story of what has brought you to become Dawn?" asked Andrew.
I told them that this was a long story and they said they wanted to hear everything, so I started at the beginning.
I explained that I started crossdressing in my late teens. This continued off and on until I graduated from high school. I moved away from home and did not have as much of an opportunity for several years.
Marie and Andrew were listening closely, occasionally sipping their drinks. I paused a moment and took a sip as well.
There were a few girls I dated who occasionally let me sleep in a nightie, but that I never encountered anyone that condoned, much less encouraged, my crossdressing. My first wife had initially tolerated occasional crossdressing. She went on to dislike the practice, and this was a major contributing factor to our divorce. A new girlfriend also tolerated but did not condone or encourage. Another girlfriend let me move in with her, and for a while tolerated my dressing, but later rejected the practice. This brought us up to now.
I finished my martini and Andrew, without asking, immediately gave me a refill.
Marie moved over to the love seat beside me and gave me a big hug. "I know that was a difficult story for you to tell. Thank you for sharing with us." She gave me a sweet kiss and I hugged her in return.
Andrew also came over, gave me a hug. "Am I supposed to kiss you or not?"
"Just treat me as you would any other girl and we will be just fine." He gave me a soft kiss.
We again clinked martini glasses and sipped.
Having consumed two martinis, I excused myself, retrieved my purse and went to the bathroom. I said a quiet thanks to the makeup artist, Peter, for suggesting I wear my panties over my garters. After relieving myself, I washed up, refreshed my lip gloss, left my purse in the bathroom, and returned to the family room.
Andrew suggested it was time for dinner, so we moved to the dining room, where he served us. I opted for Chianti instead of a third martini. An easy meal of salad, spaghetti with meat sauce, and garlic toast was consumed with little conversation.
After dinner, we all pitched in to clean up and put away leftovers. I opted for an after-dinner glass of Chianti instead of another martini. Andrew refreshed my wine glass and then poured new martinis for him and Marie.
We returned to the family room. I settled into the love seat while Andrew and Marie sat in their recliners.
Chapter Four: Discovering The Woman In Me
After four martinis, Marie and Andrew were very relaxed. I had downed two martinis and two glasses of wine, so I was relaxed as well.
Marie came over to the loveseat with me and asked if I, as Dawn, had enjoyed any female sexual experiences. "Have you ever been with a man while dressed as Dawn?"
"No, this is the first time I have been out of my house while dressed."
"So, you have never given a blow job?"
This line of questioning surprised me. "No. Do you think I need to experience that?"
Marie insisted that since I had transformed into such a beautiful woman, I might need to know how to satisfy a man.
"Would you like to try giving a blow job?"
"I have never done this, so I am not sure."
Marie jumped up and ran to the master suite, coming back with a lifelike dildo. She went to the kitchen and cleaned it with vodka. Returning, she presented it and suggested I try to take as much as possible.
I opened my mouth as wide as possible and she gently inserted the dildo.
"Open wide and let the dildo slide deep into your throat."
"That's a good girl" as she moved the dildo back and forth, in and out. "Now you have the idea."
She continued to pump the dildo in and out of my throat for a few moments, then withdrew and announced, "I think you get the idea. Would you like to try the real thing?"
"I suppose it might be something to experience. Andrew, would you like to be my first?"
Andrew had been watching this entire episode unfold in front of him.
"Before we get started, I think you should take off your dress. No need for another Monica Lewinsky event."
I unbuckled my sandals, stood and unzipped my dress, stepped out and laid it over the back of the love seat. Standing in my bustier, panties and stockings, I felt exposed.
Andrew commented that he found my lingerie to be very sexy.
"Andrew, why don't you sit on your chair and let Dawn kneel? That would be more comfortable for her," Marie suggested.
Andrew removed his shorts and briefs and sat on his recliner. He was obviously aroused as his penis was standing at attention! I knelt and took him into my mouth. Marie was right beside me with encouragement and recommendations.
Doing the best I could, I took his penis deep into my throat, compressing with my tongue. After pumping back and forth for a few moments, Andrew began to convulse, shooting his cum into my throat. I swallowed and swallowed, but there was more than I could handle, and the overflow dribbled out onto my chin.
Andrew finally pulled back and I sat up straight.
Marie came to me. "You did great! Did you enjoy that?" She used her finger to wipe some cum off my chin and fed it to me.
