Anna - The Web Designer Who Stayed Until 5am

She appeared on liveflirtin for the first time on 1 October 2012 in a striped dress and sheer stockings. She was 27, a web designer by day, nervous in the way that comes with anticipation rather than fear. She introduced herself as Ann. Within seconds: “Love the stockings.”

Anna was slim, pale-skinned, long dark hair, a belly button piercing, and a pendant necklace that stayed on through everything. She performed shy. It was a choice, not a personality — and the gap between the act and the reality was most of what made her interesting.

She told you she wasn’t bisexual. She also told you she had a large personal collection of naked female photography she returned to regularly, that a significant portion of it was Japanese schoolgirls and anime, and that she owned a Japanese schoolgirl uniform which she had worn on camera and stripped off. She was not, by any reasonable definition, indifferent to naked women. She simply preferred not to label it.

The First Night

Tom arrived early and they talked for nearly an hour before anything happened. That was the thing about Anna — she wanted to talk. She had opinions. When he mentioned SEO she laughed: “I’m here to have some rest from design work and we end up talking about design.” He told her she was beautiful at least four times before she stopped counting.

The private show started just before 10pm. The dress came off first. She kept the stockings on for a while — “What’s wrong with my socks?” — then rolled them down slowly. When she was completely naked she was smooth everywhere. She mentioned it herself: “I like it shaved. Much tastier.”

She spread her legs and let the camera see everything, unhurried, almost proud. She started touching herself without being asked — fingers moving while she kept up the conversation as though it were perfectly ordinary. “You got me pretty wet,” she told him matter-of-factly. “Nice and red,” she observed a moment later. “I like it.”

They finished around midnight. “Good girls finish first,” she said, laughing. She wanted to go again immediately: “I like it when guys don’t stop after the first time.” They broke for dinner and agreed to meet back in an hour.

The Long Night

She only planned to be online for a couple of hours. Six hours later she was still there.

It was past midnight when the second session opened, barely two hours after the first had ended. Anna had showered and changed. Tom was already waiting. He cleared the room eventually, and then it was just the two of them.

Somewhere in the private show he offered her a job. He needed landing pages — SEO-friendly, something the Google spiders could read. Anna was a web designer. Anna was currently naked on his website. The overlap seemed natural. She asked sensible questions about whether she’d need to hard-code each model or write something dynamic. He answered seriously. They discussed it while she was thoroughly undressed and demonstrating rather convincingly that she found the whole thing arousing.

She was nervous about being found. A jealous ex could send your photos to your mother’s email. She’d googled herself once, found nothing, felt lucky. “Promise not to tell anyone,” she said. “It will be our secret,” Tom said.

At 4:57am his username changed — Camdoctors, the site owner signing off under his real handle. “Sweet dreams,” Anna typed. She’d been online for six hours.

What Came After

She came back. Three days in she arrived like a woman who had decided she lived there. “After those few days here I already know I have to show pussy so guys make sure I’m hot before private,” she observed, with the resigned pragmatism of someone who has learned a new job’s actual requirements.

By November she was building things for the site between sessions — a webmaster page, model join banners, landing pages for other girls. The web design and the camming ran in parallel, sometimes on the same evening. She invoiced the owner for her sister’s unpaid wages at 10pm; by 10:55 she was back at the keyboard, apparently having just had an orgasm and found it agreeable. The chatlog has a 24-minute gap where Movie 81 sits.

Pete had been a quiet presence since the very first session — the affiliate guy, the one who talked traffic while Anna offered to undress. He’d watched Tom take her private while he discussed banner formats. Then, at 1:27am on November 16th, he typed: “pvt?”

She said: “sure.” No preamble.

The last archived session, November 20th, began at midnight with Anna in her pyjamas, hair unbrushed, a toy sheep somewhere in the room. The man she was with that night noticed her hands — “You have the most beautiful hands” — which she found quite unusual. She showed him anyway. At 2am he said he must clean. “:(” she typed.

She loved that she made so many naked photoshoots. Explicitly loved it — the idea of being able to look back at them when she’s older, to have that record of herself. She posed for hundreds of photos and performed dozens of private shows and claimed shyness as her defining characteristic. The shyness was real, in its way. It just coexisted with everything else.

She found videos of herself online afterwards and didn’t contact anyone to have them removed. She liked it too much. The archive you’re looking at is partly the result of that decision.

The combination of sexually deviant and perfect princess was not a contradiction Anna was trying to resolve. It was just who she was. The archive is the evidence.