Chapter 29
“Do you have a minute?” Andrea asks from behind me.
With a spin of my chair, I turn to face her, finding her leaning against the opening of the hidden room. She’s wearing her silk kimono, and in the loose opening of the collar, I see nothing but a strap and a peek of lace.
When she excused herself after dinner to go shower and refused my offer to join her, I sensed something like this was afoot.
Today marks the first year of our encounter, which we celebrated in our own way this morning upon waking up.
Looking back, it feels as though I’ve known her for far longer than a year.
And not in a cheesy way, but because of how much has happened since she stumbled into my life with her geeky T-shirts and tantalizing freckles.
I fold my arms across my chest and say, “Of course.”
“I was wondering if you’d be interested in adding a new tradition to our growing repertoire.”
Of course, she’s come up with something new.
“What do you have in mind?” I ask.
“I thought we could maybe celebrate today by doing this thing I’m calling an analversary.”
Fuck. That one I didn’t see coming. “You want me to fuck your ass?”
“If you’re up for it … yeah. I’ve been wearing the big plug all afternoon to be ready for it. I removed it only to shower and … douche. Then I put it back in.”
She’s visibly nervous, face pink with what must be a mix of embarrassment and timidity. I pat my thigh twice, and she doesn’t hesitate to come sit on my lap. I graze her flushed cheekbones with my knuckles, adamant to appease her.
“You feel ready for that, my love?”
“As ready as I’ll ever be. Plan B would be to hack into the elevator’s program, lock ourselves in it between two floors, and fuck in there to celebrate meeting in one.”
“I like that one a lot, too. Can’t we do both?”
“It’s one or the other, you greedy man.”
With a soft finger, I graze her hair behind her shoulder to free her throat for my lips. As I kiss the soft skin there, I inhale her clean scent. “Are you sure you want that?” I murmur, my hand lowering to fill itself with her perfect ass.
“I’m very sure, baby. In fact, I think I crave it.”
“That makes two of us, then.”
As she comes closer to kiss me, I secure her in my arms and lift her as I stand from my chair.
Leaving everything behind, I carry her out of the hidden room, all the way to our bed to lay her on it.
While my mouth trails down the opening of her kimono, I tug at the ribbon holding it closed.
I unwrap her like a present, unveiling the pretty lingerie she slipped on just for me.
I kiss every inch of her, working hard to ease the last of her tension. My lips linger for a couple of seconds on the scar at her shoulder, its reminder still painful even though she’s made a full recovery.
Once I’m out of skin to explore, I stand up to remove my T-shirt and demand, “Roll on your stomach.” She complies, and I groan at the sight of her generous ass. Whoever designed this underwear knew exactly how to embellish such curves.
With one knee on the bed, I reach forward to slip my fingers under the lace at her waist. When I tug, she lifts herself, arching her back and sticking her ass out to help me. I’m not even done removing it when I notice that her nervousness has returned, hands fidgeting at the covers.
This won’t do. I’ve never had anal before, but I’ve done my research, and I need her to be relaxed and aroused. I crawl up, kissing the dip of her spine, then I settle next to her, leaning on my elbow.
She keeps her face half pressed into the sheets as she peeks at me, cheeks still red. When my hand cups the round curve of her ass, she jumps slightly.
“Are you scared?” I softly ask as my fingers travel to the plug.
“I’m … nervous.”
“Why?”
“Because you have an enormous dick.”
“We don’t have to do this, you know?”
“I want to. I promise, I really do.”
Instead of grabbing the plug as I intended, I lead my fingers lower, to graze the wet expanse between her legs. Yes, she wants to try it. She’s drenched at the thought.
“We’ll go slow,” I say, pinching the end of the plug. “And if you want to stop, we’ll stop.” I tug at the plug, taking it out until she’s stretched around the widest part of it. “Does that sound alright to you, my love?”
She nods with a trembling breath, hands clutching at the covers for a different reason now.
To remind her of how good this can feel, I twist the plug around, stretching her a little more, pull it slightly out, then back in. I fuck her with it, slowly, tenderly, until she’s writhing on the bed, desperate for more.
“I—I’m ready,” she says, voice tight and needy.
“Not quite yet, no.”
