3. Eddie

Chapter 3

Eddie

‘I think this date could be seriously fun,’ I say, cleaning out the baking trays and getting them all shiny and ready for tomorrow. ‘I mean… he’s seriously hot, right?’

I look over toward Mitch as he fiddles around with the bakery iPad.

Mitch isn’t the best with technology, but he’s the boss so he needs to learn how to do it!

‘ Um , yeah, what was that?’ Mitch says, a look of irritation on his face as he put the iPad back down on the service counter. ‘Sorry. Yeah, Nico… there’s no denying he’s smoking hot…’

‘Do I detect a but ?’ I reply. ‘And I don’t mean the rock-hard butt inside Nico’s suit trousers either LOL.’

I can see that Mitch is tossing and turning something over in his mind.

What does Mitch know that I don’t?’

This isn’t good. Mitch needs to spill…

‘Come on, no holding out on me,’ I say, putting my drying cloth down and walking over to Mitch. ‘I know you’re my boss, but we’re friends too. If there’s something you think I should know, then tell me. I’d do the same for you.’

Mitch smiles.

He’s got a kind face, and I know he’d never do or say anything that wasn’t in my best interests.

‘Well… I just wanted to check that you realized something,’ Mitch says.

‘What? Something about Nico?’ I say, intrigued.

‘Yeah, about Nico,’ Mitch replies, picking out one of the day’s left over cream horns and handing it to me. ‘You know he’s… Mafia, right?’

Wait, what?

Is Mitch being serious right now?

Nico is Mafia?

I’d heard that there were Daddies in the Mafia, but I’d always assumed that these were the kinds of Daddies who stuck strictly to the younger, wilder Littles that spent pretty much every night partying in clubs and had barely worked a day in their lives.

‘H-h-h-how do you know?’ I say, a little shocked but kinda loving it too. ‘I mean, how do you know for sure? Not everyone who dresses sharply is a gangster!’

‘Ha! I know that, Eddie,’ Mitch says, taking a big bite of his cream horn. ‘I actually recognized him from a Mafia blog I read online. I do more than just bake, you know?’

‘Wow, that’s… interesting,’ I say, my heart thumping several beats quicker than it was previously. ‘Do you think I can handle him?’

‘Only you know that, my buddy,’ Mitch says. ‘I can barely handle the cashing up process on this damn iPad, who am I to judge what a Little can handle from his Daddy?’

The two of us burst into laughter.

Nico may be a Mafia Daddy, but from our flirtations online and in person, I can tell that he likes me. And every bone in my body is telling me that I like him too.

My day-to-day life is about as wholesome and fluffy as anyone could ever wish for.

I think I might want some danger and edginess.

After all, why did I start chatting to Nico in the first place?

On some level, I think I knew he was a bit different to the average New York City Daddy.

And what’s even better is that Nico is attracted to me for who I am. My old Daddy worked a respectable, nine to five job and he was always a bit mean about my weight and body shape.

But Nico’s not like that.

Nico thinks I’m hot just the way I am.

The way I see it, Nico might do bad things in the mafia – if he even really is Mafia – but that’s got nothing to do with how he feels about me.

There’s no way I’m going to let this chance at happiness slip through my hands.

And anyway, Nico commanded me to meet him at eight.

Now I know he’s a young Mafia Daddy, I can’t possibly risk angering him by not showing up.

But with the promise of a smacked bottom for being tardy, I might just be a couple of minutes late!

‘So if you can work this freakin’ iPad accounting thing for me, I’ll let you bounce early,’ Mitch says, a relieved look on his face as I take the iPad and quickly resolve the issue. ‘Holy hell. I really need to do some work on my tech skills.’

‘No problemo,’ I giggle, hugging Mitch and making my way out of East Side Sugar and getting ready to get home as quickly as I can.

It’s time to prepare for my date.

I’ve haven’t dated a young Mafia Daddy before and want to make sure I’m looking my absolute best…

My apartment is looking nice and clean as usual, but my head is spinning with so many possibilities as to what my date with Nico will actually look like.

Nico’s hot beyond belief.

He’s younger than me too.

And now it turns out he’s involved with the Mafia?

