Tom's Nipples

By Neo

Published on Apr 29, 2024

Gay

Author's note:

This series is based loosely on my time going through middle school, high school and up until now. Mostly true, but somewhat enhanced.

Remember to always practice safe sex and never do anything that both you and your partner don't agree to.

If you are underage, please try to understand this is not a place to get educated. This is a place for educated adults.

Help Nifty continue to exist by sending a donation using the Nifty donations page at http://donate.nifty.org/donate.html.

Please e-mail your comments and thoughts to: neobiguy at myyahoo dot com.

I appreciate hearing from all of you and the thoughts, comments, and feedback are VERY much appreciated.

Thank you to those of you who have taken the time out of your day to write me about my story. - NEO


Part 35

Here I am sitting in Miss Sabastian's English Lit 101 class as usual in the back of the classroom so I can study the backsides of any hunks in my class. But this particular day I actually have my notebook open, and I am actually writing!!! I just hope the teach doesn't come walking down the isles to check on us because what I'm writing hardly resembles a novel. It's more of a list:

zip ties, foot long thick heavy-duty ones, approx 2 dozen.

small cutters, wire snips out of dad's toolbox

eye mask, form shaped to eyes, type with 2 heavy duty velcro bands, adjustable

big piece thick cardboard to cover window, duct tape

lube, flavored edible water based

anal sex toys: Doc Johnson anal probe (slim flexible with round head the size of my dick's head anal beads, flexible with round balls that increase in size with each ball tapered butt plug


I sat there thinking if there was anything else we might need for our 'party' to officially open up Ricky's boy pussy. Suddenly the bell rang, and class was over. I was off to meet up with Tom and go over the list. We needed to figure out where we would get this stuff. The days of Sex Toy stores were quickly fading and everything now was ordered and shipped. But you needed credit cards (which 17yr olds don't have, and God forbid if our parents got the package when it was delivered.

Have I ever mentioned I can not wait to graduate and move out on my own!!!! Living at home with your parents when you are a horny 17yr old guy just sucks! Nothing against my parents, but they just can't be around when we want to do things. It's just that simple. Thankfully Ricky's dad left for good and his mom works.

I caught up with Tom at his locker and slipped him the folded up small piece of paper with our list.

"Study this and then destroy the evidence." I told him, "And help me try and figure out where we go to get some of this stuff."

After classes ended for the day he came up to me in the parking lot, "Dude.... I mean really, we can't just walk in a sex shop and buy dildos!"

"Well we sure as hell can't steal them!"

"No kidding, but I see multiple problems. First there isn't a store that sells sex toys within miles of here. Plus I think you gotta be 18 to even enter the store much less make a purchase."

"Or.... maybe 17 and damn sexy looking!" as I eyed him up from head to toe and winked.

"Nope, not gonna happen." and he handed me the list back.

"You're not backing out are you?!!!" I almost was in a panic.

"Hell no! But I'm not the one going to fulfill your shopping list. We have to think up a plan B."

"Alright alright. I'll think up something."

Tom started to turn and walk away but paused and asked me, "Why do we need to get dildos anyway? I mean you or I never used them, why suddenly do we need them for Ricky. It's not like we're getting Cole and his big bat to break in Ricky. You and I are decent sized but not huge. Ricky will be fine."

"I know, but I thought it would just add to the fun.... him blindfolded and us warming him up with not only our fingers but the having fun with some toys. Just trying to add a special touch to it, that's all."

Tom nodded and was off, "I gotta run, my mom wants the grass cut before dinner. Keep me updated."

I sat there in my car for a few minutes, and it dawned on me.... Cole! He was 18, and just to add to it he lived in another town almost a half hour away. I had been looking for a reason to get in touch with Ollie and this seemed like a good one. Truth be told I really wanted to see Ollie because ever since our get together I can't seem to get him out of my mind. Even with the sex with Tom and Ricky, it seems 'that little twerp' as so many call him seemed to have wormed his way into not only my throat but also into my mind. And if everyone who calls him that knew what he was hiding in his pants they'd be calling him something else. But I swore to secrecy and besides I wasn't so sure that I wanted to go sharing anything about Ollie, especially his pet python with anyone else. For now though Ollie can put me in touch with Cole.

As I pulled in my driveway I can always get a good look at both Ricky's drive and Erica's driveway. And this particular day as had become almost a regular daily occurrence there was Cole's car in Erica's drive. I sat in my car thinking. Ollie seems to always be.... I don't know, not jealous of his older bigger brother Cole, but he seemed 'bothered' by the fact that Cole seems to get so much of everyone's attention. It's like Ollie lives in Cole's shadow. Maybe it's better I don't go to Ollie to ask a favor of Cole, it will just make it seem like I only am interested in him when I need to talk to big bro Cole. And here Cole is right now, 2 houses down the street from me at my dear neighbor's house.

