The Honorable Dolly Jewel Presiding

“So I guess you’ll have to recuse yourself if I’m ever counsel of record on a case in your court, Dolly?” And that was the moment when I realized I was only going to be a judge for a relatively short period of time. Forgot to factor in how much I enjoy having sex with […]
Telephone Layover

I was trying to fly using rewards miles, and I’d had my flight cancelled, and it was a busy holiday weekend. You know, airport hell. I’d texted a classy and generous friend I was traveling to see for a Dolly date, letting him know about these circumstances beyond my control. I heard him sigh. I hate that, […]
Wake Up Murray, I Think I Have Something To Say To You

It had been a hot South Florida night by winter standards; I hadn’t gone to bed until the early hours of the morning, and when it is so humid, well, it can be tough sleeping in the heat. I was enjoying an overnight in my home town Miami with Murray, a Dolly Date gent from the mid-west whom I […]
Going Anywhere For Lunch With Dolly

I swear, I was just trying to discuss why our firm should be hired to design the re-imagining and redesign of the man’s yacht. That was all I had in mind when I suggested we meet for lunch. Stop saying “bullshit”, really, I didn’t think of him sexually. At the time I suggested lunch, anyway. […]
Summer Job. Small World.

I was working a summer job with a major marketing company when I was an MBA student when one of my fellow summer interns, Nancy, asked me to be “chaperone” of sorts on a double date. Seems one of the brand managers had just separated from his wife of less than one year and less […]
Unique, With a Wink, Near Palm Springs

“Dolly, you are a very unique woman,” his email began. Nice beginning. I was thrilled to hear from Charles again. Funny to hear him call me unique, since he was one of my most unique Dolly Date regulars. I say that about Charles because he and I had enjoyed many a Dolly Date together, but we had […]
Sometime the Sweet Gentlemen Deserve a Story Too.

Sean’s fingers were rubbing just inside my body, a “come here” motion is how it’s often described when explaining how a lover stimulates a woman’s G-spot. This was not Sean’s first time making a woman cum. “Sooooo gooood, darling, mmmmm, yes, oh God yes….mmmm, ugh, ah ah, mmmmph…keep going, I’m so close, you’re soooo good…..” […]
Kinkiest Great Lakes Date I Ever Had

It was a cold, crisp evening and my thigh high boots clip-clopped along the pavement as I walked. I pulled the thick, long coat tighter around me to try and keep out the worst of the weather. I was on my way to see my Dolly date “boyfriend” at his suburban Minneapolis house. Downtown was fine […]
Dolly’s Role Play- What is Reality Anyway? (long but good)

Dolly sat alone in the nearly empty bistro. Waiting for Simumdic, she sipped and savored a glass of wine, reflecting on her unorthodox job. Seemed hard to believe. Five years ago she left her family’s lucrative business conglomerate to make her own way in the world, keeping family close to her heart but creating some […]
First Class Mile High Club

When the client said he would pay for me to fly out to Shanghai first class and go over the yacht specs with him, I suspected he had more in mind than just stateroom finishes and the level of technology for the navigation and operation of the ship. After all, he’d never been able to […]