Tweet on Twitter Cuddling makes you feel like you are in the cushy arms of heaven. It also displays trust, since it leaves your partner more vulnerable. And if you want to improve your sex life as well by banging hot and attractive women then Get my book for FREE today. It Helps You Sleep Better. Steps Cuddling with Your Boyfriend 1 Slide up to him. Pull him toward you and continue to lock eyes as you get ready for the kiss. Once you're in the crook of his arm, make him see that you like feeling his touch and move closer to him, so your head is on his chest or even resting right below his neck. You can put your arms around your boyfriend's shoulders, moving away from his body until he gets the message and knows he should lie down. If you're sitting on the couch next to your boyfriend and he puts his arm around you, what do you do next?