I had been debating investing time in more meaningful conversations online. Dating apps were scary but maybe hiding behind a keyboard…
I started following her more for her political stance than anything. After a public break up, I reached out.
“Hey, you dont know me from Adam, but you should know that you really inspired me just by trying to get out there and do the thing. You’re very brave.”
I didnt expect to hear back but she responded and we went back and forth over how things were going and how it made her feel. I had thought from the start she was one of those impossible beauties. The ones who would never talk to a bald, middle-aged nobody like me; but here we were, nerding out over Space Battles. She’d send a laugh emoji and it was like hearing an actual laugh. What started as harmlessly reaching out became trust and friendship. It was amazing.
After some time, she began to send pictures. Harmless at first, but always appealing to something more… primitive in me. I sent a couple back, more as a joke than anything (middle-aged fugly, remember?) And she didnt laugh at them. At each point I just thought ” She’s so far out of my league, what do I have to lose?”
I digress. One night, after a long day, she sent me a text, “guess what time it is?” And before I could hit enter on my reply, a picture. Legs.
No pants. On the bed of the hotel. She even put that cute little arch in her foot that women do. I was mortified. I knew it was the end for me. I was cooked. Legs. My Achilles heel. Did she know? No. How could she. But there was no turning back.
“Holy shit! I mean, its amazing that. With all you’ve been through, you’d trust me with those. That. This Pic. I mean, very nice.” Don’t be a creep, Andrew. Stay cool…
From there the texts got a little more flirty. A little less ‘hey you’re cute’ and a little more… shower scene.
This woman had it all. She was so intelligent it was intimidating and yet so kind I could take her intimidation all day and ask for more. Eventually. I started asking for more.
Legs. I’d dropped some hints. Legs are it for me. Soft, warm, and the perfect path to, well, more than legs. I love the feel, the taste, the sensation as my beard trails along the inner- WHOOPS!- getting ahead of myself. Anyway, she figured it out and it was not long before she was making it clear she wanted me to be turned on. This was no longer random photography. I was being assaulted, endorphins racing. Oxytocin flooding my system. Heart a-flutter.
“I love that you send these, but how do you know I’m not over here, ya know…” beating off. I couldn’t say it.
“You mean, you’re not?” She asks so sweetly. “How do you know I don’t want you touching yourself, right… now. If I were there, I’d be touching you…
” I want you to lay back and put your hand on it. Feel how excited you are as you read this.”
Did she plan this???
I’m so fucked. I’m so hard, wtf?! Never would I have had this on my bingo card. But I did what I was told, and paid attention to the throb, the vein pulsing as I instinctively pushed back against my hand and she typed, and I read, and it was like she was there with me.
As my hand moved along my shaft under the cover, it wasnt my hand anymore. It was hers. Gentle, teasing. Caressing. She wasnt texting me that she was reaching into my pants. She was doing it. I felt her fingers and palm slide down the front of my ejection, pushing it against my body as her fingers reached for the base and then some. The twig AND the berries. Gentle.
I could feel her, kissing my neck. Her hand came out of my pants and lifted my Sublime tank top (you know the one) and she began kissing my stomach as her hand went back to tend to… other things. She even kissed up my side, making my whole torso quiver. How did she know? Back up toward my face, as she’s pulling my shirt up with her. I lift my shoulders off the bed and the shirt comes off. Her shirt is off (when tf did that happen?) Or at least that’s the pic she’s just sent. Her skirt is just short enough that, and she’s on all fours hovering over me, I can just make out the edge of her ass cheek. I touch it, still half in disbelief.
“Smack it.” It wasn’t a command or a request, it was… somewhere in between. Something in her voice was vulnerable. Her breath. She nearly moaned the words.
I smack her ass and she gasps. Sorry, baby, no half measures. She’s wrapped her hand around my cock. She smiles over her shoulder as she turns her body around and as I reach up to pull her panties down and off my penis is engulfed in warmth as she moans on it. Her hand and mouth move as one and I’m nearly done right then and there.
I moan as she presses the back of her throat against the tip, having leaned forward to lift her leg over me. I run my hands along her sides, purposely caressing around the sensitive areas of her breats, teasing first. A quick squeeze and she replies with a moan, lowering her pussy to my face. Its so wet. How is this happening to me? My tongue rubs back and forth, barely penetrating her before moving up for her clit. As she stops to catch her breath I hear a hot, mischievous little chuckle through her nose. It turns to a gasp as my tongue and mouth flick and suck, then move back down for a quick tease of penetration then back to the clit.
We suck and lick and moan for what seems like eternity when I hear “I need you inside me.” She turns around and straddles me. We’re kissing as she rubs her pussy against my cock. So fucking wet. Up and down my shaft like she’s coaxing it out… “I love how my pussy tastes on your lips. I smell so good on your beard.” Almost panting. We cant stop smiling. She changes her angle just a bit and “OOOOOH fuuuuck,” I’m inside her. She lets out a sigh and kisses me. She slides against me, her nipples caressing my chest before she arches back and my lips gently latch on to one of them. The one in the picture she sent. My tongue rubs the tip of her nipple in time with her gyration and I feel her tighten. I smack her ass and her legs squeeze. She’s so tight she almost pushes me out. I look at her face in that moment, so flushed. Her mouth is open and her breath has caught ever so briefly before breaking into the sexiest moan of satisfaction. She collapses against me and I roll us over.
Taking my time, I kiss her neck from the collar up, ending right at the back of her jaw before giving her earlobe a nibble. I push into her and cant help but let out a gutteral moan. Looking down, I see her looking back at me. She’s vulnerable. Open. Trusting. I take her hands up over her head and hold her by the wrist in one hand and continue thrusting into her. She brings a leg up under my arm and rests it on my shoulder as I continue, rolling her hips up. She starts so moan and I feel her tighten up again. Its too much to bear and I feel myself climbing toward climax.
She knew. I hear an Angel say “Andrew,” and when I look to her face she says “dont you stop. Cum with me!” She gets louder as she ends the sentence as more of a moan than words. We press hard against each other. I let go of her hand and leg and she rakes her nails down my back, wrapping her legs around me. In the final moment, I am so stimulated I can barely move. She’s locked me up and neither one of us can move. I explode as she cries out “i’m coming!”
We collapse. Rolling over so she is on top and i’m still inside. I run my hand up her thigh and squeeze her ass.
She texts me back “that was amazing!”
I can’t believe what just happened. The next pic – she’s naked, sheet beneath her soaked. We came together online and then we… came together.
And so began something so awesome, so natural, you wouldn’t believe it save for the stories to come.
To be continued…
Love Acadaemia 