Re: How I Turned A Cute Straight Teen Into A Bisex
Chapter 4, Dedicated To:
Israel321, ChrisKun, kingkhan, DonQuixote, latinoguy19, jake99, davidat13, dneumeier, hotgaystud, hardreader, boyfromny, and xrph1670
Disclaimer: All the "boys" discussed in this story are 18-years-old.
After I got on my knees with my face on my pillow, which was the final position Mike wanted me in, he inserted his right index finger in my anus, and reached between my legs with his left hand to massage my balls. After he slowly started moving his finger in and out of my anus, he moved his left hand onto my lubricated penis and began masturbating me.
"Ron, I've decided not to massage your prostate gland at this time after all, because it would cause you to cum way too fast. And this is the first time I've ever jacked off another male, so I want to enjoy it for at least ten minutes, and have you ejaculate normally, without the aid of prostate stimulation." Mike said.
"Hey that's good thinking Mike, because I'd much rather have you masturbate me for ten minutes versus one or two minutes."
Mike's estimate of ten minutes was pretty accurate, because that's about how long it took me to cum. Since he was finger fucking my asshole the whole time, I would have ejaculated sooner if I hadn't already humped my pillow that morning.
As he was milking the last squirts of cum from my dick, he suddenly let go of it as though it had burned his hand. He also jerked his finger out of my anus at the same time, while calling my name in a stressed tone of voice. Intuitively, I knew instantly that it could only mean one thing. Someone must have quietly opened my bedroom door, and Mike had turned around and seen them standing there.
And there was a 99% probability it was my stepbrother who had come home from work early for some reason. I silently cursed myself for forgetting to lock my door back after getting the baby oil.
Unfortunately, I was still on my knees with my face on my pillow, and my buttocks were spread open as wide as they could possibly be due to being in that position. I really couldn't think of a more embarrassing position to be caught in. When I turned my head to see what Mike had reacted to, it was a whole lot worse than I had imagined.
Not only was my stepbrother, Gary, standing there, his cute 18-year-old friend from next door was with him, as well as two of his co-workers from the grocery store. They were bag boys as well, and worked the same shift as Gary. I recognized both of them immediately, because they're cute as hell, they both have the same dark blond hair, they're 18-years-old, and they're brothers. As well, they're both the same size, about 5'10", and around 135 pounds.
They had carried groceries out to my car the previous week, and I lusted after their hot asses all the way out to the parking lot. One of them had his pants stuck in the crack of his ass, which caused my dick to create a huge bulge in my pants. All I could think about was grabbing him in a bear hug and grinding my dick into his crack. Then I'd say, "Oh sorry, I thought you were choking, and I was just using the Heimlich maneuver on you." Some teenage boys walking into the store noticed my erection and smirked at me. Then I noticed other customers staring at it as well.
My eyes literally became locked on the bag boys' asses as they walked in front of me, and I didn't give a damn if the High Definition surveillance cameras were taping me while I stared at them. When they started loading the bags in the trunk of my car, I stood in back of them to get a closeup view of their butts, and of course, they couldn't help but notice my erection. Surprisingly though, they weren't repelled by it, and didn't try to keep any distance from me. They were also friendly, and seemed to have nice personalties.
Now, here they were in my bedroom seeing me with my cheeks spread apart and my asshole totally exposed. What fucking irony! And talk about a deer being caught in headlights! But that wasn't even the worst of it. Because Gary was videotaping Mike and me with his camcorder! Plus, I had no idea how long they'd been standing there, since Mike's back had been to the door.
In any event, it was clear that Gary had not only videotaped Mike finger fucking me and jacking me off, he was currently videotaping my exposed asshole and face! Suffice it to say, I intended to get that tape, no matter what it took. Thus, I didn't even try to cover my erect penis as I jumped out of bed while Gary continued taping me. He waited until the last second before he and his friends ran into his room laughing and locked the door.
I quickly grabbed a hand mirror from my dresser, and used it to peep under the crack of his door to see where he would put the camcorder. And just as I anticipated, he locked it in the gun safe my mother had made him buy to store his hunting rifles.
