Not to be dramatic, but everything's up to 40% off ends soon

Dating Struggles Caps

43 items

43 items

Item preview, I'm Single designed and sold by Snoopyswift77 .

I'm Single Baseball Cap

~~$23.09~~ (20% off)

Item preview, Thanks Algorithm For My Dating Chaos - Funny Tech Love Quote Sticker designed and sold by AnnDesignStudio.

Thanks Algorithm For My Dating Chaos - Funny Tech Love Quote Sticker Dad Hat

AnnDesignStudio

~~$25.19~~ (15% off)

Item preview, I Get Nervous Around Latinas – Funny Dating Humor designed and sold by GRABAPSHOP.

I Get Nervous Around Latinas – Funny Dating Humor Dad Hat

~~$26.45~~ (15% off)

Item preview, I Get Nervous Around Latinas – Funny Dating Humor designed and sold by GRABAPSHOP.

I Get Nervous Around Latinas – Funny Dating Humor Dad Hat

~~$26.45~~ (15% off)

Item preview, I Get Nervous Around Latinas – Funny Dating Humor designed and sold by GRABAPSHOP.

I Get Nervous Around Latinas – Funny Dating Humor Dad Hat

~~$26.45~~ (15% off)

Item preview, Very Single Very Cautious – Relatable Dating Humor designed and sold by The Junto Shop.

Very Single Very Cautious – Relatable Dating Humor Dad Hat

~~$25.19~~ (15% off)

Item preview, Togetherish – A Funny & Realistic Take on Relationships designed and sold by ReggieDior.

Togetherish – A Funny & Realistic Take on Relationships Dad Hat

~~$25.19~~ (15% off)

Item preview, You Know What’s Scary? Dating Apps – Funny Modern Dating Halloween Shirt designed and sold by silly little things.

You Know What’s Scary? Dating Apps – Funny Modern Dating Halloween Shirt Dad Hat

silly little things

~~$25.19~~ (15% off)

Item preview, Got Rizz Or Just A Situationship In Disguise - Modern Dating Reality Check Sticker designed and sold by AnnDesignStudio.

Got Rizz Or Just A Situationship In Disguise - Modern Dating Reality Check Sticker Baseball Cap

AnnDesignStudio

~~$25.19~~ (20% off)

Item preview, You Know What’s Scary? Dating Apps – Funny Modern Dating Halloween Shirt designed and sold by silly little things.

You Know What’s Scary? Dating Apps – Funny Modern Dating Halloween Shirt Dad Hat

silly little things

~~$25.19~~ (15% off)

Item preview, My Favorite Hobby is Collecting Red Flags – Funny Red Flag Collector Design designed and sold by DJCApparel.

My Favorite Hobby is Collecting Red Flags – Funny Red Flag Collector Design Baseball Cap

~~$27.29~~ (20% off)

Item preview, Tired of Loving the Wrong People – Relationship Quote designed and sold by Doodle Whimsy.

Tired of Loving the Wrong People – Relationship Quote Dad Hat

~~$25.19~~ (15% off)

Item preview, Trust Issues or Experience? – Sarcastic Relationship Quote designed and sold by Doodle Whimsy.

Trust Issues or Experience? – Sarcastic Relationship Quote Baseball Cap

~~$25.19~~ (20% off)

Item preview, I Was 2 Girls Away From Having A Threesome Last Night designed and sold by ImeldaSparks.

I Was 2 Girls Away From Having A Threesome Last Night Baseball Cap

~~$25.19~~ (20% off)

Item preview, First Dates Would Not Recommend designed and sold by shitpostee.

First Dates Would Not Recommend Baseball Cap

~~$27.29~~ (20% off)

Item preview, We Are Not Dating Situationship Denial Couple designed and sold by MargieLauren.

We Are Not Dating Situationship Denial Couple Baseball Cap

~~$25.19~~ (20% off)

Item preview, Some People Are Like Parking Spots The Good Ones Are Always Taken designed and sold by KLERIKSTORE.

Some People Are Like Parking Spots The Good Ones Are Always Taken Dad Hat

~~$25.19~~ (15% off)

Item preview, Human Not a Ghost Dating Humor Pop Art designed and sold by SplashTastic.

Human Not a Ghost Dating Humor Pop Art Dad Hat

~~$22.04~~ (15% off)

Item preview, Gay with Commitment Issues Broken Heart Pride Humor Queer Dating Reality designed and sold by Aryabek.

Gay with Commitment Issues Broken Heart Pride Humor Queer Dating Reality Baseball Cap

~~$27.92~~ (20% off)

Item preview, Complicated – It’s Not Just a Relationship Status designed and sold by ReggieDior.

Complicated – It’s Not Just a Relationship Status Dad Hat

~~$25.19~~ (15% off)

Item preview, First modern date designed and sold by The Red Bee.

First modern date Baseball Cap

~~$23.09~~ (20% off)

Item preview, Waiting.... designed and sold by TiggsnPigsArt.

