Okay, so this wasn't a bad situation to be in at all.
Sitting in front of me in the driver's seat of this vintage, beautifully restored of VW Van was my good friend Candace, 22 years of budding voluptuousness. To her right, in the passenger's seat was Jill, my perfect model of the mature lover, hot off a big win and just starting a bender. I sat in the back, no longer relevant as the two beauties quickly immersed in a search for common ground. Immediately three big points of agreement emerged.
HORSES. Each had been deeply into horses as a child. Each had a significant, early orgasm in the saddle. "A thousand-pound organic vibrator," Jill exclaimed. Candace loved that.
FAT DICKS. Both confessed openly and deeply their love for sucking and fucking fat cocks. (The speed at which they got to this particular topic was illuminating, I must say.) Candace was more about girth, and less a fan of length; Jill wanted as much of both as she could get.
WOMEN. Each carefully but clearly whispered a strong enjoyment of Sapphic love, while both women practically forced their non-verbal tongue down the other's throat. I worried about the gear shift for a moment.
I'm riding in this van, with these women, on my way to my weekend cabin to get completely fucked. Yeah, not a bad spot at all.
To catch you up, Jill was a new acquaintance in my life, and the perfect example of why I love mature, experienced, and intensely passionate women. Jill was all three of these things, and for the next several days, she was all mine - or mine with whomever I chose to share her.
After a picturesque boat ride up Puget Sound, a portion of which my cock was in Jill's throat and cunt, and a portion of which my tongue was in her sweet pussy, we had arrived at Deer Island and met my friend Candace. Our next stop was my cabin on the island, now destined to be our playroom for the foreseeable future.
Candace (and definitely not Candy), was tall and regal, with just-slightly outsized breasts fighting for attention with a 30-megawatt smile. Candace was a four-star athlete who bounded into college naΓ―ve and full of vim. She soon found pot and pussy to be irresistible distractions from practice and punishment, so Candace switched from athlete to hedonist. She applied her deep knowledge of anatomy to complement her deft physical touch to become a much sought-after full-time body worker. Candace voraciously sought everything she could about massage and touch, and integrated what she learned into what she practiced. She made it core to her private life as well (much to my great happiness!)
Her small massage practice catered to a handful of very affluent Seattle second homeowners (like me) who as massage clients actively competed for slots on Candace's calendar when they were on the island, or heaven forbid, she was in the city. I had the good fortune to get to know her more closely, moving to what we referred to as "second-level bodywork," which included intense blowjobs and hard fucks that reflected both her athleticism and unbridled desire.
Jill was clearly smitten by Candace, and the feeling appeared mutual. We pulled in the driveway of my cabin and began to carry the few essentials from the van into the house. The two continued their dialogue as we landed in the warm little nest. As we deposited stuff in my living room (girlfriends arm-in-arm), we all hit silence for a moment and looked expectantly at each other.
"So, my dear Sir, what is the plan?" Candace asked me directly.
"Did you say 'Sir'?" Jill asked Candace immediately, with eyes alight and full of hope.
"Yes, and Mistress, if you prefer." Candace smiled at Jill, then very deliberately lowered her gaze to the floor.
"Oh, this is going to be fun, isn't it?" Jill looked at me.
I remembered the whisper I heard from Jill an hour earlier en route to this escape: 'Honey, if I don't have cum leaking out of every one of my holes before this night is over, I'll be sorely disappointed,' she said to me.
"Yes," I said with a huge smile. "This is going to be a lot of fun."
"So, I don't mean to be too directive . . . "
Both Jill and Candace said in unpracticed unison, "That's okay." They smiled at each other again.
"Okay, Jill I suggest you follow me up to the master bath so you can take a nice little soak. I have a nice, deep tub that is a great place to start." I looked and nodded to Jill.
"Candace, I think you should set up the table right here. We can slide open the doors and bring nature indoors." I looked at Candace, and she nodded and hopped to her feet. She needed a next step, and now she had it.
I took Jill's hand and led her up the roughhewn oak plank steps to the loft bedroom and master bath. The space was wide open, making it feel larger than it was, with a glass-walled open shower and tall wooden Japanese soaking tub prominently in the corner.
"So I know you don't like being indebted and all that, but tonight is still all about you. Candace and I are here to make sure you don't forget that."
I looked deeply into Jill's eyes, and felt the return of both deep appreciation and burning desire.
"You do not need to worry at all about me getting what I need," I said. "For right now, this is all about you." I swept her up and deeply embraced her with a soft, delicate kiss. I was careful to belie the urgency I felt. I wanted this to be a slow, intense warm-up to a pinnacle moment.
"I can't tell ya . . ." Jill started to say.