Our first date... Was it a date...? Whatever. The first date Timmy and I went on, it was real funny. I insisted that I was going to make him crossdress in public since he's so good at it; after a lot of prodding and teasing I finally convinced him it would be fun, and assured him that we'd go somewhere that he probably wouldn't run into anyone he knew. 

I ended up stealing his dad's phone and getting Puck, my magpie partner-in-crime and best friend, to get Timmy the day off from school. I really don't know how he does it but when I steal electronics, he does all the work getting people's personal information and whatever. Then we sell them on eBay.

Timmy was full of nervous anticipation to go out in public as a girl. What I didn't tell him is that I was going to take him to the beach.

***

"Are we gonna do the makeup too?" 

Timmy's got a wry smile as he's eyeing himself up in my full length mirror, and he likes what he sees. He's turning his body and swaying his hips, mouse tail swaying behind him, staring at his own cute slender body. I've got him all prettied up, I even had him take a bath with some really nice fur shampoo I lifted from Lush. His golden fur is glossy and soft, blonde hair rich and bouncy. He's in the same outfit I put him in the first time we fooled around at my place; a loose skimpy crop top, and a short black pleated skirt. I gave him a choker and some other accessories to go with it.

He KNOWS he looks good.

Looking at him like this, I think I should probably shower more often... My lavender fur is pretty dull, my big squirrel tail a little matted; I haven't brushed myself in a while. I can't remember the last time I took down my ponytail. He honestly looks way more feminine than me right now. I'm wearing almost the same outfit, I guess a lot of my clothes look like that... It's cute if we match anyway. I shoplifted some pink sandals from the mall the other day for the two of us, just for this occasion.

I giggle while I'm packing stuff into my messenger bag. "The makeup isn't gonna last where we're going."

"Uh, why not? Where are are we actually going, anyway?" He finally stops admiring himself and looks to me in the mirror, and I slide up behind him and put my hands on his waist.

"Don't worry about that. Are you gonna be sporting a boner the whole day, or what?" He's raging hard. It's not SUPER obvious cause the skirt's a heavier material and he's still a growing boy, but if you look down there it's easy to tell.

He laughs at that, "Around you, yeah. You better help me out with it before we go." He lifts up his skirt, and as I watch in the mirror I can see his little dick straining against the panties I gave him; cotton white with pink lace frills on the edges. A wet spot is already forming on his tip.

"Nah, I'd rather make you wait until later. More fun to tease you all day." He rolls his eyes and reaches down and gives himself a rub, then drops the skirt and goes back to checking himself out; I pick up my bag and finish stuffing a few more things inside, careful not to let Timmy see what I'm grabbing... 

I picked out two girl's swimsuits last night after he agreed to our little outing; a striped pink and black two-piece bikini with a frilled skirt, probably a touch too small for me, and a more modest black one-piece. He's gonna have a fun choice when we get to the beach.

"Alright you stupid diva, let's get going." I thow my bag over my shoulder and slap his ass. He squeaks and tries to do the same back to me, but I'm too fast for him. Puck is at his computer typing furiously as we're heading out the door; he yawns at me as we're heading out. He's probably been up for a full day. There's a big stack of laptops I've stolen next to him, cables everywhere. Who knows what he's up to.

"Have fun." He knows what I'm planning.

***

Timmy's a little nervous at first as we're walking down the street, his first time wearing girl's clothes in public, but by the time we get to the train station he's starting to chill. I look down and... Yeah, he's still got a boner. I elbow him in the ribs, and he lets out that wimpy squeak again. "Calm down you pervert, you're gonna get busted pitching a tent like that."

He rubs his side and snickers. "I'm definitely gonna bust one way of another."

I glare at him playfully and try to elbow him again, but he darts away laughing.

"Probably in you," He says with glee, skipping ahead of me.

Ugh. "You little brat."

He's really starting to get comfortable dressed like this now, he's so relaxed and confident. It really didn't take long, we've only been walking for twenty minutes. He still has no idea where we're going but he's seems excited just to be spending time with me. 

The train arrives and we hop on, taking a corner seat... Just like the first time we met on the bus.

He's giving me the side-eye with a smile on his face; I can tell he wants to fool around, but it's the middle of the day and there's a lot of people on this train. His hands creep to the hem of his skirt and he spreads his legs, smirking at me.

I hiss at him, "Come on, don't. It's too crowded. Too much trouble this time of day."

"Oh, come on. It's tradition."

"We did it ONCE..."

"...And it was the best, and it's why we're friends." He giggles and lets go of his skirt, then leans into my shoulder. "I'm joking, anyway. This is still a little scary."

"You're having fun, though. You'll have even more fun when we get to the beach."

His face goes blank as he processes that. "Wait, the beach? Then why did I get all dressed up... Wait..."

"I picked out a couple of swimsuits for us."

"What!?" He looks pretty nervous about this now. "Lyra... I didn't... I don't know if I'm ready for that..."

