Note

These random diary thoughts are shown with the latest one at the top. So to read the whole thing in sequence, go down to Post #1 at the bottom, start from there and read up.

Last update : March 9, 2025

Jenny

Live Strip

[Post 12]

Even while Matthew and I were driving to the bachelor's party I still wasn't sure whether I would have the courage to go through with it. I was dressed in an old sweat shirt and jeans, with my stripper gear in a bag. Could I do it? I was nervous and excited at the same time.

The house turned out to be quite an exclusive pad. The lounge was big and the furniture had been cleared away to make space. About fifteen people were scattered about, drinking and talking, as Matthew and I walked in. All of them seemed to be men in their thirties and forties.

A good-looking chap came over. "I'm Steven," he said. "You must be the first-time stripper? Jenny, right?"

"Yes." I shook his hand. "Amateur actually. I've never done anything like this before."

Steven grinned. "I'm sure you'll do fine. Let me show you where you can change and get ready. Can we start in about fifteen minutes?" I nodded and followed him through the lounge and down a short corridor. "Have you got music?"

I handed him my USB drive. "Yes. There's only one track on there."

"Thanks. I'll call you when we're ready to start." He stopped at a closed door. "This is the change room. The other girl is already in there. She'll perform after you."

The changing room was a spare bedroom. The professional stripper was sitting at a desk doing her makeup. She was a brunette, tall and very pretty. She was wearing a simple red dress with a plunging neckline that showed every contour of what was obviously a fantastic figure. My nervousness increased. "Hi." She smiled at me. "I'm Pam. First time, huh?"

"Jenny. And yes. I'm so nervous you won't believe it."

She laughed. "Don't be. Just think of it as a job. Go out there, take off your clothes and go home with a wad of cash. Simple."

"Easy for you to say. I've never done anything like this before."

"What will you be wearing?"

I took out my skirt, blouse and undies and showed them to her. "And these heels."

"Put them on and let me see."

It was a little awkward getting undressed with Pam watching me. But I told myself I'd better get used to it. I slipped off my clothes and put on my stripping outfit as casually as I could. Pam looked me up and down. "Nice," she said. "But I think you should lose the heels. They get in the way when you're trying to get your clothes off elegantly. Rather go barefoot. Have you practiced?"

"Yes, quite a lot."

She nodded. "OK. Just remember to go slow. And don't show them everything at once. Keep the bastards guessing. Are you going fully nude, or just topless?"

I smiled nervously. "I still haven't decided yet."

"Not a problem. You can see how things are going and how you feel, then decide. I didn't take my panties off until my third of fourth strip." She stood up and gestured at the seat in front of the mirror. "OK, time to get ready."

I sat down, combed my hair and put on my makeup. My hands were shaking and part of me was screaming "Get out now! Run!" But I stayed put, finished up and took off the high heels. What she said about the shoes made sense. A minute later there was a knock on the door and Steven poked his head inside. "Are you ready, Jenny?" I nodded. "OK, come into the corridor and I'll start the music as soon as you give me the thumbs-up."

I followed him outside and stood hidden from view. I went over my routine in my head, my stomach churning. Was I up for this? Would I mess it up? Would I run out in panic? Or worse, would the guys think I was terrible and a waste of time?

I heard Steven talking. He quietened everybody down, then announced that there would an amateur stripper first who had never done anything like this before. "No funny business," he said sternly. "You can clap or cheer, but be respectful. And no touching. Is everybody clear?"

There was a ragged "Yes" from the assembled crowd and I felt slightly better. Steven stepped into view and looked at me. I gave him a thumbs-up, my hand shaking. I didn't trust myself to speak. A few seconds later I heard the raunchy sound of Shania Twain's "Man, I feel like a woman" blast out of the loudspeakers.

This is it, I said to myself. Now or never. I took a deep breath and minced out into the lounge area, putting on what I thought was my most provocative smile. The guys were sitting on assorted chairs or standing, and they clapped and cheered. I sashayed around the area that had been cleared of furniture, letting my skirt twirl around and flare up. Then I loosened the knot holding my blouse together and let it fall open. There was more cheering as they caught a glimpse of my bra and I started to feel better. They were enjoying it! My hands were still shaking as I slid one shoulder of the shirt off, then the other. I grabbed it as it fell off and threw it aside. I danced some more as Shania continued singing. Soon it was time for the skirt, and I panicked briefly as the zipper caught, but then it rolled down. I kept my back to the audience and wriggled my hips to get my skirt off.

[to be continued]

Strip practice

[Post 11]

I still wasn't sure whether I would go through with the strip show, but in case I did decide to do it I made sure I practiced my routine. I chose a raunchy song and picked out clothes I could take off easily without fiddling with buttons and hooks. In the end I went with a short black skirt and a red shirt that I could wear tied together at the bottom and the buttons undone. That mean I only had to undo one slip knot. The zipper of the skirt was smooth.

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 quite a long time practicing how to unhook the bra smoothly and easily. I'd seen how strippers take their bra off slowly, one strap at a time, and only revealed their breasts after a lot of teasing.

