A/N: NEW FIC! NO FLAMES PLEASE! I'm going on a trip and I won't update for a while, enjoy!

"Captain?"

The man turned to face the young brunette standing in his door.

"Yes?" He asked as he ran a hand through his brown hair which had a slight hint of grey to it.

June Ryder looked at Captain Jack Harkness, he could have been in his early fifties, but the way his dead eyes bore into her…it was obvious he was so much older than that.

Hundreds of years older, to be exact, he'd joined Torchwood in the nineteenth century and now, in the twenty-fifth, he still sat in his same old office from the twenty-first century.

"I was checking the archives and I found some old documents, they're from the twenty-first century and I was wondering if I should dispose of them."

He raised an eyebrow at her.

"Why would you do that?" He asked.

"They're from deceased agents." She explained as she placed them on his desk.

Jack picked up the file on top and swallowed hard. The name on top made his head throb and his eyes tear up.

Jones, Ianto

"Captain?" June asked as a tear rolled down his cheek. "Are you okay?"

"June," He started, their eyes locking. "Do you know what it's like to lose your one true love, the one you spent decades looking for?"

"Jack…" She realized. "I'm so sorry-"

"It's not your fault. Do you see these names? Toshiko Sato? Gwen Cooper?" He asked showing her the files with pictures attached by paper clips.

"They all worked here and they died for it, they had family, friends, and because of me, they're permanently in the morgue."

He crashed into his chair, running his hand through his hair again.

"I'm sorry sir." Was all June could get out.

Jack cringed. Why was god torturing him?

He remembered each day he'd lost one of them.

Owen.

Tosh.

Gwen.

Ianto.

He'd been with countless people since him, but none could ever make him forget the Tea-boy.

The twenty-first century was when everything changed, and even though Jack had though he was, the truth had been he hadn't been ready.