All characters and scenes are purely fictional and for fantasy purposes only.
How it started
Diego Antonoli grew up in an upper middle-class family in New York. His mother Maria was born in Columbia and made a very good living as a cover model before meeting Diego’s father, Dante. Dante, from Milan, was a very successful tailor in New York and met Maria at a high-profile fashion show.
People would often comment on how good-looking the two were together and those genes were eventually passed down to their one and only child, Diego. Diego was a skinny kid growing up, but the one feature that stood out the most as a kid were his light green eyes, which when matched with his dark olive skin, gave him a look that often caused people to stop and stare. Ordinarily, this could make a young boy feel uncomfortable, but not Diego. Growing up with parents that had often been in the public light, Diego was very confident and his exotic ‘look’ would become an integral part of his future career.
Through his teenage years, Diego began to develop in many ways. His body became naturally more athletic with little to no body hair, with the exception of his head and a sparse amount in his pubic area. Speaking of his pubic area, this was one area that was more overdeveloped that the rest of his body. As he reached the age of 18, he had finished growing at 6’ tall and 170 pounds and was blessed with a thick uncut penis that was approximately 6.5 inches soft, with a hood that barely covered the head. When erect, Diego was easily 11 inches long by 8 inches around with testicles that were each the size of plums and perfectly complemented the size of his penis. Diego definitely had and exuded bid dick energy.
It was also at the age of 18 when he came to the determination that he was gay. He had often been attracted to guys, but hadn’t really defined himself one or another up until then. With his good looks, he had no trouble attracting guys and girls, but when he did make a connection, it was definitely on his terms.
Diego’s first sexual experience was his senior year in high school and would be the encounter that would set the stage for his career choice. It started after gym class one day at the beginning of the school year when his class was playing tag football. As he and his classmates finished showering, Tommy Walker, a new student, had a locker next to Diego’s. Tommy himself was extremely well-built and came across as a regular guy, however, Diego could tell that Tommy’s eyes were on him. When he looked at Tommy eye to eye, Tommy could only stare into Diego’s eyes, becoming almost lost in them.
The two soon became best friends, each knowing that they were physically attracted to each other, but neither acting on it as they were both virgins.
One Friday after school, Diego asked Tommy if he wanted to stay over at his house for the weekend since his parents would be away. Tommy quickly agreed and after stuffing his backpack with clothes, headed over to Diego’s place.
“Thanks for inviting me over, Diego. I’ve been looking forward to hanging with you this weekend.”
“Yeah, me too” Diego says casually, wearing tight sweatpants and a t-shirt that showed off every part of his body.
“You can leave your backpack here, I thought we’d play video games for a while.”
“That’s cool” Tommy says, laying his backpack next to the couch.
The two continue playing video games until Diego, almost by design, changes the subject.
“Hey, Tommy, you and I have become really good friends, right?” Diego asks.
“Yeah, definitely. I love hanging out with you” Tommy responds, unsure of where this conversation is going.
“Well, please don’t take this the wrong way, but I notice how you stare at me in gym class.”
All of a sudden, feeling uncomfortable, Tommy says “I’m so sorry, I never want to make you feel uncomfortable.”
“It’s ok, I just wanted to know if you felt the same way about me as I feel about you.”
Not wanting to out himself, Tommy answers cryptically “What do you mean; how do you feel about me?”
“Well, we’re best buds, right?”
“Yeah, of course” Tommy replies, still feeling uncomfortable.
“I wore these sweatpants because I know you like looking at my package, and that’s ok. I really like when you look at me that way. I’m very comfortable with who I am and you can see more, if that’s what you want.”
Tommy hesitates. “I think you have a great body and, well, you are very ‘gifted’ down below and …”
“And what?” Diego asks, continuing to push the subject.
“Well, yes, I do like seeing you naked” Tommy replies, hoping this isn’t some kind of sick trick.
Diego stands up and slides down his sweats, revealing his semi-hard cock to Tommy.
Having only seen Diego flaccid, Tommy can only stare and say “Wow, you’re really big!”
Diego replies, “Have you ever thought of touching it?”
“Honestly, Diego, don’t hate me for saying this, but I’ve thought about doing a lot of things with you.”
“That’s a relief to hear” Diego says as he pulls off his t-shirt in front of Tommy, fully exposing his naked body to him.
“Do you mind if I touch you?” Tommy asks, still somewhat hesitant and unsure of the situation.