I think I'll go pay that bitch a friendly visit right now. (with my nice Neo face on)

Erica's mom answered the door, "Oh hello Neo, I haven't seen you in a while. Come on in. How have you been doing?"

"I'm fine ma'am, just been busy with school projects. I wanted to talk to Erica if I may."

"Certainly. They are in her bedroom. You know where it is I'm sure."

Bedroom??? Her and Cole are upstairs in her bedroom and not the usual basement hangout? Well this had advanced quickly. I went up the stairs noisily to alert them I was coming.

Hey Erica it's Neo. Your mom sent me up, hope I'm not here at an inconvenient time. I can come back later if you'd prefer."

"No no it's fine." she explained, "The rainstorm the other day made the basement smell damp so we're up here. Come on in."

I turned the doorknob but.... hahaha, it was locked. "Ummm, your door is locked."

"Oh hang on" as she got up and opened the door greeting me looking like I clearly interrupted something, and it wasn't studying for an exam!"

She gave me the 'evil eye' as if to say what the fuck are you doing here?

Well actually I had a favor to ask of Cole.

"Be my guest" she said as she waved me in to join them.

Cole seemed caught off guard, "What's this about?"

"It's kind of a long story and I don't want to bore you with the details but the short of it is I am planning a little gag gift for a out of town cousin of mine who is having his bachelor party soon. I was thinking of getting him a few embarrassing sex toys as gag gifts. But since I'm 17 I can't make purchases at sex shops, and there are now near by anyway, and having them shipped to my house my mom almost certainly would receive the package. So since you are 18 I wondered if maybe you could take me to a store. I'd pay you for your gas.

Cole laughed, but then said "With my college sporting career in the limelight with everyone watching my every move especially with my college entrance exams coming up very soon, I can NOT risk being seen going into a sex shop. Sorry but I can't help you."

"Damn. I don't know how I'm going to pull this off." I said, "I don't even know where there is one of those kinds of shops?"

And my neighbor the slut Erica comes to the rescue! "Oh Neo didn't you know there is one just the other side of the freeway exit not more than 10 minutes from here!"

I should have known she would know this!!!!

"Oh great! Thanks so much." I said with a huge smile. "Now if I could get someone 18 to go with me I'd be all set."

I looked Erica deep in the eyes. Telepathically sending signals to her mind...... "Erica offer to help Neo. Erica you can use this favor to get Neo to do something for you. Erica, Neo will do just about anything for you if you just go along with him to the store. Erica he's going to pick out the stuff so it won't make you look bad. Do it Erica. Do it. Say Yes Erica! Say. YES."

Erica smirked at me (she must have learned how to do that from her time with Tom) and said, "As long as I don't have to touch anything in that store, including the door handle, I'll go along with you."

whew.......

"Wonderful, thank you for helping me out."

Cole spoke up saying he needed to get going and maybe now would be a good time for us to go 'shopping'.

Both Erica and myself agreed so we all said goodbye and headed out. On the way to the sex shop Erica was quick to bring up my 'payment' for her favor she was doing.

"So here's the deal Neo. Here's want I need you to do in return for this favor. The last weekend of spring break, on Saturday night Cole and I are hosting a party at my house. I don't mind if you or Ricky come over, but I do NOT want Tom to show up. I don't care what you tell him, or how you do it but if he shows up it's NOT going to be good. Am I making myself clear?"

"Crystal" I said.

"Good" was all she said.

I waited a few minutes as we drove along and then said, as if it just dawned on me, "You know, actually with it being the end of spring break Tom and I have made some plans already, and I am pretty sure Ricky will be tied up that weekend. So it shouldn't be a problem at all."

Erica smiled. "And one more thing when we get home from the sex shop I want you to give me a foot massage and paint my nails. Cole was supposed to but you sort of interrupted that."

"Oh that won't be a problem," I grinned, "You know I like your sexy feet, so glad to help out."

She smirked again, "Yes I know how much you get off on my feet!" :))


Walking in a sex shop for the first time was an experience unlike what I expected. It was dirty, smelled of cum. Worse than a boy's locker room. There were a few truckers who got off the freeway but they weren't interested in buying toys. They seemed to head straight to the back rooms. I'd heard about what goes on back there. Both Erica and I were uneasy and decided to make this quick. I knew exactly what I wanted but didn't want her knowing that. I wanted to make my purchases seem random. So I hurriedly went down the toy isle, grabbed what I wanted. Didn't see the lube so figured we'd make do with some home oil and headed to the cashier. A seedy looking character behind the counter asked if I wanted any lube with my purchases. I was super quick to spit out my pre-rehearsed story, "Oh these are for a friends bachelor party gag gifts."

The grungy cashier laughed, "Well you never know he might want to try them out, so lube would be a thoughtful addition to your 'gag' gifts. We have a small bottle here on sale conveniently located by the check out. AND it was flavored edible.

