When you’re specifically looking for a MILF in Philadelphia with a sizzling interest in younger men, it can take conviction and patience.
Philly may be one of the prime cities for dating in the US. But that doesn’t mean flirting with a MILF—and more—is easy. Even though you’ll notice many hot women here in their 30s and 40s, catching their attention is another matter altogether.
Apps Dating Coaches Actually Recommend To Meet MILFs
If you're looking to meet a single MILF you need to try out a couple of these apps. In a post-covid world the majority of women are meeting guys online. If you're not where they can find you you're going to miss out big. Try these first if you want real results:
| Site | Our Experience | Our Rating | Free Trial Link |
|---|---|---|---|
Best Hookup Site For MILFs  | Experience Highlights
| 9 | Try AFF For Free |
Best For Relationships  | Experience Highlights
| 9 | Try eHarmony |
2nd Best For Hookups  | Experience Highlights
| 8 | Try Passion |
The Best Places to Meet Philadelphia MILFs
We listed here more than 30 places to meet and date cute Philadelphia MILFs. A mix of bars, clubs, and even museums and arcades where to can have fun with a woman you like. However, we like to start off with a shortlist of our creme de la creme selections.
Why?
Because some of our readers are short on time and can't read through a lengthy 4k-word guide just to plan the night. For them, we added our top four selection of the best dating venues and apps for meeting Philly MILFs. Check this list first and if you want more, then you can dive through the rest of the guide.
@vespercentercity
Vesper is where sports and your Philadelphia MILF search intersect
In a sports town as big and widely recognized as Philadelphia, it takes a lot to be referred to as the “Best Sports Bar in Philly.” Needless to say, out of the MILF bars in Philadelphia, Vesper has left its mark on single moms who are also sports fans.
Vesper is open to sporty MILFs and young men like you every day from 11 a.m. to 2 a.m. You can bring even more attention to yourself by filling out a registration form on their website to become a guest bartender. This will shine the spotlight on you for a day!
The Easiest Way to Meet a MILF Has Been Online
This part is for the lazy, the shy, and the early birds who don't like to party much. You can meet some of the cutest and most fun MILFs on the planet with a few good photos and a couple of swipes.
More women are using dating apps now than at any time in history. The pandemic has speeded the transition from normal dating to going online. Today many MILFs are using dating apps to boost their egos and also meet the men they can't see outdoors with all the facemasks and restrictions out there.
We tested a dozen dating apps in Philly to find out which of them works and which doesn't, and these are our absolute favorites:
Use AFF if you want to meet a MILF for something casual or physical (try it free)
The MILFs in Philadelphia are not always easy to track down in one place. You see them going into yoga class, at the grocery store or walking on the street. But it isn't always simple to actually meet them. For guys who just want to meet a woman for some one-on-one time in the bedroom, AFF (which has a great free trial) is the best option in Philly.
When it comes to sites that actually deliver AFF has been in a category all its own for us. We have seen way more “normal guys” find success using it than any other site or app, at least when it comes to finding a fling. The success rate combined with their free trial makes it a pretty obvious choice to at least checkout. Compared to the other options out there, like we saw when trying to determine if Maturehookup.com is a scam, AFF is the top dog.
Just like we know that John's Roast Pork is the best spot to get a cheesesteak, AFF is where you can actually meet Philadelphia MILFs. We've had the best luck using it at least.
Tinder is for meeting girls (or women in their 20s). But AFF has the most women 30+ of all the sites we have tried. Give that they have over sixty million active members it makes sense that you would have a lot of options.
When it comes to legit places to find a Philadelphia hookup it can't be beaten.
Philadelphia MILFs use eHarmony to find serious relationships (try it out here)
The folks here in Philly are busy, and the MILFs are no exception. Between their careers, their kids and their hobbies, there just isn’t a lot of time for them to go out and meet men. Sure, bars and clubs give them that reprieve, but it’s not always convenient. When they go on the lookout for men to date, they prefer eHarmony.
Out of all the top dating apps in Philadelphia what makes eHarmony stand out? For starters, it’s possibly the best site out there that caters to singles looking for a relationship. Users don’t just swipe away until they find someone attractive. eHarmony actually gets to know each individual user to give them curated matches. So there’s less of a chance you’ll end up chatting with someone you have nothing in common with.
eHarmony has a unique matching system that helps compatible singles find each other. The site gets all their info from the signup questionnaire that you’ll answer when you check out their trial offer. This gives you the chance to actually make a connection that might turn into a relationship with a Philadelphia MILF.
eHarmony is so good at matching up compatible singles that 75% of all marriages that began online started with the site.
So forget sites where you’ll only see pretty women who don’t respond. Forget sites that are just for flings. Give eHarmony’s proven trial a go and you just must find the MILF for you!
@dolphinphilly
The Dolphin Tavern has both classy cuisine and single women
When you’re ready to step up your dating game, embrace the cool experience at The Dolphin. Ladies love the historic décor that sets the venue above its competitors. The balconies are covered in exquisite red fabric. And you can’t help but marvel at the breathtaking main dancing room and the three-story wine tower.
