Top or Bottom, it’s a win-win situation

Gregory and Kevin are best friends since primary school. They share similar interests like playing chess and volleyball, bicycling and canoeing, watching hockey games and science-fiction movies. Kevin was the first one to know that Gregory had a crush on Juliette in high school. And Gregory was the first one to know that Kevin was attracted to a particular guy on the football team. One is straight, the other is gay, no fuss about that.

When Gregory got married to Juliette, Kevin was his groomsman and came accompanied by Joey, his partner of the day. Juliette did not frown on that; her bridesmaid Sophie came with her husband George, and the wedding party was cool. Gregory keeps Kevin informed about his sex life, gradually letting him know that Juliette’s vagina is not as tight as before giving birth to their second child. “The fucking is OK but far from hot.” After a few glasses of beer, Kevin makes a direct suggestion: “I think I have solution for that ‘problem’. If you want a tight grip on your cock, you should fuck my ass!”

Gregory is straight as you can get, and Kevin has never tried to get in bed with him. There is a line not to be crossed. Besides, Gregory has always thought that Kevin was strictly Top. Wasn’t his best friend constantly boasting about the variety of guys he cruised, picked up and fucked all night long? Why this sudden change of attitude or practice? Kevin senses Gregory’s confusion and immediately explains the situation: “Yes, I fuck… most of the time, But I’ve found out that being screwed feels like both heaven and hell. It’s hard to explain why the sometimes-painful stretch or depth is so intoxicating. The feeling of a well-lubed bare cock moving back and forth is simply amazing. I can feel my prostate being hit and massaged. It is so fuckin awesome!”

Not sure if he is ready to fuck a man, Gregory first reacts cautiously. He listens to Kevin explaining how he likes topping because it is like a merry-go-round, and how he enjoys bottoming because it is the best fucking roller coaster you’ve ever been on in your life. Maybe Gregory is ready to give his best friend a hot roller coaster ride… Certainly not interested in getting topped, no matter the thrill of a merry-go-round. He is surprised to hear Kevin add that there are lots of gay couples who are both Bottoms, taking turns in “reluctantly” topping their better half. That gives him confidence, and it seems that he should beat the iron while it is hot.

Kevin is reading Gregory’s mind. He pulls out a condom and some lubricant from the coffee table’s drawer. To get hard, Gregory imagines Juliette’s boobs, massages his shaft firmly, wraps it in a condom, rubs it with gel, and attacks his best friend’s ass without any foreplay. Kevin feels almost no pain because he has always dreamed of Greg shoving his thick dick in his tight ass. The experiment is such a success that Gregory wants to relive the excitement at least every week. “Your butthole feels way tighter that Juliette’s vagina. The additional pressure of your ass’s tight grip around my dick feels like nothing else I’ve ever experienced. It’s a completely different sexual know-how from vaginal sex. I feel like my dick is being crushed into pure heaven in every direction, if that makes sense.”

As the weeks go by, Gregory lets Kevin kiss him, suck his cock, and eat his ass. His friend’s hairy chest is as exciting as Juliette’s boobs. His armpit aroma is so damn intoxicating. The feeling of a three-day beard in his crack makes him moan with pleasure. He also discovers a different 69 scenario, not the least ashamed of being labeled a cock-sucker. Gregory had no idea that man juice could be so tasty. Kevin even introduces him to snowballing and that is a fuckin awesome revelation.

The next step is getting topped. Poppers are at hand and Gregory inhales abundantly to get physically and emotionally relaxed. Kevin kisses his best friend on the mouth and on the asshole, back and forth. “So yummy”, moans Gregory. Kevin doesn’t have to convince him to let go the condom; they are now in a monogamous relationship, and have both tested HIV negative. Kevin’s rod is not as thick as Gregory’s bazooka but at least one inch longer. He shoves it in gradually, pushing in and pulling out with rhythm. The sensation is a totally new experience for Gregory: “The sound of your balls slapping against mine is like music to my ears, like Vivaldi’s Four Seasons. My hole tightening around your cock is incredibly empowering. Watching you react when I know I’m stimulating you in a way you’re enjoying is a huge ego boost because, in a sense, there’s a kind of ownership over your orgasm.”

Gregory continues to have sex with Juliette, but she gradually loses interest. “Go play chess with your friend instead”, she now says, not knowing that Kevin’s rook is the major piece at play. Gregory loves Juliette but adores Kevin. He has learned to worship gay sex. Anal sex is the source of various feelings he has never thought possible. Not romantic nor poetic by nature, he describes it in mundane terms. “Sex with you, Kevin, feels like a hot shower after a weekend camping trip.” That is Gregory’s way of saying that getting fucked is titillating, orgasmic and perfectly awesome.

For him, good anal sex is like eating a delicious meal that is too hot. “The first moments are filled with a slightly uncomfortable sensation mixed with bits of euphoria. During this stage, I’m bordering between regret, eagerness, anxiety and pleasure.” What Gregory means is that after a deep breath out and an inhale of determination, he gradually enters a state of delicious consumption, as Kevin’s booty devours his hard hungry cock.