Hotel Orlando. Beverly Hills, California. Mid-July 2012. Early afternoon. Knock on the door. Benjamin crosses the room, takes a quick look through the security hole, and opens the door. “Well, there she is.” Jet black hair. Sparking dark brown eyes. Elegant sunglasses. Purple and black wrap dress. Rachel confidently strides through the door, takes a firm step forward, and throws her arms around Benjamin’s neck. They lock in the deep embrace and kisses of long-time lovers. He feels her ample breasts against his chest. His hands run over her back, then over her ass, pulling her close, and, yes, against his stiffness. Later she would say this “showed confidence.” She pulls back, lifts her sunglasses, smiles. And again, they lock bodies and kiss.
They had met virtually almost three months beforehand, exchanging banter on Kate’s blog, where Kate was recounting her post-divorce sexual escapades … and frustrations. Benjamin and Kate started emailing off the blog. Kate seriously wanted to fuck Benjamin, but, even had she been well situated geographically (which she was not), Kate was not quite his type. And then one day Kate emailed Benjamin, saying that he must get in touch with Rachel, that she had not had sex in 20 years. “Well, I’m 55 now,” she said. “I figure that I have ten years, so I want to start something soon.”
And so he did. The emails became frequent. They found shared background and interests. The emails led to phone calls. Rachel said she felt a connection and Benjamin did not disagree, though neither could put a finger on it. Rachel was emphatic that she wanted “sex with friendship as a benefit.” Benjamin said he wanted “sex with a friend, with importance on both words ‘sex’ and ‘friend’.” Rachel was looking for an out-of-town lover who visited LA every two months. Benjamin, based in Midwest, had several clients in LA at the time.
Always the gentleman, Benjamin was moving respectfully, slowly. Then one day Rachel simply said, “Well, how can we make this happen? I want to be fair; you buy your airplane ticket, and I’ll pay for the hotel room.” And so a first rendezvous was planned, three days in Beverly Hills. Asked whether she thought she could take three days on a first visit, she responded, “I’ll risk it.”
Invited further into the room, Rachel takes an armchair as she uncorks a bottle of champagne and opens a box of chocolate-covered strawberries. “Can I sit with you on the couch,” Rachel asks after some chat and a glass. “Of course,” he says with a hand gesture of welcome. Eyes lock. Lips and tongues entwine. Benjamin runs his hands over her dress, then inside, gently fondling her ample breasts encased in a black lace bra. 36D, she would later tell him, though, to be honest, Benjamin really did not care. What was important was that they were her breasts.
“Shall we continue on the bed?”, he asks. Rachel stands, unties the belt, lets the dress drop to the floor. Darn is she sexy, he thinks, eyes devouring her curvy body. He stands, guides her to the bed, and, while she reclines on the pillows, strips. As he joins her on the bed, she unclips her bra, letting her lovely breasts emerge into daylight. He gently pushes her back, straddles her, and starts gently kissing her mouth, her neck, her shoulders, and again and again. He adjusts his knees so that his hard cock traces lazy circles across her belly. He occasionally thrusts his hips as if to stab her.
He fondles her breasts, kissing, licking, teasing her now-erect nipples with tongue and teeth. Sliding up, he sandwiches his cock between her breasts. He slowly kisses his way down her soft belly, runs his nose and lips across black lace boyshorts, and kisses the tops of her thighs at the edge of the boyshorts. He nuzzles his face against her sex, inhaling the initial aroma of her arousal. Gently he removes her boyshorts revealing, as promised, a lasered baby-skin soft pussy. Tight. Pink. And oh-so-soft. A first experience, indeed.
Benjamin directs his attention to her pussy lips, tongue sliding up and down. Rachel parts her legs, arms thrown back, and sighs. He feels her wetness, slight at first, and then her pussy juices, her sweet nectar flow. Tongue and lips probe, lick, tease. Her juices cover his face. She spreads her legs farther, wanting him more. He focuses on her clit, bring Rachel close to climax one time, two times, three times, but carefully controlling, not yet taking her over the edge.
Repositioning, Benjamin, pussy-moistened face, moves to give Rachel a deep kiss. “You taste so good,” he sighs, “top and bottom.” He begins to tease her pussy with his cock, sliding against her hot wet labia, probing her entrance with his cock head, then retreating. And repeating. A little more next time. Cock sliding over her wet clit. She writhes under him, finally crying out, “Fuck me, you bastard.”
He slides in hard, his sword piercing her. So hot and wet, her pussy holding him tightly. They fuck seriously until she cums, whimpering in pleasure. Both satisfied, he rolls off, caressing her tightly as they descend from the post-coital ionosphere.
After a brief nap, the spend the afternoon gently caressing each other, enjoying the pleasures. Aroma of sex in the air. Wet sheets. Hands and fingertips gently teasing the other. Their eyes lock. And stay locked in the shared pleasure. As the sun goes down, Benjamin rolls Rachel onto her back. Ever so gently, his fingers slide over her slit. He feels her wetness emerging again. Her hips gently rock. His two fingers circle her clit. “Put your fingers inside,” she whimpers. As a last gift, he brings her to a final climax, for the day at least, gaining pleasure this time from the pure giving. He relishes the sensation of her cunt walls clamping in rhythmic orgasm on his fingers. She can barely imagine what she has given him in return.
Source: reddit.com/r/gonewildstories/comments/i1uzfx/mf_first_encounter_with_my_mistress