This is one of the best dating sites for guys like me who are looking for mature, older, and more experienced women for adventures and possibly even love. This site also offers VIP membership that is quite affordable. Even if I am using the free version, I can still make use of a lot of features. I like their site's simple, no-frills interface that helps me know how to navigate my way through. The mobile app is just as easy and convenient as well. The site doesn't exactly offer a lot of casual dating and hook-ups, it's mostly just young men wanting to experience dating older women. - Mandy, IT, 26
Older Women Dating Review Singapore October 2026
For young cubs looking to find older and more experienced women, Older Women Dating may be for you. All about OlderWomenDating in Singapore.
4.0very good
OlderWomenDating is a dating site for younger men and older women looking for serious relationships
- Mobile app available on Google Play Store
- Premium membership in 3 duration packages
Relationships
Casual dating
Flirts
Try OlderWomenDating free →
last updated
Members in Singapore1,000
Women / Men
38% 62%
From$21.32/mo
Age
OlderWomenDating Singapore in 10 seconds
- Dating site for younger men and older women looking for serious relationships
- A perfect place for senior women seeking younger yet matured and intelligent men
- Mobile app has great usability and is available on Google Play Store
- Member age is not controlled by moderators – younger women and older men can still sign up despite the site's older women dating niche. Read more about Older Women Dating member structure
- Premium membership is available in 3 duration packages – the longer subscription you get, the higher the discount
- There are more men in the site than older women
Is OlderWomenDating right for you?
Find out if OlderWomenDating is the right service for you or if there are better options.
Better than OlderWomenDating
Who is OlderWomenDating for, and not for?
OlderWomenDating is for…
- Singles who believe that age is just a number when it comes to love and dating
- Young men who are interested in dating older, more experienced women
- Women above their 40s who are looking to date younger men
…and not for
- Singles looking for quick, casual hook-ups
- People looking for sugar (money-incentive) relationships
- Men who want to date younger girls
- Cheating individuals seeking affairs
OlderWomenDating pros & cons
- The site and mobile app are simple, modern, and easy to use
- Forum about First Date Cougar Experience is active
- Members are actively seeking connections
- Older Women Dating has no app for iOS users
- There are no moderators who do member quality control that make the site exclusive for older women and younger men
- There are fake profiles who try to scam you by taking you to external adult chat sites
What OlderWomenDating really costs in Singapore
Compared with other dating services, OlderWomenDating is average-priced.
Premium Membership
6 Month access. Same membership features, and the per Month cost is lowest here. This package does not renew automatically.Total
1 month
39.93 SGD / month
39.93 SGD
3 months
26.64 SGD / month
79.93 SGD
6 months
21.32 SGD / month
127.93 SGD
Our pick: 6 months for 127.93 SGD, that is 21.32 SGD per month, 47% less per month than 1 month.
OlderWomenDating costs last updated on Oct 20, 2026
Payment options in Singapore
Credit CardDirect DebitPayPalChequeDebit Card
No anonymous payment.With OlderWomenDating you cannot pay anonymously, the charge appears on your bank statement.
On your bank statement
SuccessfulMatch, the company shown on card statements and PayPal billing
OlderWomenDating costs screenshot
The 1-month membership is set to auto-renew unless changed on the settings. You may also contact customer service in case you wouldn't want your membership to be renewed. Other membership packages are not automatically renewed.
The billing statement will show the following:
1) OlderWomenDating - Credit Card / Charge Card / Check Card / Debit Card
2) SuccessfulMatch - PayPal
Why upgrade?
- Improve your chances of finding a match by 500%
- Enjoy all features in the desktop version, mobile version, and the app
- Increase your chances of being viewed and contacted by 20%
- Enjoy 24/7 customer support
Free vs. paid services in Singapore
FeatureFreePremium Membership
Quick member search
includedincluded
View profiles and browse member photos
includedincluded
Send icebreakers and winksSend icebreakers and winks to other members for free.
includedincluded
Send greetings and comment on profiles and blogsSend greetings to other users and comment on other user's profiles and blogs.
includedincluded
SPARKRandom photos are shown and you choose Like or Pass. Premium members can reverse their votes.
includedincluded
First Date IdeasAn interactive feature with comments and suggestions from other members on what their idea of a first date would be.
includedincluded
ForumsParticipate on the site's largest forums.
includedincluded
See profile views and winksSee who looked at your profile and who winked at you.
includedincluded
See who liked your photo
includedincluded
Unlimited chatChat with potential matches online without limits.
not includedincluded
Advanced search filters
not includedincluded
Top search placementYour profile is displayed at the top of the search results page.
not includedincluded
Featured member contactsCheck out and connect with other featured members.
not includedincluded
You can search members, view profiles and photos, use SPARK, read first date ideas, join forums, and see profile views and winks for free. Paying adds unlimited chat, advanced search, top placement, and contact with featured members.
