It was eight o'clock Saturday morning, Emerson was lounging in bed trying to decide what she wanted to do that day. It had been a couple of weeks since her naughty encounter with Lissette. And she seemed to get hornier every day.
Normally she probably would have run into Lissette at a happy hour or something by now, but Emerson had been out of town at a triathlon the previous weekend. She'd seen, and liked Lissette's Facebook posts and check-ins from an after work happy hour and a day boating on their friend Anita's boat along with other mutual friends from the larger group. But she had been a little disappointed that Lissette had not reached out to her.
One thing she was not disappointed about, was her introduction to anal play. She had not been able to stop thinking about the amazing sensation of Lissette slipping her tongue into her ass and although she very much wanted to have another tryst with Lissette, she was too shy to initiate, so had resorted to the internet. Now she was anxiously awaiting an assorted box of butt plugs and dildos in different sizes, beads, vibrators and various other things, all designed for anal experimentation alone, or with a partner. It was like an anal masturbation pot luck with handcuffs and lingerie and lots of fun looking stuff. The Amazon description even said 'contents may vary,' as though they just threw in whatever was lying around. For some reason, that made her feel particularly naughty, like someone else was in control of what she would be inserting into her tight little bottom. She had immediately masturbated to orgasm after ordering it a couple of days earlier.
She checked her Amazon account on her iPad, it would be delivered that day by ten pm. She rolled her eyes and decided to go for a long bike ride to kill some time.
Emerson was sitting on the toilet flipping through her Facebook feed when her phone showed a little messenger notification at the top. Her heart skipped a beat, it was from Lissette.
"If you're not busy, Anita asked me to go out on her boat today, and I asked if I could invite you. Are you back in town?"
Emerson immediately felt her pussy get warm, wet and tingly. She counted to thirty before answering so she didn't seem too anxious. "Sounds like fun! What time?"
Almost immediately her phone started buzzing in her hand. Lissette was calling her. She was so startled she dropped the phone, fortunately it landed in the crotch of her panties, so no damage was done. She picked it up and swiped to answer it. "Hey Guurl!" Emerson said, trying to sound friendly and casual.
"Hey!" Lissette said excitedly. "When did you get back in town?"
"I got back last Sunday..." Emerson said trying to be informative and casual. Hoping to convey anything but horny, lustful desire in her tone. She succeeded.
"Oh shoot! I would have called you sooner, I thought you were gone for like a week or something." Lissette said, a little disappointed.
"Oh, that's sweet." Emerson said sincerely, happy to hear that Lissette wanted to see her too. Even though she was unsure of Lissette's motives, it was a good start.
"So, she wants to take us out at like one o'clock. The thing is, she doesn't really drink so she can be alert driving the boat, so I was wondering if you wanted to meet up for brunch and mimosas at 11 at that restaurant at the marina, the Slippery Clam I think it is? They just changed the name. She keeps her boat at there, so she said she could just pick us up from the dock. That way we have two hours to hang out and get a nice buzz before we go."
"Sounds like a plan!" Emerson said excitedly.
"I'll come to your house at 10:30 then and we'll Uber down to the restaurant."
"That works for me!" Emerson said happily. She was grinning ear to ear.
A couple of hours later they were sitting at an outdoor bar sipping Mimosas and nibbling on crab dip and crackers. They just chit chatted at the start about Emerson's race and the houses that Lissette was showing in her job as a real estate agent. That kept them going for over an hour, but then a slight lull in the conversation turned into a longer lull, and eventually an uncomfortable silence. They both stared out at the water uncomfortably searching for something to talk about when the bartender mercifully walked over. She put two pink shots on the counter. They were full to the brim. "You guys are Ubering, right?" She said with a grin.
"For sure!" Emerson said in a perky tone.
"Then these are on the house. Someone ordered them and decided they didn't want them." She said as she pushed them forward.
"What is it?" Lissette said curiously lifting hers to her nose.
"It's a shot called a Silk Panties." The bartender said with a sly, possibly knowing grin.
"Sounds good to me!" Lissette said, as she held it up for Emerson to toast.
"Me too!" Emerson said, clinking her glass.