Mike had just finished getting dressed when I stood up, and he asked, "What are you going to do?"
"I'm definitely going to get the tape. But first, I've got to get Gary to open his gun safe, which is where he put the camcorder."
"So how are you going to get him to open it?" Mike asked.
"Tickle him." I said as I was pulling some sweatpants on.
"Huh?" Mike said.
"He's extremely ticklish, and has a severe phobia about being held down and tickled. One time when I pinned him down on the floor and was tickling his ribs, he screamed so loud the man next door rang the doorbell to see what was wrong. He said it was a good thing I answered the door, because he would have called the police if he didn't get a response."
"Were the windows open at the time?" Mike asked.
"No, Gary just has a heavy duty larynx or something, and can scream and yell extremely loud. You could probably hear him a mile away on a still night with no traffic noise."
"What are you going to do if he starts screaming when you tickle him to get his safe open?"
Smiling, I said, "That's where your hand will come in handy, no pun intended."
"What are you going to do if tickling him doesn't work?" Mike asked.
"Trust me, it'll work. Don't worry, I promise you that I'll get that tape one way or another. And he can't do anything with it now anyway, because he doesn't have a card installed on his computer that would enable him to transfer the video to his hard drive. Even if he did have one and posted the video on YouTube, it would be flagged off right away."
"It's not YouTube that I'm worried about. The four of them could email it to their friends, and then those friends would email it to their friends, and so on. Within just a couple of days, everyone at school would have seen me finger fucking you while I jacked you off." Mike said.
"Oh fuck, that's right, I didn't even think about email."
"Well you can count on me, whatever you need me to do." Mike said.
"I'm stronger than Gary and I can easily pin him down, so I'll mainly just need your presence in the room to deter his friends from pulling me off of him. Whether you'll have to put your hand over his mouth to stop that damn screaming just depends on how stubborn he's feeling today."
"But what about the fact that there's four of them and just two of us?" Mike asked.
"Given the circumstances involved, I don't think his friends are the type who would interject themselves in a wrestling match between stepbrothers. And if they do try to interfere, I've got two gay friends who live on the next street who could be here in five minutes to even things out."
"Are you talking about those sexy blond haired twins?" Mike asked.
"Yeah, do you know them?"
"No," Mike answered, "I've just seen them walking around the neighborhood quite a few times. They're so incredibly cute, and they look so identical it's uncanny."
"I had them strip naked right here in my room so I could compare their bodies while they stood side by side, and they are exact clones. And I'm talking front and back. Their cute slim asses look 100% identical, and even their assholes are the same size. I had them bend over and spread their cheeks apart at the same time, and I looked back and forth at each anus for at least a minute, and there was no way I could tell them apart. Then I measured their erect penises with a tape measure, and they're exactly the same size."
"I've heard they're loners and pretty much just use each other for companionship. How did you 'penetrate their inner circle,' so to speak?" Mike asked.
"Yeah, they're always together, and they share a very special bond. I've only seen them talking to other guys a few times, and they never talk to girls, since they're totally gay. I noticed one afternoon that a crowd had gathered behind the cafeteria at school, and when I went over to see what was going on, the twins were trying to fight off three bullies who had ganged up on them.
Since it wasn't a fair fight, I ran up and drop-kicked one of the thugs in the chest so hard, he just got up and walked away without fighting back. The twins were then able to fight off the other two guys. As I was walking away, they caught up with me and thanked me for helping them, and invited me to their house to play video games. From then on we've been good friends."
Smiling, Mike said, "Wow, my sex slave turns out to be a high school super hero, how cool is that! I see Gary has a locking doorknob on his door, so how are we going to get in his room?"
"I've got a key to his lock, but once he finds out I have it, he'll have a new lock by tomorrow. So lets just wait a while to see if he'll come out on his own."
"How long do you think he'll stay in there before he opens the door?" Mike asked.
"My guess is that it won't be too long, because he's a very curious kind of guy. And right now he's trying to figure out why I haven't banged on his door and yelled at him to open it, and it's bugging the hell out of him. The suspense is probably eating him up, making him wonder what I'm doing right now, and how I'm reacting to his humiliating invasion of my privacy."