Flustered I quickly said, "Ok umm yeah sure add that in I guess."

We paid and out the door we went. Erica was the first to point out that he never even asked for an ID.

"With my luck if I came alone he would have." I laughed.


Back at Erica's we headed up to her room, and as we entered it and closed the door she locked it.

I was like, huh? "She simply said "habit".

She quickly pulled her pants off leaving only her panties on and propped up some pillows and made herself comfy. Foot massage please! And follow that with a thorough cleaning of my toes.... with your tongue.... in preparation for the nail polishing.

Although I do favor guys bodies, I am learning that apparently I have a foot fetish...especially for female's small petite cute sexy feet. And Erica had exactly that! So I was totally into doing this for her.

I put both her feet in my lap and began by rubbing and massaging each foot separately. Working the arch with my thumbs. Kneading the ball of her foot. And then moved to the other foot, and eventually doing both together at the same time. Then I massaged each toe as if it were a small little penis, giving each toe individual attention before finishing by massaging them all together.

Then came the fun part.... sucking her little sexy toes! This really had me getting turned on, and she knew it. We've been down this road together more than once. With one foot in my face while I sucked her toes both one at a time like sucking a small cock and then sucking and licking them all together, she would be rubbing the bulge in my pants with the other foot. I was getting harder by the minute.

Then she announced, "Ok Red. I want Bright Candy Red. You'll find it on my dresser."

So I looked and was amazed at how many shades of red nail polish one sexy girl can have! Finally finding it I returned to the main job at hand, painting her toenails. Not exactly my favorite part of the entire ordeal, but they do look sexy as hell painted red. Bright Candy Red that is.

The entire time my cock was throbbing as I recalled the last time I played with her feet and she gave me a foot job that sent cum flying everywhere. I couldn't wait for a repeat.

Finishing the last nail, the little pinky I put the cap back on and returned it to her dresser. Returning to her bed I grabbed her feet and went to place them on my crotch and she let out a squeal "NO... don't you dare. The polish isn't dry yet!!!"

Oh geeeeshh

"How long does it take to dry?"

"Oh it varies, depending on how many coats, type of polish and so on. This Bright Candy Red can take 1-2 hours to completely harden."

"Great.... I'm completely hardened right now!!!"

"Well you're just going to have to take care of that yourself tonight before you go to sleep, because I am done with your services for today."

ggggrrrrrrrrrrrrrrrrrrrrrr............. bitch. I should have learned by now.

I got up off her bed, got up right in her face and said, "YOU ARE A FIRST-CLASS COCK TEASE!"

And not one to ever miss a beat she glared back, "YES I AM, AREN'T I".

At her door I thanked her for going with me to the sex shop. She replied, "Don't mention it. For real, don't mention it to anyone!"

And as I headed out the door she said, "Thank you for the foot massage and pedicure."

"Yeah your welcome, and don't mention it to anyone either!" as I lightly slammed the door but not hard enough to concern her mom.


Instead of going home I headed over to Tom's to show him what I scored at the sex shop, and perhaps do something about my hardon.

On the way to Tom's I noticed the time was getting near dinner hour and realized not only will his mom be home but his father would be home from work by now also. It wasn't looking good for any relief.

Tom answered the door, "I'm surprised to see you here now, what's up?"

I just came from a shopping trip and I wanted to show you what I got. But first I noticed your dad's car isn't home from work yet?"

"Oh he's been home and him and my mom went out with friends to some kind of event. They won't be back until late."

"GREAT!" I was gleeful, "I got something to show you in addition to what I bought at store, and we got a scheduling conflict to work around for "Ricky's Official Opening".

"Well come on in. I can guess what else you want to show me by the bulge in your pants! Hahahaha"

"Yeah well that's thanks to that ex-bitch girlfriend of yours."

"Oh ohh..... what'd she do now?"

"She can be such a cock teasin bitch, I don't know how you ever put up with her! Honestly. So here's how it went down.... I talked her into going with me to a sex shop so I could buy toys as a gag gift for my cousin's bachelor party. She agreed but said it was going to cost me a favor. I agreed not knowing what it would be."

Tom seemed surprised, "I didn't know you have a cousin getting married, does he live around here?"

"No I just made the story up. I couldn't tell her the real reason."

Tom nodded, "True. So what was the favor?"

"Oh I had to massage her feet and give them a tongue bath and finally paint them with red toenail polish."

"So was that so bad?"

"No actually I think I might have a foot fetish and she does have sexy feet. But she kept massaging my dick with the other foot while I painted them getting me turned on. I mean she knew she was doing that.....on purpose. Cock teasing bitch. Then when I finished she says that type of nail polish takes 1-2 hours to dry, and that she was 'done with my services' so I could leave now."

