Secret Office Romance (part 5)
With some large companies adopting a liberal policy toward gender expression, this fictional account is quite possible. I hope you enjoy reading it as much as I wish it really happened to me!
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After breakfast Jessica and I went out to a local botanical garden. I had many secluded nature trails and sculpture art throughout. We walked the paths, holding hands, like the young lovers we were. While it was a public place, we rarely saw other people, so it was a good opportunity to talk while we enjoyed the garden.
"I don't know exactly how to ask this . . ." began Jessica.
I turned to her, put my hands on her arms just below the shoulder and said, "Jessica dear, I hope that our relationship will grow so much trust that you will feel comfortable asking me anything."
"This feels awkward," she replied, "but I'll try – why did you stick your tongue in my ass?"
"Did you like it?" I asked.
"Oh yes! It was magnificent! I've never experienced anything like it before." she continued.
"That is why I did it," I said.
"But the very idea of it is so . . . gross," she said, "loved it, but a want to know what possessed you to do such a thing."
"When a man really cares about a woman," I explained, "it is a blessing for him to be able to give her wonderful pleasure."
"It was wonderful," Jessica responded, "but how did you know I would like it?"
"I didn't for sure," I said, "but I read online that most transgendered women were very anal-erotic, so I thought I would give it a try, and I'm glad I did!"
"I'm glad you did also," she confessed, "but I don't know if I can return the favor."
"I don't want you to," I said, "I just want to do it for you."
"But it is such a dirty part of the body," she protested.
"You were wonderfully clean, and I hope you will continue to be," I explained, "if you will please be 'kissing clean' I'll do it any time you want."
"I don't think I could even ask you to," she countered, "I'm not about so say, 'please kiss my ass, dear'".
"Ok, so it's not ladylike to ask, so don't," I said, "let's just set up a simple signal by which you can tell me."
"What sort of signal?" Jessica asked.
"Just kneel on the side of the bed or couch with your buns in the air – or if you prefer, lean over the edge of the couch." I said, "I will know that is what you want."
"What if I'm not clean enough?" she asked.
"Well, I hope you are, because I don't think I would like it dirty." I replied, "but if you aren't clean I will probably notice, and ask you to clean up."
"I would be so embarrassed if that happened," she said.
"Then do your best to be clean," I said, pulling her to me and kissing her.
"Now I have a question for you," I continued.
"Go ahead," Jessica said, "after the one I asked you, I think it should be fair game for any question you want."
"When I was doing internet research I was on a shemale site and say these big cocked shemales fucking men," I said, "is that something that you will want to do?"
"Absolutely not!", she shot back, "and I hope you won't ask me to!"
"Oh, I won't," I replied, "I was just wondering if there was something else I might have to struggle with."
"Would you let me if I wanted to?" she asked.
"That would take more soul-searching than going down on you," I said.
"Well, don't worry about it," she said, "I am a woman and expect to be on the receiving end!"
"Now my turn," Jessica continued, "what did you think of the shemales?"
"When I first saw them I was taken aback," I explained, "they were all really pretty, but those big cocks seemed so strange. But when I saw other sites that had pretty girls with small clitties, I couldn't help but think it looked so nice – the smaller clitties looked feminine, actually pretty."
"There are a lot of guys out there who fantasize about shemales," she responded, "but these women are very unnatural porn stars. They are not women like me, but entertainers. The very name 'shemale' is offensive to us, as are 'ladyboys'."
"I'm glad you are 'real'," I responded, "because I really love being with you."
"I have something I want to share with you," Jessica said. "I really liked sucking your cock this morning."
"You did it really well," I said, "I hope you didn't mind my cumming in your mouth – I tried to warn you."
"I wanted it and loved it," she said.
"Was the taste alright?" I asked, adding, "some don't like it the first time, and a lot of women just won't do it."
"I will do it over and over for you," she promised, "in fact I've wanted to for over a year."
I looked puzzled and asked, "you mean from the time you were Jeff?"