"Who are those cute guys with him?" Mike asked.
"The one with the brown hair is the boy next door, John. He just moved in last month. And the two blond haired guys are bag boys who work at the grocery store with him, Jason and Paul."
"Have Jason and Paul been here before?" Mike asked.
"This is the first time I've seen them here."
"How do you know their names?"
"I remember them from their name tags when they carried my groceries out to my car, because they were so incredibly fucking hot."
"Have you tried to seduce John yet, since he lives right next door to you?" Mike asked.
"Why," I laughed, "Would you like to finger fuck him?"
Smiling, Mike answered, "Sure, wouldn't you?"
"Fuck yeah! I'd also like to stick my dick up his ass and give it a good pounding! He's so cute and sexy, but yet so young looking. When he said he was 18, I didn't believe him, but he showed me his driver's license. While I was talking to him, I got the sense that he's bisexual, based on the interest he showed in me, as well as the 'chatty' nature of his personality."
I wanted to grab him in a bear hug and suck his tongue while I slipped my hand down his pants and explored the crack of his ass. But of course, I just came back up to my room and humped my pillow instead. I was planning to seduce him, but then he became close friends with my stepbrother, and I didn't want to take a chance that he'd tell him I'm gay. But now, it obviously doesn't matter anymore."
"Why were you so opposed to your stepbrother finding out you're gay?" Mike asked.
"I have a definite sexual attraction for him, and since he tried to get me to suck his dick, I'm pretty sure he's bisexual. So if he knew I was gay, that would be an awkward situation since we're living together. As we'd probably wind up going to sleep every night with my dick up his ass, and my mother would freak out if she caught us."
"You said earlier that you were hung up on the stepbrother aspect of it, implying that you felt a brotherly connection to him." Mike said.
"Well, it's not that exactly, what I had in mind was the way my mother interprets the relationship. Because when his father and him moved in, my mother felt like we were a real family, in the sense that he was my actual brother. So if she found out that I was sucking him off or butt fucking him, that could creep her out about me, making her think that she raised a perv.
But after talking about it with you, I've gained some new insight, and now I think I was being irrational. If my mother ever found out I was having sex with him, I think she'd realize that it's perfectly normal for a gay teen to do that, since we're not real brothers.
He lets me see him naked all the time, and he's hot as hell. So how could my mother possibly expect me to be able to resist that kind of temptation? His ass is just as sexy looking as yours, and of course, there's that huge dick he has hanging between his legs."
"Yes, I can see why you would lust after him." Mike said. "I would love to finger fuck him myself. What did you mean when you said that he lets you see him naked?"
"He doesn't close his door when he changes clothes, or when he strips to take a shower. And I can see him when I'm lying on my bed, which he obviously knows. He keeps his underwear in his bottom dresser drawer, and every morning it's the same routine. He strips off his underwear with his back to the doorway, and then bends over to rummage around in the bottom drawer for clean underwear. When he does that, his cheeks are spread far enough apart to where I get an instant erection and have to jack off under my sheet."
"Why don't you sleep with your door closed?" Mike asked.
"Because then I'd miss the strip show."
Laughing, Mike said, "Oh, I see."
"And he stands in front of the bathroom mirror totally naked while shaving the little bit of stubble that grows on his chin. And most of the time his huge penis is semi-erect from pressing it up against the sink. Then he steps in the shower when he's finished.
He told me that he leaves the door open so I'll be able to take a piss if I need to. And I've done that quite a few times while he was shaving so I could get a closeup look at his cute ass. It takes a hell of a lot of willpower to keep myself from reaching over and running my finger up his crack.
When he's done showering, he walks to his room naked, and drys off with his back to the doorway. Then he bends over to dry off his ankles and feet, and of course, his buttocks are spread wide open while he's doing this. As well, his big dick and balls are hanging down between his legs in full view."
"Wow, it sounds like he wants you to butt fuck him really bad." Mike laughed.
"I agree, and I have a feeling that he's going to get his wish very soon."
"Hmm, I'd love to see that." Mike said.
