9 to 5 Pt. 04 - Sex Stories

9 to 5 Pt. 04

... just went with what felt right. But it is not right; I'm a guy." I said, starting to feel my emotions boil up again.

Stacy laughed, "A guy, sorry Brenda, but you have not been acting like a guy recently. I think you are more comfortable as a girl than I've ever seen you as a guy. Perhaps these lifestyle changes have awoken something within you."

I shook my head. "I did not want this to happen to me; I think I need to go back to being Bryan."

"Why, till now, I've never seen you happier. Would it be so bad to let yourself explore this new you? You may like her." Stacy reasoned.

"But I'm a man." I sobbed.

"Stop that now; you've taken a leap to act like a woman. Is it a real surprise that you actually like being a woman?" Stacy snapped at me. "You need to stop beating yourself up about it and go with it."

Silence descended again as her words sank in. Could I, or should I, just explore this new side of myself? I was afraid of where it could lead after last night's encounter on the dancefloor. Could I let myself be picked up by a guy? Could I play the role of a woman sexually?

I had too many questions and no answers. What is the worst that can happen? The feeling of the finger in my butt is what made me come last night. I had no idea the feelings that stirred.

Stacy left me to get dressed, and I threw on a t-shirt and skater skirt.

We headed out to the local café for breakfast, and as we waited for our food, I filled Stacy in on my encounter with the ...

... prostitute.

"So, you came when she fingered your arse?" Gasped Stacy. "It seems to me that you might need to explore that a bit more; after all, gay guys love to be bummed."

I had a weak smile as I replied, "I'm not sure I'm ready for a cock up there just yet."

Stacy giggled. "That is not what I'm saying; you could try some toys to see if you really do like them."

"Wow." I said, "You mean a dildo?"

"Why not? You have nothing really to lose. I certainly will not judge you for exploring this new side of you." She replied.

"I see," I said.

"Look, I don't want to hit you while you are feeling vulnerable, but I was intending to speak to you this morning." Her tone was shifting to a more serious one. "I think it is time for you to branch out and find your own place."

I just looked at her.

She rested a hand on mine and said, "We both can agree that Brenda is here to stay for the foreseeable future, so it is time for you to get your own space rather than crashing on my sofa."

"I guess you are right." I could not argue with her really; she had put me up for the last month rent-free. "First thing Monday, I'll start looking for a new flat."

As the idea of getting my own place started to sink in, I started to get excited by the prospect of striking out on my own.

Monday morning, I was sitting at my desk, processing trades. I felt good after my chat with Stacy; she was right--it was time to not get hung up on the past and let the new me flourish. Today I ...