Is OlderWomenDating right for me? →
How to cancel your OlderWomenDating subscription →
Try OlderWomenDating free →Who is signed up on OlderWomenDating in Singapore?
Exclusively on DatingScout: online member numbers for dating services are usually far off, so we estimate how many people are really on OlderWomenDating from traffic data and interest, updated monthly, with history.
Upon signing up, a member has to choose if he /she is a Cub (young male) looking for a cougar (older female) or vice-versa. A high number of men register on this site although it is intended for both men and women.
The majority of the site's visitors come from the United States. Members are active in posting updates and statuses which can be seen on the feed.
500%
Rough estimate of active members
500
Weekly active members in Singapore
1,000
Members in Singapore
0
20
20
20
10
50
MayJunJulAugSepOct
Estimated active members, last 6 months
Gender
20%
18-24
26%
25-34
18%
35-44
15%
45-54
21%
55+
Age of members
Last data update: October 2026
How does OlderWomenDating work?
Older Women Dating works by connecting 'Cougars' with 'Cubs' for casual dates and relationships
The website allows its members to search for profiles based on their dating preferences and personal information
Messaging functions are reserved for premium members only
Anyone, regardless of age, can join the website
Android users can download the app for free while iOS users can access the website via its mobile-optimized version
Signing up at OlderWomenDating
★★★★★ 4.0/5
Sign up with
Username & password
Where
Website, iOS and Android app
Minimum age
18
Browse without an account
No
Required information
- Username
- Location
- Your gender
- Your relationship status
- Partner's gender
- Your ethnicity
- Profile bio / greeting
- Your physical appearance
- Profile picture upload
Verification
- Email verification required
Making contact on OlderWomenDating
★★★★★ 3.5/5
- Like and comment on other members' photos and activities
- Easily find your matches based on the description you provided
- Send greetings, flirts and winks to members you are attracted to
- Searching is free
- Sending and reading messages are exclusive for premium members
- Sending messages for free is not possible
Profile quality
★★★★★ 4.0/5
- Visit and view profiles for free
- Upload profile photos for free
- Profile information can be added and edited later
- Profiles contain complete information
- Most of the profile information are public
- Profile pictures are visible to everybody for free
The OlderWomenDating app
★★★★★ 3.5/5
- App is user-friendly
- Same features and layout as desktop verison
- Available in Apple Store and Google Play Store
- Premium membership can be purchased in the app
- App is preferred by most members
Download the app for free from the Apple Store or Google Play Store.
More users prefer using the app and mobile site than the website because of its convenience. You would never miss a notification.
You can buy any of the premium membership packages using your App Store account.
Our field test
★★★★★ 4.5/5
For an old, non-tech savvy woman like myself, I find this site one of the easiest and probably most wholesome to use when looking for a young man for companionship. There are also a lot of male members to choose from and interact with. I like their 'first date ideas' section where you can read other members' suggestions on what to do and where to go on your first date. This is something new to me ever since I got divorced. The forums are definitely helpful as well. Their Gold membership is also affordable and definitely worth your money as your privileges on the site gets expanded. -Fe, Senior Librarian, 56
Design & usability
The design of the site is user-friendly, attractive and modern. For people who are familiar with social media sites like Facebook or MySpace, the dating site works a little like both.
The links for navigation are readable and understandable. Even older members can cope up with the site's/ app's interface.
Special features
Aside from their awesome site features, thousands of profile selection and top-notch customer service, Older Women Dating has added other special features for the viewing and interactive pleasure of every member.
Finding people 1
SPARKFree
Random photos of members will be shown and you have to click on Like or Pass. It is like voting whether that person is hot or not for you. Premium members can reverse their votes, while free members can't.
Showing interest 1
ConnectionsFree
This feature allows you to see who looked at your profile and who' "winked" at you or is interested in you. For Gold members, you can also see who "liked" your photo so you can connect with other members who are interested in you.
Messaging and contact 1
IcebreakerFree
During the sign-up process, you will be prompted if you allow the site to use its Icebreaker feature. If you agree, you have given the site permission to make automatic contact on your behalf. Your username and photo will be used to scout potential matches and send messages to them.
Community and events 3
First Date IdeasFree
An interactive feature which shows comments and suggestions from other members on what their idea of a first date would be. You can also put your own suggestions as well.
First Date Cougar ExperienceFree
The largest forum on the dating site on various topics and interests as well as dating advice.
Cougar Dating AdviceFree
A feature showing members' comprehensive dating advice and safety tips
Final results
4.0very good
“Older Women Dating is an easy, fun and friendly way to meet both men and women of all ages. However, if you're into sites that offer casual dates or hookups, check out our Casual Dating category.”
