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A Surprising Development Ch. 07

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Jackie decides what is right for her.
13.6k words
4.78
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Part 6 of the 11 part series

Updated 04/19/2024
Created 05/11/2023
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"Oh my God, Jackie!" Kylie exclaimed, "I didn't expect you so early. Come in."

Jackie stepped inside and welcomed the warmth of the house. It had started to lightly rain as she drove over the bridge connecting the Cape to the mainland and the temperature was dropping. It made for a damp, raw day.

"I didn't know if I should come or not," Jackie said as she stepped in the door. "I knew Kelly wouldn't be here but I talked on the phone with her and she said it would be ok."

Kylie gave Jackie a hug. "You are always welcomed here, any time. Angie and Kelly are coming home tomorrow. The storm really hit Connecticut and Angie felt it best to stay at her folk's house rather than drive in it. Besides she felt she should help her parents out."

"Thank you for letting me come," Jackie said with a small smile.

Kylie gave Jackie the quick once over. What she saw surprised her. Standing before her was not the confident cute girl she remembered. What she saw was someone else. With no make-up, earrings, and her hair hanging loosely down, she saw Jackie dressed in non-descriptive clothes as a person who appeared not to be sure about herself. "Is everything ok," Kylie asked, "You seem so not..."

"Not put together?" Jackie blurted out. "I guess you could say so."

"Look Kelly told me a little about what happened with your folks." Kylie took Jackie by the hand. "Let's have a cup of tea. I was just going to pour some for myself. If you want to, we can talk."

Jackie nodded. "Yes I would like that."

So over a hot cup of tea, Jackie told Kylie what had happened between her parents and she. She described everything that was said, her parents' reactions and her own. "All I wanted was for them to do was understand me and what was going on. Instead I got their anger and rejection. They wanted to make a deal about what I could wear and how I could look at home. This way they could possibly grow to accept me. Can you believe that? They are convinced it is just a phase."

"Do you think it is? A phase?" Kylie asked.

"I don't know any more. I'm so confused," Jackie confessed.

"I noticed how you are dressed today. Did you dress this way the whole time you were home?"

"Yes, pretty much," Jackie replied, "I did wear my panties and chemises underneath though."

"I see and how did you feel?" Kylie asked leaning closer.

Jackie's eyes filled and she lowered her head. "Unhappy, confused, unsure, depressed, not very good."

"So then?"

"I just wanted them to accept me as me, that's all," Jackie said softly. "I wasn't in a very good place after that so I may have done something stupid."

"Really?" Kylie sat back. "Tell me. There is no judgment here."

Jackie told her about Miss Selkirk. She said it was purely innocent and unplanned. It just happened. Ginny saw the pictures of her and Billie and asked her to explain. One thing led to another and she ended up spending two nights together. "I needed someone accept me, to make me feel loved. That's all."

Kylie slid her chair over next to Jackie. "That wasn't stupid, Jackie. We all need to loved and accepted. Sometimes it comes at times when we least expect it. It sounds like from what you said that you weren't the only one looking that night."

"Somehow I knew I could come here and feel better, Kylie. Thank you."

"Good," Kylie said, "Now, wait right here. I'll be back." She returned in a few minutes with a package. "This is for you. Now no comments, just accept it."

Jackie unwrapped the present and opened the box. Inside looking back at her was a pair of boobs!

"Look, I'm not sure if you even want them now," Kylie said apologizing. "But we felt you should have your own. The last time you had to borrow a pairs!"

Jackie held them up. "Wow, I don't know what to say. They're amazing looking."

"They have come a long way since my time. They're a C cup. I think they will look better on you than the D's." Kylie paused then said, "If you still want to."

Jackie stood up. "Let's go see how they fit and look."

"Hey you look much better, girlie," Kylie said as Jackie came down the stairs.

"I feel a little better too," she answered. She had fixed her hair and changed her clothes. She was now wearing an off white sweater with a V-neck, black yoga pants and a pair of Uggs. Of course around her neck and hanging between her breasts was her blue bobble necklace. It was simple but more feminine than what she was wearing before. "Where are we going?"

"I have a nail appointment at Ravenna's. I called her and asked if she could fit you in. She said yes if we hurry so come on. It will make you feel even better."

Kylie was right. A manicure and a new nail color worked wonders. Ravenna even spent a little time playing with Jackie's hair and applying just the right amount of make-up. Jackie was definitely feeling better.

"Ok we have to run a few errands," Kylie said as they headed away from the salon. "While we're out we'll grab a quick lunch. I know of a nice simple place to go. You like pizza?"

