Chapter 4: Libido & Libations

Yo, everything between me and Everleigh has been great. And tonight, I'm going to start the process of dissolving my arrangements with my regulars. As the clock struck 7:38PM, I began to get my playroom in order, cause if all goes well -- my last encounter with Annabelle will be sealed.

I heard a knock at the door, my phone reveals its Everleigh. As I let her in, she sees the door to my playroom open. "What's going on, you're planning on having fun without me?", she asks as she kisses me. "Nah, I'm actually glad you're here. We need to talk."

"About what? What's going on?" she questions as she anxiously sat down. "I'm expecting one of my regulars tonight," I declare. "So that's still happening? All the ass I'm giving and it's still not enough for you?"

"It's not even like that. I'm ending it with my regulars - I'm just..."

"What?! You're giving them a farewell fuck?" she yells, interrupting me mid-sentence. I chuckle. "Well I wasn't going to say that -- but yeah." Silence fills the room. I walk up to her and lift her off the couch and whisper.. "By me ending these arrangements -- you're going to have to fill in for each one of them.. can you handle that?" -- she eagerly responds yes, as I slap her ass and head back to the playroom. She leans in the doorway and watches me as I finish setting up the room.

"So, what kink are you itching tonight?" -- "orgasm control," I disclose as the doorbell ring ; its her - prompt and prepared for our last rendezvous. "Annabelle this is Everleigh. Everleigh this is Annabelle." They greet one another as Annabelle hands me a sendoff gift: a Hennessey Black gift set. I kiss her on the cheek and close the door as I head to the wet bar and pour a few glasses.

After a few drinks all three of our inhibitions were lowered and our libidos heightened. I stood up and grabbed Annabelle by the hand and asked if she was okay being watched by Everleigh. She nodded and we proceeded to my playroom. As I guide Annabelle to the bed and instruct her to undress; I direct my attention to Everleigh and gesture for her to sit in a chair and handed her a magic wand vibrator. I inform Everleigh that all my instructions will apply to Annabelle; therefore, I want her to cum when her body compels her to.

As I walk back towards Annabelle, she's fully disrobed and begins to undress me. I strap up. And I feel the wetness drip down her thighs as I pick her up wrapping her legs around my waist and leaning her on the edge of the bed. I insert my strap and Annabelle whimpers as the stress and tension of Annabelle's day fade.

My thrust start off slow building up the tension, as her first nut of the night builds .. Everleigh's already two nuts in as her moans fills the room. Annabelle body tense up as I pullout leaving only the tip of my strap in and demand she holds it. She lustfully stares at me as I slowly ease the strap back in..

"Oh fuck!" She exclaims as I say wait. After a few slow strokes I pick up the tempo which causes her body to jerk and tremble as she orgasms, drowning out Everleigh's moans. I push her legs to her chest .. deepening the penetration.

I rest the strap inside her, gyrating my hips and allowing her to embrace and caress me as she whimpers in ecstasy. Everleigh continues to ride out her high and request Annabelle to continue to moan louder. As Annabelle comply, I feel her vaginal walls tighten around the strap.. I lightly grab her throat and demand her to 'take it'.. her eyes roll to the back of her head as I speed up.. she shrieks asking for permission to cum. I stop mid-stroke.

In between strokes I remind her: you (*stroke) cum (*stroke) when (*stoke) I (*stroke) tell (*stroke) you (*stoke) to... I pause again, sucking on her neck as she digs her nails in my back. Her body is twitching faintly, signaling that the build-up of her orgasm is peaking.. I stroke slowly, tuning my ear to Everleigh -- and as she cums, I instruct Annabelle to cum.

They cum together simultaneously. Annabelle's body went into shock, she screeches "ooooohhhhh ffuckkkk!", and lightly pushes my lower abdomen.. pulling the strap out. Her trembles last a few seconds before she squirted all over the bed. She plops over physically exhausted and completely out of breath.

I took off my strap and put my pants and sports bra on. Out of nowhere, I feel Everleigh, kiss my shoulder. I turn around and we start kissing. I break our kiss, telling Everleigh, I needed to clean up. She says "clean it up later", as she grabs my hand and walk out of the playroom.

As Annabelle recuperates, me and Everleigh go chill in my living room. About an hour or so goes by and Annabelle walks out the room, fully dressed. I look at the clock and see that it's 1:13AM. I tell her that she didn't have to go; she could stay until morning. She declines and I walk with her to the front door.

"You know, I'm going to miss this. My fiancé could never reach the crevices you could. So, if this is the end.. Everleigh is a lucky woman. But if it doesn't work out - call me.. anytime". She leans in for one last kiss and walks out the door. I turn around and see Everleigh using her finger gesturing for me to 'come here'. I prowl to her.. and whisper: One down. Five more to go.

Everleigh responds saying: "If I didn't know any better.. I'd think you enjoyed ending things with her a little too much" — "I'm not gonna lie she was great! But I'm gonna teach you.. & you're gonna love every second of it." We wrapped up the night with a kiss and I tightly embraced her as we slept .. reassuring her she was who I wanted.

.. to be continued