Work was a boring affair. Tuesdays were never very busy days, and other than working on a schedule that had me trying to figure out how to handle my half-days training Becky to take over my job, nothing interesting was happening.
During break, I retrieved my phone. As usual, I had a series of messages from Anna. Oddly, it had become sort of her tradition to send me teasing pictures while I was working, so it wasn't surprising that I had a few images to view. The first was of Anna in a bathroom, presumably the Starbucks she'd gone to with my college friend Melissa after we parted ways that morning. Anna was smiling in the mirror, pulling the necklines of her shirt and sports bra combo down with one finger to show an absurd amount of cleavage. Her tits looked amazing, as always, and once again my dick started to swell in the breakroom.
The second image was of the front of her workout shorts, clearly bulging where her hand was obviously touching her pussy hidden behind the fabric. "Miss you," she'd captioned it.
"Tease. How was Starbucks with Mel?" I asked her.
"It was awesome, we get along well. We're back at my place now. How's work?" she replied immediately.
"It's boring. Still hanging out?" I asked.
"Yeah, she had nothing going on, so I invited her back, as long as she knew I had work to do. Been working on my Tinkerbell outfit to bring with to Disneyland." A second text followed, "She wasn't kidding about having thought about doing an OnlyFans, she's really interested in my job. I think I might be a bad influence, in more ways than one," she said with a devil emoji. I rolled my eyes and sighed, before asking the question she was begging.
"What are you up to?" I asked with a bit of trepidation.
"I told her why I was going to the bathroom at Starbucks, about how I send you dirty pics on every shift. She thought that was sweet and hot so after I was done, she went in. I imagine John was surprised sitting at his desk lol," she sent back. I grinned. You're welcome, John, I thought. Another text followed. "And she wants to do a Disney shoot with me, says she loves the pictures I take, and the outfits and she wants my help to do one for her Instagram, just for fun."
"Well, I'm glad you're having a good day," I replied.
"The best if you were here," she replied with a kissing emoji. "Gotta run, working on something, I'll see you after work?"
"Yeah, see you soon," I texted. We traded 'I love you' texts, and I finished my café sandwich before heading up to work, but not before opening her pics and staring at them again for a moment, wishing I was with her already.
***
When my shift ended, I clocked out and walked to my car, handing the desk over to Randall, who was on duty for the evening. My car pulled onto the parkway and headed for home to get ready to meet Anna. We'd scheduled a discussion about the future of her career -- specifically, how far I was comfortable with her going with her OnlyFans account.
I was a little nervous to sit down and hash this out, but also relieved that we'd get it done, since it had been hanging in the back of our minds since she first told me what she did for a living. Having a serious boyfriend complicated the whole thing and added a need for discussions about boundaries, which she was happy to have. However, I wasn't thrilled about potentially appearing too controlling with boundaries around what was her job, even if it was unusual.
I was deep in thought the whole way home, driving on autopilot while my brain was elsewhere. I pulled into the complex and sighed, letting some of the nervous tension out of me, before I got out and headed upstairs.
My mind was still running a mile a minute as I opened my door and flicked on the lights, but it came crashing back down to earth when I glanced into my living room. I would not be waiting for Anna to arrive, because Anna was here, and had evidently let herself in with the key I'd given her. She was lounging on my couch wearing nothing but some pale-yellow lingerie with pink and blue flowers among the yellow lace. My jaw dropped.
"Hello, handsome," she said seductively. Her blue eyes twinkled, and her light brown hair framed her beautiful face perfectly; her cute nose crinkled slightly with her devious smile and her lips, coated in bright red lipstick, looked extremely inviting. I was speechless, still a little disoriented from the abrupt derailment of my train of thought, so I just looked her over.
The bra she was wearing was a push-up, making her already gravity-defying breasts look huge as they sat proudly on her chest. The garter belt she wore around her waist emphasized the flare of her hips and connected to matching stockings, while her mound was barely covered by the thin semi-transparent lace of her tiny thong panties. She was wearing bright yellow heels that shined in the light. In short, Anna looked like sex personified. She stood up and slowly walked over to me, her heels clicking deliberately on the laminate wood floors.
"Were you nervous still, Charlie?" she asked quietly. I nodded, my voice catching in my throat as I stared at her. "I thought so. Even though I said you have nothing to worry about, I knew you would be." I stood still as she fiddled with the collars of my shirt before she started undoing the top button. "So," she said conversationally, seemingly oblivious to my speechlessness, "I thought it would be a good idea if we relieved your tension before we got serious tonight. I'm going to take your clothes off, and you're going to fuck me as hard as you need to feel better, okay, Prince Charming?" She emphasized the 'k' sound in fuck again, seemingly an expert in acting as sexy as possible. I grabbed her and kissed her, and she stopped fiddling with my clothes to focus on kissing me back.