"Then you will." I smiled. "Okay, we've waited long enough, lets go in now." I then got the key to Gary's room and unlocked his door. As I opened it and walked in, four pairs of teenage eyes were suddenly locked on my face, and then they shifted to Mike's face as he followed in behind me. Gary's three friends were sitting on his bed, and Gary was sitting in his desk chair at his computer.
"Gary, you've been a very bad boy." I said.
"How the fuck did you get a key to my door?" Gary asked incredulously.
"That's for me to know and you to figure out. Why the fuck did you sneak three of your friends into my room and videotape me while I was being finger fucked?" I asked.
"You answer my question and I'll answer yours." Gary said.
"Okay, fair enough. I snuck in your room one morning while you were asleep and got the key from your pants. Then I went out and had a copy made, and slipped the original back in your pocket. Now it's your turn." I said.
"Jason, Paul, and I were sent home early because there was so little business at the store today. We came here to play video games, and I invited John as well when I saw him outside. And when we were walking in my room we heard you guys talking. So I opened your door a crack to see who you had in here, and that's when I saw Mike jerking you off and finger fucking your butt hole. That pissed me off, because I realized you're gay or bi, but you wouldn't give me a blow job those two times I put my cock up to your mouth. So I asked my friends to step in your room and watch you in order to embarrass the hell out of you. And I videotaped you in order to blackmail you." Gary said.
"To blackmail me? Oh I see, you want me to give you something in exchange for the tape. And what exactly do you want?"
"A blow job." Gary said.
Laughing and shaking my head in amazement, I said, "Oh fuck, I can't believe this. Are you hearing this shit Mike?"
"Yeah I heard it, he's definitely got balls, I'll give him credit for that much." Mike replied.
"First of all Gary, why did you even think I would suck your dick those times? Did you think I was gay or bi, and if so, what lead you to believe that?"
"One time when I was walking by your door I heard a slurping noise, like you were sucking something. So I used a mirror to peep under the crack of your door to see what you were doing, and I saw you sucking your own cock. It made me really horny, and I figured that you were a cum loving gay. And since I'm so full of cum, I could give you a mouthful of it every day." Gary said
"Just because a guy sucks his own dick doesn't mean he's gay or bi, just like jacking yourself off doesn't mean you're gay or bi. Every heterosexual male on the planet would put his own dick in his mouth and suck it if he could." I said.
"That's why I gave you the benefit of a doubt after you declined to suck my cock. But when I saw you getting finger fucked, then I knew I had been right all along. And the fact that you never did anything sexual with me hurt my feelings and made me feel rejected." Gary said.
"Well, you should have let me know that you saw me sucking my dick that time, because it could have made all the difference. I would never intentionally do anything that would make you feel rejected. Now tell me about your little blackmail scheme, exactly what do you intend to do with the tape if I don't suck your dick?" I asked.
"I'm just going to hold on to it until it drives you crazy enough to give in to my demands." Gary grinned.
"That's not blackmail then. In order for it to constitute blackmail, you'd have to threaten to publish the video. Such as posting it on the Internet or emailing it to people." I said.
"I would never do that. I just want you to know that I have the tape, and thus can watch you being finger fucked any time I want to." Gary replied.
"Hmm, now how am I going to handle this? Oh wait, I know, GIVE ME THE TAPE, NOW!" I said.
Trying to be clever, Gary replied, "Hmm, how am I going to respond to this? Oh wait, I know, SUCK MY DICK, and then I'll give you the tape!"
"Hmm, what was that I just heard?" I said.
"SUCK MY DICK if you want the tape." Gary flippantly answered.
"I know what you said, but what I heard between the lines was, 'I'm an immature, very silly boy, and I've been extremely bad. I humiliated my stepbrother by allowing my friends to see him being finger fucked. Thus, I deserve to be humiliated in front of my friends by receiving a bare ass spanking.' Isn't that what you heard Mike?" I asked.
Laughing, Mike replied, "Yeah, that's exactly what I heard. I also heard that he wants to be finger fucked by both of us while he's being videotaped, and then he'll exchange his tape for ours."
"Oh yeah, I heard that as well and apparently just overlooked it. Thanks for bringing it to my attention. But come to think of it, I also heard that he's bluffing when he said he won't give me the tape until I suck his dick. And that he will voluntarily hand over the tape within the next two minutes."