Jackie noticed that at each stop people there, either the owners or just shoppers greeted Kylie with a smile and a friendly comment. It amazed her how easily Kylie moved with ease and grace within the community and was well respected in it. Of course many thought she was a lesbian along with Angie but no one seemed to care. It was true even for Kelly as having two moms was no big deal. That was a far cry from her dad's response to hearing it. The more Jackie watched the more she realized that this was what she was looking for.

"Good afternoon, Maggie," Kylie said to the woman behind the counter, "How is your day going?"

"Just fine, Kylie," Maggie replied with a cheerful smile. "And who is pretty young lady you have with you?"

"This is Kelly's friend, Jackie. She is visiting with us for New Year's."

"Pleased to meet you, Jackie." Maggie turned to Kylie. "You know, Kylie, it seems these days the young girls seem so much prettier and more mature. Don't you think?"

Kylie laughed. "It may be because we are getting older, Maggie!"

Maggie laughed and shook her head. "Me, yes but you? You look fantastic. Always put together. I see some of the looks the men give you!"

"Don't say that. You are not so bad yourself, Maggie."

"Tell my husband," Maggie replied. "Oh don't forget, there is that meeting at town hall Thursday night. You said you would speak. A lot of people will be there."

"I'll be there," Kylie answered taking her purchases from the counter.

The two sat at the table with their slice of pizza. It was just a quick lunch. The day had been a real eye opener for Jackie. She was able to watch Kylie effortlessly move about, calmly and confidently, and go about her day. She also discovered that people see what they want to see. Everywhere Jackie was introduced she was seen as a young lady. No raised eyebrows, no doubts. It made her think.

"Kylie, I have a question. Yes another question!" Jackie laughed.

"Go ahead," Kylie replied with a smile. "Ask."

"How many people know your secret?"

"Ok let's see," Kylie began, "Outside of my sisters and Suzi's husband, there's Chrissie. Dr. Lang to you. My good friend and co-worker Carrie and two or three more. That's it. Oh and now you."

Jackie shook her head. "That's all?"

"Yes," Kylie answered. "It's no one else's business. It doesn't matter to others that I am who I am. You should think about that."

Jackie sat back in her chair for a moment. As she did, a familiar face appeared at the table. "Hi, Jackie, Mrs. Stevenson." It was Billie.

Jackie gave him a startled look. "Oh hi Billie," she said quickly. "What are you doing here?"

"My family ordered a pizza so I'm here to pick it up," he replied. "What are you doing here, Jackie?"

"I came down to spend New Year's with Kelly and her moms," Jackie answered.

"Great!" Billy said, "Will you be here after New Year's Day?"

"I think so. Why?"

Billy shifted nervously on his feet. "I thought maybe we could go out again?"

Jackie smiled at him. "I would like that," she replied.

"Good. That's my pizza so I gotta go. I'll call you."

Kylie looked at Jackie. "Good for you."

Jackie just smiled back.

***

That Evening

"So did you like today?" Kylie said as she pulled the car into the driveway.

"Yes, I did. I guess I got to see a another side of you," Jackie answered.

"What? Me going through a normal day? I'm afraid it is like this more often than you think especially when the gallery is closed."

Jackie got out of the car and followed Kylie to the door. "I don't know. It was just so relaxed."

Kylie laughed. "Speaking about relaxing. I want you to go upstairs and get undressed then meet me in the bathroom. I have something special for you."

Jackie did as she was told and as she headed towards the bathroom she wondered what was going to be so special. She opened the door to find Kylie, dressed in her bathrobe, drawing a tub full of hot water. Soft music could be heard and she could smell a scent of lavender in the room.

"Shut the door, silly, before you let all the heat out," Kylie said quickly.

Shutting the door, Jackie asked, "What's all this?"

"This is for Jackie," Kylie told her, "A warm scented bath, soft music, a glass of wine, and a time to relax and clear your mind. I'll leave you alone for about 20, 30 minutes. Don't fall asleep, girlie." With that Kylie gave her a full kiss upon the lips. "Relax, sweetie," she said softly and shut the door as she left.

As Jackie stepped into the tub, she could feel her cares and troubles just flow away from her body. By the time she was submerged up to her neck and shoulders, she knew Kylie was right, "Don't fall asleep!"

She sipped her wine slowly and moved her body slowly in the water, releasing the wonderful scent as it filled the air. There was something so relaxing yet stimulating it. Putting down the now finished glass, Jackie began to run her hands down her sides and legs. The mere touch of her own hands caused her to sigh. She closed her eyes and imagined Kylie's hands upon her.

"Hey I said no falling asleep!"

Jackie opened her eyes to see Kylie standing over the tub.

