Cupid Review

flag Wingman Barney provides conversation starters
  • Answer questions to get better matches & 50% off
  • LikeBook is a fun way to browse for new matches
  • Three ways to chat: mail, IM, and chatrooms
  • Safe mode lets you control who can contact you
8 /10
1-week trial
  • author: Alexa Weeks
  • 10.12.18
  • Comments


  • "Price"
    7 /10
  • "Features"
    9 /10
  • "Ease of Use"
    8 /10
  • "Help and Support"
    8 /10


Cupid has been around since 2002, making it one of the oldest online dating services. It boasts a user base of nearly 8 million and the largest user base of any dating site in the UK. With the fun features available on Cupid, dating is as stress-free as can be!

Plans & Pricing

Anyone can sign up for a free, basic membership, but with a subscription package, users unlock premium features like unlimited chats, unlimited Wingman Barney, and a list of all the users who’ve liked and visited your profile. Sign up in the first 24 hours and get 20% off.

3 Days
1 Month
3 Months
6 Months

Ease of Use

Registration process

Registration is quick and simple. You can either input your own info or sign up with Facebook, though for security reasons, signing up with Facebook is not recommended. Once you’ve chosen your username and password, you have the option to answer some questions about yourself and your intended partner to help ensure better matches, but beyond your age, location, and email address, no personal information is required.

Profile Personalization

Once you’ve finished the registration process, you can add or change your profile picture and modify your billing and account settings, as well as fill in your profile information.


Personalize the alerts you would like to receive to keep track of profile activity.

Mobile Application

Cupid only offers their mobile application for iOS, and for those with an iPhone, the application is optimal for certain features, especially LikeBook, a fun way to swipe through profiles.

Special Features


Cupid has plenty of playful features that make online dating less of a chore than it might be on other dating sites, but one of the most exciting features is called “Q-Matching.” This matchmaking process uses the answers you provide to various questionnaires to better match you with other users. It sounds pretty standard, but with yes or no statements like, “Give me a couple of tequila shots, and I’m a disco legend!” and “Sometimes I lie to my dentist about my flossing habits,” you’ll find it’s an amusing and self-reflective exercise. Plus, you get 50% off after answering half of the questions!


This Tinder-inspired game allows you to swipe through users to find matches in a quick and easy way.


There are multiple options to choose from to connect with people on Cupid, including messages, text chat, chatrooms, and winks. Direct messages can be sent to users’ inboxes, but to open the messages you receive, you must be a subscribing member. For a quicker way to connect with potential matches, send them an instant message in text chat. If you want to test the waters before sending a direct message, check out the chatroom, where you can meet many users at once. Then, if someone catches your eye, you can send them a direct message. If words aren’t your thing, you can even send a wink to let a user know you’ve got your eye on them. There’s an option for every flirting style!

Wingman Barney

Probably the most exciting feature on Cupid is Wingman Barney, a master matchmaking bot that can analyze any profile and put together the perfect message to send to a user of your choice. Wingman Barney considers everything in a user’s profile, from appearance to hobbies, to craft unique messages that will hopefully start an interesting conversation! The first three successful matches are free, but for any more, you’ll need a subscription.

Cupid’s Arrows

These are short, flirty messages you can send to any user to spark a conversation. The number of arrows you can send are limited for non-paying male members and free for all female members.


If you’re not too picky and feeling in a flirtatious mood, you can send a multiflirt. It’s a way to let everyone in your search results know you’re out there, all at once. Those odds are in your favor!


Site Safety

For the safety of their users, Cupid provides some helpful tips for safe dating practices both online and offline. As an additional security measure, Safe Mode is available for male users, allowing you to customize who can see your profile and contact you.

Pros & Cons

  • A wide range of amusing features
  • Multiple ways to communicate with matches
  • Wingman Barney helps users break the ice
  • Good control over the amount of information you share
  • Most features are only available with a paid subscription
  • Most features are only available with a paid subscription

Customer support

With around-the-clock live chat, Cupid offers responsive and accommodating customer support. You can also send the support team more detailed messages to address membership and billing questions, to report sketchy user behavior, or for help with any of the site’s features.

  • 24/7 Help & Support
    Live support is available at all hours
  • Live Online Chat
    Access live chat by clicking on the headset on the left side of the screen.
  • Email
    There is a built-in email service on the website
  • Video Tutorials
    Cupid had its own YouTube channel will plenty of helpful videos
  • FAQ
    You can find an exhaustive FAQ on
  • Blog
    Featuring dating advice, horoscopes, and tips from Wingman Barney.

Final Word

Cupid’s unique and quirky features like Cupid’s Arrow, chatrooms, and LikeBook make it an ideal service for casual dating and flirting. Although they offer a basic membership allowing users to match for free, it’s worth investing in a subscription in order to take full advantage of Cupid’s premium features. The standout, of course, is Wingman Barney! For people who have trouble getting the ball rolling with potential new dates, this is a truly amazing tool to have at your disposal. You’ll never be at a loss for words again. If you’re looking to get yourself out there, definitely give Cupid a try!

Alexa Weeks>
Alexa Weeks

Alexa is a writer, traveler, and self-proclaimed online dating expert from Seattle. From making mistakes, to falling in love, she’s experienced it all. Alexa is here to give you all the tips, insight, and advice you'll ever need in the world of dating and romance.

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