With a big smirk on his face, Gary asked, "And just exactly how do you propose to get me to do that?"
"Well, since action speaks louder than words, I'll just show you." I said. Then I reached down to tickle him on his ribs. As soon as he saw my hand reaching towards his ribs, he knew what I was going to do, and the smirk on his face was instantly replaced by an expression of panic. But he wasn't quick enough to intercept my hand, and my fingers subsequently made contact with his ribs in a light, tickling motion. At the point of contact, he let out an extremely loud scream, and laughed uncontrollably at the tickling sensations that I was subjecting him to.
"NO!!! DON'T!!! PLEASE DON'T TICKLE ME!!! I'LL GIVE YOU THE FUCKING TAPE, JUST PLEASE DON'T TICKLE ME!!!" Gary yelled.
I replied, "Well Gary, I hope you intend to keep your word, because I'm only giving you one shot to cooperate. If you renege on your promise, I'll tickle every part of your body that I can reach until you run out of the house in terror. Then I'll have a locksmith come out and drill your safe open, and send you the bill. Essentially, you don't have a chance in hell of keeping that tape. So what I want you to do immediately, is open the safe and hand over the tape."
"OKAY! I'll give it to you, just please don't tickle me again!" Gary pleaded as Mike looked on in amazement.
With that said, Gary jumped up from his chair and rushed over to the corner of the room to start spinning the combination dial of the safe. After several attempts, he got it open and grabbed his video camera from the top shelf. He then opened it, removed the tape, and gave it to me. "Thank you for doing the right thing Gary. Now, as far as your dick is concerned, just how badly do you want me to suck it?"
"I'll do absolutely anything to get you to suck my cock. But you'd have to let me shoot off in your mouth and then swallow my cum." Gary answered.
"Why are you so eager for me to suck your dick? You told me you aren't gay or bi." I said.
"I'm 100% straight. I read a story on the Internet about a guy who had his dick sucked by his stepbrother, and it really turned me on. Since then, all I fantasize about when I'm jerking off is sticking my dick in your mouth and having you suck me off and swallow my cum." Gary answered.
"Well the fact is, since I'm gay and you're cute as hell, I'd be happy to put your big dick in my mouth and suck it. And I'm even willing to do it in front of your friends, since they've already seen me getting finger fucked. But I'd want certain things in return." I said.
"Anything, just name it!" Gary replied.
"First of all, I have a strong compulsion to humiliate you in front of your friends since that's what you did to me. And that can best be accomplished by me putting you over my knee and giving you a bare ass spanking." I said.
"That's fine with me, because now that I think back about what I did, I realize that I deserve to be spanked and humiliated." Gary replied.
"You also humiliated Mike, and he clearly didn't deserve to be treated in that matter. So you'll have to submit to a spanking from him as well, if he wants to spank you. What about it Mike, do you want to give Gary a bare ass spanking?" I asked.
"Yes, absolutely, and thank you for thinking of me Ron, I appreciate your consideration." Mike answered.
"I have no problem with Mike spanking me in front of my friends, because I'm aware that he was also humiliated by my actions." Gary said.
"Good, now that the spanking is settled, there's the issue that you and your friends saw me getting finger fucked. The only way to make this right is for them to see Mike and me finger fucking you. After all, that's only fair, since you're the one who made it possible for them to see me." I said.
"Although I certainly don't want my friends to see me getting finger fucked, I can definitely understand the logic. So yes, I'll submit to being fingered in front of them in exchange for you sucking me off in front of them." Gary said.
"Great, it looks like this may work out after all. However, there are two more major things on the agenda. Number one, I'll need to bend you over and stick my dick up your ass, and then give you a good fucking while your friends watch. Now I realize this is asking a lot since you're straight, and that getting fucked in the ass is something very personal that you wouldn't want anyone to see.
But sucking a dick is also very personal for a lot of gay guys, and they don't want other people to see them doing it. Thus, since I'm willing to suck your dick in front of your friends, you should be willing to let me butt fuck you while they watch. Besides, since they know you're straight, it really shouldn't bother you." I said.