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 was already pretty sure I would go through with it, but there was no harm in keeping him in suspense. "Ok. But let me decide next week, ok?"

For the next several days I vacillated between cancelling the whole thing and going ahead as planned. And 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? 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.

Amateur night recce

[Post 10]

I wanted to check out the scene at an amateur strip night before I took the plunge. So when Matthew, a good friend of mine, told me that he was going to a club with a couple of other guys, I asked if I could tag along. He was a little surprized, but agreed.

The amateur show was quite late, so by the time the MC introduced the five contestants we'd all had a bit to drink already. The girls ranged in age from early twenties to thirties, with a couple of them on the overweight size. Then the show started. Each girl had different music, with each strip lasting about five minutes. All of them except one stripped totally naked, and 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 them finished their act by sitting back on the edge of the stage and opening their legs wide.

It was a bit much for me. I couldn't see myself doing any of what those girls did. And tons of people were videoing the shows on the phones, so there was no chance of privacy. 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 surprize. 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 last 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 could 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 my bra off, 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.

Ho hum

[Post 8]

After the thrill of being stripped naked at the hen party, life became rather humdrum. I had no out-of-town business trips to look forward to and I was kept busy at work.

I did get into the habit of walking around my apartment naked or in my undies, and I'm pretty sure I was spotted a few times by neighbours. I'm usually in too much of a rush in the morning, but in the evening I'd make a point of getting undressed and cooking or watching TV wearing only my panties.

I'm always very careful at work what I do, but one day, before going out to get a bite of lunch, I nipped into the ladies' room and took off my panties. I was wearing a skirt that day, and it was exciting going out through reception, down the elevator and into the street naked under my skirt. I didn't manage to concoct an "up-skirt" opportunity that day, but I did a few days later.

I bought a sandwich and went to sit on a bench in a small square. There are several benches there, and at lunch time on a nice day most of them are occupied. Several people were sitting across from me, including some young men. I crossed my legs and started eating the sandwich while looking at my phone. But after a few bites I dropped the napkin on the ground. I looked down, uncrossed my legs and leaned over to pick it up. But I had my phone in one hand, the sandwich in another and I contrived to get flustered while trying to deal with the napkin. So my skirt rode up and I opened my legs, letting the people across the way get a good look up my naked pussy. I pretended that I suddenly realized what I'd done, crossed my legs and looked up quickly. Two guys were watching me. One of them grinned. I tried to look embarrassed, then I just smiled back at him.

I didn't want them coming over and trying to chat me up, so I stood up and left. What a turn-on!

Hen Party

[Post 7]

Rebecca, a girlfriend of mine, was getting married, and another friend had arranged a hen party for her. She told me that there would be a male stripper, so "come prepared." That's all she said. What did that mean? I assumed there wouldn't be any men there, but I still wore my sexiest thong and lace bra with jeans and a t-shirt.

And it was raunchy. The stripper was a huge, muscle-bound guy who came charging in wearing a fireman's outfit. He pranced around to loud rock music and singled out Rebecca, who was sitting in the middle of the room. She was laughing but also blushing as he stripped down in front of her. When he got down to his g-string she put her hand up and stepped away. It was obvious from the g-string that he was big and hard. But Rebecca didn't want anything more than that. She was getting married in two days time, I suppose.

The stripper turned to the other girls sitting there. We all cheered and shouted, and he proceeded to rip off his g-string. His dick was massive and stiff as a flagpole. Jo was cheering and waving her arms, so he waltzed up to her and pushed his cock at her. She didn't need a second invitation and took his dick in her mouth. She sucked good and hard while his hands were all over her body.

Then he stepped back and pulled Rachel to her feet. Rachel was married and quite modest, and she blushed furiously while he danced with her, his cock rubbing against her stomach. But you could see she was actually enjoying it, and when he began unbuttoning her blouse she didn't object. He pulled her blouse off then grabbed her skirt. She resisted at first, but he simply pulled it down and she was left standing in her undies. All of us cheered and she laughed. But when the stripper reached for her brastrap Rachel wriggled away, grabbed her clothes and went to sit down.

The guy looked around and I found myself standing up. It was surreal. What are you doing? I asked myself. I went up to the stripper and grabbed his cock. He was hard and slimy with cum. I felt his big hands on my waist, lifting up my t-shirt. I heard the girls cheering as he pulled my t-shirt over my head. Then he unbuttoned my jeans and I wriggled my hips to let them fall. He pulled me close and fumbled with my brastrap, and before I knew it he'd slipped my bra off. The girls were clapping and shouting and I was loving it! The stripper was staring at my breasts, and I swayed and danced with him to make them wobble.

I was wondering if he'd try to take my panties off, and also not sure what I would do. But it was such fun that when he put his fingers in the waistband and started pulling my panties down I didn't resist. I shimmied my hips, he pulled them down and I lifted my feet through. The guy got a good look at my pussy as I did so! I was then absolutely naked, and right next to an equally naked man with a huge hard-on!