Wow . This might just be the triple-threat from my ultimate late-night fantasies…

And as I’m standing under the hot water cascading down from my shower, I can’t help but start to feel aroused at the possibility that I might be getting manhandled by a true, one hundred percent genuine bad guy.

I mean, I know it’s maybe morally dubious… but I can’t deny how hot it is.

I reach for my washcloth to wipe away some of the soapy suds from my body and notice that my cock is standing fully to attention – I’m suddenly thinking I need to switch the water to ice cold or I might just lose all control!

‘Hehe, I think I need to calm down,’ I giggle, quickly blasting myself with a few seconds of cold water. ‘Time to get out and get myself ready, I think.’

One thing about me is that I like to air dry myself after a shower or bath.

Luckily, my apartment is nice and warm and allows me to do that.

I step out of the shower and stand on the drying mat and allow the droplets of water on my body to trickle down.

When I think I’m approaching something like dry, I walk through into the bedroom and see from the several notifications on my phone that my friend Aaron has been in touch…

AARON: So… have you decided? Date or no date with Mr. Mafia???? PS – I hear Mafia Daddies spank HARDER than any other Daddy! EEEEK! XoXoXo

EDDIE: I HAVE decided. And… OF COURSE(!) I’m going on the date. Nico’s drop dead gorgeous and in the prime of his life. I’m not going to be a Scaredy Little and back out. And who says I don’t WANT a super-hard spanking ;) Xxxxxooooo

AARON: Hehe! I thought you might say that. And to be honest, I’m glad you’re going. I didn’t want to push you into a decision, but I really think this could be good for you. Worry about the Mafia side of things later. If I wasn’t already with my incredible Forever Daddy, I might even be a little bit jealous! Have fun XoXo

EDDIE: Thank you, Aaron – I will! (And don’t worry, I’ll tell you ALL about it too!) Xxxxxooooo

I smile and put the phone down on my bed. It’s great to be able to share this stuff with Aaron.

I talk about dating with Mitch at work, but at the end of the day he is my boss, so I always feel like I have to hold back a little bit. I guess there should always be some kind of professional barrier at work, and that’s why it’s so nice to have Aaron to talk to.

Anyway…

It’s time to get dressed and get myself looking as cute as I can for Nico.

I love how I look and am comfortable in myself, but I can’t deny that the thought of putting myself on display and looking cute for a Daddy is giving me extra motivation tonight.

The idea of Nico’s dark, soul-searching eyes scanning over me later this evening is something I can’t stop thinking about.

More than that, my mind keeps wondering exactly what we might end up doing after the date too.

In the shared interests tab on OlderLittles.com, it had pet play down as a high priority for both of us.

The very idea of being naked and on all fours with a collar and leash is making me go all hard again – I mean, who wouldn’t want to be a puppy for a master like Nico?

The fact that Nico is in all probability from a criminal background makes the thought of being his submissive puppy and plaything even more appealing.

Phew . I simply must stop thinking about this.

If I don’t get my mind off Nico and all the naughtiness we could get up to together then before I know it I’ll be lying on my bed with my cock in my hand, furiously jerking myself off to every scenario imaginable!

But I can’t do that.

I need to keep myself fresh and full for Nico.

‘Okay, I’m thinking baby blue t-shirt with my favorite chinos and a pair of fresh sneakers,’ I say, looking over toward Squeeze as he sits on my pillow. ‘What do you think? Shall I wear my teeny white jockstrap too?’

Even if Squeeze was going to give me his expert stuffie opinion, I don’t wait for an answer.

I rummage around in my underwear drawer and pull out my crisp white jockstrap.

There’s something so risqué about it – the way my cock is all snug inside the pouch at the front and my chubby butt cheeks are free to jiggle at the back!

I think Nico is going to love them – and I hope more than anything that the date goes well enough for it to get that far!

This bar is… impressive.

I knew I was in for something swankier than my usual hangouts when I told the Uber driver where I was headed. The driver’s raised eyebrow was more than enough to tell me that this was no run of the mill bar.

Shakers Bar is a cocktail lounge with a fashionable address and apparently seems to be populated by the smoothest, coolest people in a six-block radius.

