Moments of Weakness

By Beaumonte Bill / Oral Guy 2000

Published on Aug 11, 2023

Gay

Moment of Weakness (part 4)

This story was inspired by a hot picture that became the setting for the temptation scene in part 1. Little did I know that a moment's weakness would change my life! I hope you enjoy this work of fiction.

––––––––––––––––––––

At work the next day I couldn't get my mind off of cocksucking. It was still a very new thing to me, but I knew that soon it would become fairly routine. If I had a full nightly schedule I would be sucking seven cocks a night for five nights a week. I did some quick calculations and realized that it would be about 1680 blowjobs a year! At that rate I would be swallowing over two gallons of cum a year!

I suppose with so many cocks to suck "professionally", that I might not want to suck any for fun – kind of a sad thought, but I would have to go with it to protect my secret. I quickly checked my email and found only a reminder to pick up my supplies soon, so I could bring them to training with me next week. It was Thursday and I knew I would begin training next Monday night. I closed the emails before anyone could see what I was reading.

I had my list of supplies in my pocket, and began to get aroused just thinking about it. I concentrated on work, and the rest of the day slipped by. After work I drove to Walmart to pick up my supplies. The embarrassing part was buying the bra and panties. While I was looking a woman approached me and asked if she could help. I said I was picking out a bra and panties for my girlfriend. She asked for the size information which I gave her.

She looked at me and said, "That is just about your size, I think."

I turned beet red and she said, "It's ok, lots of men dress, and I've helped quite a few get the right fit. Let me help you."

Embarrassed as I was, I agreed. She continued, "Let's go into that changing room and I'll measure you."

We went into the changing room and she entered with me. Now strip down to your underwear so I can get a good measure.

She had taken the paper that had the size information on it. She measured me for panties and agreed that I had the right size. She measured me for the bra and said it was good that she did, because I had the size wrong. Even women often got it wrong, which was why many got fitted for bras.

She asked if men would be seeing me in the bra and panties. I hesitated and then said, "Yes.", now even more embarrassed.

She told me to wait there and she would bring in some items in my size. I stood there alone for what felt like an hour – completely humiliated by the experience.

When she returned she brought about six different selections of panties and as many bras.

"I chose ones that most men find sexy, so you can look your best," she said.

She held the panties up to me and confirmed that the size was right. She said, "Normally we don't allow trying on undergarments, but if you select the ones you intend to buy, you should try them on just to make sure."

I selected two that I liked and she said, "Go ahead, try them on – don't mind me, I've seen this many times."

I slipped out of my shorts and stood there completely naked. She handed me one of the panties and I put them on. I had a bulge in the front and she said, "I'll have to show you how to tuck."

She had me remove the panties and stand with my legs apart. She stood behind me and took my balls into her hand. "Now to tuck the most effectively," she said, "we need to push your balls up into your body cavity. Not everyone can do this, but perhaps you can."

She took one ball and pressed upward – it hurt at first but it popped into place. Then she did the same with the other ball. It didn't go in as easily, but with a little more pain it did.

"Now pull your penis down between your legs and hold it in place," she said, "so your balls don't pop out."

I held myself in place like that, while she slipped the panties on and pulled them into place.

She looked me over and said, "Now that is a really nice smooth front – you are off to a good start! Now just keep them on while we fit the bra."

She showed me how to fasten the bra easily and put it into place properly. She put some breast pads into the cups so I would look more convincing.

I stood before the mirror and I couldn't believe how sexy I looked. If men like to see this I suppose I was going to be wearing it a lot.

"I suggest you buy a couple pairs of inexpensive plain panties to wear as 'trainers' for awhile," she said.

"Trainers?" I asked.

"Yes, you want to be able to go all day tucked if you need to, but may need to take bathroom breaks and adjust," she explained.

That made sense, so I bought two very pretty panties and a couple plain pink ones for training. I decided that I wanted to wear one of the trainers home, so she handed me one and helped me change into them. I put the rest of my clothes on, and my boy shorts in a bag. After I paid for the clothes, she gave me one of her cards, and wrote her home phone number on the back, saying, "In case you need any advice, just call me – I hope you enjoy being a girl." I thanked her and departed.

I left Walmart wondering if I was giving up my masculinity. I just wanted to be a cocksucker but now I'm doing so many things I never thought I would! I drove home and put things into perspective. I was first and foremost a man who loved to suck cocks. In order to be the very best cocksucker I could be, sometime I would have to dress and act girlie, because that is what some of my customers would need for the best blowjob experience – and I wanted everyone I sucked to have the very best!

I drove home wearing the panties. The tucking felt very strange, and I wasn't sure how it would work if I became aroused. I often did become aroused while sucking cocks – perhaps I'll find out in training next week.

When I got home I took a warm bath with bubble bath to soften my skin and make it slick for shaving. I shaved everywhere I could reach, leaving a bunch of hair floating in the tub. I scooped up all that I could and threw it in the waste basket so I wouldn't clog the drain.

As I dried off I found that I liked the way my skin felt so smooth. Then I realized that I had not shaved my back.

I found the card given me by the woman at Walmart – her name was Helen. I called Helen and found that she was still working. I introduced myself as the guy she helped choose the bra and panties tonight. She said she remembered. I told her I had shaved my body, but could not reach my back to do it right. She told me that if I wanted I could come to her place tomorrow evening and she would do it for me. I agreed and thanked her.

I went to bed, glad that I was a man, but pleased enough to play a girl when needed.

–––––––––––––––––––– To be continued ...

Feel free to contact me with your comments or requests. –Bill (oral_guy_2000@yahoo.com)

Please support this website by donating to nifty.org

Next: Chapter 5


Rate this story

Liked this story?

Nifty is entirely volunteer-run and relies on people like you to keep the site running. Please support the Nifty Archive and keep this content available to all!

Donate to The Nifty Archive
Nifty

© 1992, 2024 Nifty Archive. All rights reserved

The Archive

About NiftyLinks❤️Donate