“I want you to touch me, I want you to explore me, I want you to do whatever pleases you” Diego says, feeling that he now has Tommy hooked on him.
Tommy looks into Diego’s eyes and after a few seconds, Tommy becomes more relaxed and while still looking at Diego, slowly reaches out to Diego’s growing cock.
“Wow, I’ve always thought about doing this. You feel … enormous, Diego.”
Diego, still looking eye to eye with Tommy, leans in and gives Tommy a gentle kiss on the lips.
Tommy, as if having wanted this since he met Diego, pulls Diego into him and begins kissing him more passionately. As he does, he begins taking off his clothes, revealing his well-developed body, perky butt and a fully erect 5-inch penis of average thickness.
Feeling successful in his seduction of Tommy, Diego grabs Tommy’s beautiful ass cheeks and also pulls Tommy towards him, making sure he feels his huge package.
“Fucking A, Diego, how big are you?” Tommy says, pulling his lips away from Diego and looking down at his enormous member.
“I don’t know, I’ve never measured it” Diego replies, even though he knows damn well how big it is.
Diego continues “Do you want to measure it?”
Still mesmerized in many ways, Tommy says “Fuck yeah!”
Having planned this out, Diego reaches into the side table drawer and pulls out a ruler, hands it to Tommy and says “Here you go!”
Tommy takes the ruler and looks into Diego’s eyes again, almost looking for permission. Diego, sensing the unasked question says “It’s ok, I want you to measure it.”
Tommy turns his attention from Diego’s eyes and places the base of the ruler on top of Diego’s fully erect monster and almost in disbelief says “It’s fucking 11 inches long!”
“Now measure how wide it is” Diego says, now fully in control of the situation.
Tommy places the ruler perpendicular to the cock before him and sees that it’s about 2 and a half inches across. Being very good at math, Tommy calculates in his head and says, “Fuck, you’re like 8 inches around.”
Diego takes the ruler from Tommy and puts it on the table and asks in a sensual way “So Tommy, what have you thought about doing with me?”
“I … I always wanted to touch your body and touch your cock” Tommy replies, now dripping precum from being so turned on.
“Well, now that you’ve done that, is that all you’ve thought about doing with me?”
“Umm…” Tommy hesitates.
“Don’t be shy, we’re buds, remember?” Diego adds, trying to put Tommy at ease.
“Well, I always wanted to try putting your dick in my mouth and I often wondered what it would feel like with you inside me, but you’re so big!”
Having expected this response from Tommy, Diego says “Putting my size aside, is that what you would like to do?”
“Yes, of course, I really like you, Diego. I would love to take your entire cock in my mouth and in my ass” Tommy replies, surprised that those words came out of his mouth.
Diego sits down on the couch with his legs spread wide open, his cock pointing straight out and his huge nuts comfortably resting on the couch.
“Look at me” Diego says softly, but almost commanding Tommy.
“If this is what you want” Diego says, nodding towards his big cock, “then why should you deny yourself of that?”
Tommy still staring in Diego’s eyes, begins to kneel between Diego’s legs and grabs the base of his cock.
Diego begins gently rubbing his hand on Tommy’s head, encouraging him to begin working on his tool.
Tommy, initially begins stroking Diego and says “Wow, this is exactly what I thought about doing with you.”
“Your hand feels so good, this is the first time anyone has touched me” Diego replies enjoying the feeling.
Tommy begins using both hands then pulls the skin back and puts the big head on his tongue and begins to get overwhelmed with the size.
“I still can’t get over how big you are!”
“You got this, Tommy. Look in my eyes” Diego commands more firmly this time.
Following Diego’s instruction, Tommy looks into his eyes. Diego adds “Now focus on what you want while still looking at me.”
Tommy, lost in Diego’s eyes, relaxes and begins to take the entire head of Diego’s cock in his mouth. His eyes begin to roll back in his head, at which point Diego says “Keep looking at me Tommy.”
Refocusing on Diego, Tommy begins taking more and more of him in his mouth. Diego, continues stroking the side of Tommy’s head, encouraging him to take more and more, nodding his head up and down in approval.
“That’s it, Tommy, just keep focusing on what you want. You’re doing a great job…it feels so good.”
Diego is not only feeling the sexual pleasure of Tommy on his cock, but is equally enjoying his new found ability to seemingly control him.
Tommy continues going up and down on Diego, and becomes so turned on he pulls off Diego and says “I’m cumming!”