Even the upstairs alone is an extremely impressive place to flirt. In the downstairs area, you’ll find private dining and reception sections that add exclusivity to your visit.
Valet parking and a parking garage are both available. Before you start planning your magnificent night here, opt for business casual attire for the night.
@vespercentercity
Our Favorite Bars and Clubs to Find Single MILFs in Philadelphia
Skip over the popular dating places because these have more young girls in their 20s rather than experienced MILFs. We’ve gone around Philly in search of MILF hotspots, and we’re happy to present you with a list to speed your search along.
These hotspots, which include Philadelphia MILF bars, will put you within the vicinity of mature ladies. Make a beeline for the ones where you’ll be in your natural element. Confidence is essential. And these MILFs can definitely tell when you’re being authentic and comfortable in your own skin.
Just follow these dynamic destinations to direct yourself towards a delicious older sweetie in Philadelphia. Feel free to leave a comment on your experiences!
- Del Frisco's - 1428-1432 Chestnut St
- Tir Na nÓg Bar & Grill - 1600 Arch St
- Ladder 15 - 1652 Foulkrod St
- Rouge - 205 S 18th St
- The Happy Rooster - 118 S 16th St
- Fishtown Tavern - 1301 Frankford Ave
- Time bar - 1315 Sansom St
- Gold Club - 1416 Chancellor St
- 1682 - 121 S 17th St
- Dock Street Cannery + Lounge - 705 S 50th St
Apps Dating Coaches Actually Recommend To Meet MILFs
If you're looking to meet a single MILF you need to try out a couple of these apps. In a post-covid world the majority of women are meeting guys online. If you're not where they can find you you're going to miss out big. Try these first if you want real results:
| Site | Our Experience | Our Rating | Free Trial Link |
|---|---|---|---|
Best Hookup Site For MILFs | Experience Highlights
| 9 | Try AFF For Free |
Best For Relationships | Experience Highlights
| 9 | Try eHarmony |
2nd Best For Hookups | Experience Highlights
| 8 | Try Passion |
@philamuseum
Great Ways to Meet MILFs in Philadelphia During the Day
Rather than chatting MILFs up in noisy bars, they’re more likely to be receptive to you if you’re in the right setting. This means going where older women love to hang out—and where they’re willing to get to know you better.
Now, guess where MILFs spend most of their time?
Gyms, malls, grocery stores, yoga studios, and cafes. That's where they spend the majority of their outdoor time, so why not approach them there. They will be more receptive and respect your courage because - guess what - most men shy away from approaching women in broad daylight without alcohol in their system.
The following are our favorite ten spots for meeting Philadelphia MILFs during the day:
- The Clay Studio - 139 N 2nd St
- The Shops at Liberty Place - 1625 Chestnut St
- KG Strong - 1901 S 9th St Room 210
- Whole Foods Market - 2101 Pennsylvania Ave
- Fashion District Philadelphia - 901 Market St
- Vesper Day Club - 1031 Germantown Ave
- Lucky Goat Coffeehouse - 888 N 26th St
- City Fitness - 200 Spring Garden St #1A
- Rittenhouse Square Park
- Independence Beer Garden - 100 S Independence Mall W
@vespercentercity
Our Guide to Dating MILFs in Philadelphia
Let's assume you met a Philadephia MILF you like, you wooed her face off and you planned a date, where would you take her in bid ol' Philly?
Don't worry, we got you covered.
We listed below our favorite spots for dating Philly MILFs not just for the first date, but the second as well. Here's how:
First Date Recommendations
The best place to take a woman on a first date is a cool romantic bar where you can build both intimacy and comfort together. Some of these cool bars/lounges here are:
- Stratus Rooftop Lounge - 433 Chestnut St
- Assembly Rooftop Lounge - 1840 Benjamin Franklin Pkwy
- Fiume - Upstairs Bar, 229 S 45th St
However, some women - and men - like to take it slow and maybe share a fun "safe" activity together before skinny dipping into bed together. If that's your case then you can share one of these fun Philadelphia activities together:
- Helium - 2031 Sansom St
- Chris' Jazz Cafe - 1421 Sansom St
- Paris Bistro & Jazz - 8235 Germantown Ave
- Love Park - Arch St
- Philadelphia's Magic Gardens - 1020 South St
Second Date Recommendations
Assuming you had fun on the first date and shared some intimacy then the second date venue won't matter much. However, if you didn't build enough comfort and fun on the first date, then you're better off doing a romantic lounge, or bar date in one of these venues:
- The Franklin Bar - 112 S 18th St
- Infusion Lounge - 16 S 2nd St 2nd floor
- Friday Saturday Sunday - 261 S 21st St
- The Deck Philly - Moshulu, 401 S. Columbus Boulevard
Map and Dating Guide for Meeting MILFs in Philadelphia
When you want to find the best success in Philadelphia you can't just try one place a night. You need to be smart and try out a few different locations each night to find out which one is working best. Use this map to plan your night:
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