"But I've never been fucked in the ass before. And it would be extremely embarrassing for my friends to see me getting fucked." Gary protested.
"To make your decision easier, I'll agree to suck your dick and swallow your cum every morning before you go to school for the next week." I said. "This will also make it easier for you to justify being butt fucked."
"Laughing, Gary replied, "You're as bad as me, you know there's no way I can refuse an offer like that. But again, I am a virgin, so please, just be careful with my sensitive anus when you fuck me."
"Great then, I'm really looking forward to pounding your ass, and I'll definitely be gentle while I'm initially inserting my dick in your anus. However, there's one important detail we need to cover. Although I've seen you bending over in the past with your ass cheeks spread apart, I was too far away to see your anus.
So I'll need to inspect it now to ensure that my erect penis will be able to fit in it. My penis is not excessively thick when it's fully erect, it's just a little thicker than the average eight inch dick. And I've been disappointed quite a few times in the past by guys who had assholes that weren't big enough for me." I said.
"You mean you want me to show you my asshole right now, in front of everyone?" Gary asked.
"Sure, don't be shy. They're going to see your asshole anyway while you're being finger fucked, so they might as well see it now." I said.
"You mean that when you and Mike are finger fucking me, I'll have to be in the same position you were in when we walked in on you?" Gary asked.
"Of course. Plus, I'll also need you to turn over on your back and pull your knees back to your chest. As that will allow the maximum humiliation, since they'll be able to see you get an erection while you're being finger fucked. They'll even be able to see your dick throbbing once I get my rhythm going good. Best of all, they'll be able to watch you spray cum all over your face, because I'll be masturbating you while I'm massaging your prostate gland." I said.
"Oh fuck, that will REALLY be embarrassing, because they'll think I like to get my asshole fingered when they see me get a hard-on. Then they might think that I'm not so straight after all." Gary said.
"Well, that's just the price you have to pay to get all those blow jobs." I replied.
"Okay, whatever. Like I said, I'll do anything to get you to suck me off, so you clearly have me over a barrel." Gary said.
"Great! Go ahead and strip and I'll get this anus inspection over with." I said.
"Huh? You want me to strip COMPLETELY naked in front of everyone just to show you my asshole?" Gary protested as his face started turning red. "My friends have never even seen my cock before, much less my ass."
"It'll just allow a more thorough inspection of your anus to have you completely naked. And you have a very hot, sexy body, with an extremely cute ass, so you shouldn't be ashamed to let your friends see it. Now Mike and I are going to sit on your bed with your friends since the lighting over here will illuminate your anus better." I said.
I then sat next to John on the bed, and Mike sat next to me. "Go ahead and disrobe now, and just drop your clothes on the floor." I said.
"You guys are sitting directly in front of me, is it really necessary for everyone to watch me strip?" Gary protested.
"Hell yes! What better way to pass time than watch a cute twink strip naked! Again, stop being so shy, because everyone is going to see you get butt fucked while you're totally naked, so watching you strip shouldn't make any difference." I said.
"Okay, fuck it, whatever. You're right of course. It's just fucking embarrassing as hell." Gary lamented.
With that said, Gary slowly began stripping his clothes off. When he was down to his tighty whities, he hesitated briefly, and then turned his back to everyone while he pulled them off. This prompted John to let out a low whistle when he saw his ass, further embarrassing Gary.
"Okay Gary, turn around and walk towards me please." I said.
But Gary just stood there as though his feet were cemented to the floor, while everyone stared at his ass. At this point, John let out an extremely loud whistle, and starting rubbing his dick through his pants, prompting Jason and Paul to laugh.
"Come on Gary, everyone is waiting to see that monster dick you've got, and John is going to cum in his pants if he sees your cute ass much longer." i said.
As Gary finally turned around, there were 3-4 audible gasps, because Gary's thick penis was fully erect, and it was at least a foot long, sticking up at an 80 degree angle! Not only that, it was throbbing, and there was precum glistening on his dickhead. "Sorry guys, my dick has a mind of it's own, and I have no idea why it started getting hard. I tried to get it to go down while I was standing there by thinking of fucking an old lady, but it just kept getting bigger." Gary said.
