Toby & Rynetta: Married for 17 years, Dated for two and half years

How He Proposed: Toby surprised Rynetta on her birthday by acting like he was bringing her breakfast that morning.

Why He Proposed: "After dating for two and a half years, I realized that Rynetta was different. She pushed me in ways that others didn't and I was all the better for it. I knew that it was time to take the next step. Rynetta had all the qualities that I was looking for in a wife. I knew at that point she was the woman that I was committed to spending the rest of my life with."

Patrick & Angela: Married 9 years, Dated for about two and half years

How He Proposed: Patrick called on Angela's sister and some of his friends who helped him arrange what she thought was a "girls' dinner". Nevertheless, it turned out to be a surprise proposal when he walked into the restaurant with Jamie Foxx's "When I First Saw You" playing over the restaurant's sound system.

Why He Proposed: "A year before I met Angela, I was immature! I ended up going through a tough situation and at the conclusion of that situation, I asked God to make me spiritually and emotionally ready for the next woman. Over the course of a year, I had a true transformation and became a better man. One weekend, I came home to my parent's house for a party. My sister was home as well with a friend from college. I walked upstairs to see my sister and noticed her friend, but only from behind. Once I saw the back of her head, God told me that's your wife. Once I moved my sister out of the way (because she was blocking the door), I went over and introduced myself. Then, I went back downstairs and told my best friend, 'I just met my wife.'

"I was ready to propose from the moment I saw her, but I needed to prepare myself financially to provide the proposal, ring, and future home she deserved. When everything was set in place, I started taking her to jewelers to look at rings, unbeknownst to her that I had already customized a ring for her (with the help of my sister)."

Jacob & Saneda: Married 6 years, Dated for 4 years

How He Proposed: While on their first trip to Canada, Jacob proposed to Saneda as they enjoyed an intimate dinner at the CN Tower's 360-degree restaurant. As she was reaching into her purse, he reached for the iced-out jewelry box from his pocket.

Why He Proposed: "I never really had one particular moment of clarity when it came to popping the question. Rather it was a culmination of things and it was like all the stars aligned. Not often does one find someone who matches their wit and intelligence, shares similar morals, and enhances your overall life experience. Yet all those things were true. Together, we were living our best life. She would sometimes mention random engagement announcements and things of the sort, so I knew that she was ready, or at least she was making sure I knew that it was something she looked forward to.

"As referenced in a freestyle on some of my earlier work, we moved in 'after only two months, fell in love after only two pumps (she had very nice shoes)'. Since we were already committed to each other and sharing our home, it seemed like the next natural step. No need in putting off the inevitable. I embraced it, and it was one of the best decisions."

"I never really had one particular moment of clarity when it came to popping the question. Rather it was a culmination of things and it was like all the stars aligned. Not often does one find someone who matches their wit and intelligence, shares similar morals, and enhances your overall life experience. Yet all those things were true. Together, we were living our best life."

Harmakhu (“Khu”) & Jackie: Married 7 and a half years

How He Proposed: Khu convinced Jackie to join her in their living room to watch a movie, but she was surprised to walk in and see that some of her family was there waiting to greet her. Khu got down on one knee and proposed to her in front of their family and friends.

Why He Proposed: "Timing is everything and even though we met in high school and had crushes on each other, we didn't date until after reuniting at our 10-year high school reunion. Since we had a good history and understanding of one another, Jackie and I moved in together after only a few months of dating. Upon moving in together, Jackie made it crystal-clear that she was not trying to shack up and would expect marriage plans within a couple of years. I loved the boundary-setting as it was a goal that I could mutually see for myself with her.

"I proposed within a year after moving in together. I knew it was time because her love brought me to a place of peace that I had never known within my life. During the first six months of dating, I received two promotions, so home and work life definitely took on a new meaning with our partnership. Having already experienced combined finances, planning, and working through the kinds of quirks or kinks that present itself when you cohabitate the same space was everything. It felt natural and it flowed, and marriage was the cherry on top to what we were building together."

Okino & Brianna: Married for 3 years

How He Proposed: Okino lit some candles in their apartment in Florida, got down on one knee, and popped the question to Brianna.