"Come on, sweetie, time to dry off." Kylie was holding a large fluffy towel open for Jackie to step into.

She dried Jackie thoroughly and lightly powdered her entire body. She applied it with a little feather duster and when she rubbed her hand over it, it gave Jackie's skin a silky soft feeling. It felt sensational. So much so the Jackie's cock began to swell. It didn't grow erect but got fuller and heavier. Kylie look at it and smiled.

"All done, girlie," Kylie said stepping back. "Now get dressed and meet me in the bedroom."

Jackie put a light pink baby doll nightie. She recognized it as one of Kelly's but it fit well. She headed for the bedroom to find Kylie seated on the bed, dressed in a black nightie.

Kylie handed her another glass of wine. "A girls' night in," she said patting the bed.

As Jackie settled in Kylie asked, "Everything ok?"

"Ok?" Jackie exclaimed, "It's perfect. I haven't felt so relaxed and good in a long time. Thank you." She leaned over and kissed Kylie. She opened her mouth to let Kylie's tongue slip inside. The kiss only lasted a few seconds but it made Jackie's skin tingle.

Kylie smiled and said, "Jackie you need to decide who you really are. It's hard but I don't think you're happy with one foot in one world and one in another. You can't be Jack then switch to Jackie like that." She snapped her fingers.

Jackie thought for one moment and then said, "But don't you? I mean you keep a foot in both worlds."

Kylie nodded. "You mean because I still have a cock? It is just a sex organ. It doesn't definite who you are. I don't think with it or it doesn't control my thoughts. I enjoy having a cock. Do I wish I had a pussy? Sometimes but it is what it is. Angie seems to like it too." She laughed. "There is no way I would ever go back. Best decision I ever made."

Kylie took Jackie's wine glass from her hand and set the two glasses down on stand. With one hand she slipped the strap off of Jackie's shoulder as she began to kiss and nibble on Jackie's neck. "Relax, sweetie, she whispered, "Just let the good feelings wash over you."

Jackie sighed deeply. She knew Kylie was seducing her but she wanted it to happen. She didn't fight back. When Kylie kissed her, Jackie again parted her lips and let Kylie ravish her mouth.

It wasn't long until both were naked. Kylie climbed on top and pinned Jackie's hard cock against her own erection. Jackie reached down Kylie's back and spread her ass cheeks apart, trying to find Kylie's asshole.

Kylie rolled off and reached into the nightstand. She took out some lube and a double cock ring. "Something special for you, baby."

She put the lube on her hand and began slowly stroking Jackie's cock.

"Oh fuck!" Jackie moaned.

Hearing this she slid the cock ring down the hard cock.

"Oh fuck," Jackie moaned again. "It's too tight!"

Kylie thought it might be but she was going to push Jackie's senses to the limit tonight. She slipped the other ring around Jackie's balls. It too was tight and as she tugged the two balls away from Jackie's body, Jackie let out a long low groan.

She started stroking Jackie's cock again while she moved her other fingers to Jackie's asshole. She pressed against it while slowly circling it. Jackie pushed back again it.

"What do you want me to do, baby girl?" Kylie asked.

Jackie's mind was a jumbled mess. "Let me cum," she mumbled.

Kylie stroked a little faster and pressed two fingers against asshole, entering about an inch.

Jackie moaned, "Oh God, yes, fuck me!"

Kylie asked, "What do you want me to do? Tell me."

"Fuck me! Please!" Jackie begged.

"Like this?" Kylie pushed her fingers deeper. "Or do you want me fuck you with something else?"

The sensations were building and Jackie needed release. She was getting closer but still wasn't there. She knew what she wanted, what she needed. "Fuck my ass, Kylie," she screamed, "Fuck me with your big cock!"

Kylie flipped Jackie onto her knees and positioned herself behind her. With her own pre-cum and lube, she easily entered Jackie's ass.

Jackie let out an unintelligible moan and slammed back against Kylie, taking the entire cock into her. Kylie grabbed Jackie's hair and shouted, "Fuck me! Fuck me like the woman you are!"

She needed no encouragement. She fucked Kylie as hard as she could. Pre-cum poured from her throbbing cock, flooding the towel that covered the sheet. Her mind was a blur and sweat covered her body. Just when she felt she could take no more, Kylie reached around and grabbed Jackie's cock. It seemed the cock ring was spring loaded, a special one like Kylie said. Kylie release the vise like grip and stroked upward on the taunt hard cock. That was all it took.

Jackie remembered very little of what happened next. She felt her cock explode and she saw some flashes. When she recovered she found herself face down collapsed on the bed.

