Forward:
This one is actual, folks. It takes place in the summer of 2014. Changed my partner's name for her protection. I know lots of writers on here say their story happened, I can only account for this one, not theirs. Reviews and critiques are welcome, flames will be laughed at. Anyhoo, enjoy!
This story is dedicated to Hannah. Not that she's happy about that...
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Chapter 1- A Much-Needed Vacation
I couldn't begin to tell you how much I was looking forward to this trip. Saying I needed a vacation from my life and from the past few years would be a minor understatement. I'd almost gotten married the previous summer but my bride-to-be had called it off literally a month prior to the blessed event. Devastated, I'd thrown myself into my work, eventually landing a good gig as a server in a local but very popular restaurant. The money was good and I felt like I could begin to stockpile some for a vacation.
That's when my friend in the Twin Cities, Janie, had suggested that I come visit her and we'd paint the town red for a week. Janie was a dear friend of mine, a lesbian and rather something of a libertine. I asked what she had in mind and she said we could rent a hotel room, get drunk and visit strip clubs. That was all I needed to hear, I was in.
I worked hard. To do this right was going to cost a good amount of money. We could have stayed at Janie's place on the edge of town, but that meant long commutes into the city center where the best strip clubs were, not to mention the fact that we couldn't remain drunk, since we'd have to drive. So I arranged for a hotel room, down in the middle of the city, a really swank one- I snagged a room with a king-size bed, a great view of the city, a large shower with twin heads and, best of all, a large jacuzzi. Spending six nights there was setting me back a fair penny, but this was what I'd been saving for and I still had plenty of money for strippers and booze and whatnot.
Janie was every bit as excited as I was and had booked off time from work accordingly. I actually had originally met her through a mutual good friend who had dated her, although things hadn't worked out between them. We were all still close, though, and Sandy didn't at all mind if I went out to see Janie.
I wasn't sure Sandy need have worried if she'd been the worrying type, though, since Janie was a lesbian. But that's what made this interesting- Janie and I had some level of attraction between us and we liked one another a lot. We liked a lot of the same things and were both big pervs. And we both liked women. It was kind of an unspoken assumption that we would be physically comfortable around one another when we were together. While I was not certain of anything happening, I had packed some precautions in my travel bag, just in case.
We'd accounted for our free time during my visit by resolving to remain inebriated as much as possible and spoiling one another rotten. I'd promised her massages and the purchase of many chocolate comestibles from Godiva, something we were both looking forward to. I also loaded a duffle bag with alcohol, reasonably certain it wouldn't be searched since I was taking a bus. I'd brought several favourites of mine as well as some selections she was eager to try- Old vine Zinfandel, an eighteen year single malt scotch, Parisian absinthe, cognac and some bottles of potent beer from Quebec.
When I wasn't working, I was prepping for the trip. This involved ordering some gifts for Janie as sort of a 'thank-you' for having the idea and agreeing to share it with me, since she was one of my favourite people. Like myself, she was a sci-fi nerd and I'd purchased some nifty items to bring with me that I knew she would love- a Vulcan 'Live Long and Prosper' oven mitt, a plush bath robe with Star Trek symbols and ranks on it (Uhura red for her, Kirk gold for me), an Enterprise pizza cutter...
You get the idea.
This was not without the occasional mocking and derision, courtesy of my roomies. A husband and wife with two young children, they were not above poking fun at me for my plans.
"Why are you going to all this trouble?" Hannah asked, smirking. "It's not like you're gonna sleep with any of the strippers and Janie's a lesbian, so she won't want you."
My response was to simply shrug. I think that's what annoyed her most. Her husband, Les, on the other hand, was at least certain I'd get
something
, although he couldn't articulate from where. The night before I left, I was sitting in my room, going over my list of stuff to bring. I was even bringing a few suits, in case we went anywhere ritzy. Hannah just casually sauntered into my room, since knocking or announcing one's self is apparently a lost art.
"Looking forward to your trip?" she asked, watching me check off the list of presents for Janie. I nodded and kept sorting. "Les has this stupid idea in his head that you're going to get it on with Janie, you know."
"Really?" I replied distractedly. "Hadn't really given that much thought, what with her being a lesbian and all."
"Yeah, it's stupid," Hannah declared. "And let's face it, even if Janie liked guys, she wouldn't go for you."
I paused and looked up at her, eyebrow raised.
"Oh, I'm not saying you're ugly," she said quickly. "I'm just saying that I doubt you're her type, y'know, with the age difference and all."
There was a significant age gap between Janie and I, since she was in her mid-twenties. Hannah had failed to remember that for a while, Janie dated a woman in her late forties before getting together with our mutual friend, Sandy. Ageism was not really an issue for either of us.
And the funny part was that Hannah, who was only about two years older than Janie, had tried to date me when we first met and before she married Les. This seemed to have also escaped her memory. Not that I cared. I adored Hannah, but she was more like the bratty kid sister I never wanted than anyone I'd date, because, well, I'd have to kill her.
"But, Les is determined that you're gonna somehow sleep with her," she continued. "So we made a bet about it. If I win, I get to use the big strap-on and fuck his ass until he can't stand for a week."
"Poor Les," I mused. "And if you lose for some reason?"
Her face clouded over. "I have to swallow for a month, as many times as he likes."
She shivered in revulsion. She had a very strong gag reflex, she could barely let the doctor use a tongue depressor, forget swallow her husband's jizz.
Hannah eventually left me alone to get ready. She was driving me to the bus station in the early morning. I was reasonably certain I was ready, so I texted Janie, telling her I was looking forward to seeing her the next day.
"I can't believe we're doing this!"
she replied.
"So we spend the first night at my place, since it's near the bus station you're arriving at and then the next day we head to the hotel, right?"