Why He Proposed: "My wife, Brianna, is my soulmate, best friend, and I knew I wanted to be with her forever. We used to sit and talk for hours. We are different in many ways and similar in other ways, but the way she helps me be vulnerable and handles it with care speaks volumes. She is loving, caring, and kind. I knew I had to make it official because I could not let this love bug pass me by. It's one of life's greatest gifts to share and experience love, and when you do, you hold on to it. So, that's what I did."

Anthony & Radiance: Married almost 3 years, Dated two months before they got engaged

How He Proposed: Anthony surprised Radiance during Thanksgiving in her hometown of Cleveland, OH at her aunt's house with Anthony Hamilton's "Amen" playing in the background. He arranged it so that when it came time to bless the food, Radiance's mom asked him to do it so that he could use the opportunity to propose to her.

Why He Proposed: "We used to volunteer together, and then one Sunday, Radiance walked in and God told me she was my wife. After praying for His guidance, He revealed who had been in front of me for three years. I was ready to be the man and husband God wanted me to be. God confirmed it in different ways, so I was ready to pop the question."

"One Sunday, Radiance walked in and God told me she was my wife. After praying for His guidance, He revealed who had been in front of me for three years. I was ready to be the man and husband God wanted me to be."

Frederick & Jasmine: Married 3 years, Dated for 4 years

How He Proposed: Since Frederick and Jasmine have big personalities, it was only fitting that the proposal was just as grand. Frederick proposed to Jasmine after jumping 14,000-feet out of the air skydiving.

Why He Proposed: "Jasmine is my best friend. I wanted to be committed and spend the rest of my life with her. I loved her spirit, her personality, her tenacity, and her work ethic. I knew that not only would she make an amazing wife, but a good mother, daughter-in-law and life partner. She has all of the qualities of an angel. I'm blessed every day to do life with her."

Thaddeus & Lauren: Married for two years, Dated for 7 years

How He Proposed: Initially, Thaddeus planned to propose to Lauren before they boarded a plane headed on vacation. However, since the ring was "burning a hole" in his pocket and he couldn't wait, he was on one knee asking her to marry him as soon as they arrived at the airport.

Why He Proposed: "I knew I was ready to pop the question when I realized I was the happiest when she was around, and when she wasn't around, I wanted her around. To understand how that meant a lot to me, you'd have to understand me. I really appreciate my alone time. So, the fact that I desired to have someone in my space and didn't want them to leave is when I knew I was ready. I didn't have a desire for anything else that didn't include her as a part of if.

"When I would think about future plans, I always considered her and how this would affect us, not just me. When I realized, I was making decisions based on what was best for us, I knew it was time for me to make us a forever thing. Lauren is literally my best friend. I truly feel like we are one because of how we have always poured into each other. "

"When I would think about future plans, I always considered her and how this would affect us, not just me. When I realized, I was making decisions based on what was best for us, I knew it was time for me to make us a forever thing. Lauren is literally my best friend. I truly feel like we are one because of how we have always poured into each other. "

Lance & Alison: Married for 10 months, Dated for a little over a year

How He Proposed: While visiting Alison's hometown in Cleveland, Ohio and after dinner with family and friends, Lance proposed to Alison before walking back into their Airbnb.

Why He Proposed: "We faced a couple of issues while dating and we were able to resolve them with communication and honesty. We both accepted each other's flaws, goofy selves, and worked on making each other better. Spending time together was not stressful, in fact, it was easy. I know marriage and love is work, but we do the work together to improve our love. We made plans together to travel, and even going to common places like the grocery store is fun and exciting. We have seen each other at our worst and love each other anyway. I felt and still feel a strong connection whenever she is in the room, and I couldn't live life without her in it."

Glenn & Kiamesha: Married 4 months, Dated for 4 years

How He Proposed: While visiting Marrakesh, Morocco, Glenn proposed to Kiamesha inside a courtyard while playing "Blessed" by Daniel Caesar. In college, they studied how Moroccans used the courtyard typology to fend off French colonists, so it was only fitting to propose there.

