top of page

Jenna Bentley

IMG_3403.jpeg
IMG_3402.jpeg

Jenna Bentley

 

International Playmate | VIP Companion | Elite Travel Companion

 

Jenna Bentley is an internationally recognized Playmate, glamour model, and media personality whose striking beauty and confident presence have captivated audiences and admirers around the world. Standing an elegant 5’11” with long natural blonde hair and mesmerizing blue-green eyes, Jenna embodies the timeless allure of a classic California bombshell while bringing warmth, intelligence, and charisma to every experience.

 

Originally from Montana, USA, Jenna now divides her time between Orange County, Los Angeles, and San Diego, where she has built an impressive career in modeling and media over the past 10 years. Her natural charm, playful personality, and engaging conversation make her a favorite among clients who appreciate both beauty and genuine connection.

 

Jenna’s career has included numerous media appearances, magazine features, and international press coverage. Known for her work connected to the Playboy brand and widely recognized across the entertainment industry, Jenna has been featured in publications such as Maxim Magazine, TMZ, Daily Mail, and international media outlets.

 

Beyond her captivating looks, Jenna is known for her easygoing personality, playful energy, and ability to make any engagement feel relaxed and enjoyable. Whether sharing a sophisticated dinner, attending a private event, traveling to luxury destinations, or enjoying a memorable evening together, Jenna creates experiences that are exciting, effortless, and unforgettable.

 

Jenna especially enjoys travel engagements and activity-based experiences, and she loves accompanying clients to beautiful destinations across the United States and internationally.

 

Discreet, professional, and attentive, Jenna delivers the elevated companionship experience expected from a premier agency.

 

Time with Jenna is luxurious, exciting, and truly unforgettable.

IMG_4147.jpeg
IMG_4175.jpeg
IMG_2780.jpeg
IMG_2781.jpeg
IMG_2799.jpeg
IMG_2758.jpeg
IMG_2778.jpeg
IMG_2795.jpeg

At a Glance

 

Professional / Stage Name:

Jenna Bentley

 

Age:

30

 

Ethnicity / Background:

Irish / German / French

 

Current Location:

Orange County, California

Los Angeles, California

San Diego, California

 

Originally From:

Montana, USA

 

Languages Spoken:

English

 

Industry Experience:

10 Years

 

Representation:

Currently working independently

 

 

Physical Details

 

Height: 5 ft 11 in

 

Weight: 175 lbs

 

Measurements:

Bust: 36G

Waist: 27

Hips: 40

 

Dress Size: 8

 

Shoe Size: 9.5

 

Hair Color: Long Natural Blonde

 

Eye Color: Blue / Green

 

Tattoos:

Three small tattoos approximately the size of a quarter

• One on shoulder

• One on ankle

• One on ribs

 

Piercings:

None

 

Distinctive Features:

Long natural hair (no extensions)

 

 

Meeting Arrangements

 

Hosting Availability:

Jenna does not offer incall hosting.

 

Meeting Locations:

Jenna is happy to meet clients at luxury hotels or accommodations arranged by the client.

 

Discretion, professionalism, and respectful conduct are always expected.

 

IMG_2792.jpeg
IMG_2761.jpeg
IMG_2765.jpeg
IMG_2763.jpeg
IMG_2789.jpeg
IMG_2783.jpeg
IMG_2779.jpeg
IMG_2782.jpeg
IMG_3201.jpeg

Companionship Style & Client Experiences

 

Jenna enjoys creating experiences that feel natural, engaging, and memorable for each client. She is comfortable providing a wide variety of companionship experiences including:

 

• Girlfriend-style companionship

• Dinner and upscale event companionship

• Travel companionship

• Fantasy or themed experiences

• Role-play scenarios

• Wardrobe requests

• Dominant or submissive dynamics

 

Jenna particularly enjoys travel experiences and activity-based engagements, allowing clients to spend meaningful time together exploring new places and experiences.

 

 

Client Preferences

 

Preferred Client Age Range:

Open to all ages

 

Favorite Engagement Types:

Travel experiences

Activity-based outings

 

Personal Boundary:

Clients should always be respectful.