Jessica nodded.
"Did you feel that was being gay?" I asked.
"I have been a woman all along – I just didn't look like one." she said, "A gay man is a man who likes to be with men. I'm a woman who likes to be with men, but trapped in a man's body."
I'll have to take your word for that, dear," I replied, "it's all very confusing to me."
"I have an idea I'd like to run by you," said Jessica.
"Go for it," I replied.
"When you are in my home," she said, "I would like you to have your trousers off, so I can access you easily through your shorts."
"You mean that just any time you might reach into my shorts and take hold of me?" I asked.
"That's the idea," she said, smiling.
"Ok, I'll do it when we are together in your house or mine," I promised, "but I want something from you."
"What is that?" Jessica asked.
"When we are together in your home or mine," I stated, "I want you to not wear panties."
"So you have easy access to the goodies?" she responded.
"Exactly!" I said.
Jessica turned to me, put her arms around my neck, pulled to me and kissed me.
Jessica pulled me to the side of the path near a bench. She reached up her skirt and then sat down, pulling her panties to her ankles, and over her shoes. She handed them to me with a mischievous smile.
I pressed her panties to my nose, inhaled deeply and put them into my pocket.
"That's more than I expected," I said, "so I'll offer a bit more also – when we are out like this, I will pleasure you as long as there is enough privacy – no need for either of us to get arrested."
"It's a deal!" Jessica declared.
We finished our walk and drove to a local women's clothing store. I had been shopping with other women and always found it annoying, but it seemed different with Jessica. I saw it as helping to choose the clothing I would be taking off her, which made it much more interesting.
Jessica modeled a number of really pretty outfits and decided to buy a few. She saw a beautiful lavender lingerie that she immediately fell in love with. I bought it for her and asked that she model it for me later. As we left the store she was smiling from ear to ear.
We stopped by a grocery store to pick up some items for dinner. We decided on Lasagna, so we collected the ingredients, and a bottle of Lambrusco to go with dinner.
When we arrived home I removed my trousers and draped them over a chair. Jessica asked me to do some household maintenance jobs while she started dinner. Jessica was a very capable engineer who could do all the tasks herself. It seemed that she wanted to take a traditional woman's role and give me the "honey do" list. I smiled and realized that I liked the idea.
I did a few simple electrical repairs and returned to find Jessica in the kitchen. I kissed her neck from behind and placed my hand on her round cheeks and gently rubbed them.
She turned around and pressed her lips to mine, sharing her tongue with me. "Stick around, she said, "as soon as I put the lasagna in the oven, I'll have something else for you to do. Let me know when the oven is at 350."
The oven beeped, indicating that the temperature was met. I opened the oven door and Jessica put the pan of lasagna in, and set the timer for 20 minutes.
"Ok, I've got something for you to do now," she said, walking out of the kitchen.
Not sure what to expect, I followed her. Jessica went to the end of the couch, leaned over it and spread her feet apart.
I was surprised that this was happening so soon, but wasn't about to let my lady down.
I knelt on the floor behind her and lifted her skirt, laying it on her back, exposing her soft warm buns. I spread her cheeks and kissed her pretty pucker, slipping my tongue into her.
She was definitely "kissing clean" and I rimmed her with enthusiasm. I stroked her clitty while I rimmed her and she was soon erect.
I got up and helped Jessica get up and then laid her down on the couch. I went into the kitchen and put some olive oil on my index and middle fingers and then returned. I slipped one finger into her and then the other. I wiggled my fingers inside her while sucking her hard clitty. With my fingers wiggling inside her, she was cumming soon, and put her hand on my face to signal that she had climaxed. I went into the bathroom, washed my hands and returned with a warm wet washcloth and cleaned her up.
"I kissed her and she nearly tongued my tonsils, she was so passionate.
–––––––––––––––––––– To be continued ...
Feel free to contact me with your comments or requests. –Bill (oral_guy_2000@yahoo.com)
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