I wrap my arm around him. "Don't worry, you'll look as cute in a swimsuit as you do in that little skirt."

He mulls it over for a second. "...What kind of swimsuit?"

"Your pick. I'll show you when we get there, they'll both look fantastic on you."
 
He's pondering the idea of it as the train pulls up to our stop. I take him by the hand and walk him off the platform in the direction of the beach.  "Come on you wuss, you were having a great time ten minutes ago." 

"I am NOT a wuss," he lets out a with a huff. "Yeah, I'll do it."

"Good girl." I pat him on the head and he closes his eyes and grins; I think he liked hearing that. "We're gonna have fun today, don't worry about it." That was easier than I expected; a little teasing goes a long way with this kid.

I keep holding his hand while we walk to the beach from the station; nervous as he was when I told him where we're going, he seems to have gotten his bravado back already. He's got a spring in his step and we're both smiling and enjoying each other's company. If we were the same species he could probably pass as my little sister.

We get to the beach and I rent us a locker, then head towards the changing rooms. He almost instinctively heads for the boys' changing room, and I have to yank his hand to bring him into the girls' instead. He blushes to the tips of his ears and follows me in, and I giggle. Lucky for him, it's empty at the moment; the beach in general seems pretty quiet right now. It's the middle of the week and pretty early in the afternoon before school is out, since I got him to play hooky to come with me. At a glance it was sparse with some families with young cubs, some couples, a few groups of teenagers. It'll start filling up later, though. 

The changing room is a real utilitarian concrete building with some showers, benches, and rows of lockers on the walls. Pretty standard public beach fare, it's kind of... Musty? But it's clean. I find our locker and check that the key works, then sit down and pull out the swimsuits I picked out.

"So here are your choices..."

He looks... Nonplussed, but still intrigued. He takes the little pink bikini I brought and examines it, then the black one-piece. "Doesn't leave much to the imagination, does it?"

I smirk, "I thought you were into that? Hurry up and pick one, then let's get ready." I take out our beach stuff and start to strip, and by the time I'm naked he still hasn't decided... He was watching me undress the whole time, and he's staring at my pussy. I roll my eyes and grab the bikini out of his paws.

"Stop ogling me and get changed. C'mon, you'll look good in that one." I can tell he's still staring at my ass while I bend over to put the bikini on. I was right, it's definitely a size too small for me... It's really tight, riding up my butt. The top is barely covering me, not that I really have anything up there anyway. Whatever, I look good. Timmy strips down to his panties while he's watching me then stares at the one piece, a little perplexed. 

"How do you put these things on...?"

"Oh my GOD, you're such a dork." I whip his panties down, and he squeaks again... Gosh, he does that a lot. What a baby. I help him step into the swimsuit; it's a struggle getting his tail in cause he's never done it with this kind of garment before... I'm glad I'm not the one cramming my tail in there, actually. The bikini is way simpler for a squirrel. 

He squirms around a bit once it's on, then he's running his paws around the tight fabric and feeling himself up. I help him adjust it at the shoulder straps, around his butt and... He's hard again. I help him adjust that too, and give him a little squeeze.

I croon into his ear, "You should probably calm down, everybody's gonna know..."  I give him a little nip on his big floppy mouse ear, and he whimpers; I feel his dick throb in my hand through the suit. He's got an embarassed smile, he's still running his paws over the smooth material. I notice there's a dingy looking mirror on one side of the changing room, so I grab his wrist and drag him over to it so he can take a look.

"Wow, I-" 

"Yeah, really cute. I told you." He's blushing hard now, does a little turn. He's still got a boner, but... Well, I think it's gonna be fine. Anyone checking him out is going to notice, but who's going to say anything if they're eyeing up a ten year old, right? Other than his wicked hardon he's really convincing. Just a pretty little girl having fun at the beach.

"Can I keep the choker on in the water...?"

I snicker. "Whatever feels good, kiddo, just take it off if it gets uncomfortable." I stuff my discarded clothes into our locker with my bag, and when I turn to tell him to do the same with his... He's grabbed his phone and he's taking a selfie in the mirror.

"God, you're totally shameless. Finish taking your glamour shots and put your phone and shit in the locker." He turns his head to look at me quizzically, while he's snapping another one.

"My phone? But I kind of wanna take it to the beach-"

"-So you can take creep shots of other cubs, then get it stolen? You can't take it in the water with you, and you're going swimming with me." He pouts.

"Yeah, alright." One more picture and he stashes all his stuff with mine. I wrap our beach things in a towel and start walking out of the changing room. 

"Hey, Ly..." He's never called me that before. It's cute. I turn around and he's giving himself a squeeze with an insistent look in his eyes. "C'mon, I'm so close. Get me off real quick?"

I roll my eyes and I consider it... "Nah, come on, let's go find a good spot before anyone else gets here."

"I'll go do it myself if I have to-"

"-Nope!" I grab his wrist, again he squeaks, and drag him out the door.

"We'll have that kind of fun LATER."

"Lyraaaa..."