Tom and I were still standing in the front foyer, the very place I first sucked his cock when he answered the door barely naked only wearing that too small light blue speedo. Tom closed the distance between us and reached down with his right hand and palmed my bulging crotch. "Aww did my mean cock teasing ex get my buddy Neo all worked up and turned on and then leave him hangin to go home with blue balls?"

"YES she did" was all I said.

"I seem to remember when she did that to me and you came to my aid offering relief. I think it's time I return the favor."

And with that Tom, Mr Perfect Body Tom with the beefy chest and succulent nipples, one that still has a mark on it from where I got carried away last time, but yes THAT Tom was standing in the very spot that I first knelt down and sucked his gorgeous teenage Boy God Adonis love muscle and tasted his creamy cum.... was now kneeling down in front of ME, unzipping MY pants and pulling them down to reveal a very hard love stick. One that was already to the point of leaking pre-cum, which he wasted no time in licking right off the tip of my head right out of the slit. The winking eye as it were.

I was hoping this would happen, but I wasn't sure if it would. But now that I saw how fast Tom dropped to his knees I knew things were looking good between us! And I was soo turned on by that thought alone, plus what Erica did before I got to his house, this was not going to last long I could tell.

Tom kissed the head with a slurping sucking motion that ended with the crown of my round lollipop head in his mouth, and once that got in past his tightly closed lips he sucked like there was no tomorrow. And since my head is a little bigger than average the crown is easy to latch onto and it wasn't coming back out of his mouth no matter how hard he sucked with the tight grip his lips had on the shaft.

I could tell there was not going to be any deep throating or edging or extended sucking.... this was going to end quick. The first, and only time Tom sucked me before he had me pull out before I shot, although I did let the first blast fire in his mouth and he seemed ok with it. I am hoping now he will take the whole load in his mouth this time, but I need to let him know I am VERY close either way.

"ummm Tom, I'm soo fired up I can tell I'm not going...... err, ummmmmmmmm....... not going to last ......

MMMMMMMMMM OH MY GAWD AAAAAAAAAAAGGGGGGGGGGGGGHHHHHHHHHHHHHH

TOM YOU'RE GOING. TO. MAKE. ME........................

and then it happened, as I tried to yell out the warning word "CUM" it happened!!!

But I'm pretty sure he had figured it out by then, and his response was to grab ahold of my small bubble butt cheeks and hang on tight. He clearly wanted to experience the feeling of it shooting while in his mouth, on top his tongue!

And who was I to deny him that.

UUUUUUUUUUGGGGGGGGGGGGGGGGGHHHHHHHHHHHH DAMN. YOU. ARE. MAKING. ME. SOO. CUM.

I hope he was ready for that first powerful blast because at that point I am out of control. I almost passed out I think.

The 2nd blast, thee big one with the most volume shot a mouthful I'm sure. I had out of habit reached down and grabbed ahold of his head to hold it on my cock, and to help steady myself. Realizing that this was the first time shooting in his mouth the entire load I thought I'd better let go in case he needs to pull off.

But with Blast #3 he stayed on it. I was impressed. But I could tell he needed to either swallow or some was heading out of the corners of his mouth.

"Tom swallow it. It's good Tom. You're doing great. Swallow it. I known you can do it."

Before the next blast fired into his mouth he swallowed and although he couldn't smile with his mouth stuffed full of cock, I knew he was smiling!"

"Way to go buddy! DAMN you are making me feel sooooooooo fuckin great!!!!!!!"

He stayed on it to the end and then ever so slowly started this nursing action where he would pull it out a little bit and give it a suck and swirl his tongue around the shift inside his mouth. Then pull a bit more out, give another little last sucking motion making sure he had every last drop and then lick around the shaft as a little more slid out of his mouth.

Finally he got back to the crown where he gave it a tug with his lips still tightly holding on to it not wanting to let go. Eventually his vise grip lips relinquished my cock head and he licked the head clean of any remaining cum and then gave it an admiring look before a small little kiss on the head to end it like it started.

WOOOOOOOOOOOSSSSSSSSSHHHHHHHHHHHHHH :))

DAMN. THAT. WAS. AWESOME.


"So dude you feelin better now?" Tom asked wiping his lips clean.

I was still somewhat in shock at how things had progressed between us, but nodded my head still speechless that my first crush, Mr Perfect had got down on his knees and sucked my cock letting me cum in his mouth with the whole load... AND SWALLOWED IT!

"Was that what you wanted to show me? You actually managed to get 'stuff' from a sex toy store?"

"YES! And they never even asked to see an ID from me or Erica! I probably didn't even need her to come along. I sucked and painted her toes for nothing."

Tom smirked, "Yeah bullcrap. You got off on doing that.... you know it, and I know it."

"No I didn't. Honest." I said not quite getting what he was implying.

"Oh I think you did. I still taste it in my mouth!"

"THAT was not from sucking her toes, that was from YOU sucking my cock!"

Again Tom smirked, "Yeah I may have been the one to set you off, but you were beyond primed before you pulled in my driveway."