Why He Proposed: "The proposal is always performative and romantic, but imagine deciding a lifetime commitment without communication. Marriage was always discussed and planned so it was never an individual decision. Legacy was the driver for my decision...reclaiming history through marriage and re-imagining our future through children."

Colby Boone & Kheiston: Married 3 months, Dated for 8 months

How He Proposed: Inspired by Pinterest, Colby created an intimate and romantic atmosphere with rose petals, balloons, music, and a scripture written on a whiteboard, and asked for Kheiston's hand in marriage right there in their apartment.

Why He Proposed: "I had the ring for almost a month, and with the pandemic and social injustice, the idea of waiting to be with someone knowing that tomorrow isn't promised didn't seem right. I believe one of the greatest decisions I made was not waiting. Instead, I took a leap and we're pressing toward the goals that we have for ourselves and for what we believe we were put together in this world to do. It was a huge step for me that took effort and creativity especially since all my friends are single. But I'm so glad to start this journey with my best friend, now wife."

Kenneth & Kamirah: Married for two months, Dated for 10 years

How He Proposed: Kenneth proposed to Kamirah at her first annual women's empowerment event in Atlantic City in front of her family and friends.

Why He Proposed: "I honestly always knew that I wanted to get married and start my own family because I was raised by my parents who have been married all my life. I knew even before I saw Kamirah in person that I wanted her in my life. I got to see Kamirah initially through Myspace. It wasn't until my senior year in high school that I got to see Kamirah in person.
After years of dating, I knew that I didn't want to waste any more time. So, I decided to make us official. She has always loved me, respected me and made me feel better than any woman I had previously been with. She has a great sense of humor, she's gorgeous, smart, and VERY ambitious. She doesn't let anything hold her back. I knew I was ready to pop the question because she made me feel secure and complete. She has always loved me unconditionally and pushed me to be the best me I can be! I knew I couldn't and didn't want to live without her so it was my choice to make her Mrs. Brown."

Mike & Courtney: Engaged - Proposed in 2020, Dated for almost a year

How He Proposed: Mike surprised his fiancee by telling her they were shooting a birthday video for his sister. After decorating a loft, hiring a live guitarist, and arranging it so that family and friends could witness it all through livestream, she arrived totally shocked to see him down on one knee proposing to her.

Why He Proposed: "As cliche as it sounds, I knew Courtney was the one from the moment we started talking. My sister lost her first child to preterm labor a year or so prior and I had been praying for another niece or nephew. At the same time, I asked God to send me my wife. We exchanged numbers on Instagram and even though I hated talking on the phone, we spent 10 hours on FaceTime the first time we spoke. Those 10 hours felt like five minutes and by the end we knew everything about each other and how much we had in common.

"The icing on the cake is that I learned my fiancee was a midwife. God answered both my prayers because my sister got pregnant with my now seven-month-old nephew who was cared for during labor by my now-fiancee. This year has brought a lot of loss and many people are missing their loved ones from the dinner table. So, for me, it was a wake-up call that tomorrow isn't promised and I need to let this woman know I want her to be my wife. Hence, I popped the question."

"This year has brought a lot of loss and many people are missing their loved ones from the dinner table. So, for me, it was a wake-up call that tomorrow isn't promised and I need to let this woman know I want her to be my wife. Hence, I popped the question."

Jordan & Jazmyne: Engaged - Proposed in 2020, Dated for almost 3 years

How He Proposed: Jordan arranged for a surprise proposal at their church as well as an engagement photo shoot immediately following the proposal.

Why He Proposed: "I knew Jazmyne was the one I wanted to spend the rest of my life with. We have talked every single day since the very first day we met. I honestly couldn't imagine going a day without talking to her. It's like we are perfect for each other. We complement each other so well and I truly see her as my companion. She helps me to be a better man. She has done so much for me and no one has ever treated me the way she treats me. That's how I knew I was ready. I have so much to be thankful for from her, so putting a ring on it was really the least I could do. I love that girl so much. Not a day goes by where she isn't the first person I think of when I wake up and the last when I fall asleep. I tell her all the time that she deserves everything and I mean that. I'm so blessed to have her in my life and I can't wait to marry her."

*Some phrases may have been slightly modified or paraphrased for the sake of clarity.