Back in 2007 Stephen Dent hopped on SeekingArrangement.com to seek out an arrangement wherein as a “sugar daddy” he would pay a “sugar baby” for “companionship.” The testimonial at left from a man who offers “successful CEO” as his job title let Dent know the place was legit. He started chatting up some ladies, and after establishing a rapport, would make the bold move to take this thing offline. Dent being a prudent businessman, though, he took some precautions first. Here’s the form letter he’d send to prospective real-life companions:
“I can only meet during the weekdays around midday. In general I am not available at night or during the weekends. Furthermore, we would need to meet only when my wife is away. Since I don’t really travel, for the most part the meetings would have to be out here in the Greenwich-Stamford area.
Regarding your financial assistance, my initial thoughts are cash compensation in the range of $2,000 to $3,000 per meeting, assuming that we meet about twice a month, plus expenses. If there is anything of an impersonal nature (such as electronics items) that you would like me to purchase for you online and have shipped to your home, I’d be happy to do this. If you are interested in relocating, I will pay for your moving expenses and switch you over to a monthly allowance which would cover your expenses. If you have other financial needs, I’d be happy to discuss them. I am flexible on this whole subject, and am even willing to wire money directly to your checking account if needed.”
Imagine Dent’s surprise when he found out some of the companions he met online were taking him for a ride! After being fooled the first time (and the subsequent arrest of his lady-friend’s pimp/husband), a hardened Dent laid low for a while, but after a few months, he started getting that sugar baby itch again. He needed to scratch but rather than simply take a walk down to one of the seedier areas of Stamford, or use an alternative prostitution-lite site, such as SugarDaddy.com, Dent decided to return to the scene of the crime. Don’t worry, though, he changed his account and registered e-mail. He’s not stupid or anything. I mean, he did continue using the same screen-name but why should that matter? How else would his prostie friends know he was back in action?
…just months after Sipel’s sentencing, Dent was back on SeekingArrangement.com again, this time with a new account, but still corresponding with the same women. “He closed his previous account and began to use a different e-mail address but the same screen name to correspond with his women friends,” police documents state.
Dent’s Internet chats once again turned ugly when Dawn Jessop, 28, of Ohio, allegedly began blackmailing Dent in November 2008, threatening to release their correspondence and expose Dent to the community for his alleged role in “patronizing prostitutes,” according to police documents. Dent then wired two $25,000 payments to Jessop and her mother, and another $50,000 to her husband, Christopher Jessop. It was not until the FBI began to survey Dent’s arrangements to drop $50,000 in the Jessops’ account in January 2009 that Greenwich police were called to intervene, according to the warrant.
The Jessops currently face charges of first-degree larceny by extortion and first-degree conspiracy to commit larceny. Dawn Jessop was released on bond last week but her husband is being held on $300,000 bond at the Bridgeport Correctional Center.
According to police documents, Dent was also blackmailed for $9,000 by a third woman, but no charges have been filed in that case.
For the many of you reading who identify with Dent’s situation but have been too scared to come forward, either because you’re nervous about legal proceedings, or embarrassment, or how your hedge fund’s clients might judge the situation– do not fear. Big D is being treated as a victim, and “the decision not to investigate Dent also partly rested on the fact that police did not want to deter other victims of extortion from coming forward.” There’s nothing to be afraid of. We’re good listeners and want to hear your stories.
all’s well that ends well
It’s a shame he couldn’t have hooked up with that chimp in Stamford for a little rub n’tug.
NY Post headline: Dent Bent
Is he married or something? Why even bother with a pro when he could just as easily hooked up with any finance undergrad in the area. Or perhaps he has some issue with intimacy and ladies…
@4- yes he’s married. and wow, you think he might have issues with ladies? i didn’t know freud was on this board.
For $3,000, why not just fly to a country where it’s legal and hassle free? Just tell the wife you’ve opened and office in Amsterdam or London.
bankers/CEOs gets zero pussy
Use you your $/youth well…
it aint going to get better with ladies
@6 or for half that, Brazil.
Anybody ever notice that Jonathan Papelbon looks like Corky from “Life Goes On”?
@6 Branch office in Tijuana. (Call it “San Diego”).
Dent is a total two-face.
-B. Wayne
CEO Wayne Enterprises
how the hell did this asshat ever get 100 mill?
@12- he’s a dupont
#7, you are a moron. YOu obviously have no idea what you are talking abt. YOu have the bread, you get the girl. Doesnt matter how old, thats just common sense. Back in your hole Gimp
@7- CEOs? seriously? yeah, they definitely couldn’t get girls.
idiot.
Anyone ever notice that Tim Geithner looks like the Beeper King from 30 Rock?
@14
In this country, you gotta make the money first.
Then when you get the money, you get the power.
Then when you get the power, then you get the women.
T. Montana
@16- anyone ever notice that your joke wasn’t funny when you left it in comment 9?
oh, right, I did.
Guests@#12/#13…
We in northern Delaware’s ‘Chateau Country’ know of this guy Stephen (duPont) Dent.
BTW, unlike Dent, TGFD doesn’t have to pay for it.
The Guy from Delaware
Anybody ever notice…?
@19: I don’t know anyone who’s ever had to pay their hand.
@ 20 – so one month old. Get with the times.
#23, read the post this morning d-bag?? No crap its old you tool. Lots of j-offs on this site lately
too black, didn’t mail
@19….@22 here..apologies….my zing was meant for TGFD @20who left himself wide open for that split finger softball.
Dick DeGuerin will represent me if TGFD files against me. But, I was an informant for the MMS “Party Division” in Denver so I might be protected in some way.
@24- wtf are you talking about? how is this story old if it was in the post THIS MORNING?
#24 – You sir are dumber than a Texan.
You, Sir, have the boorish manners of a Yalie.
Guest@#26/22…
No harm done; however, TGFD didn’t write #20, but I can see why you may have thought I did.
BTW, TGFD likes to make posts that leave me, as you say, “wide open”. It’s fun to see how creative you goons can be.
Your #22 is really funny. Well done.
The Guy from Delaware
@28: You think we are dumb??? You used the pound sign instead of tha “at” sign you moran! I bet you wear a tie.
~Propane Trader
Mont Belvieu, TX
TGFD – nothing wrong with paying for it. It’s more a question of HOW MUCH you are paying for it. For 3K, you could get a bunch (5-8) of sessions with very good pros, instead of 1 meeting with some white trash chick from Ohio.
Jews STILL spurred by shiksas’ disgust with Jew males. 14 and 15 are STILL haunted by the Jew male nightmare: I make (launder or cook books) all this money and I STILL can’t get a natural blonde.
@32 – As my ex always told me, guys pay for it no matter what. The only questions are: how much? and for how long?
$3000 a month for 3 years is $108,000.
Still cheaper than getting divorced and losing that Fairfield county house.