Embarrassed I kind of blushed a little and looked down at the ground mumbling "I'm sorry."

"No no no" Tom quickly set me straight, "It's perfectly fine. I'm glad to have been able to 'help'. I've been wanting to try that for a long time and for you to come in here all ready to go.... well it made it easier for me, which for the first time having a cock shoot in my mouth I would have been nervous if it went on for a long time. It worked out good that it was a quick simple blow job. I loved it!"

"SO DID I" was all I could say.

"Ok so show me what all you bought and what's the deal with a scheduling problem you mentioned? Like I want to get this planned and as Nike says..... Let's Do It."

"Dweeb, it's 'Just Do It'." I jokingly corrected him still amazed that the once idol of mine that I would never have talked to in that manner was now on the same level as myself. And I loved it!"

"Whatever."

I went out to my car and got the bag hiding under my seat and brought it in to show Tom.

"Let's go up to my room.... just in case someone comes over. Better safe than sorry."

He picked up each toy with interest and examined them like he'd never seen this kind of stuff before. Well honestly I'd only seen it online, not in real life. Tom seemed to like the Doc Johnson anal probe with the round ball on the end but a thin tapered flexible shaft.

And he says, "Plus it's got a nice handle to grip tightly. This thing looks like fun! Do you think it hurts going in, I mean it doesn't start off small and thin like this tapered butt plug does. It's like BAM, there it is.... this big round ball.

I explained to Tom, "I think the idea behind all these toys is to stretch out the hole so that when you enter the guys ass it is ready to accept it. Not only is the hole lubed up, the muscles that keep the opening closed tight are stretched and loosened up. Makes it less painful and more enjoyable."

Tom sat on the edge of his bed playing with that anal probe, waving it around wiggling it in the air. "This thing is cool" he exclaimed laughing.

Then there was a one of 'those' moments...... neither of us said anything. We just sat on the edge of his bed, staring at each other. Staring at the anal probe. Then back at each other. It dawned on me that although I had just got off, Tom had not.... and a growing bulge in his sweatpants was making that point clear. Very clear.

I looked at him, looked at the probe, looked at his crotch and then back at him and asked, "Soo umm, maybe we should.... you know, since neither of us has ever used one of these, umm.... try it out before Ricky's Official Pussy Opening Party? ....... just to be sure we know what we're dealing with."

Tom was fixated on that probe. "Yeah, I mean just for Ricky's safety so we don't hurt him."

"Yeah... just for safety."

Finally I got up the nerve because one of us was going to have to say it sooner or later, "Soo ahhh...... Do you umm, I mean, should I try it on you or should you try it on me?"

Tom's eyes lit up. I could tell he wanted to try it, but was struggling to say so.

"Who is going to use it on Ricky?" Tom asked.

"I don't know, I guess the one who isn't fucking him? OR maybe both of us could take turns."

Tom shook his head and pointed out that we won't know who's fucking until the actual time arrives and we draw straws.

Finally Tom's desire to try it was too much to keep him quiet any longer. "Neo you just shot a load in my mouth so you're not as horny right now as me. And Ricky will be horny so it's better that we try this bad boy on me right now."

"For safety reasons only, right?"

"Of course."

Hahahaha..... we both laughed. Ok give me the damn thing and lose those sweats. You're about to get fucked by Doc Johnson!!!!

Tom excitedly dropped his sweats and briefs and turned around and asked, "Should I be standing and just bend over, or how do we go about this?"

I thought for a moment and answered, "Really if we want to do this as a trail run, I mean for real.... not just kiddin around, we should do it like we will with Ricky.

"How's that going to work? Tom asked puzzled.

"Well I mean you should put the blindfold on, lay on your back on the bed, let me zip tie your hands to your headboard and really try it for real."

Tom hesitated. "I wasn't thinking that, I was just going to see how it feels going in."

"Yeah but it's more than just how it feels 'going in'.... it's the in and out, repeatedly going in and out, while you can't see or move your arms. It's testing the zip ties... do they hurt your wrists? Will the blindfold stay in place? The lube might run down on your sheets, should we have a towel or something? We really should plan all this out. Seriously for real.

[for being a naive 14yr old at the beginning of this story, Neo is turning into quite a cunning sly deviant horny lil bastard. hehehe]

Tom's fascination with the flexible probe had gotten the better of him and he was game for just about anything, and so he quickly agreed.

So he got a bath towel out of his bathroom and place it on his bed and lay down on his back, looking up at me like he was ready.

I looked down at him and shook my head no.

"What now?"

"Lose the shirt!"

"Why?"

"Because I love looking at your nipples, ok?"

"You are a horny bastard you know that." Tom chuckled.

"Yes I am.... and you love it!"

"Ok now give me the pillows, just in case we need to put one under Ricky's ass."

"Why would we do that?"

