Chapter 2

I’d managed to avoid Bobbie for the past couple of weeks, but we briefly made eye contact when I came into our friend Gord’s place for his Saturday night house party. I wanted to turn around and leave, but I figured that was just asking for trouble down the road. “I don’t want to stay too long, let’s just have a quick drink then go back to your place and you can do anything you want to me” I whispered to Jack. His eyes opened wide in surprise and excitement as he nodded then headed over to the bar area to get us a couple of beers. Turning around, Bobbie was leaning over me, clearly having rushed across the room.

“Hey there sexy beast” she chimed, “I’ve had my eyes out for you but haven’t been seeing you around. I almost feel like you’ve been dodging me, which would sure hurt my feelings!”.

“Hi Bobbie,’’ I responded, trying my best to smile. “We just dropped in for a couple of minutes. How’s it going?”

“Oh good, you know. Got some pretty sexy topless pictures of a dumb slut I know. Thinking about submitting them to Playboy. They’ve got some sort of ‘Horny Amateurs’ thing that doesn’t pay but accepts pictures from chicks who like to show off”

“What?!?!” I hissed as I pulled her in tight to me. “You said no one would ever see them!”

“Actually”, she responded “I said I wouldn’t show them to anyone who knows you. Does anyone at Playboy know you? Hmm?”

My shoulders slumped as I realized I’d been tricked. “Please don’t submit them to Playboy!” I begged “They’ll get shown around town in no time!”.

“Swing by my place tomorrow around 11 am and we can talk about it. I’ll let you see the pictures and would love to hear which ones you like best.” She started to turn away, then looked me square in the eye and said “Don’t be late!”.

I showed up at 5 minutes to 11 am in a cute, yellow sundress with a hat. I tried my best to look wholesome and was bracing myself for another tough session with Bobbie.

“Good morning” I said with a warm smile when Bobbie opened the door. The smile she returned was less predatory than what I’d been seeing from her recently. <More flies with honey...> I thought as I hefted the basket I’d brought. “I’ve got some pastries and a couple of coffees!”

Walking into Bobbie’s kitchen, I saw a Playboy magazine on her kitchen counter. It was opened to the ad soliciting amateur pictures. My heart sank that it actually existed, I’d half-hoped it was a bluff.

“I’ve often thought that we aren’t as good friends as I’ve always wanted us to be.” I began, setting down the basket. “Maybe we should go out to the spa together, my treat, and try to get a little closer to one another!”

Bobbie returned my smile. “We can definitely have fun together, but we don’t need to go out to a spa for that! I’ve got my camera all set to go in the other room!”

Tears hadn’t worked last time, so I tried to navigate this more carefully this time. “We seemed to ... misunderstand one another last time we tried that. I just want your assurances that you won’t let ANYONE see the pictures or the video. What do you want for that? I can pull together a bit more money, I’ve been putting in overtime and saving. I have my car I could sign over to you...”

“Naw, I don’t need your money or your rust bucket” Bobbie cut me off.

“Now Bobbie” I told her “You fooled me once, I’m not getting myself deeper with you on this. Why would I trust you again? I’m not going to make things worse for myself.”

“I get that” she replied “But you admit I’ve kept my word, right? I did what I promised, even if it wasn’t what you hoped for”.

I wondered if I was falling for the same thing a second time as I reluctantly nodded.

“So, how about this, after today, if you go along with what I want, I promise to never show anything I have on you to anyone. I’ll keep it all as private as I can! I won’t show it to people you know, people you don’t know, or anyone. It’ll just be for me! Then this whole thing goes away and we don’t even have to talk about it again unless you want to bring it up.”

“I won’t!” I told her, “But I don’t want to give you an endless session to keep piling things on me until I reach my breaking point. I’ll give you 5 minutes, then we’re done!”

“Heh, I can’t do 5 minutes. How about 3 hours?”

We dickered back and forth until we finally agreed on 30 minutes, here in her apartment, that we wouldn’t leave and no one else would join us.

Bobbie had me sit in a chair she had set up in the middle of the room. Unknown to me (at the time), she’d hidden the video camera and had it recording the chair. There was about to be a far more explicit video of me, and I had thought the pictures were bad enough!

Making the most of her time, she started barking orders and had me in the chair with my dress hiked up. I flushed red as she had me pull my panties to the side and she began clicking from every angle. I didn’t notice that she carefully kept the view from the video camera unblocked!

After having me rub myself for a minute or two, she made me stop and hold open my lips. It was worse than a trip to the gynecologist, with the sexual atmosphere and humiliation added to being fully exposed.

After she’d snapped a bunch of close up pictures, she stepped back and ordered me to get myself off as fast as I could. I started going to town rubbing myself, thinking about my boyfriend and forgetting where I was to try to get in the mood. In the years since this happened, I’ve wondered why I didn’t just fake it, but at the time I didn’t want Bobbie to get angry if she could tell and it honestly didn’t even occur to me. I’d never faked with my boyfriend as we’d explored one another.