First entering a woman is heavenly pleasure. Provided I've either gotten her sufficiently wet and/or made her come via oral before intercourse, the initial thrust and slide inside of her is great! She's silky smooth (from her natural lubrication), warm, and tight as I slip inside her, and her vagina just naturally wraps snugly around my d*** like the perfect glove. Usually I find myself inhaling and briefly holding my breath until I'm fully inside and then exhaling fully. Also, on that first slide into her, I can feel every sensation, such as her labial pubic hair along my shaft as I enter, the stimulation from the little ridges in her vagina, and the tip of my penis hitting the top of her p**** once I'm fully inserted. I'm not sure if initial entry into her or cumming inside her feels better.
When I come inside of her, I like when she pulls me in as deep as possible with her hands by grabbing my hips or butt (or by wrapping her legs around me). I speed up thrusting for a few seconds before I come to get just a little more stimulation and then once I'm cumming I thrust hard into her and come as deep inside her as I can, reflexively pushing deeper with each spurt. It's pure physical ecstacy for those few seconds, and I am acutely aware of everything at once--my own orgasmic bliss, the softness of her body, her eyes on me as she watches me come inside her, the tightness and wetness of her vagina, and the fact that the tip of my penis is touching the top of her p****.
Yeah, not sure if first entering her or cumming inside her feels better, but thankfully, I don't have to choose! I have the pleasure of inseminating my wife every time we mate.