Be prepared. This is the first and the best tip I would like to give you. A good preparation is the key to everything, includes threesome dating. For example, if you are going to have a threesome, make sure you have enough condoms and prepare some more extra in case everyone is in a good condition. Prepare some water and put it close to you before jumping into bed. A good preparation also means thorough discussion beforehand. Talk about it first. Just try to think as considerate as possible. Try to predict all situations and make preparation before it happens.
Be polite. Be polite to each other. You don't want someone to be unhappy in this experience. Therefore, show politeness to each person. Respect everyone. No matter it is orgasm or a glass of water, be courteous. Listen to the needs of other people no matter what it is. Try to meet their demands and requirement. Respect their boundaries and limitations.
If it is possible to let every two persons to spend some time alone, make that period of time useful. Try to build up intimacy and get to know each other. This is also a very good opportunity to produce chemistry between you, which will be a very good booster in your threesome and make everyone comfortable.
Be naked in front of each other as soon as possible. When someone feels comfortable with being naked in front of you, it means he/she has lowered his/her guard. In the meantime, the more time you spend with each other being naked, the less awkward you will feel. When everyone is lingering on undressing each other, this is the most awkward period of time. So, why not try to speed up and get past it as fast as possible.
Be an audience and watch. When you are fully in that circumstances, there will be no awkwardness anymore. How to do that? Watching. Many people would be bashful when seeing other people being completely naked in front of them. To deal with your bashfulness, you should go straight to it by watching each other directly in their body. You can also watch other people touching each other to turn you on. When you are in the mood, you can join them.
Bring your favorite toys. If there is any toy you have, just bring it on. Everyone will love toys. Just make sure to clean it before using.
These are the tips I would like to give you on preventing awkwardness and how to perform in a BBW threesome. For new swinger couples and singles, awkwardness is absolutely normal. Do not let awkwardness influence your decision of having a threesome hookup. Once you past that phase, everything will be just as wonderful and dreamy as you ever imagined.