"I guess it helps line things up better. I see them do it on porn videos so just toss your pillows aside."

I grabbed one hand and wrapped a zip tie around his wrist, then wrapped another one around the other wrist. Then I walked around to the corner of his headboard and put a second zip tie through the one on his wrist and tied it to the bed post. Then I went around to the other side and did the same thing.

I stood back and looked at the sight before me, which was breathtaking to say the least.

Next I grabbed the blindfold and put it on his face.

"It's too loose, I can see you under the bottom edge just a little bit."

"Ok I'll tighten it, but we'll have to remember to readjust it on Ricky. So tell me Tom how does it feel to be blindfolded and tied to your bed?"

"It feels ok I guess." he seemed comfortable.

"You do realize now you are at my mercy? I can do what ever I feel like doing."

"That's not a biggie, I can always yell for help."

"Are you sure you want your neighbors coming in your bedroom and see you like this?" and to emphasize my point I stroked his dick a few times to really make it stand up hard.

"I trust you. I know you wouldn't do anything to hurt me."

"What if I decided to go get a pizza and I leave you like this?"

"You wouldn't do that. I know you better." he said with a little less confidence.

I remained speechless and walked over to his bedroom door and opened it and then a couple seconds later shut it.

"Neo?" "Come on now Neo. You're still here. Right?" "NEO???" "Come on it isn't funny!"

"NEEEEEEEEEEOOOOOOOOOOOOOOOO!!!!!!!!!!!!!!!!!!!!"

After watching him squirm and try pulling at the zip ties I took advantage of the noise he was making and ever so quietly tip toed to the side of his bed.

I bend over his chest and licked his nipple and said, "Tisk tisk tisk, you silly boy. I would never leave you like this. There is nothing more delightful than a sexy Tom tied up at my mercy to do with as I please! Why on earth would I leave to go get a pizza???!!!"

Tom let out a sigh, "You had me going there for a minute. It's weird when you are blindfolded."

"I did that to test the zip ties, just in case you were wondering. By the way, how'd you get a hickey on that other nipple?"

"Very funny" Tom squirmed, "And don't do that again."

I bend down and sucked on his nipple, lightly biting it with my teeth, "You're tied up. You can't stop me! But I treasure these nubbins so I'll go easy on them! Now on to the real tests."

I spread his legs apart and ask him if he was ready?

"Do I have a choice?"

"Yes actually, we need to establish a 'safe word' so that anytime it gets to be too much and you want it to stop... for any reason you just say the safe word. So what's your safe word going to be?"

Tom thought. And thought. "ummm I don't know. I don't want it too complicated that in the heat of the moment I forget it, but I don't want it to easy either."

"Oh geeesh..... just pick a word!"

"Neopolitan"

huh???? "First off it's not 'Neo-politan...... it's "Nea-politan"

Tom was getting impatient, "I'm not writing it down so however you spell it that's my safe word."

"Ok then.... and I'm glad you thinking of me as your safe word."

"No it's not you.... it's my favorite flavor of ice cream."

And with that I grabbed his hard cock and put an end to this nonsense by sucking it deep into my mouth, licking the shaft like an ice cream cone!

"HEY, I thought we were testing out the anal probe."

"We're testing out the entire plan, part of which involves sucking this ice cream cone of yours! You want I should stop?" as I sucked it down into my throat this time.

Tom's voice an octave higher and somewhat meek sounding answered, "nope".

"That's what I thought. Now be a good boy and lay there and enjoy this." and I started fondling his balls as I sucked his delicious teen love stick deep into my throat, holding it there as long as I could while moaning causing the vibrations of my vocal cords to add a little extra to his pleasure.

Tom was done talking now. He was tense with his grip on the headboard posts and breathing hard. And from my point of view it was pretty cool being able to gawk at his body all I wanted without worrying about him seeing me... although at this point in time our relationship I think was past that stage.

I got up off the bed to go over to the pile of stuff and right away he panicked "You're not leaving now are you?"

"Silly boy, I told you there is no place I'd rather be right now.... but the idea of you being blindfolded is so you don't get to see everything happening.

I picked up the bottle of lube and climbed back on his bed right by his crotch and resumed my sucking to quiet him down. Then I opened the bottle and poured out a long line of lube on my middle finger and started stroking his hole without actually entering it. Little by little I stroked harder and applied more pressure.

mmmm mmmmmmmmmm mmmmmm Tom moaned.

Then I poured a little more lube on the same finger and this time I pushed ever so slightly into his opening.... back and forth.

More moaning from Tom...... oooohhhhhh yeah mmmmmmmmmmmm

Then I lifted his knees up and raised them up toward his chest and poured some lube down in his crack and worked it deeper into his very private place, sliding my finger in as far as I could reach. And then pulled back and plunged in, back and forth. Then after awhile of that I added a second finger and he moaned some more but not really a moan of pain.