"There's nothing to be sorry or embarrassed about Gary. Everyone was going to see your erection anyway, since I'll be sucking you off in a little while. And you have an erection that any guy would be proud to have. Now come closer, I want to put your dickhead in my mouth for a second and taste your precum." I said.
As Gary eagerly stepped forward and put his dick up to my mouth, John stared at it in amazement while Jason and Paul leaned forward to watch. I then put my hand around the monster cock and inserted it as far in my mouth as I could and started sucking it.
While Gary closed his eyes and softly moaned, his friends continued staring in amazement. And with my peripheral vision I could see John licking his lips. Removing Gary's throbbing dick from my mouth, I then licked the precum from his dickhead like I was licking an ice cream cone, causing him to moan even more.
"Okay Gary, that's just a sample of what's too cum, I hoped you liked it." I said.
"Fuck, I can't wait! Everything I have to undergo to get a complete blow job from you will be well worth it, so you won't hear any more whining from me." Gary said.
Smiling, I replied, "That sounds good to me. Go ahead and turn around now, and put your cute ass about a foot from my face." After Gary positioned himself as instructed, I said, "Okay, now I need you to bend over as far as you can, and spread your cheeks apart as far as possible." Gary then spread his cheeks as directed, and exposed his hot asshole to everyone.
Gary's asshole and the area between his buttocks could give a 100-year-old blind heterosexual an erection, so it was no wonder that Jason and Paul were craning their necks to get a closer look at it. And what John did really didn't come as a surprise to me, as I was now 100% sure that he was bisexual or gay.
His left hand impulsively shot up towards Gary's butt, and with an excellent aim, he stuck the tip of his index finger directly into Gary's anus. He removed it just as quickly, and turned to grin at Jason and Paul.
And in a case of 'Monkey see monkey do,' Jason surprised the hell out of me by reaching his long arm out and sticking his left index finger into Gary's anus as well. Except he wasn't content to just stick his fingertip in, he had apparently lubricated his long finger with saliva, and quickly wiggled all of it into Gary's asshole.
This startled Gary, and he turned around to look at me, thinking it was my finger. He quickly realized it was Jason, and let out a loud laugh. "Damn Jason, I can't believe you've got your finger stuck all the way up my asshole! You're such a fucking horn dog!" Gary exclaimed.
Laughing, Jason started to finger fuck him, prompting Gary to step forward to withdraw the finger. "Sorry Gary, my finger slipped and got stuck in your asshole, and then I had to move it back and forth to try to squeeze it out." Jason said.
Laughing, Gary said, "All I can say is that payback's a bitch, because my finger is definitely going to be wiggling up your asshole when the time is right." Grasping his throbbing penis in his hand, he then said, "Now if I was you, I wouldn't do that again. Because you might cause my cock to pop before Ron can suck it. And if that happens, I'll make sure all of my cum lands on your face. Then Ron can lick it off."
Laughing, I said, "That sounds hot to me, I'd love to lick Jason's face. Now as far as the size of your anus is concerned, although it appears that it'll stretch open enough to accommodates my erect penis, I'm afraid that a closer inspection will be necessary. So I'm going to sit on the floor here, and I need you to lay across my lap.
And don't worry, I realize that your friends can easily reach down and violate your anal cavity, so I'll guard your anus against any further intrusions. And although Mike's right index finger has been twitching quite a bit since he first saw your anus, he has been on his best behavior."
Rolling his eyes and grinning at me, Gary complied and laid across my lap. While his erect penis pressed against my thigh, and the sexy hot crack of his ass smiled up at me, I put my hands firmly on his buttocks and spread them apart as far as possible.
While carefully examining his anus under the bright overhead light, I noticed that everyone else was staring down at it as well. And I realized that the anus of a cute slim twink is just impossible not to stare at.
"Mike, would you please get the jar of Vaseline off my dresser, because it looks like I'm going to have to insert two of my fingers in Gary's anus. In his case, it's just too difficult to tell from the outside whether his anus will spread far enough apart to accommodate my dick." I said.
