At 8:45 on the second day of the conference they were attending in Puerto Rico, along with their assistant, Julie, David and Richard were sitting at the breakfast table.
David was showing Richard a short, muted video clip on his phone of Julie sucking his dick the night before. He followed that with one of her laying on a bed, covered in cum.
"Holy Fuck! Was she out-of-it drunk?" Richard asks.
"Fuck no!" answers David. "She may have been buzzed when we got to the room, but that was it! She's no virgin but her pussy is soo tight, even after a night of fucking. Although it was her first time, she did a decent job of sucking my cock. She's got the makings of a complete fucking whore. Loves the humiliating language and taking orders. Let's see if she has any remorse this morning.
Promptly at nine, Julie shows up wearing a conservative man-tailored blouse and slacks.
As she takes her seat, she smiles at David and says, "Thanks for the night-cap last night. It was just what I needed!"
David sneaks a wink at Richard who smiles knowingly.
After breakfast, they all attend the morning meetings and seminars. After lunch, David tells Julie and Richard that he has afternoon meetings, but they are free to do as they please.
"Why don't the two of you take the hotel catamaran to their private island? I heard the beaches are phenomenal!" David suggests.
"Can you meet us there after your meetings?" Julie asks David trying her most enticing smile.
"Richard can entertain you as well as I can" David says. "I'll see you both at dinner."
Julie agrees. Returning to her room, she changes into a bikini with a large translucent wrap which she ties around her hips. Grabbing her beach bag, she heads to the shore.
When she meets Richard at the boat, he nods appreciatively.
"You look fantastic!" he tells Julie, helping onto the catamaran for the brief ride to the island. Both crewmen and the captain, a large black man leer at her, the captain even licks his lips. The captain nods toward Julie as he and the crew exchange a few words in Spanish.
Richard, who speaks Spanish, chuckles to himself. Loosely translated, the captain said he would fuck her until she was bow legged while one of the crewmen added that he would go balls deep in her ass.
Arriving at the island, they go to the pool. A waiter takes their order as they settle Into the lounge chairs.
Julie dives into the pool to cool down, then returns to her chair, nipples poking through her bikini top. Quickly throwing back her first mojito, she signals for another. After last night, Julie feels like a mature woman.
As they chat, Richard introduces some sexual innuendos into the conversation. Julie responds with some of her own.
Sensing that this is not the innocent office assistant Julie, Richard asks if she would like to explore the clothing optional beach.
Now on her third drink, Julie readily agrees, finding she is excited by the prospect.
Getting towels, a couple of more drinks and directions to a secluded location, they set off. Once they arrive at the beach, they pass a few couples sun bathing "au natural." Rounding a bend in the beach they are not visible to sunbathers they had passed, with a large rock outcropping blocking the sight line further down the sand.
"Right here?" asks Richard quizzically?
"Sure!" says Julie.
Richard spreads the blankets.
Expecting her to be hesitant, Richard is pleasantly surprised to see Julie strip off her top and step out of her bikini bottom.
Richard stares her admiringly, feeling his cock twitch.
"Your turn!" Julia challenges.
Richard drops his suit, displaying a large, thick cock. Taking a long look, Julie licks her lips and feels a stirring in her loins. She can't lie to herself. She thoroughly enjoyed sex with the older, more experienced David the night before. With just enough alcohol to reduce her inhibitions, Julie couldn't help wondering what Richard's cock would feel like. She reaches into her bag, takes out the sun tan lotion and sitting on the blanket, rubs it on her arms, then her tits and finally on her inner thighs, close to her pussy.
Handing the container to Richard, Julie lays face down.
"Would you like to do my back?" Julie suggestively asks Richard.
Without answering, Richard takes the lotion, and kneeling next to Julie, rubs it first on her shoulders, then down her back, finally rubbing it into her ass.
Julie sighs and spreads her thighs slightly.
Richard takes this as the invitation she means it to be and rubs the inside of both of her thighs, closer and closer to her pussy lips.
Hearing Julie purr, Richard works a digit into her moistening cunt. Julie moves rhythmically against his probing finger. Adding another finger, Richard moves his other hand to one of Julie's tits.
She turns slightly, and begins to stroke his cock.
Remembering what David said about Julie's submissive side, Richard tells her,
"Suck it bitch!" as he continues to finger her.
Using her recently acquired skills, Julie takes Richard's rod into her mouth, swirling her tongue around his shaft.
Richard, for his part, continues his two-fingered probing of Julie's pussy while massaging her clit with his thumb.
Richard looks up and notices a man leaning against the rock, watching. He applies more pressure to Julie's clit. She begins to buck rapidly against his hand. Removing her mouth from his cock, Julie cums with a loud moan that's almost a scream.
Richard withdraws his hand and positioning himself between Julie's legs, and pulling Julie to a kneeling position, pushes his cock into her cunt, savoring the tightness.
Grabbing Julie's hips, Richard begins to fuck her in earnest. He reaches around and savagely pulls one of Julie's nipples, causing her to gasp. Smacking her ass, Richard calls Julie a slut, a whore and a bitch while he continues to pound her. Julie is so turned on by Richard's large cock in her pussy and his language, that she is grinding into him as hard as he is fucking her. Another orgasm vibrates through her.
Glancing over, he sees the man has taken his dick out and is jerking it.
"Look at the rock slut! You have a fan!"