It's been over a decade since Emma and I had been together - footloose and fancy free as twenty-somethings, her journeys from interstate seemed to end up in the most wild sexual encounters. But it didn't start out that way... In what might become a series, here's how it all began.
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Annabel lived in Portland where she'd grown up and me, San Francisco - having moved from Denver to the big smoke to further my career. We first met when Annabel along with her girlfriends Emma and Claire were on a 'girls weekend' in SF - Claire was a bit 'plain Jane', Emma had sandy blonde hair, tall, great tits but the truth is, in the early hours of a Saturday morning in a nightclub, it was Annabel I fancied - cute as a button, brunette, average height and perfect perky tits. We talked, danced, a little bit of a smooch and by the end of that night, we exchanged numbers and thought not much of it beyond being polite, especially given Annabel was from out of town.
Over the next few months we exchanged texts and calls, I gave it a good go with Annabel, there was a spark, I guess you could say we even dated long distance - I'd fly her down to SF or head up to Portland - but it was moving slower than I would like - plenty of fun, kissing and touching but no sex, she was pretty conservative and I had to find plenty on the side in SF to meet my needs. Nonetheless, Annabel was a trooper, she would always organise the girls at her end, I'd often bring a guy friend - and we'd all end up out clubbing through the night regardless of what city - San Francisco or Portland.
This particular weekend, My buddy Will and I made the trip to Portland for a couple of big nights out to close out what had been a great summer. We got ourselves a big hotel suite knowing Annabel would stay and hopefully Will would get lucky with one of her friends. It was this weekend where things changed up a gear or two.
Five us - Will, Annabel, Emma and Claire - had a great dinner and then headed out to a new club in town. Will and I had jeans and had picked a few new shirts out for the trip. We're both 6'3", I've got brown hair and blue eyes. The girls looked great, Annabel had fitted black pants and a tight white top, Emma a denim skirt and white singlet top and Claire blue jeans and a neat little t-shirt. Will and I got the party started, making sure we all had plenty to drink - not that the girls needed any help! They had rounds of shooters and cocktails, we gave it a good shake and danced around like we owned the place.
Annabel and I had danced pretty close, but she was definitely the shy type, no kissing or anything too risque in club. By about 2am, Will and I were still going strong. Annabel decided to call it a night and went back to our hotel, only a block or two from the club. Claire and Emma stayed on, but as the club wound down about 3am, Claire headed home and it was Emma - the last one standing of the girls, the three of us continued to dance - pretty close, there was plenty of touching, but nothing more than innocent fun - or at least that's what I thought.
We made our way back to the hotel where Annabel would be fast asleep. Emma joined us for the short walk across - for some reason, we thought in our drunken state it would be a bit of fun to go and wake Annabel. As we made our way towards the hotel, I did my best to line Emma up with my buddy Will - but she kept close to me, an arm around me which I took as more friendly than anything else.
Back at the hotel, we succeeded in waking up Annabel, causing a ruckus, annoying anyone in neighbouring rooms no doubt. We made our way through the mini bar spirits and wine and it was nearly 4am. I again tried to convince Emma to stay over with us and my buddy, but she decided she'd head home. With Will and Annabel in their own beds and Annabel half asleep, I decided I'd walk Emma down to the lobby to grab a cab. I was wide awake, and the slim chance of a kiss didn't seem out of the question.
