It's hard to believe just how far Rico has come in his experimentation with guy-on-guy sex! When Rico first showed up for his solo audition nearly one year ago, he'd never even been NAKED in front of another guy, let alone sexually intimate with one! And even after I finally persuaded him to give "gay for pay" porn a try, Rico STILL refused to do something as simple as touch another guy's dick!
We've witnessed some shocking and unforgettable "firsts" for the sexy straight stud since that awkward and hesitant beginning. We've watched Rico let another man touch his naked body and lick his ass for the very first time. We've seen him try fucking a guy in the ass. We've even watched in stunned disbelief as Rico put a DICK in his mouth for the very first time! Now watch as Rico takes on the ULTIMATE "gay for pay" challenge by attempting ANAL PENETRATION for the very first time!
This is a scene that I seriously doubted I could ever make happen. Anal penetration is a whole new level of "gayness" to which most straight black males will refuse to go. Taking anything up their butts - even something other than dick - is viewed as a sign of weakness and femininity, the ultimate sacrifice of one's pride and manhood. When I've contacted Rico in the past about trying fingers, dildos, and⁄or dick, he has either ignored me completely or flat-out refused. But I'm known for being both patient and persistent - especially when the prize I'm pursuing is a straight black boy's tight VIRGIN ass! And lucky for us, my perseverance finally paid off!
I sent Rico a text completely out of the blue just a few days ago, hoping he might at least nibble at the bait this time. I guess I must have caught him at just the right time - in other words, BROKE and needing some quick cash - because just a few hours later he was sitting on my futon, shaking his head in dazed disbelief as he prepared to take his "gay for pay" adventures to A WHOLE NEW LEVEL....
Rico shows up at my apartment after working a long shift at his regular job as a manual laborer.
When I ask him to share his thoughts about his recent encounter with Lil Dav, he jokes that he can't remember anything about that scene - obviously still too embarrassed to admit that he actually ENJOYED fucking a guy!
Rico grows even more nervous and uncomfortable when I ask him about his difficult decision to attempt anal penetration with fingers and dildos for the very first time.
"I never thought I would get to this point," Rico explains with a shrug of resignation.
He jokes that I must be tapping his phone or spying on him with hidden cameras because I always seem to proposition him at just the right times - in other words, when he's broke and desperately needs the money!
Before Rico takes on the challenge of being anally penetrated, I decide to have some fun with the straight boy's hot mouth! I crouch next to Rico's face and tell him to start playing with my dick through my shorts. Rico pauses for a moment as if trying to muster up the courage to put a dick in his mouth for only the second time in his life....
There's a generous amount of hot oral action as I give the inexperienced straight boy lots of practice at sucking dick!
There are still a few "watch the teeth" moments, but overall Rico is making some impressive progress at giving head! Of course it's funny to see Rico's confused reaction when I actually COMPLIMENT his improved performance - like he doesn't know whether he should feel humiliated or PROUD of his newly acquired skills!
There are few things hotter than looking down at a big-dicked black boy tensely bobbing up and down on my dick! As always, I'm determined to savor the experience to the fullest. I grab Rico by the back of the head and bury my dick deep in his throat. I take an occasional break from fucking the straight black boy's mouth to make him suck on my hairy balls and rub my hard white dick all over his face. Rico's thick, purplish lips feel so good wrapped around my dick that I almost cum from the blowjob alone!
There's also a fair amount of slow and sensual foreplay as I show the skeptical straight boy what sexual intimacy with a man can be like - including lots of kissing, nipple-sucking, and rubbing our hard dicks together. I even treat Rico to a spontaneous surprise by sucking his huge, uncut dick!
But the "feature attraction" that everyone's most eager to see is obviously Rico being PENETRATED for the very first time!
Knowing how challenging that first time can be, I let Rico take his time and begin with his own fingers so he can adjust to the new sensations of having something stuffed in his butt. Lying on his stomach, Rico lubes himself up and slowly pushes the tip of his finger past his tightly-clenched hole....
There's lots of heavy breathing, gasps of pain, and stifled sighs as Rico slowly slides one, then later TWO, fingers in and out of his tight virgin ass, trying his damnedest to pry the stubborn thing open!
"It feels kinda weird," Rico mumbles, his eyes clenched shut in almost comically intense concentration as he slowly FINGER-FUCKS himself for the very first time.
Impatient to explore Rico's thick, juicy ass for myself, I push the tip of my own finger past the straight boy's stubbornly tight hole and watch as it slowly sinks into his squishy-warm guts....
I've finger-fucked a lot of black boys over the years, and I can honestly say that Rico's asshole is the TIGHTEST I've ever experienced! Its fierce grip nearly cuts off the circulation in my fingers, but that doesn't prevent me from plunging one, then later TWO, greedy fingers in and out of that fresh VIRGIN ass as Rico grimaces and growls in response!
Around this time, things take an exciting, unexpected turn that you really have to see to believe....
Heading into this scene, Rico had told me that he was open to trying fingers and dildos, but insisted that being penetrated by an actual DICK was a line he refused to cross! I was just excited that he'd even agreed to do that much, and I honestly had no intentions of attempting anything more.
But I get so turned on by digging my fingers deep inside Rico's tight, warm ass that before Rico even realizes what's happening, I'm yanking off my boxers and rubbing my hard white dick all over his meaty brown ass! As I smack my dick against Rico's ass-cheeks and even poke it against his tight, lube-soaked hole, teasing Rico about wanting to fuck him, he just lies there in an embarrassed daze but STILL refuses to go all the way!
Eventually my intense craving for that forbidden straight-boy ass overwhelms all rational thought and self-control. Caught up in a frenzy of lust and desire, I ignore Rico's protests and push him onto his back with his legs in the air. Then I plunge my hard white dick - RAW! - up his tight virgin ass, popping yet another straight black boy's cherry!
It's one of those unpredictable, unscripted moments you will only see in amateur porn!
I look down in shock and amazement as I slowly slide my raw dick in and out of the same scowling straight boy who until recently had never even been TOUCHED by another guy! Unfortunately, despite my best efforts to convince him otherwise, Rico still refuses to let me actually FUCK him. So I settle for the surprise "conquest" of busting his cherry and return to the original plan for Rico to stretch open that no-longer-virgin asshole with a couple of dildos....
There's a generous amount of HOT ANAL PLAY as Rico bravely attempts taking two of my biggest dildos, leading up to the shocking, unforgettable climax when I stuff my dick in Rico's mouth while he plunges a thick white dildo in and out of his ass. I even tell the embarrassed straight boy to imagine that he's in the middle of a threesome, being fucked in his mouth AND his ass at the very same time!
As I look down at the compromised straight boy on his back with his legs in the air, stuffed with "dick" at both ends, the excitement builds until I can't hold off any longer and I suddenly DRENCH Rico's face with my cum. Just seconds later, Rico shoots his own geyser of cum high in the air as my fresh, hot cum drips off his face and onto his neck.
The scene concludes with a brief wrap-up interview in which the obviously stunned and speechless Rico shares his honest reactions to this ULTIMATE "gay for pay" challenge.