 

 

Wardrobe & Presentation

 

Jenna is comfortable accommodating a variety of wardrobe styles depending on the client’s preferences.

 

Common wardrobe requests include:

 

• Luxury lingerie

• Professional or business attire

• Cosplay or themed outfits

• Fetish wardrobe styling

 

Jenna is open to creative wardrobe ideas and themed experiences when arranged in advance.

 

 

Availability

 

Typical Booking Notice:

Approximately 12 hours

 

Same-Day Bookings:

May be available depending on schedule

 

Preferred Booking Hours:

Evenings and overnights

 

Available Days:

Monday through Sunday
Inquire for rates!

IMG_3682.jpeg
IMG_3281.jpeg
IMG_2757.jpeg
IMG_2764.jpeg
IMG_4188.jpeg
IMG_2802.jpeg
IMG_2791.jpeg
IMG_2793.jpeg
IMG_3142.jpeg

Extended Engagements:

Available upon request.

 

⸻ Inquire for rates! 

 

Travel & Fly-Me-To-You Engagements

 

Jenna enjoys traveling and is available for Fly-Me-To-You engagements worldwide.

 

Minimum travel bookings typically begin at 4 hours.
 

Preferred Travel Destinations

 

United States:

• New York

• Florida

• Chicago

• Las Vegas

 

International Destinations:

• Dubai

• London

• Monaco

• Singapore

• Greece

 

Jenna is open to traveling anywhere with appropriate notice.

 

Travel Notice:

24 hours preferred.

 

Passport:

Valid passport for international travel.

 

Clients arranging Fly-Me-To-You engagements typically provide:

 

• Round-trip airfare

• Luxury hotel accommodations

• Ground transportation

• Travel expenses

 

Travel costs are separate from Jenna’s booking rate.

 

IMG_2760.jpeg
IMG_2759.jpeg

Social Media & Online Presence

 

Instagram

https://www.instagram.com/divinedating.vip

 

 

Media & Press Features

 

Jenna Bentley has been featured internationally in numerous publications, interviews, and media outlets.

 

Selected media appearances include:

 

TMZ Interview

https://www.tmz.com/watch/0-h9wk3zmp/

 

Maxim Magazine – Jenna Bentley Features

https://www.maxim.com/tag/jenna-bentley/

 

Maxim Interview – What Jenna Bentley Wants

https://www.maxim.com/women/what-jenna-bentley-wants-2017-9/

 

Maxim Article – Jenna Bentley

https://www.maxim.com/women/jenna-bentley-breast-reduction-2017-9/

 

WomenFitness Feature

https://www.womenfitness.net/jenna-bentley/

 

Daily Mail Feature

https://www.dailymail.co.uk/lifestyle/article-4896972/amp/Playboy-model-s-36E-breasts-knocked-out.html

 

Daily Mail Interview

https://www.dailymail.co.uk/tvshowbiz/article-9068605/amp/Playboy-model-Jenna-Bentley-talks-dating-Hugh-Hefner-living-Playboy-mansion.html

 

Podcast Interview

https://www.spreaker.com/episode/jenna-bentley-former-playboy-bunny–49058422

 

Additional International Press

https://www.news.com.au/entertainment/celebrity-life/explayboy-bunny-lifts-lid-on-wild-sex-parties/news-story/3bf307db116b611720bb847d7721d2ee

 

Playboy South Africa Feature

https://wonderclub.com/PBSOUTHAFRICA201805

 

 

Booking Contact

 

For private booking coordination and inquiries:

 

Phone / Text:

954-300-2148

 

Email:

angels@divinedating.vip

 

Telegram:

@VIP-Coordinator

 

www.divinedating.vip

IMG_2800.jpeg
IMG_2798.jpeg
IMG_3215.jpeg
IMG_3212.jpeg
IMG_3213.jpeg
IMG_3214.jpeg
IMG_3309.jpeg
IMG_3308.jpeg
bottom of page