"I am still trying to process everything. Yes, I think I did enjoy my first blow job. Andrew, was that satisfying for you?"
"You were absolutely fantastic. Hard to believe this was your first. I would enjoy having you do that again!" he replied.
She took a warm washcloth and wiped more cum from my chin, then cleaned Andrew.
I sat up and found my glass of Chianti and took a sip, then gathered my dress and shoes, excused myself and went to the bathroom. After hanging my dress in the closet, I relieved myself and decided to get undressed and put on my red baby-doll. I cleaned off my smeared makeup and lip gloss and padded back into the family room. "How do you like this?"
"Oh, wow! That is beautiful. You are very sexy!" Marie gushed.
When I returned, Andrew had pulled up his briefs and shorts. "Would you like me to buy you a drink?"
"Why not, please just refill my Chianti if you would."
Andrew went to the kitchen and returned with the bottle of Chianti, poured a full glass and presented it to me. I took a sip and asked, "Am I dreaming, or has this been a wonderful evening?"
"Dawn, we are so happy you are here. To tell the truth, you are much more fun than Dan was!" Marie responded.
"Yes, and Dan wasn't nearly as beautiful as Dawn," Andrew laughed.
"I seriously want to thank you for being so accepting. I was so nervous when I pulled into your driveway. You have made me feel very welcome and comfortable being Dawn."
"We love that you are comfortable being with us. Would you like to go to another level?" Marie asked.
"We have gone this far, why not continue the journey? What do you suggest we do next?"
"Since tonight was your first blow job, I am betting you have never been fucked?"
"You are correct. Why don't we cross that bridge?"
Marie retrieved her dildo and instructed me to lie over the back of the love seat. She coated the dildo with KY jelly, flipped my nightie out of the way, pulled the G-string aside and then slid the dildo into my anus, probing back and forth until I gasped and my knees buckled. Removing the dildo, she took a condom and stroked it onto Andrew and let him penetrate me.
Andrew pumped several times until he convulsed and again my knees buckled. He withdrew and took a towelette to remove the condom and discard it in the trash. I held on to the love seat for a few moments, until my knees could support me. Marie took another towelette and wiped the KY jelly from my butt and gave me a hug. "How are you doing, Sweetheart?"
"I am doing fine. That was euphoric."
I pulled up my G-string and went to Andrew and gave him a hug. "Thank you for being the one to take my cherry. It was a wonderful experience."
Andrew gave me a soft kiss. "Thank you for letting me be your first. I would love to pleasure you again."
We all sipped our drinks and relaxed for a minute.
"We are so happy to have you here as Dawn. Thank you for allowing us to meet you," said Marie.
"Before we conclude this evening, I would like to pleasure Marie orally. Would that be okay?"
"Only if I can watch!" exclaimed Andrew.
"Oh, Dawn, that would be wonderful!" She removed her shorts and panties and lay back on her recliner.
I dove between her legs and began titillating her until she squealed in delight, bucked and rolled, pushing me away.
"Oh, my goodness, that was fantastic! What a powerful orgasm. I am exhausted. What a wonderful experience! Thank you."
"What a beautiful experience. I am thrilled you pleasured Marie as you did. Thank you," added Andrew.
"I am thankful that you have accepted me as Dawn. It has been a wonderful evening."
I went over to Andrew and gave him a big hug, kissing him gently on the lips, then to Marie and gave her a big hug and a firmer kiss on the lips. She returned the kiss.
"I am still in awe of what has happened today. From the transformation studio, to explaining my whole life to you, to your very welcoming acceptance. Then to the extreme sexual experience, I am beyond words to describe how wonderful I feel. From the bottom of my heart, I thank you both."
Marie came to me with a hug and kiss. "We are thrilled you are here and have enjoyed every aspect of this evening."
We finished our drinks and retired for the evening.
As I was already dressed for bed, I brushed my teeth, removed my wig and earrings and called it a night to remember.
Chapter Five: Acceptance
I woke in a strange environment, wearing a nightie, G-string and attached breast forms. It took me a moment to realize my situation.
Oh yes! I was at the home of Andrew and Marie after a night of several firsts. Coming out to them as a crossdresser had quickly transformed into my giving my first blow job followed shortly by having my cherry taken by Andrew. Well, I had at least recovered enough to give Marie a "taste" in return, pleasuring her into several orgasms.
I rose, made the bed, and took a shower.
