7 Best AI Dating Assistants This Year (50 Tools Reviewed)

by Chris Von Wilpert, BBusMan • Last updated November 20, 2024

Expert Verified by Leandro Langeani, BBA

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Today there are 135 different AI dating assistants. We spent 40 hours comparing the top 50 to find the seven best you can use to boost your dating chops.

What is the Best AI Dating Assistant?

  1. Wingman — best of the best
  2. CupidBot — best for automation
  3. Wing — best for technophobes
  4. Dating CoPilot — best for iPhone
  5. MGAI — best for stalled conversations
  6. WingmanX — best for conversation openers
  7. Winggg — best for moving past small talk

Our Verdict — Best Of The Best

Price: Starts at $6.99/week

Wingman helps you get more dates, to end that endless swiping game. We think it’s the best of the best because of all the ways it can help you step up your online dating game.

The Best Part:

  • For men, by men. Wingman was trained for straight men seeking dating advice for girls. It’s hyper specialized, and it kicks ass.

The Worst Part:

  • It’s pricey. Wingman charges a pretty penny in order to get you going. It’s not cheap, but it’s worth its price tag.

Get it if you want to get more matches, and more dates.

I recommend you get started with the free trial.

(free trial)

Best For

Wingman is best for anyone who’s trying to get dates from Tinder, Bumble, Instagram, and so on.

Top Features

  • Dating coach. Get a 100% uncensored chatbot that will coach you through any situation with your dates, no hold barred.

  • Roast me. Let the AI roaster check out your profile pics and bio, and get actionable tips on what to do for better results.

  • Upload and go. You can upload a screenshot of a text convo, or her profile, for example, and get feedback on your next steps.

  • Unlimited convos. Start as many threads as you wish, and keep each conversation with its own memory bank, for better performance.

  • Perfect openers. Upload her profile and get the perfect opener, to quickly establish rapport and get convos going.

Try Wingman today with a free trial.

Our Verdict — Best For Automation

Price: $30/month

CupidBot gets you dates in your sleep. We think it’s the best for automation because of how you can automate 100% of the swiping and chatting activities.

The Best Part:

  • Auto match. CupidBot will swipe and chat for you on all your dating apps, so you can save to get it going on the good part.

The Worst Part:

  • Swipe quality. If you’re one of those guys who swipes right for everyone, without even reading their profiles, be aware that this might throw off CupidBot’s algo a bit.

Get it if you want to get matches automatically.

I recommend you give CupidBot a try.

(monthly plan)

Best For

CupidBot is best for people who want to automate all of their online dating efforts.

Top Features

  • Filter out attention hoes. CupidBot will not bother you with attention seekers, and will only call for your attention once you get a date.

  • Stop being ignored. Get dates every week, while sitting on your ass, thanks to the power of AI.

  • No fuglies. CupidBot gets trained on your past swiping behavior, to only match you with profiles you’d be interested with, in the first place.

  • Exclude friends. Integrate CupidBot with your Instagram and Facebook accounts, so you never match with the peeps you know.

  • Follow it up. When the convo dies for a few days, CupidBot will follow up with the perfect line, and get responses 60% of the time!

Try CupidBot today with the monthly plan.

3. Wing

Our Verdict — Best For Technophobes

Price: Starts at $6.99/week

Wing is the easiest AI dating assistant out there. We think it’s the best for technophobes because of its incredibly simple, easy-to-use interface.

The Best Part:

  • Super easy. Wing can be as simple as taking a screenshot and uploading it to get AI-generated responses that sound like you.

The Worst Part:

  • Android issues. At this moment, it seems like the Android version of Wing is not available for download.

Get it if you want the easiest to use AI dating assistant.

I recommend you get started with the free trial.

(free trial)

Best For

Wing is best for those looking for online dating, and are bad with tech.

Top Features

  • Amazing photo skills. Upload a photo, get pick up lines to use — it even considers the setting in which the photo was taken, for incredible lines.

  • The right combo. The combination of a simple interface with absolute rizz makes this app an incredible weapon in your dating life.

  • Set the tone. Make your messages more outrageous, romantic, flirty… or create your own style, and hit the right gal with the right tone.

  • It’s quick. Wing is pretty fast to come up with ideas, especially when compared to some of its competitors.

  • Android + iOS. You can have Wing on almost any mobile device, thanks to its presence in both of the biggest app stores out there.

Try Wing today with a free trial.

Our Top Three Picks

Here’s a quick summary of our top three picks:

  1. Wingman — best of the best
  2. CupidBot — best for automation
  3. Wing — best for technophobes

Here’s a quick comparison of our top seven picks:

Tool

Entry Offer

Pricing

Wingman

Free trial

Starts at $6.99/wk

CupidBot

Free trial

$30/mo

Wing

Free trial

Starts at $6.99/wk

Dating CoPilot

Free plan

Starts at $9.99/mo

MGAI

7-day free trial

$24.99/mo

WingmanX

Free plan

Starts at $79.90/mo

Winggg

Free trial

Starts at $2.99/wk

Here are the top 50 AI dating assistant tools we considered in this review:

  1. Wingman
  2. CupidBot 
  3. Wing
  4. Dating CoPilot
  5. MGAI
  6. WingmanX
  7. Winggg
  8. Flamer Rizz Wingman
  9. WittyWingMan
  10. RizzAI
  11. Dating 
  12. FlirtAI
  13. Baddie Finder
  14. LoveLines
  15. RizzChatAI
  16. Wing AI
  17. Rizzed
  18. HotConvo
  19. Texting Wingman
  20. Date Night GPT
  21. Rizz GPT
  22. FlirtBot
  23. GPTMatch
  24. Hazel AI
  25. Dating AI Pro
  26. WingFling
  27. Pikup AI
  28. AI Pickup Lines
  29. Match Mentor
  30. Flirtitude
  31. Tinder Love Navigator
  32. WooWell
  33. MatchPhotos
  34. Swoon Chat
  35. Datr
  36. AIsays
  37. YourMove
  38. PickMyLine
  39. Pickup Lines
  40. FireTexts
  41. Flirtify
  42. Pickup Lines Generator
  43. Zen’s
  44. PlugAI
  45. Vinny Lovelines
  46. LoveGenius Sidekick
  47. Flipped.chat
  48. Dating Coach GPT
  49. Rizz Advisor
  50. Tinder Ice Breakers

What is the best dating assistant for AI?

The best dating assistant is Wingman, because of how efficient it is in all fronts: conversation openers, rizz’ing up dating profiles, helping with stalled conversations, and much more

What do users love about AI dating assistants?

  • Having an AI-powered dating assistant help craft alluring dating profiles
  • Getting real-time advice and witty responses whenever stuck in an ongoing conversation
  • Becoming better with their social interactions and communication skills in both real life and online dating
  • Perfect for with limited time who still want to enjoy the biggest dating apps
  • Having a digital wingman suggesting creative date ideas based on shared interests and location
  • Running quick character analysis to understand the other person better
  • Having artificial intelligence craft initial messages on any online dating platform, with the perfect AI-generated openers
  • Having automation technology handle the time consuming tasks

The Bottom Line

To recap, here are the best AI dating assistants to try this year:

  1. Wingman — best of the best
  2. CupidBot — best for automation
  3. Wing — best for technophobes
  4. Dating CoPilot — best for iPhone
  5. MGAI — best for stalled conversations
  6. WingmanX — best for conversation openers
  7. Winggg — best for moving past small talk

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