
Asking someone to be your best man is a big honour, and it can be a nerve-racking conversation. It's important to consider who you're asking, their availability, and what you're expecting from them. While there's no hard-and-fast rule, many sources suggest that it's best to wait until you have a wedding date and venue confirmed before asking your best man. This helps your best man plan and avoids potential issues if friendships change. It's also recommended that you don't ask anyone earlier than six months before the wedding, as there's little for them to do until closer to the date.
| Characteristics | Values |
|---|---|
| When to ask | 6 months before the wedding is the consensus |
| It is recommended to wait until you have a venue and date | |
| Who to ask | A close friend |
| Someone with whom you share hobbies, past times, or activities | |
| Someone with the time and energy to devote to wedding planning | |
| How to ask | In person |
| Through a card | |
| Through a gift |
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What You'll Learn

Asking in-person vs. via card or text
Asking your best friend to be your best man is a big deal. It's a nerve-racking conversation, but you can be almost certain that the answer will be "yes". Asking in person is a great way to make the moment more special and memorable, and it gives you the opportunity to have a proper conversation about it. You can ask them over a drink, or during an activity you both enjoy, like playing golf or watching football. This can make the ask feel more natural and less daunting.
On the other hand, some people might prefer to ask via a card or text, especially if they don't want to have an in-person conversation or live far away from their friend. Cards can be a great way to express your feelings and make the moment more formal. They can also be tailored to your heart's desire, with personalised messages, illustrations, and designs. You can even include a gift with the card, like a bottle of whiskey, a mug, or a t-shirt.
While asking in person allows for a more immediate and direct conversation, asking via card or text gives you the opportunity to plan and personalise your message. It's also a good option if you want to include a gift, as you can send everything together in a package. Asking via card or text can also be more convenient if your friend lives far away or if it's difficult to find a time to meet up in person.
Ultimately, the decision of how to ask depends on your personal preference and your relationship with your friend. Both methods can be effective, and it's important to consider what will make the moment more special and memorable for you and your friend.
As for the timing, it is generally advised to wait until you have a venue and a date set for the wedding before asking your best man. This helps with planning and gives your best man more certainty about what is expected of him.
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How to choose the right person
Asking someone to be your best man is a big honour, and it can be a nerve-racking conversation. It is best to ask someone you have a deep relationship with, and it is a good idea to make the moment memorable. However, it is important to be careful not to ask too early, as relationships can change. It is recommended to wait until 6 months before the wedding to ask, as there is little for the wedding party to do before this.
When choosing your best man, it is important to consider who you are asking, their availability, and what you expect from them. Being a best man is a big job, and you should be clear on what the role entails before asking someone to take it on. The best man is expected to participate in the entire wedding process, from attending pre-wedding events to planning the bachelor party and providing support to the couple. If you have a large group of close friends, it can be difficult to choose just one person. In this case, it is worth considering who you have been friends with the longest, and who will be able to commit the necessary time and energy.
If you are unsure who to ask, it may be helpful to make a list of your closest friends and consider the following:
- How long have I been friends with this person?
- What shared hobbies and activities do we have?
- Do they have the time and energy to commit to the role?
- Are they able to attend all the pre-wedding events?
- Will they be able to support me and my partner in the lead-up to the wedding?
Once you have chosen your best man, it is important to give the moment the effort it deserves. While you might be tempted to send a text, it is more memorable to ask in person or with a thoughtful gift or card.
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Creative ways to ask
While there are differing opinions on how long before the wedding you should ask your best man, it is generally agreed that you should have a date and venue set first. It is also recommended to give your best man 6-9 months' notice.
Now, onto the fun part: asking your best mate to be your best man. Here are some creative ways to make your "will you be my best man?" chat memorable:
Plan an Adventure
Turn the proposal into an adventure by planning a day out doing something you both enjoy, like a fishing trip, a round of golf, or a hike. End the day by popping the question.
Gift Them a Themed Present
If your wedding has a specific theme, send your best man a themed gift that ties into it. For example, if you're having a destination wedding, you could send them a personalised travel mug with the proposal written inside. Or, if you're having a professional wrestling-themed wedding, send them a toy championship belt with the question inside.
Give Them a Scratchcard
Add your best man's name to a scratchcard and choose between a grey, pink, or blue balloon to make it more personalised.
Serenade Them with a Tina Turner Card
Send your best mate a Tina Turner card, letting them know they're about to be simply the best (man).
Treat Them to a Cool Bag and Beers
Get your best mate an insulated backpack with their initials embroidered on it in their choice of shade and font. Fill it with an interesting selection of beers and a spicy salami selection.
Remember, whatever you choose to do, make it personal to your best mate and reflective of your relationship. Good luck!
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When to ask
Asking someone to be your best man is a huge honour, so it's important to put some effort into the way you ask. It's also important to consider who you're asking, their availability, and what you're expecting from them.
There is a general consensus that you shouldn't ask anyone to be your best man more than six months before the wedding. Asking too early can backfire, as relationships can change over time. However, it's also recommended to have a wedding date set before you ask, as this will help your best man plan.
If you're struggling to choose who to ask, it's generally best to go with someone you've been friends with for a long time. If you don't have many male friends, or you're not close with the guys you do know, you don't have to stick to tradition. You could ask a female friend or cousin to be your best person instead.
Once you've chosen who to ask, there are lots of creative ways to make the moment memorable. You could send a card, give a gift, or plan a pre-wedding activity together.
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What to consider before asking
Asking someone to be your best man is a significant and memorable moment. It is a big job, and the best man is expected to participate in the entire wedding process, from attending all the pre-wedding events to planning the bachelor party and providing support to the couple. Therefore, it is important to consider a few things before asking someone to be your best man.
Firstly, consider who you are asking and whether they are the right person for the job. Think about their availability and what you expect from them. For example, if you expect your best man to spend weekends helping with wedding planning, someone with a new baby may not have the time or energy. You may need to adjust your expectations or consider asking someone else. It is also important to choose someone from your current closest social circle, as asking out of obligation or to old friends can lead to regret if relationships change.
Secondly, it is advisable to wait until you have a venue and a date before asking. This helps your best man plan and avoids asking too early, giving time for relationships to change. Many recommend waiting until less than a year before the wedding to ask, and definitely no earlier than six months in advance. This way, you can avoid potential issues if your chosen best man's circumstances change, or if your friendship evolves.
Finally, consider how you want to ask. You can make it fun, thoughtful, and personal. Some ideas include handwritten notes, a surprise dinner or drinks, wearing personalised shirts during a sports game, or giving a proposal gift. Gifts are not required but are a nice gesture of appreciation and can add a special touch to your request.
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Frequently asked questions
It is recommended that you ask your best man no earlier than 6 months before the wedding. This is because a lot can change in a short amount of time, and there is a risk of asking the wrong person too early.
Before asking someone to be your best man, it is important to consider who you are asking, their availability, and what you are expecting from them. Being a best man is a big job, so it is crucial to choose someone who has the time and energy to devote to your wedding planning and support.
Yes, you can ask anyone you want to be your best man. It is becoming less traditional for grooms to choose a male friend exclusively. You can ask a female friend or cousin who has always been there for you, as long as it is okay with the bride.
There are many ways to ask someone to be your best man. You can have a conversation in person, send a card, or give a gift. If you are not comfortable with emotional conversations, a card or gift can be a great way to express your thoughts and feelings.
Here are some creative ideas:
- A personalised scratch card with their name and a balloon
- A tailored, illustrated card with details about your groomsman and a printed message inside
- A hip flask with their initials and your wedding date
- A meetup with your friends before popping the question










