Diego, completely turned on by the situation, then begins stroking his own cock and shoots a huge load on his chest as Tommy takes his hand and finishes cumming.
“That was really hot, Tommy. I can’t believe how much of my cock you took!”
“Yeah, me too. Thanks for making me relax, you really made me feel comfortable and that made all the difference.”
Still fully erect, even after just cumming, Diego says “So, do you want to keep fooling around?”
“You mean keep doing what we were doing?” Tommy says, unclear what Diego means.
“Well, you said you thought about wanting me inside you. Is that still something you want to do?” Diego replies,
Tommy replies hesitantly, “Well, I do, but …”
“Don’t worry about my size. Ten minutes ago, you didn’t think you could take me in your mouth. Once you relaxed, you were amazing!” Diego adds, trying to give Tommy the confidence and taking control of the situation.
Tommy again hesitates looking again at how big Diego is. Sensing this Diego adds “Hey, look at me, don’t look at my dick. I’ll do everything I can to make you relax. You trust me, don’t you?”
“Of course I do” Tommy says looking at Diego.
“OK then, let’s switch places” Diego says, getting off the couch and intentionally brushing his boner against Tommy.
Tommy sits down and Diego spreads Tommy’s legs open and begins fondling Tommy’s balls and penis, which is again rock hard.
Diego goes down on Tommy’s cum covered cock and easily takes him in his mouth.
“Oh my god, that feels so good” Tommy moans out as Diego continues sucking and fondling him.
After a few minutes, Diego lifts up Tommy’s legs to expose his beautiful ass and says “Look at me Tommy.”
Tommy, almost instinctively, looks into Diego’s eyes as Diego continues “This is all about pleasure Tommy, you got this.” Diego continues looking in Tommy’s eyes as he begins to lick his crack.
“Oh, wow” Tommy responds still looking in his eyes as Diego continues licking and saturating Tommy’s deep trench. Diego, with the thought and ultimate goal of being inside Tommy, continues working Tommy’s hole, gently probing and spreading his cheeks even further.
“How’s it feel, Tommy?” Diego says, pausing from Tommy’s wet ass and looking at him directly again.
“Are you sure you haven’t done this before? It feels fucking amazing!”
“I’m actually winging it based on porn I’ve watched, to be honest.”
After a few more minutes of Diego’s tongue in Tommy’s ass, Tommy begins squirming and moaning. Diego takes this as a sign to take things to the next level.
“Tommy look at me” Diego says “I need you to look at me and keep focusing on what you want.”
“Ok, thanks Diego” Tommy says moaning and practically in heat.
“What is it you want Tommy?”
“I want you inside me.”
“Remember that and keeping looking at me” Diego says, keeping his green eyes focused on Tommy’s as he positions his engorged cock head and rests it on Tommy’s saliva-soaked crack.
“Ohh, wow” is all that comes out of Tommy’s mouth as he experiences a cock against his ass for the first time.
“Do you like that?” Diego asks, still staring in Tommy’s eyes.
“Oh yes, oh yes” Tommy moans, almost instinctively opening his legs wider.
“Very good” Diego says as he begins to push the head of his horse cock inside Tommy.
Diego sees a shift in Tommy’s facial expression as he begins to penetrate him. “Keep looking at me Tommy, you got this. Remember, this is what you want” Diego says, taking his right hand and playing with Tommy’s right nipple.
With the head of his dick fully inside, Diego begins experiencing something new as well. The warmth of Tommy’s ass causes him to begin leaking even more, almost like his cock knows that its size requires a lot of lubricant for his partner. Diego can only begin to think how good it will feel when, and more importantly, if, he can get all of his cock inside.
“I just want you to know how good your ass feels on me, Tommy” Diego says, looking at Tommy.
“Really? I’m glad cause it’s really beginning to feel good.”
“Are you ready for more?” Diego asks, anxious to put more in.
“Yes, I think so.”
“I want you to be sure. Tell me you want me” Diego commands.
“I want you, Diego, I need you inside me!” Tommy moans out, ready to take the next step.
Hearing what he wanted to hear, Diego begins slowly pushing more of his unbelievably erect cock inside, inch by inch, pausing to make sure he’s not hurting Tommy.
“Keep looking in my eyes Tommy, I’ve got you” Diego says, thoroughly enjoying the tight sensation around the first few inches of his cock.
