It feels great for the man in the bottom role when his prostate is being stimulated this. Then you get on top, like regular missionary position, and enter her. He then pulls Simon's sweatpants off the rest of the way, and resumes his expert blowjob. Anal sex is pleasurable for the guy fking, because of the tightness and warmth of the man’s ass (duh). Here are these positions: 1) Viennese Oyster As pictured, this is one where the girl puts her legs all the way behind her head. Florian reaches into Simon's sweatpants to get a better feel, slides the sweats down a bit to expose Simon's hard uncut cock, and immediately goes down on Simon. But Florian would rather grab his buddy's crotch, so he reaches over to rub Simon's bulge as he passionately starts kissing him. They’re all great and they’re all very different. Florian grins when he sees what Simon is watching, and starts groping his own bulge through his jeans. Answer (1 of 22): I’m a total bottom so my answer is from a bottom’s perspective. Simon already has a bulge growing in his sweatpants, which he is slowly massaging. Him: Get down on your knees in front of your female friend and spread your hips. Rock your hips up towards the sky, rather than leaving them flat on the bed. Her: Lay on your back with your legs up in the air as far as you can get them or on top of your man’s shoulders. Simon Best is laying back on his bed checking out his favorite porn site (Badpuppy, of course!), when his roommate Florian Mraz comes in and plops down next to him to see what his buddy is up to. The easiest way to take a penis deep into your throat is when its upside down. Here’s how you stick the landing and get it right the first time. Florian positions Simon on all fours and immediately shoves his unsheathed steel rod deep inside Simon.