Our tongues met between our lips as we made out like teenagers, desperate for each other. I blindly placed my keys on the table next to us and ran my hands down the sides of her stomach, feeling her hips under my palms, my manhood rapidly swelling with desire. Breaking the kiss, I smiled at her.
"Good idea," I said, and she laughed.
"You've got some of my lipstick smeared on you," she giggled. I went to wipe it off with my sleeve, but she stopped me. "Don't, it's weirdly hot, probably since I know how you got it," she said. I didn't get it, but if she was into it, sure. Her hands were already back to removing my shirt, and after a few more seconds she was sliding it over my arms, leaving me standing there in my black work slacks.
Anna flashed me her most teasing smile before dropping to her knees. I was still standing only a foot from my front door, having not moved any further into my apartment. Without wasting time, Anna methodically undid my belt and slid my pants down, leaving me in a pair of grey boxer briefs that were doing a valiant job holding back my growing erection, the fabric straining against me. She licked her lips and ran her hands down my length through my underwear, and then hooked her fingertips into my waistband and pulled.
My cock bounced out of my boxers as she slid them down, aiming directly at her face. She eyed it appreciatively and reached up to grip it by the base, wiggling it back and forth slightly as her lips approached.
"I love your cock. It's so big and gorgeous, I can't stop thinking about it," she whispered, her voice husky with need. Her lips brushed against the tip, kissing gently as they did. The anticipation was building to a crescendo, her warm breath on my most sensitive skin driving me mad with lust. Our eyes met and I shuddered seeing the devotion in them; the look on her face said that pleasing me was the only thing that mattered to her in that moment.
Her red lips parted and slid around the head of my dick, her wet mouth enveloping me, holding me in its warm embrace. I felt a wave of pleasure radiating out from her touch. Slowly she slid back, leaving a trail of saliva, before inhaling more of me than before. A few more bobs and she had me in her throat, her nose pressed into my closely trimmed pubic hair. I felt her swallow, and her eyes looked up, meeting mine and holding my gaze as my entire length was sheathed in her mouth. I don't know if she'd ever looked sexier.
"Good girl," I told her, remembering her appreciation for the phrase last time. "Such a good little slut for me." She moaned around me, her eyes closing briefly.
After a moment or two I felt her suppress a gag and she released me, sliding my considerable length out of her mouth, spit connecting me to her bottom lip. Some more saliva dripped onto her tits, still clad in the sexy yellow bra. After gasping for air, she grinned at me, clearly proud of herself, and took it back partway, bobbing up and down as her tongue caressed me eagerly.
She kept up her exquisite attention, pressure steadily building in my balls. Breathing in deeply through her nose, she swallowed me whole again, and this time I felt her tongue emerge beneath me and swipe across my scrotum. I knew I needed to lick her right away, to show her my appreciation for her excellent blowjob skills, but before I could suggest it, she pulled me out of her throat and looked up at me.
"Fuck my face, Charlie. I want to feel you use my mouth," she demanded. I'd never done that and didn't want to overdo it, but admittedly it sounded hot, so I reached down and held her head on either side. She looked up at me, and I looked back questioningly. She nodded. I slid my cock over her lip, into her mouth, and I felt her tongue press flat against the bottom of my shaft, freezing in place.
I pulled it almost entirely out but her mouth remained locked in the position she'd put it in. Pushing back in, I fed her about half of my cock, stopping when I felt her throat react to the invader. Slowly I built up a rhythm, repeating my half thrusts as she looked up at me with love in her eyes. I wasn't sure what I'd done to deserve her, but I knew that I would do anything in the world to keep her.
I fucked her mouth like she asked, using her lips and tongue to pleasure my cock. She hummed gently, the sound distorted with each thrust, spit leaking out of her mouth and dripping onto her ample breasts. It was a lewd, raw display, and it was beyond sexy. After a while I pulled out and grabbed her chin, holding her face towards mine while she panted, either from the difficulty breathing while getting facefucked or just raw horniness, I couldn't tell.
"Let me lick you," I demanded. Anna nodded, standing up and stripping off her thong. She laid down on my couch, her legs up in the air forming a perfect V with her glistening pussy at the apex. I kicked my pants from my ankles and dove in, burying my tongue and nose in her folds and sliding around, her juices already coating my face.
"Don't cum, okay, Anna? Stop me right before you do, I want you to cum when I'm inside you," I told her. She nodded again, her words seemingly as lost as mine had been, her makeup running slightly on her face from all the spit she'd produced while I fucked her mouth. I sucked her clit into my mouth and she bucked against me, her body fully in my control.
My tongue slid up and down her velvety lips, sometimes the tip, sometimes the whole flat muscle, making her twitch and moan and grunt and shiver as I conducted her like a symphony. I was rough with her, licking and sucking and grinding my chin and nose into her. My hands gripped her hips and held her to me as I devoured her.
