Love Languages & Compatibility

How to Date a Guy Who Loves Surprises When You Hate Them

By Olivia Parker · October 9, 2026

It was 6:40 on a Saturday evening in late March. Ethan told me to put on real shoes and get in his car.

He would not say where we were going. I spent the whole 20 minute drive with my stomach in a tight knot.

We pulled up to a pottery studio with six of our friends waving inside. He grinned and said “you always wanted to try this” to me.

I did want to try it. I just wanted to know three weeks ahead, with time to plan an outfit and a mood.

That night taught us both a lot. Here is how we learned to love each other across the surprise gap.

Why Surprises Feel Like Stress Instead of Fun for Some of Us

For me, a surprise means losing control of my own evening. My brain treats the unknown like a small emergency.

During our three long distance years, every visit was planned to the minute. I knew flight numbers, gates and dinner times.

That planning kept me calm when so much was out of my hands. It became the way I felt safe with him.

Ethan is the total opposite. For him, a surprise is the purest way to say he was thinking about me.

Neither of us is wrong about this. We just grew up feeling loved in very different ways.

Our piece on what happens when you have different love languages explains this gap well. It helped me stop taking it personally.

Woman looking nervous in a car passenger seat, unsure where her boyfriend is taking her

The Talk We Had in the Pottery Studio Parking Lot

After two hours of lopsided bowls, we sat in his car under a buzzing streetlight. I told him the truth before I lost my nerve.

I said “I loved the people, but I hated not knowing” as gently as I could. He went quiet for a long minute.

Then he asked which part felt the worst. Was it the secret, the crowd, or the timing?

That one question changed the whole night. It turned a hurt moment into a puzzle we could solve together.

My honest answer was the timing. I need about an hour of warning to shift from couch mode to people mode.

He laughed and said one hour was very doable. I felt the knot in my stomach finally let go.

Couple laughing over lopsided bowls at a pottery class surprise night

The Heads Up Text That Saved Our Weekends

Now Ethan gives me what we call a weather report. He tells me the dress code and energy level, not the plan.

A text might say “jeans, outside, two hours, low social” and nothing else. That is enough for me to relax.

He still gets to keep his secret. I still get to show up as myself instead of a frazzled version.

Last October he texted “warm layers, no people, back by ten” at noon. It turned out to be stargazing at a state park.

I loved every cold minute of it. The surprise was still a surprise, just with a soft landing.

This tiny habit costs nothing and takes five extra words. It might be the best thing we ever agreed on.

Setting Limits on How Big a Surprise Can Get

Some surprises are small, like a new mug on my desk. Others are huge, like a weekend trip booked without asking.

We sorted them into two piles. Small ones are always welcome, and big ones need a quick yes first.

The trip taught us that lesson the hard way. He had booked a cabin on the same weekend as my sister’s birthday.

He felt crushed when I had to say no. I felt guilty for ruining something he worked so hard on.

Now he asks if a weekend is free without saying why. I answer yes or no, and he plans the rest.

It sounds a little unromantic on paper. In real life it saves us both from those painful moments.

Small handwritten love note tucked into a jacket pocket as a quiet surprise

Giving Him Surprises to Plan That I Actually Love

I realized I had only told Ethan what I hated. I never told him what kind of surprise made me melt.

So I made a short list on my phone and sent it to him. It took about ten minutes on my lunch break.

The list said notes in my coat pocket and my favorite bakery order. It also said quiet nights in with no guests.

He loved having clear targets to aim for. He said it felt like I handed him a treasure map.

Two weeks later I found a folded note in my rain jacket. It said “proud of you this week” and I cried at the bus stop.

Small, quiet surprises fit me best. Big, loud ones fit him, and now we both get some of each.

Couple lying on a blanket stargazing at a state park after a planned surprise

Surprising Him Back in His Own Language

Dating a surprise lover also means giving them surprises. I had to stretch out of my planner comfort zone.

For his birthday in June, I booked a mystery dinner and told him only the time. I sent a weather report too, as a joke.

His face lit up when he saw the taco truck festival. He talked about it for a whole week.

I planned it like a spreadsheet, of course. He never needed to know about that part.

Our post on dating an extrovert when you are the quiet one covers this same stretch. Meeting in the middle goes both ways.

Seeing his joy made me less scared of surprises in general. I could see how much love sits behind the effort.

What Still Does Not Work Perfectly for Us

I still get a little tense when he says he has a plan. My shoulders creep up before my brain catches up.

He still forgets the weather report sometimes. Last month I showed up to a rooftop party in old sneakers.

We both got snippy with each other that night. Old habits do not vanish just because you made a system.

The difference is that we recover faster now. We name the problem in one sentence instead of a fight.

If you struggle to ask for what you need without sounding needy, start with one rule. You do not have to fix the whole gap at once.

I will probably never love a surprise party. But I love a man who keeps asking how to love me better.

Olivia Parker

Olivia writes about long distance relationships and the everyday work of staying close from far away. She started writing after spending three years in an LDR of her own, and now shares practical, honest advice for couples navigating distance, trust, and connection.

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