Page 10 of Love By the Bay


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NerdGuy: It’s getting late, are you tired or still okay to talk?

TeacherGal: No, I’m great actually. I was dead on my feet earlier, but talking to you invigorates me somehow.

I take a swig of my beer and wonder whether to step things up with TeacherGal and see if she wants to take our innocent flirtation to the next level. There’s a very clear attraction between us, and I can’t stop looking at her profile picture; the curve of her thick thighs, the full roundness of her ass and the tempting swell of her tits. With her long dark hair, she’s exactly the sort of woman I would approach in a bar; she’s definitely my type. I’ve never really done the online dating thing before and any sexting I’ve participated in has been with girlfriends who were expecting it.

How the hell do you start heating things up without coming off like a total perv?

But as another message pings into the app, I’m happy to discover that I don’t have to make the first move, because TeacherGal is obviously on the same page as me.

TeacherGal: I don’t know if this is the right way to start a message like this, but what are you wearing? ;)

A low growly laugh rumbles through my chest, and I notice the distinct outline of my cock thickening in my sweatpants. She’s absolutely adorable, but also sexy as hell. This is going to be fun.

I hold up my phone and turn on the camera, switching the view so I can take a picture of my bare chest, abs and legs. Before I can pussy out, I hit send and hold my breath. My dick is clearly semi-hard under the grey material of my sweatpants and it could completely freak her out. Or not. It’s a risk every guy has to take, especially when wearing grey sweats.

It seems like hours before the app pings, and her reply drops into the message box.

TeacherGal: Oh wow. You’re really athletic. I fear you might be disappointed in me.

NerdGuy: Not possible. Your profile pic is beautiful and I love a woman with curves. I like to snuggle into them, fill my hands with them and worship every inch.

TeacherGal: Thank you. That’s not always been the opinion of men I’ve been with so it’s nice to hear.

NerdGuy: Jesus, that makes me mad. Guys who shame a woman about her body need to be dick punched. Sorry, that was a bit aggressive, but I hate that.

TeacherGal: Hahahahaha, I’ll remember to dick punch my ex husband next time I see him. Which I hope is never btw.

My hackles rise as I think about some asshat making her feel less than amazing.

NerdGuy: Your ex is a douche if he can’t see what an amazing, kind, sexy woman you are. His loss, my gain.

TeacherGal: You’re so sweet, thank you. Are you sure you’re only 28? You seem very wise.

NerdGuy: Yes, definitely 28. If not there’s a huge age gap between me and my twin [shocked face emoji]

TeacherGal: Oh you’re a twin? I’m an only child. My mom left me with my grandmother when I was 3 and never came back so it was just the two of us. She was wonderful and I had a very happy childhood but I would have loved a sibling.

NerdGuy: I’ll happily lend you my twin anyday [laughing emoji] Anyway, I think you owe me a ‘what are you wearing’ pic ;)

Again, I hold my breath when I send the message. She liked my picture but I know she’s had some confidence issues judging by what she’s said about her dick of an ex. Hopefully my request won’t scare her off. I drain the last of my beer just as her picture comes through and I’m so shocked I spray the liquid out of my mouth, all over the coffee table.

The picture I receive is a full length mirror selfie, minus her face. But to be honest even if her face were visible, that’s not what my eyes would be focused on right now. She’s wearing a thin pink tank top with cherries all over it, her full round breasts straining against the material. Her dark hair hangs in wavy curtains over her shoulders, framing her incredible tits. As I trail my eyes lower, I take in the tiny booty shorts made out of the same material as her tank, hugging her flared hips and clearly showing the slight mound of her pussy.

Fuck! My mouth waters and now my dick is fully hard. I reach down and give it a squeeze, the tingle of excitement shooting up my spine, making the hair on the back of my neck stand on end.

TeacherGal: Are you there? Is the picture okay?

Shit, I must have zoned out in my dirty fantasy of stripping her naked and kissing those magnificent tits.

NerdGuy: You’re beautiful and the picture is perfect. Those cute little cherries are making my mouth water.

TeacherGal: [blushing emoji] Your picture had the same effect on me.

NerdGuy: What would you do if you were here right now?

TeacherGal: I want to run my fingers over your abs. I’ve never seen abs like that in real life before. I want to see if your skin is soft and what the hair on your stomach feels like.

Fuck me, that escalated quickly! Angling my phone I hit record, reaching down, running my hand over my chest and abs, sliding it under the waistband of my sweats, fisting my dick. I hit send and wait, my heart hammering in my chest and my hand still wrapped around my cock which is harder than it’s been in years.

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