As I had my breast forms attached with adhesive, I only needed a bra to support them and panties to contain my manhood. I donned a white lace 40-D bra and matching panties, then shaved and applied my makeup as Peter had instructed me yesterday: beard cover, foundation, eye shadow, eyeliner, mascara, lip pencil and gloss.
I put on my wig and a pair of stud earrings, then selected a navy blue floral V-neck dress with white sandals to complete my outfit.
Out in the family room, Andrew was cooking breakfast: "You certainly look beautiful. Would you like some coffee?"
I accepted a cup of coffee and went around the kitchen island and gave him a big hug and gentle kiss.
"Thank you for accepting me. Thank you for being my first blow job. Thank you for being the one to take my cherry. Thank you for letting me be Dawn."
Andrew returned my kiss. "Dawn, you are fabulous. It was my pleasure to be the beneficiary of your first blow job and to take your cherry. You are more wonderful as Dawn than you ever were before."
We clicked our coffee mugs and sipped.
A few minutes later, Marie came out of the master suite wearing a cute skirt and blouse combination with sandals. She came to me and gave me a big hug and kissed me.
"You look beautiful this morning, that is a very cute dress. We are so happy you are here and comfortable being Dawn with us. Last night was fantastic. I hope we can do it again."
Andrew prepared breakfast of eggs, bacon, hash brown potatoes and toast. We devoured this and then I helped Andrew clean up the kitchen.
"Just so you are aware, the other three couples coming to the party are all swingers. We have participated with them several times. You might get invited to participate at some point. This is not a swinging party, but they are all highly sexed. If they discover you are not what you look like, it won't be an issue. Just relax and enjoy the evening," explained Andrew.
"Trust me, Dawn, we would not have invited you to this party if anything would be an issue," added Marie.
To say I was shocked would be an understatement, totally surprised that Andrew and Marie were into swinging, approaching panic mode at being invited to participate. Wow! I was now very apprehensive about exposing Dawn to a group of swingers. Unfortunately, it was too late to back out and change into Dan.
The three of us didn't do anything exciting for the day, just hanging out, reading the newspaper, working the crossword and Sudoku puzzles. Early afternoon, Andrew fixed a simple salad for lunch. Late afternoon, we enjoyed another salad and meatloaf for dinner.
I helped Andrew get everything set up for the party.
"How many are we expecting? " I asked as I was setting out napkins, plates and glassware.
"If everyone shows, and that is a big if, we should be a party of nine."
I set out enough dishware for nine.
It was time to get ready. I got undressed, showered, slipped on black lace panties and a matching bra, shaved again, and re-applied my makeup. My dress for this evening was a red festival dress. It had enough of a V-neck to draw your eye without showing much cleavage.
I slipped the dress over my head, put on my wig, added my larger hoop earrings and finished with the same black slingback evening sandals I had worn yesterday.
Returning to the family room, I still got a thrill hearing my heels click on the hardwood floor.
Chapter Six: The Party
The doorbell rang and Andrew answered, ushering two women and one man into the foyer. First was a buxom blonde in a cute blue floral print wrap dress and open-toe heeled sandals. The second woman was a little shorter with medium brown hair, wearing a blue floral sleeveless sheath dress that accentuated her curves with slingback sandals. The man was wearing a multi-colored polo shirt and grey slacks with black loafers.
"Andrew, this is Patti. She is visiting us for the weekend and we knew you wouldn't mind if we brought her along," said the man.
"Patti, it is a pleasure to meet you. You are certainly welcome in our home. Thank you for bringing her, Harry. And we have a guest to introduce as well. Harry, Jean and Patti, this is Dawn. Please, come in and make yourselves comfortable."
Jean came over to me: "Very nice to meet you, Dawn. You look quite lovely."
"Thank you, Jean. It is a pleasure to meet you as well."
Harry came over. "Hi, Dawn. I am Harry. It is a pleasure to meet you. Where do you live?"
"I am currently near Orlando, though I did live in the Denver metro area for several years."
Patti came over, obviously sizing me up. "Pleasure to meet you, Dawn."
"Thank you, Patti. I am pleased to meet you as well."
Marie came to the group and announced, "Please, come in and make yourselves comfortable. What can we get for you to drink?"
We moved into the family room and found seats. Andrew came in and asked what everyone wanted to drink; he already had the TV tuned to the football game. I had a feeling there might be quite a bit of drinking tonight and opted for Chianti.
