Employment Opportunities
Where empowerment meets elegance
A message to those considering
LITTLE BLACK DRESS
With over 50 years of combined experience in the GTA Companionship industry—and a deep understanding of all sides of the figurative coin—Little Black Dress is a proudly female-owned and operated team dedicated to cultivating a supportive, professional environment for women.
No matter your level of experience, we guide you with care and discretion, helping you feel confident, comfortable, and empowered at every stage.
Becoming part of Little Black Dress means stepping into greater independence, personal growth, and a more fulfilling lifestyle. You’ll be supported in building a path that reflects your values, goals, and vision—with the confidence and poise that define every woman in our circle.
Our commitment goes far beyond bookings. We invest in your development through mentorship, education, and an authentic sense of community.
With us, you're never alone—you’ll have the foundation, encouragement, and flexibility to create a rewarding, balanced career on your terms.
Respected for our integrity, discretion, and professionalism, Little Black Dress continues to define excellence in the industry.
Madames of Little Black Dress
A Little Black Dress expresses a moment of freedom and individuality every time
Andre Leon Talley
Step forward and introduce yourself
Joining Little Black Dress means entering a world of opportunity and exceptional Companionship.
If you’d like to learn how our premier representation can elevate your career, please contact us confidentially at hiring@littleblackdresstoronto.com.
To ensure your application receives full consideration, include:
- A thoughtful introduction about yourself
- Your professional experiences (both related and unrelated)
- Recent, natural, non-nude, unedited photographs
Incomplete applications will not be reviewed. We kindly ask that you refrain from calling.
Your privacy is our highest priority — all information will be handled with strict confidentiality. Please note that interviews are scheduled carefully and cannot be rescheduled.
Why choose
LITTLE BLACK DRESS
Immediate Advantages
- Great pay: One of the highest hourly wages in the industry.
- Flexible schedule: You choose your hours and how much you want to work.
- Experienced Based Support: Support for women new to escorting.
- Professional photo shoot: Complimentary studio session with a female photographer — our attention to detail makes your portfolio stand out.
- Safe, supportive environment: Stress-free, empowering, and balanced.
- Experienced all-female team: Organized staff who truly understand your needs.
- Personal drivers: Only 1–2 ladies per car, no long waits in offices or vehicles between calls.
- Respect for boundaries: We honour your limits and understand they may change.
- Strong visibility: Leading SEO keeps us on Google’s front page for maximum exposure.
- Reputation & clientele: Over 50 years of combined experience in the GTA.
- Wellness perks: Preferred pricing on injectables and skin treatments through a top cosmetic clinic and spa.
Additional Advantages (After 6 Months)
- RRSP contribution: 25% employer match at tax time.
- Education support: 50% tuition reimbursement (up to $3,000/year).
- Cosmetic benefits: 50% coverage on procedures like implants, whitening, Botox, fillers (up to $2,000/year).
- Homeownership support: $3,000 toward a new home or investment property.