"How long was I out?" she asked Kylie.

"About a minute. You alright?"

"All right? Fuck ya!" Jackie began kissing and running her hands all over Kylie. "That was fuckin' amazing!"

"Ok, slow down, sweetie, we have all night.

***

The Next Day

The girls were true to their word even though Kylie had to tell Jackie to slow down, as she wasn't as young as she once was. Kylie taught Jackie some of the finer points of giving a blowjob, reinforcing the fact that Jackie appeared to be a natural. It was early morning before the two, cuddling, fell into an exhausted sleep.

Kylie awoke to find Jackie between her legs, smiling up at her.

"Morning," Jackie said before she placed her mouth over Kylie's growing cock.

"Morning," Kylie groaned.

Kylie's cock was the only cock Jackie had ever had in her mouth. Since that night at Thanksgiving she realized how much pleasure she could give by just using her mouth. Kelly told her that she ate pussy like no one else and now she was using that same talent to give Kylie that same pleasure. The more she sucked on Kylie's cock, the more Kylie moaned.

"Oh fuck, sweetie, it feels so good," Kylie groaned. "So good!"

Soon Kylie's hips began to move as Jackie sensed that she was close to cumming. She clamped her lips tightly around the hard cock and sucked harder.

"Oh God, I'm going to cum, sweetie. Don't stop!"

With that, Kyle put her hands behind Jackie's head and pushed it down against her cock. Jackie took the entire length into her mouth and as it spurted into her mouth, she swallowed it all. All this time Kylie moaned, "So good, fuck!"

When Kylie was done, Jackie looked up at her. "Did I do alright?" she asked.

Kylie pulled her up and kissed her. She could taste some of her own cum on Jackie's lips. "You were perfect, sweetie."

As Kylie entered the kitchen she found Jackie there eating her breakfast. "My, you look all bright and cheerful."

"Why shouldn't I?" She stood up and gave Kylie a quick kiss. "I had a wonderful night. I feel great. Kelly is coming home. All is good." For the first time since she arrived, Jackie had dressed in such a way that it showed off just feminine she was. She had on a simple white open collar blouse that revealed a bit of her lacy white bra, a black skirt that was just short and tight enough to accent her hips, and white knee socks. Kylie marveled on just how good Jackie looked. "So what are our plans for tonight?" Jackie asked.

"We do have a tradition," Kylie began pouring herself a cup of tea. "We go to dinner at the restaurant on the canal and then go downstairs where there is live music and dancing. I bought four tickets on the chance you might be here. It's a great time. Usually meet a lot of friends. Then after 12 we come back here and crash. It is getting tougher to stay up pass 12 though." Kylie laughed. "Not getting any younger."

"That's what you said last night, Kylie," Jackie laughed. "I'd say you did quite well."

Angie and Kelly got in from Connecticut after noon. Jackie was so excited to see Kelly that she could barely contain herself. Being with her was like the final piece of puzzle had been put in place. Jackie couldn't wait to be alone with her. She had a lot she wanted to talk about, some very important things.

Finally they got a chance to be alone. Kelly pushed Jackie down on her bed. "Damn, you look good. I'm so glad to be home with you. You had me worried." She dropped down beside her.

"I'm good, Kel. I spent some time with mom and we had a good talk. I need to tell you something."

"Go ahead, sweetie." Kelly propped herself up on one elbow.

Jackie looked directly at Kelly. "I'm going all in. What you see now is what you get. There is no going back to Jack."

"I see," Kelly said, "Are you going to transition? Get surgery like my mom?

Jackie shook her head. "I don't know about that yet. Maybe but I need to know how you feel about it. Your mom said that how I feel is most important but I'm pretty sure that without Angie's support, she wouldn't be where she is today. It's the same with you. Maybe you want a full time boyfriend with all the parts. Instead," Jackie stood up and twirled around.

Kelly sat on the edge of the bed. "I'm sure we can work it out, sweetie. All that matters is we're in this together." She reached behind Jackie, undid the button on her skirt and pulled down the zipper. As the skirt fell to the floor, she took Jackie's cock from her panties. "I knew you were happy to see me."

***

Dinner, Dancing, and So Much More

The four went to dinner at their favorite fancy restaurant along the Cape Cod Canal. Angie and Kylie had been celebrating New Year's Eve here for almost 20 years. As a matter of fact just about everyone who lived in the surrounding community did. It was a great time to meet old friends and catch up on new things. Kelly had accompanied her moms since she was 18. Even though there were numerous people who were her parent's age in attendance, there were a surprising number of her friends there too. Since there was dancing downstairs, it was sure to be a good time.



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