He turned me round so I was facing the audience. They cheered and clapped, I mock bowed, picked up my clothes and went to sit down. I was so turned on I wanted to do more, but the stripper had moved on to another girl. What a rave! I enjoyed it so much I decided there and then that I had to do a real strip show of my own some time ... and in front of men, not just women.

Full Monty

[Post 6]

I woke up in the hotel room early. I had a full day of work, so I sprang up and headed for the shower. I came out wrapped in a towel and opened the curtains. There were a few people at the coffee shop down below and lights were on in the office buildings across the street. Time for my next show.

I unwrapped the towel and put it on the bed. I was now stark naked! I sat at the dressing table and did my hair and face, then stood up and rummaged in my bag for undies. But before I could put anything on my phone rang. It was my boss. I answered, and wandered over to the window to look out. Out of the corner of my eye I saw two guys at the coffee shop look up at me. One pointed. I pretended not to notice and kept talking. I was completely naked, and part of me wanted to duck out of sight, but another part was so turned on I hoped my boss wouldn't hear a tremor in my voice.

We finished talking. Still in front of the window, I slipped on my panties and then my bra. Blouse, skirt, shoes and I was ready for a day's work.

The Next Step

[Post 5]

But just wearing sexy undies wasn't really much. I mean, nobody could see them, right? I had to take it further. But I didn't want people at work to find out about this fetish of mine so I couldn't do much more in the office.

But then I suddenly had to make an out-of-town visit to a client. It entailed an overnight stay in a hotel, and I realized that this presented an opportunity. I'd be in a strange city where nobody knew me, staying in an anonymous hotel.

I arrived at the hotel late in the afternoon and checked in. It was a multi-storey place in the city centre, and when I opened the door of my room I saw that it was perfect. There were big floor-to-ceiling windows overlooking other buildings across the street, as well as a sidewalk cafe diagonally opposite. My room was on the third floor, so if I stood near the window I could look down on the people at the cafe. And they could see me, of course.

The stage was set for a strip show ... but was I ready for it? The curtains were already open and I turned on the light as well. Then I unpacked my bag while trying to decide whether to go through with with my plan. I stood in front of the mirror, brushing my hair. Glancing down, I saw that there were several people sitting at the cafe. And in the buildings across the street there was movement at quite a few windows. Do it! I said to myself.

My heart was pounding as I unbuttoned my blouse and took it off. Then I unzipped my skirt and stepped out of it. Suddenly I was standing in front of a window wearing only my bra and panties. And flimsy see-through ones at that! I resisted the temptation to look out of the window to see if anybody was watching and instead walked through to the bathroom.

That was as far as I'd planned to go, but I was so turned on that I decided to take it further. I walked out of the bathroom and fiddled with my bag on the bed. I was facing the window, and reached behind and unhooked my bra. My fingers were shaking as I slipped the straps off my shoulders. Suddenly my breasts were free and I had to resist the temptation to cover myself. I was topless in front of a lighted window! I turned to the mirror and began brushing my hair again. My nipples were hard and erect.

I walked past the window, naked except for my panties. I showered, and when I came out it was getting dark outside. I drew the curtains, already planning a full frontal show tomorrow.

Getting ready

[Post 4]

The next step on my exhibitionist journey was to be prepared. Plain cotton panties and bra weren't good enough. So I went lingerie shopping, and spent more than I could really afford on some sexier undies. I had never worn a thong before so that took some getting used to, but pretty soon I had adjusted. 

Finding sheer lace bras in my size was a challenge. Girls with smaller boobs have it so much easier! But I eventually found a couple of bras that were sexy and provided the support I needed. The first time I wore my new undies to the office I felt like the sexiest woman alive. Why hadn't I done this before?

A few days later I had lunch with a work colleague at a diner I hadn't been to before. I noticed that two youngish men in suits were sitting at a table facing me. My colleague's back was to them. They glanced over at us once or twice so it was obvious that they'd taken note of us. I decided to put on a show for them. While my colleague was on the phone I took a bite of my sandwich and pretended that some crumbs had fallen onto my lap. I flicked them off my skirt and "by accident" my skirt rode up my thighs. At the same time I opened my legs. I didn't look up at the two guys but I was absolutely sure they had a grandstand view of my new see-through lace panties. It was so exciting I kept my legs open for as long as I dared.

A little later I did it again when I reached for my phone in my bag. This time I peeked at the two guys out of the corner of my eye and saw both of them staring at me. What a thrill!

Second experience

[Post 3]

A few days after the wind-and-skirt experience, I had to look at something at a work colleague's desk, a man called Henry (not his real name). Henry was in his early thirties, single and reasonably attractive. As I was about to lean over his desk I realized he was going to get a good look at my breasts. On an impulse, instead of holding my blouse closed as I would normally have done, I pretended I didn't realize what was going on and leaned over in front of him. Even though I was wearing a bra I know that Henry got an eyeful of my breasts. It was actually quite funny watching him trying not to stare at my cleavage! He went red and his eyes kept straying from the paperwork to my open blouse. 

For the rest of the day I was so turned on, and I began planning how I could accidentally show off even more.