Wrap one hand behind his back, just above his butt. Place the other hand around his neck so that your fingers rest where his neck meets his shoulder. Lightly grab onto the left side of his neck (his right side) with your left hand. If you’re extra romantic, you can lightly tousle the back of his hair with your fingers. Place one palm lightly on his upper chest, wrapping around his waist with your other arm. [2] X Research source
Massage his back, neck or chest lightly with your fingers to kick things up a notch. Pull his face down into a kiss if it feels right, or if you’re both looking for more than a hug.
If you feel him slightly pulling back from the hug, don’t try and grip him tighter. Follow the mood and ease out as well. There is no right amount of time to hold a hug, so just feel it out and enjoy yourself.
Be flexible – if he doesn’t seem to want a hug, don’t hug him. If he does, or you’re unsure, just be yourself and do whatever you want. Very few guys will complain about a casual hug.
Open your arms as wide as you feel. You can feel free to open your arms wide if you want a big hug. If he doesn’t seem like he wants a hug, you could give him a side hug. Move so you are side by side with him, and put your arm around his shoulder. This one-armed hug can get you out of many awkward moments if need be.
Don’t think about yourself too much while hugging. This can make you feel awkward. Instead, concentrate on the guy you are hugging and try to enjoy the moment. Just laugh if anything goes wrong or feels awkward. Hugs are not complex signals or mating rituals – they’re a pleasant way to greet someone. Don’t overthink it!
This is a great way to end an awkward “what should we do” moment. Just wrap the arm, hug quickly, then stand back.
Buisness or professional settings. The first time you meet him. When you are unsure about his boundaries If you do not know/feel unsure about local or international customs.
If he smiles, makes eye contact, and seems at ease, you can always move in for a hug when you say good bye. A quick wave and a smile from a distance is often a good way to gauge if they want a hug. If he responds warmly, just move on it.
If you really, really, don’t want to hug them, give your best smile and say something like “It’s great to see you, let me shake your hand. “[5] X Research source