Taylor Ch. 12 - Betty Wants Anal

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Betty spends the night.
1.5k words
4.08
2.4k
1

Part 12 of the 19 part series

Updated 06/10/2023
Created 09/06/2020
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Betty wants Anal?

Betty was up early, made some coffee for both of them and brought it to the bedroom.

Setting the tray down, she climbed up in the bed next to Taylor. She was still naked from the play earlier in the evening. She knew she smelled of all day panty hose and all night sex and needed a shower bad.

Taylor was half awake when she bounced down next to him.

"Wake up sleepy head."

"Good morning." He said somewhat cheerfully.

"I brought you coffee and I am taking my stinking ass to the shower. I love your cum but after an overnight in my pussy it starts to stink."

"You say the sweetest things."

"Give my five minutes and you can have anything you want."

"Hmmm, that's a fine promise."

She got up and disappeared in the bathroom.

Taylor drank his coffee and propped himself on the pillows looking at the bathroom door.

When he finished his coffee he walked into the shower and slipped his hands around her waist and eased his package up into her plentiful rump.

"We never did the back door before." She said as he rubbed against her.

"No time like the present." He said.

"I am not sure I am ready for that yet baby."

"It's ok, it will be here when you are."

"How about a little doggie in the shower then?" She asked.

"Your wish is my command."

"I love that about you, you're so sweet and easy."

She reached behind her and gripped him gently. He was rising and she just wanted to feel him get hard.

He reached around and soaped her breasts. The slippery soap enabled him to squeeze them a little harder than normal and she moaned at the attention.

She bent further forward and Taylor easily slipped up into wet soapy core.

"Oh baby, don't tease me this morning, give me all of it."

"Your wish is my command."

He pushed slowly until his hard abdomen was tight against her soft globes. He paused and could feel her clinching her muscles, trapping him deep inside her and pulsing around him. He felt her spasm and the hot honey surround him. How could she be so ready just a short time out of bed? He thought.

Leaning back he took the soap and began to thumb her anal opening. Running the pad of his thumb around the rim and then just ducking it inside for a moment. He could feel her clinching it as well. Every time she did it he felt it through his cock and thumb. Finally he stuck his thumb in to the first knuckle and started to pump her pussy.

In and out, in and out, thumb and cock. He moved slowly not fast nor hard. It was just a slow sweet rhythm.

She was sopping wet with her orgasm and the soap and everything was sliding smoothly.

He removed his thumb and re-entered her with two fingers. Again the soap and the hot water made it easy to get in. She was still clenching and he could see the pucker spot open and close around his fingers as she relaxed between clinches.

It was time, he thought. She would never be easier to get into than she was at this moment. Pulling out of her pussy he re-positioned his screaming little head up against the pulsating flower.

"Oh baby, are you going to do it?" She cried out.

"It's time. Just relax and let me in."

"Oh God, I don't want to do this."

Taylor had just started to press his advantage and stopped. Maybe half of his little head spreading her sphincter. He didn't push but he didn't back up either.

"Are you sure baby?" Taylor said.

"Yes I am sure, I don't want you in my ass."

"Okay." And Taylor pulled back and allowed her to stand up. He wrapped his arms around her and gently squeezed her soft mammary mounds.

"Are you okay?" He whispered.

"Oh baby, don't be mad at me."

"I am not mad sweetie. I thought it was what you wanted. No harm done."

"It is what I wanted. I just couldn't do it."

"Let's rinse off and go have some breakfast." Taylor said.

She turned around and faced him, looked up into his face and reached for his head and pulled his lips to hers.

"I'm sorry baby, I don't understand what I did." She said.

She could feel his still hard cock between her thighs and she reached down and gripped him.

"Oh, you are still hard. You didn't come."

"No baby, but it's ok. I'm fine."

"No it's not, I had the biggest orgasm while you were in me. It was so wet I thought you had come too."

She went to her knees and took his cock in her mouth and instantly swallowed it. Gripping his hips she pulled him hard into her, burying her nose in his pubic hair.

Taylor felt the urgency of her plight and helped her by gripping her head and fucking her face as rapidly as he could.

Quickly he reached his zenith and gave her what she wanted.

She reveled in the hot semen filling her mouth and throat. She swirled it around in her mouth as he withdrew and stood up with a question mark on her face.

He looked at her and smiled, lowered his lips to her and she shared her prize with him. Their tongues clashed and slid around in the white salty cum. She hugged him close and they eased the kiss and looked in each other's eyes.

"That was nice." He said.

"It was a lot better than that." She quipped.

They rinsed off, wrapped up in towels and headed for the kitchen.

Betty went to work and Taylor sat with his coffee and tried to make out what he was doing and why in the hell he was doing it.

Self-admission is a big part of sanity and he needed to admit to himself what was going on.

He was a gay man who had taken up with two wealthy successful women.

He was living rent-free in one of their apartments.

They came to him for the sex; he didn't have to instigate it. Women didn't turn him on, he could function for them but he was glad he didn't have to pursue them.

He lived close enough that they could pop in on him.

The sex was the best he had ever had with a woman. Did he crave it? Not really. It was almost work but not quite. He did enjoy it, kind of like ice cream.

He missed his gay buddies but he was free to see them.

School was going very well.

He was spending less time as a woman. That was not good. He needed to get dressed up more.

Problem: He had no clear path or destination. He needed to make some decisions.

Did he want to pursue being a woman?

What to do with old clients?

Did he want to live as a man full time?

How would this relationship last with two women?

All his life he had thought he was a gay man living in a gay world. Was he still a gay man? The answer to that question was a resounding YES. He had no desire to be straight.

Okay, one decision down. All his life he had wanted to transition to a woman. He wanted to live as a woman, be a woman, think like a woman, talk like a woman, be fucked like a woman. The answer to this question still was also YES. He really felt that way, no phony talk to himself. Honesty was primary with self-talk.

Why was he living with these two women? The only answer to that was money. If he had money he didn't need their place to live or the sex.

What about the sex? He had never had sex like this. His times with women were not very good memories. They were tentative, halting, passion filled, without much satisfaction and usually short-lived. Gay sex was much better. But these two women did a whole different thing. They knew what they wanted and knew how to enjoy it. Yea, they were lesbians. Maybe that's why they're so good at it? This could be a spoiler.

Did he need to get away from them? He probably did, especially if he wanted to preserve his life as a gay man or transsexual.

To escape them he needed to save his money. Maybe even do some side work to pad the savings account. He should earmark money for the operation.

Final decision: He should continue to stay where he was, live the life of luxury and finish school. Save all the money he could and go for the surgery when he had a career.

Taylor felt much better after deciding what he was going to do. Indecision always is the mother of the fuck up.

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Cindy1001Cindy1001over 3 years ago
Questions

Good questions and needed questions. But there are a few more:

- After a surgery, there's no going back to being a gay man in a gay world. However, if gay is an identity, rather than a sexual orientation (of a man, preferring men), then after a surgery like that (which only makes sense if you feel a woman in your heart and head), you will become a gay woman. If the opposite is the case, the sexual orientation may not change, but as Taylor will be a woman then, it will be that of a heterosexual woman.

- If the former is the case, will there be other gay women, who will appreaciate what Taylor then will have to give? And if the latter is the case, will there be heterosexual men, who will appreciate what Taylor will then have to give?

- And how will either influence the other? (I have always put my own identity first, if that is sorted out (and if necessary adapted) right, the (new) sexual orientation will come naturally and follow - as will sexual partners :-).

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