Becoming Charlotte – Part 6: Coping and Preparing

To say I’ve been a moody bitch this last 12 days would be an understatement, despite Sally’s best efforts to cheer me up and the therapist’s attempts to get me to talk about it. I’ve only been out of my room when I’ve absolutely had to, haven’t worn a dress or make-up, preferring a baggy jumper and jeans, since Andy left for basic training. It’s also a good job that Mr Snuggles (the teddy he bought me after our second excursion into the outside world) doesn’t have any bones as I’ve been cuddling him so tight I would’ve broken every single one. Missing him so much is bad enough, not hearing anything from him is even worse.

Hey, I’m Charlotte, Charley for short. Former male, now biologically female and thoroughly down in the dumps because I won’t see my boyfriend again for another 11 weeks.

“Go away!” I whine into the intercom as it buzzes for the 50th time in a minute. I know who it is, Sally, she’s probably going to try to suggest some ‘fun’ activity just for me to refuse. All I want is to be left alone.

“You’re really going to want to open the door for this one!” she practically singsongs through the speaker.

“No I won’t!” I singsong back sarcastically, convinced she’s just trying to tease me into showing my face.

“Fine! I’ll just give this letter back to the postman…”

I fling the door open, my eyes immediately drawn to the envelope she’s holding towards me, an envelope with some very familiar handwriting on it… Andy’s.

I snatch it out of her hand, scrutinising it closely as I head to the bed and practically jump on, sitting cross legged and trying to open it carefully as my hands shake with nerves. I finally manage it, taking out the headed paper and unfolding it.

“Well, ok,” Sally says with a huff, closing the door. “aren’t those PJs a bit big for you?” she remarks as she walks towards the bed and sits next to me.

“They’re Andy’s.” I half reply as I scan the letter for any hint that it’s a ‘Dear John’, by the third paragraph it’s quite clear that it’s not.

“So… what does he say?” she looks at me with intrigue.

“My darling Charlotte…” I read aloud “there are no words to describe how much I miss you, even though it’s only been a few days. Please forgive me for writing so late, my Drill Sergeant is a tough one and this is the first time I’ve had 5 minutes to my self since arriving here.”

“Go on.” She nudges me as I pause to scan the next part.

“I miss you, darling, I yearn for the soft feel of your lips, the gentle caresses of your fingers (sally mimics being sick, teasing me), the soft squeaks you make when you sleep, the way your…” I put my hand to my mouth. “Oops! I can’t read that part out to you!” I say with a giggle.

“Why? What’s he say?” she tries to read the letter over my shoulder, following it and shifting position as I keep moving it out of sight. “C’mon, spill!”

“Jeez, Sal, what’s with you?” I hold the letter out of reach as she tries to grab it. “I’m going to see Josh and tell him to give you a few extra orgasms tonight!”

“He won’t,” she huffs, folding her arms under her chest. “it’s my time of the month and he says it’ll be too messy.”

“Not even up your…” I let out a quick two tone whistle meaning her ass.

“I don’t want to get blood on my balls.” She replies, putting on an approximation of his voice as I look at her with a mixture of amusement and disbelief.

“So he’ll risk shit on his dick when he wants impromptu bum fun but it’s a no no for his hang-me-downs?”

(As you’ve probably guessed, Sally is one of those girls that gets very horny when she has ‘the Curse’. Josh, however, is the kind of guy that finds a ladies’ natural cycle a bit of an ick.)

“Exactly.” She states seriously before we both burst out laughing. “Andy’s probably the same.”

“I doubt it, I think he likes my ass too much to resist. The only reasons we didn’t during my last one was because I didn’t feel like having sex and we hadn’t tried anal at that point.” I look at her conspiratorially “not that it stopped me sucking him off or stroking him, Gotta keep your man happy.”

“You whore!” Sally exclaims jokingly.

“Coming from the one who stuck her ass in the air on the second night, spread her cheeks and told Josh to shove it in!”

“I did not!”

“Charley, I was so brazen…” I start in my best impression of her, stopping when she playfully punches me in the arm.

“I was hoping you’d forgotten that. So come on… what else does Andy miss? Spill.” She prods me in the arm repeatedly until I give in.

“He misses the way my pussy clamps and quivers when I cum, whether it’s on his fingers, tongue or cock.” I tell her with a smirk.

“Kinky! So… you going to stop being a gloomy cow now?”

“Yeah… I feel much better now.” I confess with a grin.

“Girl’s day out? I’ve got the day off.”

“Ok, just give me an hour, the things he goes on to say in this letter are making it so I need some ‘special’ time.”

“It’s that erotic?” she asks, looking jealous.

“It’s ‘I’ve only read the first line and I’m dripping wet’ kind of erotic.”

“Lucky bitch,” Sally says getting up and heading to the door before turning back and holding up her finger. “One hour.”

“Yes ma’am!” I salute as she heads out of the door.

Once she’s gone, I slip off the PJ bottoms and my plain panties, laying back, spreading my knees and running my fingers over my labia.

“I hope you don’t mind, if the first thing I do after kissing you, is to kneel down and eat your sweet pussy as you lean against the wall.” I read, my fingers rubbing in the way I imagine his tongue lapping at my outer lips. “The thought of your scent, your sweet juices running freely into my mouth is what keeps me going. I want to tease your sensitive lips and the hard nub of your clit…” I lightly tease my sensitive spot, gasping as pleasurable shocks shoot through me. “I want to watch your face as I suck on it, to see your beauty in bliss as I lick and hum on that most delicious of spots on your gorgeous body.” I rub my clit harder, gasping loudly as my orgasm builds.

“Oh… Andy… please… make me cum!” I cry out as I read his words, my fingers blurring as I stimulate myself furiously.

“I’ll plunge my tongue inside your sweetness, locking eyes with you as I fuck you with it…” I slip two fingers from my other hand inside my slick hole, finger fucking myself as fast as I rub my hard clit, my groans echoing around the room as I push myself closer and closer to release.

“Yeeeeeeees! Andyyyyyy!” I cry out as I continue, the letter carefully placed so I can read it.

“As I probe you deeper with it, running it over your sweet spot, grinning as you squirm on my face and groan my name.”

I close my eyes, an image of him looking up at me as I writhe with bliss, my pussy streaming juices and soaking his face.