Jean went into the kitchen with Marie and they chatted for a few minutes.
The phone rang, Andrew answered and listened, then hung up and turned to us. "Dick and Rosie are stuck in Silverthorn with a breakdown. They just got back into cell phone range."
The doorbell rang again, and Marie answered, showing in a couple. She was very petite in a sleeveless sweater-dress that hugged and emphasized her bosom. He was wearing shorts and a golf shirt with sandals.
"Clint and Debbie, this is Dawn. She is visiting for the weekend on her way to Steamboat Springs tomorrow. And this is Patti, she is visiting with Harry and Jean. Patti and Dawn, this is Clint and Debbie. Clint and Andrew were on the college football team together and Debbie and Jean were cheerleaders."
Debbie came and greeted me, "Nice to meet you, Dawn, that is a very pretty dress."
"Thank you, Debbie, it is a pleasure to meet you as well. That sweater-dress certainly looks good on you."
She smiled. "Thank you."
Clint came over, "Nice to meet you Dawn. What are you going to do in Steamboat Springs?"
I gave him a short version of my work and he nodded and went to greet everyone else.
Andrew began distributing drinks and announced a toast. "We are pleased to have two new guests with us this evening. Welcome to Patti and Dawn."
We all lifted our glasses into the air, chanted, "Hear, hear!" and took a sip. I was near to Patti, so I clinked glasses with her and we both took another sip.
"This is the season opening game for our alma mater. The second game will feature Harry's alma mater. We are lucky they are not playing against each other, as they have done recently. There are bowls of snacks, so find a seat."
The game began, and we all sat and watched, cheering for the Andrew and Clint’s alma mater. We took a break at the end of the first quarter to refresh our drinks and snacks.
Jean came to me and said in a low voice, "I have it from a trusted source that you have a very talented tongue."
I chuckled. "There is only one trusted source you could have gotten that information from, so I will not deny anything."
"Would you like to take a short break and demonstrate your skills?"
I was totally surprised by that request. "You mean now? Won't everyone miss us?"
"Don't worry. Everyone will be watching the game until we return."
Marie saw this, and knowing what was transpiring, smiled and winked at me. Jean took my elbow and led me to the guest suite.
"I also understand you are not what you advertise, Dan." stated Jean.
"Guilty. I am a guy wearing a dress. Is that now a crime?"
"Not at all. You are a very beautiful woman. Had Marie not told me, I would never have guessed."
"Thank you. I appreciate your compliment. What do we want to do now?"
"I certainly want you to eat me. What do you think?"
"Okay, why don't you undress and lay on the bed?"
Jean kicked off her sandals, removed her panties, opened her dress and lay back.
I leaned into her completely shaved crotch and began titillating her to the best of my ability. It took a few moments before she began moaning, then squealing, bucking and convulsing, finally pushing me away.
"Oh, my goodness! That was wonderful! Marie did not give you enough of a recommendation. You are fantastic!"
She rolled off the bed, retrieved her panties and sandals, and went into the attached bathroom. The bedroom door opened and Harry entered. "I have been told you have recently been introduced to swinging. Would you like to hook up with me?"
"Sure. What did you have in mind?" I was a little nervous.
"Just relax. I understand you are new to this, so why don't you lean onto the bed and I will fuck you."
I did as suggested. Harry flipped the hem of my dress up over my back and pulled my panties down. Jean returned from the bathroom, saw Harry and knowing what was happening, sat to watch. Harry put on a condom and smeared my anus with KY jelly, then penetrated and began thrusting.
"Dawn, just relax and enjoy the feeling. Harry has done this before. You will be fine."
While Harry was pumping, the door opened and Debbie came in and sat with Jean, watching. Harry pumped several times, finally convulsing, which caused my knees to buckle. He withdrew and went to the bathroom to discard the used condom.
"You certainly have a very talented tongue. That was wonderful. Thank you very much. I hope you enjoyed Harry as well," said Jean.
"I am happy that you were satisfied. Is there anything else I can do to make your evening better?"
"Not at this time, but I may come back for seconds later? Debbie, I am certain you will be thrilled by Dawn."
Harry came back from the bathroom. "Dawn, you were great. I know this is new to you, but it can be a very enjoyable experience."
He and Jean left, returning to the family room.
Debbie came over. "Would you like to show me how good you are?"