Both of them downed the shots and looked at each other with pleasant surprise.
"Oh my gosh, that was so smooth!" Lissette said. Then she leaned forward and whispered, "Like licking silk panties."
Emerson was quick on the uptake. "I thought you'd never ask..." She whispered in response. They both broke into a giggle, the tension broken.
They ordered another appetizer and Lissette switched to rum and coke and Emerson to craft beer. She selected something nice and strong to get a good buzz before pushing off with Anita.
"So, are we all good?" Lissette said curiously.
"Oh yeah." Emerson said, trying to sound more confident than relieved. "I mean, I am if you are I mean..."
"I definitely am." Lissette said, she definitely sounded relieved.
"So, maybe later we could go back to my place?" Emerson said nervously.
Lissette grinned from ear to ear. "Definitely." She said seductively. Then added "Oooh, and it's going to be sooo much fun looking at you in a bikini all day. Like you're teasing me."
Emerson grinned and clinked glasses with Lissette again. "It's a date."
"So which bikini are you wearing?" Lissette said flirtatiously.
"The pink, sporty one I got in Australia when I did that Iron man over there." Emerson said, flattered by the question.
"The one that says '69 Slam!' on the waistband?" Lissette said a little hungrily.
"That's the one." Emerson said with a sly grin.
"Oh goody." Lissette said with a little clap.
"What about you?"
"My black and pink string bikini."
"Oooh, I like that one." Emerson said once again clinking glasses with Lissette. "Do we have time for one more round?" She said as she unlocked her phone.
Lissette and Emerson's drinks had just arrived when Lissette saw Anita walking up the ramp from the floating docks behind the bar.
Anita was about five foot five, had curly brown hair, a tan complexion, gorgeous blue eyes, a button nose and a dazzling smile.
She spotted them and waved. She was about thirty minutes early.
"Hey there! Beautiful day for boating!" Anita said as she came up and gave each of them a hug and a peck on the cheek before sitting down in an open seat next to Emerson.
"It is!" they both said practically in unison.
Anita looked at their full beer and Rum and Coke. "If you all don't mind, I'll be good to drive the boat if I have a beer. Is that okay?"
"Sure!" Emerson answered for both of them. "Have two, you can just drive slow!" She joked. She had not seen Anita in about a month and noticed that she looked thinner than she had the last time she'd seen her. "And by the way, you look good guurl. You been working out?" She said happily.
"Thanks for noticing! I've been really careful about my diet. We're coming into boating season, I gotta look my best." She said with a grin.
"Well you do!" Lissette said with a smile. "Is anyone else joining us?" She said curiously.
"There may be some people at the island, but I get too stressed out with a lot of people on my boat. Is it okay if it's just the three of us?"
Lissette had noticed the week before Anita did seem a little on edge. She had a pretty good sized boat, and they had eight women on board. Just keeping everyone relatively quiet when she was driving was hard enough, but then rounding them all up when it was time to leave took forever. She could understand Anita only wanting a couple of people on board. "Sounds good to me!" She said excitedly.
"Me too!" Emerson agreed.
Anita ordered her beer and the bartender poured it immediately. "You all sure you're good if I have a couple of beers?" Anita said with a grin.
"Definitely!" Lissette said as Emerson nodded.
"Good, it's been kind of a stressful morning! So down the hatch!" Anita said and chugged the beer.
The bartender stood there watching with a grin. "Set you up again?" She said with a smile as she put a second beer in front of Anita.
This time she took a sip and grinned. "Plus, I had some catching up to do..."
"Why was it stressful?" Emerson asked curiously.
"Oh, I just wanted to make sure I was totally prepared. You know how it is." Anita said happily.
The three of them made small talk while they finished their drinks and paid the tab, they split it, not allowing Anita to pay, even though she offered. Then Lissette and Emerson grabbed their beach bags and followed Anita down to the boat. It was twenty-eight foot pleasure craft with a pretty good sized cabin in the bow and a smaller one aft of it. It had a little bathroom below deck which Anita explained was called a 'head" on a boat, and a cushioned sun deck on the bow.The cockpit was behind a windshield and had wrap around seating for ten people. It was a very nice boat. And immaculately clean.