Try OlderWomenDating free →
tested October 2026
Signup4.0
Making contact3.5
Profile quality4.0
App3.5
Field test4.5
Overall4.0/ 5
Alternatives: Better than OlderWomenDating
Compare OlderWomenDating with other dating sites
OlderWomenDating experience reports
Cancelling your OlderWomenDating subscription
How you can cancel
- Via your profile settings on OlderWomenDating
Contact details
| Company | Successful Match |
|---|---|
| support@olderwomendating.com | |
| Address | 10 - 8707 Dufferin St. Suite 160 Vaughan Ontario L4J 0A6 Canada |
| Phone | 1-855-599-8811 |
Do subscriptions auto-renew?
Subscriptions renew automatically, cancel at least 1 day before your current term ends.
Money-back guarantee
- OlderWomenDating offers a money-back guarantee with a full refund
- You have 3 days to cancel and get your money back
OlderWomenDating FAQ
What is Older Women Dating?
Older Women Dating is a dating site that helps young men to look for older, mature women and vice versa in the premise of dating and relationships .
When was Older Women developed?
Owned and operated by SuccessfulMatch, the site has been operating for 12 years. Their headquarters is located in Canada.
How do I sign up for Older Women Dating?
Simple go to their site and register for free. Basic information like e-mail address, password, user name will be required upon signing up. You can also register through Facebook, and your details will be taken automatically into the database.
Is there an age limit in Older Women Dating?
There is no maximum age limit for this site. However, only people above 18 years old are allowed to use this site for security reasons.
COSTS
Do I need to pay to use this site?
Registration and profile creation is free. You can also navigate and check out the site for free to some extent. However, to make full use of their features, you can avail of their Gold membership depending on your preference.
What do I get when I become a Gold member?
You get to use all the site and app's features. You also get unlimited access to video calls and chats. You also have the advanced search privilege. Your profile also gets boosted to be noticed by other members. You also get to participate in the site's largest forums.
PAYMENT
How do I pay for the membership?
The payment options include Credit Card (Visa, American Express, Mastercard accepted), PayPal, Money Orders or Checks.
USABILITY
How do I upload a photo?
You can upload a photo through the website or connect through Facebook. Uploaded photos will be subject for approval by moderators and will be uploaded after 1 business day.
Is there an app version? Can I get the app for free?
Yes, the app is free to download on Android phones. Just go to the Google Play store to download it.
Is there an option for me to change my privacy?
Yes, there is. Just go the 'member settings' and edit your privacy settings. Through this you can filter who can view your profile or send you messages.
SECURITY
Is Older Women Dating safe?
The site is relatively safe to use. However, precautions should be taken when connecting with other members since background checks are not conducted for every member registered on the site. The site itself has a page that provides tips on online safety. They also have a dedicated chat support team to help you through inquires and complaints.
What do I do if I'm being harassed by other members?
You can block other members if they harrass you. You can also report them to customer support via chat, phone or postal mail.
CANCELLATION
Can I pause my membership with the site?
No, the system doesn't let you pause or freeze your membership but you can cancel your membership. Just go to 'membership settings' and edit it there.
You did not find your question? Ask us!
Thank you for your question. We will answer it as soon as possible.
Security
- Does OlderWomenDating sell your data?
- No, OlderWomenDating does not sell your data.
- Was OlderWomenDating hacked in the past?
- No, OlderWomenDating was never hacked.
- How accurately does OlderWomenDating track your location?
- OlderWomenDating tracks your approximate location.
- Do your OlderWomenDating profile pictures or profile information appear in Google Search Results?
- No, your OlderWomenDating photos and personal information will not appear in Google Search Results.
- Who can view your pictures on OlderWomenDating?
- All OlderWomenDating users can view your pictures.
- Is your phone number required for signing up at OlderWomenDating?
- No, you can sign up at OlderWomenDating without a phone number.
- Can you erase your personal data on OlderWomenDating?
- Yes, OlderWomenDating provides an option for users to erase their data.
Why can you trust us?
- We have been testing and publishing online dating reviews for over 17 years
- We have carefully reviewed over 3,579 dating services
- Our dating site reviews and results are objective and independent in contrast to many other comparison sites
- We update our reviews every month based on new site/app offerings and feedback from our readers
- We are the Author of the Book "Online Dating for Dummies" - read more on our About Us page
- Our Dating Experts are constantly cited by press and TV outlets, find out more here
Founder of DatingScout and Author of the book "Online Dating for Dummies"
Chris founded DatingScout 17 years ago, and today he is one of the leading Online Dating Experts. He is the author of the book "Online Dating for Dummies" and the author of the Internet's largest online dating study analyzing 20 Million Profile Pictures with artificial intelligence. Chris Pleines holds a master degree in media science and appeared in numerous television interviews and publications to give expert advice as well as tips about online dating.