Demetri Wiley

Don’t play it cool wit me, mama. Say what’s on your heart. I’m not here to test your pride — I’m here to hold it 🥺 Follow my podcast @lostloverboypodcast 🎙️ … #datingadvice #datingtips #relationshipgoals

You were never meant to carry it all, and the right one won’t let you. I'll play every employee role in whatever company my baby owns, from the teacher's assistant to the sous chef, cameraman to janitor. I'm not going to play about mine 😊 That soft life hits different when someone’s holding your hand and the pressure Follow my podcast @lostloverboypodcast 🎙️ … #datingadvice #datingtips #relationshipgoals

Desired love vs inspired love. Sometimes, it ain’t about her making him better—it’s about her presence reminding him that he could be. That he should be. That the version of him he keeps postponing is already overdue. Sometimes, you’re just talking to the wrong man. Follow my podcast @lostloverboypodcast 🎙️ … #datingadvice #datingtips #healing

Ask yourself how much of that man you say you love is actually him, actually shit you've been shown. Tell that nigga get the fuck out the way; he might be blocking the view of your husband 🙂 Follow my podcast @lostloverboypodcast 🎙️ … #datingadvice #datingtips #relationshipadvice

Listen for my brothers, I'm chauffeuring the date fuck is you talking about 😂 uniform & all 💀 Follow my podcast at @lostloverboypodcast 🎙️ … #datingadvice #brotherhood #manifestation

On August 28th, we’re turning up in Chicago for the Breezy Bowl Concert — and I’m bringing ONE lucky winner with me! You’ll get: ✨ Concert entry 🍽️ Food & drinks covered ✈️ Roundtrip flight 🚗 Transportation handled 🎤 Car karaoke + vibes all weekend long Let’s hit the city, sip something smooth, and enjoy a weekend to remember. I’m covering everything — you just bring the energy. Tag a friend who needs to go, and stay tuned for how to enter! #BreezyBowlChicago #WeekendGiveaway #ChicagoTrip #ConcertVibes #BreezyWeekend

how I look vs. how people say I sound 😂

He wasn’t deep; you just kept digging. Clarity over confusion every time. Follow my podcast @lostloverboypodcast 🎙️ … #datingadvice #datingtips #relationshipgoals

It’s real when you don’t have to be present to be protected 🥺 Follow my podcast @lostloverboypodcast 🎙️ Have you ever had this level of security? … #datingadvice #relationshiptips #relationshipgoals

For years, everyone has been asking me, “When are you having your music show?” I’m so excited to say that now is the time, finally 🥺 July 26th at the @thedentheatre 📍 I haven't felt inspired musically in a long while, but they say it’s easier to create music when you're sad, so I guess I’ll embrace it 😂 Honestly, I’m happy and feel blessed to write this post. This event means more to me than any I’ve organized before because it will be the first time my son and my grandmother get to see me perform. I might even shed a few tears 🥹 Search, “Demetri Wiley” on any music streaming platform & learn something 🤞🏾 if you already know the music, drop what song you're excited to hear in the comment section 💬 Use the link in my bio to purchase your tickets before they sell out. I love you all, and I can't wait to see you soon 🥺🫶🏾 … #independent #independentartists #chicagoartist

You don’t just hold space for me—you help me hold space for myself & I be damned if I give up on me again 🥺 Follow my podcast at @lostloverboypodcast 🎙️ … #selfworth #chooselove #healingtogether

Sometimes it’s not about whether you’re ready to like someone; it’s about whether you’re ready to be seen by them & yourself 🥺 Follow my podcast @lostloverboypodcast 🎙️ … #datingadvice #manifestation #healing

Today ain't cha day 😂 Listen when God blesses me with that Hershey's Party Pack it’s over with 😩 Follow my podcast @lostloverboypodcast 🎙️ … #relationshipgoals #marriagegoals #manifestation