Waiting.... Baseball Cap

~~$25.19~~ (20% off)

Item preview, My Friend in Love, Me Watching – Funny Single Life Meme Design designed and sold by MOTAS Graphics .

My Friend in Love, Me Watching – Funny Single Life Meme Design Baseball Cap

~~$25.19~~ (20% off)

Item preview, Unlucky in love designed and sold by jazzydevil.

Unlucky in love Baseball Cap

~~$25.19~~ (20% off)

Item preview, Overthinking The Emoji - Funny Social Anxiety Anime Girl - Late Reply Meme designed and sold by DailyStruggleCo.

Overthinking The Emoji - Funny Social Anxiety Anime Girl - Late Reply Meme Baseball Cap

DailyStruggleCo

~~$24.56~~ (20% off)

Item preview, Perfect Match – A Sarcastic & Ironic Take on Love designed and sold by ReggieDior.

Perfect Match – A Sarcastic & Ironic Take on Love Dad Hat

~~$25.19~~ (15% off)

Item preview, Bullseye: Love Hurts – Edgy Tattoo-Style Heart Design - Self Love - Love Yourself designed and sold by Dantin.

Bullseye: Love Hurts – Edgy Tattoo-Style Heart Design - Self Love - Love Yourself Baseball Cap

~~$28.34~~ (20% off)

Item preview, ISTP designed and sold by JLClassics.

~~$24.14~~ (15% off)

Item preview, ISFP designed and sold by JLClassics.

~~$24.14~~ (15% off)

Item preview, INFP designed and sold by JLClassics.

~~$24.14~~ (15% off)

Item preview, Not Ready for Modern Life | Frankenstein's Couple Therapy designed and sold by RedDelaney.

Not Ready for Modern Life | Frankenstein's Couple Therapy Dad Hat

~~$25.19~~ (15% off)

Item preview, Gaslighting is not real, you`re just crazy designed and sold by TheVeiledLion.

Gaslighting is not real, you`re just crazy Baseball Cap

~~$25.19~~ (20% off)

Item preview, Cupid Missed Me Again Funny Single Shirt designed and sold by NeuralDraft.

Cupid Missed Me Again Funny Single Shirt Dad Hat

~~$23.09~~ (15% off)

Item preview, Choosing Peace designed and sold by Mythic Moral.

Choosing Peace Dad Hat

~~$23.09~~ (15% off)

Item preview, The Price of Loving designed and sold by randomdesignsnearme.

The Price of Loving Baseball Cap

randomdesignsnearme

~~$23.09~~ (20% off)

Item preview, Love Is Hard – Minimalist Anti Romance Valentine Shirt designed and sold by SVALANART.

Love Is Hard – Minimalist Anti Romance Valentine Shirt Dad Hat

~~$25.19~~ (15% off)

Item preview, Heartstring Tug Of War Retro Cartoon Romance designed and sold by Snout & Shout..

Heartstring Tug Of War Retro Cartoon Romance Baseball Cap

~~$23.09~~ (20% off)

Item preview, Cupid Pain Scale Relationship Levels designed and sold by nryum.

Cupid Pain Scale Relationship Levels Dad Hat

~~$24.14~~ (15% off)

Item preview, High Heels Shoe Romance | Cute High Heel and Boot Couple designed and sold by MyxaART.

High Heels Shoe Romance | Cute High Heel and Boot Couple Dad Hat

~~$25.19~~ (15% off)

Item preview, I Like My Underwear Around The Corner Funny Sarcastic Quote Art designed and sold by SplashTastic.

I Like My Underwear Around The Corner Funny Sarcastic Quote Art Baseball Cap

~~$22.04~~ (20% off)

Item preview, Funny Single Meerkat Retro 90s Cartoon Desperate Love designed and sold by mAXiBoOM.

Funny Single Meerkat Retro 90s Cartoon Desperate Love Baseball Cap

~~$23.09~~ (20% off)

Item preview, Fluent In Sarcasm And Red Flags Typography designed and sold by IslandTyped.

Fluent In Sarcasm And Red Flags Typography Dad Hat

~~$22.04~~ (15% off)

Item preview, Funny Zombie Couple Cartoon | Cute Drop Dead Gorgeous Halloween Meme designed and sold by MyxaART.

Funny Zombie Couple Cartoon | Cute Drop Dead Gorgeous Halloween Meme Dad Hat

~~$25.19~~ (15% off)

Become a member.Get 25% off your first order.Plus other neat perks and exclusive savings to help you find the very thing.

Dating Struggle

Awkward Dating Girls

Dating Struggles With Girls

Flustered By Latinas

Funny Girls Humor

Funny Latina Moments

I Get Nervous Around Girls

Latina Dating Humor

Nervous Around Girls

Worldwide Shipping
Available as standard or express delivery
Learn more- opens in new window or tab
Secure Payments
100% Secure Payment with 256-bit SSL encryption
Learn more- opens in new window or tab
Free Return
Exchange or money back guarantee for all orders
Learn more- opens in new window or tab
Local Support
24/7 Dedicated support
Learn more- opens in new window or tab