Wow. That is contrived.
As if it isn't bad enough that this blatant virgin protagonist already has two big-boobed girls falling for him, he now gets this trash-tier gyaru childhood friend throwing herself at him and openly demanding sex.
I mean c'mon. I know virgins getting harems is a Japanese school mango cliché, but at least most of the girls in such series are subtle enough to give the guy uncertainty, which is what keeps at least a mote of realism going. The moment a series hits that point where a virgin who is ostensibly trying to get a girlfriend has a random girl just throw herself at him and make it 100% certain she wants to ride his cock ASAP... THAT is where you know a series has gone right over the edge and fallen down the slippery slope into utterly contrived bullshit territory.
At least he'd actually had girlfriends before, though his failure to do anything with them isn't exactly in his favour. If no girl had ever been interested in him at all before, this would be a 100% deal-breaker.