Propose To My Girlfriend

Here is the third in the series of romantic ways to propose to your girlfriend. This post is the continuation of 2 weeks ago, where I shared the first two of the three best stories I’ve received recently on romantic proposals.

“Here is how I proposed to my girlfriend. Her name is Tiffany, and she is now my wife. Here is what I did to ask her to marry me. She was still away at college finishing up her senior year, and I was working in DC at the time. It was really tough being separated from her, even by only a few hours, but we did the best we could. She came to see me when ever her schedule allowed and I did likewise. It was difficult for me to leave, with a new job and all, because I was trying to get noticed. She was pre-med, which is pretty time consuming, so her schedule was packed also.

I knew I wanted to do something that would really convey to her how much I loved her, but we didn’t have the time or money to go away on a long vacation or anything. I talked to a few of my friends to see what they did and get some ideas, but most had just asked their girlfriends at nice restaurants.

One of them asked his girlfriend to get married when they were up skiing. That was more along the lines of what I was thinking, but we don’t ski, it’s too expensive, and I didn’t think a learn-to-ski trip would be a great place to propose. I talked to my parents, and my dad had asked my mom after a Rolling Stones concert. While I love the Stones, that wasn’t really what I was looking for either.

I was about pulling my hair out, when suddenly I had a brainstorm. This is how I decided to propose. Tiffany is crazy about the ocean, and it’s not too far away. We could sneak in a trip on a weekend without busting the bank. I found a little bed and breakfast across the street from the ocean in Rehoboth Beach, Delaware called the Light House Inn. From my place in Maryland it’s only about a 2 ½ hour drive.

I told her that I wanted to take her away for the weekend to let her relax before finals started. She had no idea I planned to propose, and that’s just the way I wanted it. We left after I got off work on Friday evening. I had worked for a week putting my plan into action, and was more tired than usual, but I played it off as being really tired after a long week at work. I told her how much I was looking forward to a weekend away for some relaxation.

The room wasn’t booked on Thursday, so I rented it and they had let me come over and prepare it for the next day, when we would be arriving. Let me tell you that working to get the room prepared, in addition to 5 hours of driving was no mean feat when you have to work the next day.

I wanted to lay the ground work for a very romantic weekend. I put vases of roses throughout the room; about 15 in all.. By the time we arrived the next day, the room was filled with the smell of roses. Next, I hid some candles in the bathroom, so I could give her a candlelight bath on Saturday night. I brought up the ingredients for her favorite dinner, so they could prepare it for us Saturday night. She loves romantic poetry, so I brought up some of nicely framed copies of her favorite poems and put them around the room. I scouted out all the nice spots around town for lunches and strolls on the beach, too. All in all it was a busy few hours, but for something as important as proposing to her I wanted it to be really special.

I picked her up after school on Friday and we got on the road. I was pretty excited, and my heart was pounding with anticipation, like I’d had a few too many Red Bulls. I must have fingered the ring box in my pocket about 500 times, just to be sure I hadn’t lost it. I’m kind of a chicken in situations like this, and even though I’ve always been really comfortable with Tiff, and we can discuss anything, the thought of proposing was making me more than a little nervous.

We got there a little after 6 and went to dinner at a place called the Eden Cafe. Cafe is kind of misnomer, because it was a pretty nice restaurant. Not uppity DC nice, but more relaxed nice, and the food was awesome. She’s not a foo foo food kind of girl, so I wanted something nice, without being too over the top. We had a romantic dinner and a bottle of good wine. It’s cool because the booths are all enclosed in curtains, which added to the romance.

After dinner, we went for a walk at the beach to watch the sunset. We talked for a long time, taking in the salt air, and watching the sun sink below the horizon. It’s not like California, where it sinks into the water, but it is beautiful just the same. It was very romantic, and I almost asked her then and there, but I decided to stick with my plan, and build up the romance factor even more.

We went back to the room, and she was really surprised by the vases full of roses everywhere. She started reading the poetry and realized that they were all her favorites, and that really shocked her. She accused me of being a hopeless romantic, something that I cheerfully plead guilty to. It was going just perfect so far, and that made me kind of nervous.

The next morning we took a relaxing shower and went downstairs for breakfast. The breakfast was delicious, and just what we needed to get ready for a day down by the beach. It was forecast to be a really nice day, and it seemed like the meteorologists justified all the money their parents paid for college, because it was the perfect day, about 80 degrees and sunny, with a gentle breeze off the ocean. We just had a great day at the beach, which was one of her absolute favorite things to do. We even ate a picnic lunch at the beach.

A while before the sun started to go down, we packed up and went back to the B&B. I had more planned to help get her relaxed. One of the great things about the Lighthouse is that it includes a massage, which seemed like the perfect way to increase the relaxation factor. Boy, did it ever! We were about as loose as you can be when we washed up and went downstairs for dinner.

The dinner was superb, and she was amazed that they had her favorite food as the dinner that night, which of course they didn’t, but she didn’t know that I had arranged the whole thing in advance. They suggested a spectacular bottle of wine to go with it. I’m not a big wine drinker, but this stuff was incredible! It was something white, but I don’t remember exactly what. Anyway, it was a really romantic dinner. After dinner, we went for a leisurely stroll around town. We stopped for a beer in one of the pubs downtown. Before the Saturday night crowd started to flood the place, we headed back to the room. Now I was starting to get really nervous, because the time was approaching fast. I was so excited to ask her, but plenty nervous just the same.

When we got back to the room, I went in a got the bath ready. I put out the candles, and spread rose petals all around the tub. I had the nice towels and thick bathrobes folded and arranged just perfectly. I heated some massage oil over a small candle. She got in the bath and I gave her a hot oil massage. My hands were shaking so badly I could barely give a decent massage.

I had the ring box hidden under a towel. Her eyes were closed as she was enjoying the massage. I pulled out the ring, and started to tell her all the reasons why I loved her so completely. When I started to explain why I wanted to make sure she was with me for the rest of my life, she began to suspect what I was getting at. I was already down on one knee, because she was in the tub, and I was next to it giving her a massage. I pulled out the ring, took her hand, and slipped it over her finger. I don’t know if you’re really supposed to slide it over her finger, or let her do that after she says yes. I was pretty confident she would say yes, but still, it might have been a bit presumptuous of me. Thankfully, when I asked “Tiffany, will you do me the honor of becoming my wife?”, she jumped out of the tub, threw her arms around me, and screamed, “Yes! Yes! Yes!”

I don’t know what the other guests thought was going on, but I was pretty darn excited that she agreed to marry me that night, I’ll tell you what.”

Jason R.
Washington DC

What I like about Jason’s proposal is the extra mile he went through setting the whole thing up, and putting in elements he knew she’d really appreciate. He did it all on a small to medium sized budget, and you could do pretty close to the same thing for even less if you wanted to. Waiting until the second night to ask her was perfect because if she suspected anything, her suspicions were probably gone by the time he actually asked her. An all around, great proposal!

Click to see the 2nd in the series of Best Romantic Proposals now.

Tags: Places to Propose, proposing, Ways to Propose to a Girl