I pull the plug completely out, throw it on the bed, and move to kneel at the foot of it.
When I pull on her legs to make her slide closer to me, she lets out a small yelp but releases the covers.
Then I lift her on all fours at the edge of the mattress and look at her holes.
The pink one dripping with want that I’ve fucked for hours, and the darker one she wants me into, tight and puckered.
This woman really is a gift from the skies, isn’t she?
My mouth waters for a taste, so I dive in. Andrea gasps as my tongue drags up the crease, and she jolts forward, but I prevent it with firm hands on her hips.
“Lex!” she protests, trying again to get away.
This time, as I focus on the tight hole, she lets out a breathy plaint, shivering all over.
It takes a few more drags over the textured pucker for her to give up with a moan, angling herself better.
There might not be a strong cluster of nerves like in a clitoris, but the sensation must still be enjoyable, because she’s soon writhing and whimpering my name, clutching at my hair with a guiding hand.
When I apply pressure with the pointed tip of my tongue, though, she clamps up, denying me access.
So, to bring some variation to the deed, I now and then lower and lick her pussy, fucking her with my tongue, bringing some of that wetness higher …
I’m not sure how long it lasts, but eventually, she pushes me away with, “Enough. I need you to fuck me already.”
I let her go so she can bring herself back to the center of the bed, and as she removes her bra, I lower my shorts and underwear, releasing my swollen length to her sight.
“How—How do we proceed?” she wonders as I join her on the bed.
“Do you want me to fuck your pussy first?” She shakes her head, lips parted as she pants.
I stretch to take out the lube and a couple of leftover condoms from my nightstand. “Why the protection?” she asks.
“We don’t know yet if you can take me, or for how long. If you need me to stop, we can switch to vaginal sex without having to wash myself.”
“Oh, that’s clever.”
She watches as I tear the condom packet open and then roll it down my length.
I haven’t had to put one on in so long, it feels odd.
I give myself a couple of strokes to dull the edge a little.
There are a few ways to do this, but for our first time, I need to monitor her expression to make sure I’m not hurting her.
She’s so eager to please me that she might not let me know if it becomes too much. Which is why I have to make sure.
So, I hook my hands behind her knees and bring her legs up and apart. She’s pliant under my silent guidance, teeth sunk into her bottom lip.
“Hold your knees for me, darling,” I say softly.
She does it, keeping herself open and exposed for me while I grab the lubricant.
I squeeze a generous dollop onto my fingers, then bring them to the tight little hole.
The cold surprises her, but aside from a slight jump, she stays right there, allowing me to smear her with lube.
First around and over, then inside, sinking one, then two, then three fingers all the way.
“You want my cock there, Andrea?”
“Yes,” she moans.
“You think you can take it?”
“I’ll try. Please, Lex.”
“I have one condition.”
“What?”
“If you don’t like it, if it hurts, or if you feel uncomfortable, you need to tell me.”
She has a slight moment of surprise, as if she didn’t expect me to be considerate. Once she’s overcome it, she nods with, “I will.”
Still holding the lube, I squeeze a line of it on my cock with my free hand and smear it, coating the condom with it. Then, I get into position, aligning my swollen head with her. I push, enough to tease her but not to penetrate. For several seconds, I play with the idea of it, torturing us both.
It’s only when she moans and begs, “Baby, please …” that I know she’s ready for it.
Forcing myself to remain attentive to her reaction, I press in, for real, while she opens up for me. She’s so fucking eager for it, the whole head of my cock gets swallowed in, easily sliding in thanks to all the training and the lube.
Jesus fucking Christ. Not even an inch into her, and I already know I’ll love fucking her ass. But that’s not really a surprise, is it?
Fuck, this feels much better than I thought it would.
I’ve enjoyed the plugs since we started using them, and I definitely enjoyed the surprise rimming.
I didn’t expect that to happen, but it makes sense.
Lex has loved my ass from day one, so of course he’d eat it when given the opportunity.
It took me a moment to relax, and a lot of reminding myself how hard I scrubbed during the shower.
That part of me has never been this clean, so why not let him feast on it?
But this? Having his dick inside me? There’s something addictive to it. The sensation itself feels forbidden.