"Ok" I said, "I think you're ready for the probe. I know you can't see but so you know I am pouring lube all over it and smearing it around so after all that fingering your boy pussy this should slid in nicely. And once the round ball part slides in past your muscle and your ass, err I mean pussy grabs it you'll feel it actually suck it into you. It'll feel great!

"Ok I'm ready, but how do you know all this?"

"err ummm..... I read a lot." [hehehhe]

I took the anal probe and placed the round head right against his loosened-up hole and gently pushed with a slow but steady pressure. When I got to the point that it was just on the verge of getting sucked in I pulled back a little to tease him, and then I pushed forward again teasing again. After a few more teases I said alright here it comes and I pushed it so the head slid in with his boypussy muscles grasping and sucking it into his inner canal.

"OOOOOWWWW WOW. That felt pretty cool actually, Tom let out a long groan AHHHHHHHHHHHHHHHHH

"Ok now here comes the rest of it.... all 8 inches counting the head.' And I started fucking Tom with this Doc Johnson flexible anal probe.

There was never any real pain and Tom was enjoying the feeling immensely. I think the fact that the shaft behind the round head is quite thinner than the average cock accounts for why this doesn't hurt at all. [how does Neo know all this???]

But that round wrecking ball head makes its presence known. And Tom was really getting turned on big time! I continued sucking his cock while fucking him with the probe, and his pre-cum was flowing like crazy. Realizing he was getting close I stopped and pulled the anal probe out. Tom let out a gasp, "Why are you stopping, I was getting close."

"That's why. There's more toys you know to try."

I went over to where my bag of stuff was and looked back at the bed. The sight before me was too much! Tom all hot and bothered, naked and turned on tied up to the bedposts, blindfolded and his legs drawn up offering up his boypussy to me. Fuck these dildo butt plug toys! I pulled off my pants and briefs in one smooth move, ripped my shirt off and tossed it on the floor and climbed back on the bed. I grabbed the bottle of lube and coated my dick while telling Tom "Ok you are really gonna love this one."

I got on my knees between my dream guys legs and lined up my rock-hard dick with his gapping pussy hole. I didn't waste any time playing around because I knew he was more than ready..... AND SO WAS I. I just lined up my cock head and plunged slow but steady in one smooth non-stop deep diving move into the very core of his being where no man has ever been before.

[well except my dickhead best friend Ricky, but he doesn't count because.... I don't know why, just because.)

I put my arms under Tom's legs and raised them up on my shoulders and moved my legs back, so I was straight like in a push up position and once I was in all the way I pushed a little extra more and froze in that position taking in the sight laying before me. Tom sprawled out, offering his body to me to do with as I pleased. My Mr Perfect Tom, the first guy I ever noticed that said to my young pea brain that I liked guys more than girls, the guy who I risked everything at a sleep over full of guys just for one single lick of his nipple, the guy I jerked of to and had more cums thinking about than any other guy, oh and yes the guy with THEE sexiest nipples known to man..... and here he was underneath me with my cock, harder than it has ever been in my life despite having just cum in his mouth an hour ago, buried deep in his boy pussy!

And he only had one request....... "Fuck me Neo, fuck me good!!!" FUCK. ME.

I looked down at him and despite being turned on like never before I found the words to ask him if he was alright. He assured me he was by again requesting the same two words...... FUCK ME!!!!

I wanted to be sure, so I asked, "Do you want any ice cream?"

Tom was delirious and didn't understand what I was asking, "What the fuck are you asking me if I want ice cream for?"

"You sure you don't want any of your favorite flavor of ice cream?"

Then he understood. "NO! What I want is your cream inside my gut fired up in there so deep by you fucking the shit out of me!"

And so I obliged and began to withdrawal until only my cockhead was remaining in him, and then slowly back in all the way. I got a nice slow steady rhythm going. I knew if I started pounding away like a wild man I'd cum right then. But it became a battle. Tom wanted to be pounded hard and fast. He kept doing everything he could to get that. Raising his hips up to meet my thrusts. Moaning like a mad man. Meanwhile I was trying to keep it a nice slow steady long fuck. We had all night. No need to hurry. But I had just had a nice cum an hour ago. Tom on the other hand had not AND he had been teased and turned on with that anal probe and my sucking him for so long he was desperate to cum.

FUCK ME HARD! FUCK ME ........ FUCK ME ........ FUCK ME PLLLEEEEEEEEZE!!!!!

I got back up on my knees which changed the angle my cock was entering his ass, err...... pussy and with my dick pointing more up now it began hitting his prostrate with each stroke. I leaned back raising myself off my hands which increased the angle even more. He was feeling the effects. His cock head was bulging bigger and turning purple with an almost steady leaking of pre-cum.

It dawned on me..... he was going to cum without anything touching his cock! I've heard of hands-free orgasms but never actually saw one in real life. It was about to happen right in front of me!

