Jenny's Diary 4: To Strip or Not?

I kept thinking about my experience with the male stripper at Rebecca's hen party (see "Part 2: Getting Brave"). The thought of doing my own strip show was thrilling, but I wasn't quite sure how to go about it. I knew there were a few strip clubs around town that hosted what they called "amateur night." On those evenings, any woman could turn up and perform her own show on stage. Often these amateur nights were actually contests, and the winning girl got a prize. Going to one of those was a possibility, but I wanted to check out the scene first before I took the plunge. So when Matthew, a good friend of mine, told me that he was going to a strip club with a couple of other guys, I asked if I could tag along. He was a little surprized, but agreed.

We got to the club just as the MC was about to introduce the five contestants for the amateur contest. The girls ranged in age from early twenties to thirties, with all of them looking fairly slim and toned. Not surprizing, I guess - you aren't likely to volunteer to do a strip show if you're overweight or unhappy with your body. Then the show started. Each girl had different music, and their performances lasted for five to ten minutes. All of them except one stripped totally naked, and they paraded around without any embarrassment. They even leaned over the edge of the stage and allowed the men nearest them to fondle and lick their boobs! Three of the girls finished their act by sitting back on the edge of the stage and opening their legs wide. It was clear that the trend for strippers was to shave your pussy.

It was a bit much for me. I couldn't see myself doing what those girls did, on a public stage in front of a crowd of a few hundred. And tons of people were videoing the shows on their phones, so there was no chance of privacy. The whole setup was sleazy. I realized that I'd have to shelve the live strip idea of mine.

When we were driving home, Matthew and I talked about the show, and eventually he asked me if I would ever consider taking part in amateur night. "I did think about," I admitted. "And that's why I wanted to go - to check it out. But there's no way I'm ready for that."

He looked at me in astonishment. I guess that wasn't the answer he was expecting. "Wow, I'm amazed." He was silent for a while. "So if there was a more discreet opportunity, maybe a private party with no photography, would you do it then?"

That threw me. What was he thinking? "Maybe," I replied cautiously. "I'd have to be sure no pictures got out. And that nobody knew me."

"Except me, of course." Matthew laughed.

We didn't say any more about it, but the fact that Matthew was thinking about me stripping naked was a turn-on. We'd had a few dates but it hadn't really worked out. Now I wondered what would happen when he dropped me off. A kiss at the door? Should I invite him in? For coffee, or something more?

As it happened, it all fizzled out. Matthew's phone rang as we were getting out of the car, and he took so long that I just waved goodnight and went inside.

But two days later, while I was at work, Matthew phoned. "Remember what we spoke about the other night? The private strip show?"

"Yes?"

"Well, a guy I know is having his bachelor's party next week, and we've arranged a stripper for him. When I suggested I might be able to get an amateur stripper as a curtain-raiser, he was very keen. So how about it? I don't think you'll know anybody there. And we can be very strict about photography. The party is at his house so we control it. I can even fetch you and take you home straight afterwards if you don't want to hang around with a room full of drunken men."

I was so taken aback that I couldn't answer. Was I up for this? Go for it! an inner voice urged. "Why not?" I heard myself saying.

"Great! I'll tell the guys and send you the details."

I was in a daze for the rest of the day. I'd agreed to do a strip show for a bunch of men! Was I mad? But I was also so turned on that I went into the loo, took off my panties and worked naked under my skirt for the rest of the day. I was even tempted to take off my bra, but with the blouse I was wearing, that would have looked too obvious. Last thing I wanted was for the HR department to come down on me like a ton of bricks.

****

I wasn't at all sure I would go through with the strip show, but in case I decided to do it I made sure I was prepared. I looked for stripping videos on the internet and was amazed at how many there were. I knew that there was an entire culture of pornography on the web, but the sheer volume of stuff out there was staggering. Most of it was way too hard-core for me, but I watched several clips of professional strippers performing to see what they did and how they did it.

First, I selected clothes I could take off easily without fiddling too much with buttons and hooks. In the end I chose a red shirt that I could wear tied closed at the bottom with the buttons undone, which meant I only had to undo one slip knot. A short but loose black skirt went with it. The zipper of the skirt slid up and down smoothly. Panties were easy - I had several thongs. But the bra was a bit more difficult. All my bras fastened at the back, so I spent some time practicing how to unhook the bra elegantly. I'd seen how strippers take their bra off slowly, one strap at a time, making sure they only revealed their breasts after a lot of teasing.

Finally I picked out a few raunchy songs and practiced my routine. I tried to mimic what I'd seen the professional strippers do, and at first I felt silly and self-conscious. But after a few nights I became more confident and accomplished.

Matthew phoned one evening while I was in the middle of my routine. "Are you still up for it?" he asked.

"Maybe. In fact, I'm practicing now. I'll be ready, I hope."

"Practicing? You mean you're doing a strip while we're talking?"

I decided to tease him a little. "Yes. I'm down to my undies, and I'm just about to take off my bra."

"Can I see?"

I laughed. "No, I don't think so. You'll get a peek at the strip show." I paused. "If I do it."

"What? Are you having second thoughts?"

"Well, I'm not sure I can go through with this. Stripping in front of a bunch of drunken men? That's a big step."

Matthew was silent for a while. "All I can do is make it as easy as possible for you. I'll make sure they know you're a first-timer. And there'll be no funny business, no touching, and definitely no videos or pictures."

"Thanks. I'll let you know next week."

"C'mon, Jenny, you'll be great! Live a little! I'm sure you'll enjoy it. And if you pull out now, when will you get another chance like this? You saw what it was like at the strip club - our private show will be nothing like that. I know most of the guys that will be there, and they're decent. We're not a bunch of yahoos."

He had more or less already persuaded me, but there was no harm in keeping him in suspense. "I guess you're right. But let me decide next week, OK?"

For the next several days, I vacillated between cancelling the whole thing and going ahead as planned. If I did the strip, how much would I take off? I'd have to show my breasts at least, but could I keep my panties on? Or should I go full nude? By the Friday morning of the big night, I was still undecided. I went to work as usual and at about 10 am Matthew phoned. "Is it a go?"

I took a deep breath. "Yes. But only if I can stop anytime I want to or even decide not to go ahead when we're there."

"Sure. I'll be there to keep everybody in line. Shall I pick you up at eight?"

"OK. See you later." And with that, I was committed.