Raffle Girl
Copyright© 2025 by Lorn Skye
Chapter 19: Bound and Determined
BDSM Sex Story: Chapter 19: Bound and Determined - Dr. Sam White was not lucky. He had never won a single thing in his entire life. His colleagues at work had convinced him to attend a fundraiser for some cause that he knew nothing about. And suddenly, he won. The prize was not at all what he expected! Join Sam as he journeys from confirmed bachelor to the luckiest man in the world with a bevy of beauties surrounding him. ~43000 words
Caution: This BDSM Sex Story contains strong sexual content, including Ma/Fa Slavery MaleDom Anal Sex
The next few days found us once again enjoying the idyllic bliss of sailing around the southern Bahama islands. We were further away from civilization here and we spent long stretches of time not seeing another ship or human. We had the seas and beaches mostly to ourselves, and if not, there was usually just one other couple around.
But despite all the beauty and solitude, I would periodically feel myself being overwhelmed by thoughts of taking over Johann’s empire. Could I match his success? Did I need to?
Eve and Olivia proved to be keenly attuned to my moods, and they alternately tried to leave me be, or playfully distract me.
But things for me came to a head during our first full day of sailing on the open water as we made a pass between islands. Eve and Olivia had been teasing me most of the day, just little touches, caresses and then scampering away. They had a make-out session on the trampoline while I was trying to help Angela with the sails, and when I walked up there, they were acting as though nothing had happened.
I knew that Angela had planned an anchorage along a sandbar this evening. It promised to be remote and unlikely to have anyone else around. With this in mind, I pulled out my phone and began to plan for the evening.
Once we were anchored, I called Eve and Olivia back to the cockpit from where they had been lounging up front for most of the trip. I knew that Olivia could feel a little motion sickness if she was inside when we were sailing, so they had spent the day on the trampoline enjoying the sun, the sound of the water rushing by the hulls, and the breeze.
They were of course nude, and their skin glistened from the oil and sunscreen they had been slathering on each other. As they made their way back, I admired their beauty, the sway of their hips and the relaxed smiles on their faces.
“Eve, grab that bar over your head,” I ordered when they got to the cockpit. She did as requested and then smiled even wider when she saw the coil of rope on the table.
“Olivia, face her and grab the bar overhead.”
I then looped the rope over the bar and bound their wrists together. The bar was just high enough that they had to stand on their tiptoes to relieve the pressure on their arms.
Then, I pulled them together until they were pressing against each other. I used the rope and wrapped their arms on one side, binding Eve’s left arm to Olivia’s right arm, tying it periodically, making sure it was snug but not tight enough to cause harm.
Reaching their shoulders, I continued down their torsos. I tied it tighter so that their breasts were pressed firmly together, and so that they could feel each other’s breath. After a few tight loops and knots around their asses, I positioned their legs such that each crotch had a thigh to rub against, and then I bound their legs together.
I repeated this process on the other side, and when I tied the last knot just above their ankles, I stood back and admired my handiwork.
“Now that is a pretty sight,” Alex smirked from behind me. “I made you a little rum punch, and I thought I would bring up the crop you left lying on your bed.”
“Thank you,” I replied with a bit of sarcasm. “I’m sure you just had my best interests at heart.”
We both stood there for a few minutes watching the women squirm, and I noticed that when Alex mentioned the crop, the squirming only intensified.
Alex stepped up and traced a hand over Olivia’s ass.
“I think a nice mark from the crop would look good just about here.” She said and then laughed and ran away as I swatted playfully at her backside.
I caressed the same area with my crop that Alex had traced.
“You know, I think she is right!” I whispered and then I tapped her with the crop right on the spot.
Olivia flinched, even tried to jump from the contact, but given how she was bound, all she did was press her thigh into Eve’s groin. I knew Olivia was less into impact play than Eve, but I wanted to push her boundaries a bit. And just to be fair, I quickly added a matching strike to Eve’s ass.
I continued to tease them both this way for the next half hour. I would caress a body part, teasing along with my fingers and then I would tap it with the crop, never hard enough to leave a bruise, but enough that it would sting from the strike.
After about ten minutes, I was rock hard, and Eve was panting and moaning. Olivia was softly kissing and nibbling on Eve’s neck as she squirmed, and within a few more strikes, Olivia was joining her in moaning and writhing within the confines of their bondage.
I laid the crop down when I noticed their skin was reddening from the repeated blows. I plucked an ice cube from the ice bucket and stepped up behind Eve. This time I traced along the rope line with the ice cube.
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