With its low lights and classy, minimalist décor I can see that the prices on these cocktails aren’t going to be cheap.

In fact, I’d be willing to bet that a single cocktail here would probably get me four boxes of East Side Sugar donuts!

Luckily for me though, it appears that my date has already got the first round in…

‘Hey there cutey,’ Nico says, looking dashing in his black jacket and open necked black shirt underneath. ‘I got you a fruity cocktail. I figured this would be your kind of flavor.’

‘You figured right!’ I reply, enthusiastic but trying to retain my cool, even if the sight of Nico’s powerful thighs underneath his finely tailored suit trousers is pretty much impossible to ignore. ‘You look very handsome.’

Yikes . I’m such a dork!

I feel my cheeks flush beetroot red.

But Nico doesn’t seem to mind my blurted-out compliment.

In fact, Nico might just like it…

‘That’s very kind of you, baby boy,’ Nico says, offering his hand. ‘Take my hand and come with me. I’ve got us the best seats in the house.’

As we walk over toward the private booth that overlooks the rest of the bar, Nico explains that he’s not impressed by hipster hangouts or exclusive clubs. All he cares about is the quality of the drinks on offer.

I like that attitude a lot.

It’s kind of like me with sweet treats – it doesn’t matter how many followers a bakery or candy store has on Instagram, it’s the flavors and goodness of the food on offer that ticks my boxes.

We sit down next to each other on the comfy seat.

I can feel Nico’s hard thighs pressing up to me, and I can’t help but flash a quick look down to his crotch – OMG … that looks crazy big!

‘Eyes up here,’ Nico laughs, a slight hint of menace in his voice. ‘I’m more than just a big cock.’

The pair of us laugh.

Well, mine’s more of a nervous, giddy giggle.

I’ve barely had a sip of my cocktail and I’m already feeling drunk – it must be the sheer excitement of being on a date with Nico.

I can see other guys in the bar checking Nico out from afar. But as far as Nico is concerned, I might as well be the only Little here…

‘Listen, I knew you were my kind of boy from OlderLittles.com,’ Nico says, sipping on his classic Old Fashioned. ‘But when we met at East Side Sugar… boy. That was something else.’

‘It was the same for me,’ I say, my voice trembling a little as it dawns on me just how much Nico wants me. ‘But… there’s something I need to ask.’

I can see Nico’s eyes focusing.

It feels like he’s burning a hole directly into the inner workings of my brain.

‘Sure, go ahead,’ Nico says, so confident and self-assured.

‘W-w-w-what do you do for a living?’ I say, not wanting to come right out and mention the M-word.

‘Let’s say I work in personal relations and problem solving,’ Nico says, a steeliness in his voice that I can’t help but find highly arousing. ‘We can get into the specifics another time, yes?’

‘Yeah, that sounds good,’ I say, realizing that Nico will only tell me more when he’s ready to.

‘What I want to know is how the hell you make such tasty cupcakes?’ Nico says, swiftly changing the subject and skillfully setting me off on a rambling monologue about frosting, fresh fruit, and the kind of Swiss baking techniques that bore even Squeeze, my loyal stuffie!

But Nico isn’t bored by anything I’m saying.

I can tell that he truly wants to learn about me and find out what I’m passionate about.

This is refreshing. This feels… really great .

‘Now, how about we talk a little bit about one of our shared interests?’ Nico says, clearly realizing that I’ve said just about everything it’s possible to say about the perfect cupcake recipe.

‘You mean…’ I reply, not wanting to second guess what Nico means.

‘I mean exactly that, boy,’ Nico replies, arching his eyebrow. ‘You want to be a little pup, don’t you?’

Oh my.

Oh my-oh my- oh my .

This is hot .

All I can do is nod my head – hey, maybe I actually am a puppy?

‘I think you’re precisely the kind of puppy I want to play with too,’ Nico continues, a look of sheer desire in his smoldering eyes. ‘Soft, curvy, full of fun…’

GULP!

This is getting intense.

My cock is as hard as a triple-time overbaked cookie and there’s no way that’s changing any time soon if Nico keeps this up.

I look at my watch and see that it’s only 9PM.

The evening is still young, and I’ve got a feeling that Nico has got something very specific in store for me…