He was desperately trying to cum. I didn't want to touch his cock and ruin the hands-free experience. I shortened up my strokes so not to go as deep, and began trying to hit the prostrate, his 'p-spot' with each stroke to make him cum.

I grabbed his legs off my shoulders and put one foot on my chest, right on my pec muscle and held it tight with my hand. I wasn't sure if he was feeling my heart beating through his foot, or if I was feeling his heart beating..... but someone's heart was pounding!!!!

I took his other foot and brought it to my mouth, licking the sole and up to the ball of his foot, eventually reaching his toes. I thought to myself 'God I hope they are clean, because although I may have a foot fetish, it's for clean feet....and not toe jam!' Thankfully as I sucked his big toe like a cock it didn't smell at all and there was no sign of any toe jam to be found. Of course..... I mean, he's Mr. Perfect Body. Would I expect anything less.

When I licked his smaller toes and squeezed his other foot against my pec muscle and continued the relentless attack on his prostrate he finally reached THAT point..... the point of no return!!!

But since I had no contact with his cock or his balls I couldn't feel his orgasm starting, of his cum getting ready to shoot..... it just suddenly happened!

Tom let out a loud "DAAAAAAAAAAAAAAAAAAMMMMMMMMMMMMMNNNNNNNNNN" and a huge volley of cum larger than I've ever seen in real life shoot out of his cock's eye hole like a streamer of molten white hot teen cum fired across his body landing right in his beautiful blonde hair.

Usually when I cum I stop moving totally and just let the cum fly on its own. But this was a hands-free cum and I wasn't sure if I should keep fucking him of stay still, so I kept fucking figuring 'if' he wanted me to stop he'd say something.

AAAAAAAAAAAAAAAGGGGGGHHHHHHHHHHHHHHHHHHHHHHH

Blast #2 was a long streamer as well stretching from his chest up to his face. Good thing he had that blindfold on because it kept any from getting in his eyes.

FFFUUUUUUUUUUUUCCCCCCCCCCCCCCKKKKKKKKKK

Blast #3 covered his mountain-like pecs and ran down into the valley between them.

The sight was too much for me, plus with each spasm of his cock his boy pussy would clench my cock and it set me off before he finished his cum.

So now it was my turn to let out a loud animal sounding groan unlike anything I've ever heard come out of my mouth before.

UUUHHHHHHHHHHHHHH OOOOOOOOOOOHHHHHHHHHHH MMMMMPPPPHHHHH

I pushed against him as tight as I could and froze. It was like I was trying to push him deep down into the mattress!!!

I couldn't count how many shots I fired deep into his very depths. I couldn't tell when I stopped shooting and was just feeling spasms after the cum stopped. It was all a blur. I couldn't tell you when he stopped shooting either. I might have collapsed or passed out. Or not. Maybe he did. I was totally in another world.

Finally I fell forward on top of his body, landing in all his cum that got smeared between us and I think I actually did pass out.

When I regained my senses, I lapped at his nipple to arouse him and then realized he was still blindfolded and tied up.

WHEW...... was all I could say.

I got up and got the little wire cutters to snip the zip ties freeing Tom from the bed posts. Then I removed the eye mask that had kept him blindfolded the entire time.

And then I looked down at him and asked "Well, what'ya think?"

He looked up at me and smiled, "I think Ricky is absolutely going to go crazy over this!"

I leaned down and gave Tom a small, short but passionate kiss and collapsed back on top of him with my hand cupping his pec and my thumb and finger grasping his ever so sexy nipple.

And we both fell asleep in a state of pure bliss.

End part 35

to be continued.....

A few notes from the Author: I know many of you were thinking this was the chapter that was going to tell the story of Ricky's Official Boy Pussy Opening Party. So did I actually! But the setup to the big event took more writing than expected and the chapter ran longer than I usually do.

And while I don't want to issue a Spoiler Alert.... there is another big event following right on the heels of Ricky's deflowering that will affect many of the characters. And so chapter 35 needed to help set the stage for things to come. Chapter 36 will cover Ricky's Official Boy Pussy Opening.... in detail. Promise.

Remember this is a story that covers a cumulative number of years during an awkward stage in a young person's life where things can, and do change. One chapter does not tell the whole story. It's a story of twists and turns so things don't always go like you might think they will. So always be sure to catch the next chapter!

One way to keep up on the release of new chapters is to check out the new beta version (trial version) that Nifty is working on.

http:// new.nifty [dot] org (note: there is no www in that web address)

The wonderful volunteers at Nifty are improving the site with some cool additional features including:

Click 'Favorite' at the top of any story page which makes it easier to find the new chapters when they come out. Click 'Follow Author' on any story page to keep up with the author's latest work.

If you feel so inclined, please consider rating my story by clicking on the stars at the bottom of any chapter. 5 stars would be nice ;))

Until next chapter.... Happy reading! Neo

Next: Chapter 36


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