“Oh my god, it feels soooo big” Tommy says looking down at Diego’s hugeness as Diego feels Tommy’s ass trying to reject his penetration.
“Tommy, I need you to relax and look in my eyes, remember? This is what YOU want.
“Right, sorry” Tommy apologizes as he again looks into Diego’s eyes.
“That’s it” Diego replies as he pulls out an inch and slowly slides the same inch back into Tommy.
Diego continues using that fat inch of his cock to get Tommy familiar with his size.
“Holy shit, I can feel you leaking inside me!” Tommy exclaims.
“That’s just my cock’s way of getting you prepared for the rest of me.”
With the first couple of inches inside, Diego takes both hands and begins working Tommy’s nipples and says “Tommy, focus on me, you’re about to get what you’ve been wanting.”
As instructed, Tommy looks into Diego’s eyes and as they connect, Diego begins to slowly slide his 11 inches inside Tommy. Diego continues to repeat the words “You’ve got this Tommy, this is what you want.”
To the surprise of both of them, in no time, Diego is balls deep in Tommy’s ass. Tommy’s eyes break from Diego’s and, feeling the enormity of Diego, his eyes roll back in his head in pure ecstasy as he moans “Ohhhh fuccckkk that feels fucking amazing!”
Diego, experiences a warm tightness around his cock that he never imagined possible using only his hand or his fleshlight.
“Great job Tommy, you did it, I’m all the way inside you!”
“How does it feel for you” Tommy asks, wanting to make sure Diego feels the same.
“Oh my god, you feel so good on me. The feeling is unbelievable!”
Wanting to take the next step, Diego says “Tommy, focus on me again” as their eyes connect again. As Tommy falls into Diego’s eyes, Diego begins to pull out of Tommy, leaving an internal trail of precum and preparing him for the fucking that’s about to take place.
Diego pulls out to the head and pauses, waiting for Tommy to say something.
“Fuck, do that again, I feel empty all of a sudden” Tommy says, becoming addicted to Diego’s dong.
“Like this?” Diego says, almost playing with Tommy and torturing him with his anaconda.
“Yes, Yes, YES” Tommy moans out as Diego obliges, slowly going balls deep.
With every thrust in and out, Diego repeats the words to Tommy “You got this, Tommy. Remember this is what you want.”
After a few more minutes, Diego’s thrusts against Tommy’s prostate causes Tommy to cum uncontrollably.
“Holy fuck, you’re making me cum and I’m not even touching myself!”
“That’s not a bad thing” Diego says, continuing to slide in and out, waiting for Tommy’s next reaction.
“Did you cum?” Tommy asks.
“No, you feel so good I don’t want to stop” Diego says, still looking into Tommy’s eyes.
“Good, I don’t want you to stop” Tommy says, to the glee and surprise of Diego.
“I’m glad you said that, you feel so good against my cock. I think he really likes you” Diego says, referring to his dick in the third person.
Diego continues sliding in and out and feeling he’s about to cum says “Oh my god, I’m about to cum. Can I cum inside you”
Knowing they are both virgins, Tommy doesn’t hesitate and says “Oh yes, I want to feel you cum in me” as he begins stroking his own cock.
Increasing his pace, Diego pulls Tommy closer to his cock and he begins to dump his load in Tommy.
“OOhhhhhh yessss ,that’s fucking awesome” Diego moans out, now addicted to the warm feeling around his member as it finishes depositing its sperm inside Tommy.
“Fucckkkk” is all that comes from Tommy’s mouth as he jerks out his second load in 10 minutes.
After they collapse on each other, Tommy says “That was so fucking hot, I could feel every squirt from your cock inside me.”
“Your ass is amazing Tommy. I knew you could do it, you just needed to relax for me.”
“It was all you. You made me relax and kept me focused on what I wanted.”
The two continued having sex for the remainder of the weekend, with Diego controlling the frequency and positions.
Over the course of the next several weeks, Diego began to lose interest in Tommy, much to Tommy’s disappointment. Of course, Diego liked the sex, but he felt at this point that he could have sex with anyone he wanted. It was the high he got from his ability to influence and control Tommy that really got him off. It was soon after this series of event that made him decide on what he wanted to do in his life.
With his good looks and his mother’s connections, his mother had always wanted him to pursue a modeling career. However, due to his sexual prowess and his self-perceived ability to influence and control people, Diego decided that he wanted to be a psychiatrist, specializing in sexual therapy.
To be continued …
