My best friend's name is Kimmie. She and I have known each other for more than 20 years, and I've secretly lusted after her since the first day we met. Circumstance never allowed us to be any closer than friends.
We're both Black, single and in our early 40s. Kimmie runs a Physical Therapy practice and I'm a CPA.
About a year ago, I peeked at a text on her phone. It read: "Hilton on Central Ave, Penthouse. 10:00 PM". I thought that maybe she had met someone and hadn't told me.
"Got plans tonight...?" I asked her later.
"Nah..." she answered, in that way she always did when she was holding out on me. "Only plans I have for tonight are home and sleep."
At 9:45 that evening I was sitting in my car across the street from the Hilton on Central. Kimmie arrived in a taxi -- alone -- a few minutes later, and went inside. I waited for a few hours before going home, but I returned early the next morning. By chance I saw her leave -- alone -- at 8:00.
She repeated this activity, almost every week over the next two months. Usually on a Thursday or Friday, and always at the Hilton on Central.
I went deep, deep down the "rabbit hole", determined to find out who she was meeting. I used all of the investigative resources at my disposal (you need them as a CPA), to discretely find out what she was up to. I caught a break one weekend when she left her phone in my car. She received a notification alert from "Silk Touch".
After a day of intense digging, I found out that "Silk Touch" was an escort service, one that specialized in client's with "particular and selective tastes".
I contacted them and arranged a date.
I spent an evening with a very attractive lady, a blonde named Stacie, mostly talking (but I did get a very pleasant blowjob). We arranged a second date and then a third. On the fourth date I asked about what I'd have to do to work as an escort, and convinced her to introduce me to her "manager".
After lots of smooth-talk and some subtle manipulation, the obsessive, lustful stalking of my best friend has led us to this moment: it's 10:00 PM on a Friday at the Hilton on Central Avenue.
I've been waiting in the 2nd bedroom of the penthouse for the last half hour. A "Concierge" with the escort service comes in and tells me to go to the master suite, where she has been preparing my client for the evening. She also gives me final instructions before she leaves the penthouse.
In the master suite I find Kimmie. She is naked and kneeling on the bed. Her hands are bound tightly behind her and there's a leather blindfold covering her eyes.
Tonight, she's ordered her "usual": to have someone meet her in this hotel room, dominate and fuck her. She asks for both women and men. She likes blindfolds and light-bondage; she never wants to see her partners' face -- this is her fantasy.
She has no idea that I'm the one that just walked in to help her fulfill that fantasy. At some point I start to realize that this is probably my fantasy too.
"Where to start...?" I smiled to myself. "Mouth or pussy?" My dick is throbbing and my heart is racing.
"He-Hello...?" Kimmie says. "Are you here...?" There's a slight quiver to her voice. It actually makes me harder than I already am, if that's possible.
"Yep..." I answer. I'm using my 'gravely' voice: my best impression of Christian Bale's "Batman".
Kimmie bites her bottom lip. She's anxious, but I can tell she's turned on too. There's a little sheen of sweat on her skin.
I kick off my shoes and strip down to my shorts. I make sure she can hear my zipper open and the rest of my clothes as I toss them on the floor.
I take my time.
"So, what are you gonna do...?" she finally asks straightening up; she's trying to bolster some confidence now.
"Wouldn't you like to know...?" I lean in and whisper closely into her left ear.
She flinches when I drag a finger nail across her shoulder. I run the finger down her arm, onto her waist and towards her belly-button. She gasps and wriggles around more, as it slides between her B-Cup breasts.
I finally bring my finger up under her chin, and force her to tilt her head back.
"You're going to do everything I tell you. Do you understand?"
"Ye-yes..." she replies.
"Good girl..." I whisper.
I reward her by brushing my knuckles against her dark-brown nipples. Kimmie's breathing quickens as the areola crinkles and the nipples stiffen and grow.
She moans aloud.
My cock is diamond-hard, but I want to tease her as much as possible before I fuck her.
I lean in and kiss her, which seems to surprise her at first, but she kisses me back. Kissing is not a "normal" item on the menu. We're instructed not to do it unless the client asks for it and both parties' consent.