She removed her panties, lay down on the bed and I demonstrated what Marie and Jean had been talking about.
"Yes! I agree with Jean that you do have a very talented tongue. Thank you! Patti, you will be amazed!"
I looked up and Patti was standing at the door.
Patti came over to me. "Rumor has it that you can thoroughly satisfy a woman just with your tongue."
"Would you like to see if that is true?"
She slipped off her sandals and removed her panties, then pulled her dress up and lay back on the bed. As I had done with Jean and Debbie earlier, I dove into her pussy and began titillating her until she squirmed and bucked and finally pushed me away.
"Oh, my goodness, that was absolutely fantastic! Jean and Debbie were right, you are very talented. Thank you so much," she gushed.
"I am happy that I was able to satisfy you. I gather that everyone has been discussing my abilities. Do I get a good recommendation from you?"
"You get more than a good recommendation! You get an entire page of gold stars!"
After she went to the bathroom, I cleaned up and refreshed my makeup. Returning to the family room, everyone else was still watching the football game.
Marie smiled and winked at me.
We sat and watched more of the game. At the end of the half, everyone went to get more snacks, refresh their drinks and stood around chatting.
Patti came over to me and I asked, "Are you part of this swingers group?"
"Not really, I was just introduced to this last night with Harry and Jean. How about you?"
"Last night was the first for me as well. I just came out to Andrew and Marie yesterday afternoon. This is the first time I have been out of my house in a dress."
"You are a very beautiful woman. No reason for you not to go out in a dress. No one would ever have reason to question who you are, unless you wanted them to know."
Jean came over and asked, "So, Patti, what is your rating on Dawn's abilities?"
Patti blushed. "Jean, you lied. You told me that Dawn was wonderful. Fantastic would be an understatement. How about thrilling? Is that as good as it gets?"
Jean laughed and we sat to watch the finish of the game. The second game started immediately after the first ended.
Patti came back over to me and asked, "How long will you be in the area?"
"I am driving to Steamboat Springs tomorrow for a work assignment, returning on Friday."
"Would you mind some company in Steamboat?"
"I would love for you to join me. My work will keep me occupied most of the day, but we can certainly see the sights and grab some dinner if you wish."
She was genuinely interested. "I can only spend a couple days with you, then I am expected in Aspen on Tuesday evening. I have my own rental car. I am on my way to see my daughter and her new son. I am having a hard time being a grandmother!"
"You are a very beautiful grandmother. Seeing your new grandson will be a thrill."
"Why don't we convoy up tomorrow and you can leave on Tuesday?" I suggested. "I will come over to Harry and Jean's and we can leave from there. It is about a three-hour drive, why don't we plan to leave at one o'clock?"
Patti retrieved her cell phone. "Here, put your phone number in my phone, give me your phone and I will do the same. That way we can call each other if needed."
I went to get my cell phone from my purse in the guest room and gave it to Patti.
Jean saw what we were doing and brought hers to us. "That is a great idea. Here, Dawn, put your number in mine as well."
When I finished updating Patti's phone, I handed it back to her and repeated the process for Jean. Patti returned my phone, and I handed it to Jean and she added her contact information. We got all the contact information updated and everyone took back their own phone.
Patti hugged and gave me a soft kiss.
When the second game was over, everyone got ready to go. Debbie hugged and gave me a kiss. "You were wonderful. I hope we can get together again."
Clint said, "I hear you did wonders. Next time, we will have to spend some time together."
They departed.
Jean came to me and gave me a hug and kiss. "Thank you for a wonderful evening. We would love to hook up with you again."
Harry also gave me a hug. "We would love to entertain you sometime. Let us know when you will be in the area again."
Patti gave me a soft kiss. "See you tomorrow afternoon."
Harry, Jean and Patti departed.
Marie came to me, gave me a big hug. "I hear you satisfied several of our guests tonight. I am proud of you!" She gave me a gentle kiss.
I went over to Andrew, gave him a hug. "Would you like some help cleaning up?"
He hugged me. "Sure. There isn't too much, but I appreciate your offer."
We cleaned up all the snacks and dishes, then refreshed our drinks and sat down to relax.
* To be continued *
Kaidence
- 08.05.2022
- 10
- 0
- Category:
- Crossdressing
Dan Becomes Dawn
- 1 year ago
- 11
- 0
Dan Becomes Dawn Chapters Seven Eleven
- 4 years ago
- 12
- 0
