Ana Ch.3 - Switched - [M33/F29] [BDSM] [Anal] [Oral] [Intense] [

The week had blurred into a series of stolen glances and loaded silences. Every time your eyes met across the office, there was an unspoken acknowledgment of what lay beneath - the memory of her vice crushing your balls, the promise of reciprocity she’d offered. On Friday morning, as Ana stood by the coffee machine, you had leaned in close, your voice barely audible over the hum of the office. “About switching… were you serious?” Her lips curved into that sly smile, the one that had haunted you since that first night. “Deadly,” she murmured, adjusting her skirt—a deliberate tease. “Excellent,” you said, flashing her the cheekiest smile before turning on your heel and strutting out of the coffee room, just catching Ana’s “aww shit” of realisation as you walked out.

Later, while she was at a meeting, you slipped a small velvet pouch into her desk drawer. Inside was a jeweled butt plug, its crystal end winking under the fluorescent lights, and a note. The note read: “Wear me instead of panties today. Be a good girl.” You retreated to your desk, and sent her a text saying “Look in your desk drawer”, and watched as she returned. Her face flushed crimson when she opened her drawer and saw it, but she discreetly read the note, pocketed the pouch and headed to the bathroom. When she emerged, her steps were slightly stiff, her expression a mix of indignation and arousal.

That evening, her apartment smelled faintly of citrus again, but this time the air crackled with anticipation rather than dread. You both nursed drinks, and discussed your weeks. You had noticed over the last week that the conversations and banter, whether in the coffee room or here in sofa, just flowed so easily, it was effortless. Finally, you set your glass down. “Did you follow my instructions today?” She bit her lip, hesitating before nodding. “I’m a good girl,” she whispered, challenging you with her eyes. “Prove it,” you said.

She turned on the sofa and bent over the arm of the sofa, hitching up her skirt. Slowly, deliberately, she bent over, spreading her cheeks to reveal the plug nestled between them. The jewels glittered under the dim light. “Fuck,” you breathed, crossing the room in two strides. Before touching her, you reminded her of her safe words, yellow to slow things down, red to stop completely. “Yes, sir” she smirked at you. You then reached out and started massaging her ass, kneaded her cheeks between your fingers. She gasped as you ran a hand up the inside of her thigh, fingers brushing against her pussy. You backed off, taking a seat on the chair opposite the sofa, and unbuckling your pants and removing them. She looked over her shoulder, missing your touch, wondering where you had gone. When she saw you sitting down, her expression was quizzical. “Get over here and show me what a good girl you are” you growled at her. She smiled, stood up from the sofa, removing all her clothes as she slowly walked over to you. She kneeled in front of you, perching herself between your legs, and started stroking your cock while she sucked on your balls.

You rolled your head back in pleasure. As much as you loved CBT, it was nice to just enjoy some pleasure without any pain, especially at the hands and mouth of the absolute goddess between your legs. She took her mouth off your balls and in one swift movement, lowered her mouth on the length of your cock, deep-throating you. “Fuck me, you’re such a good girl for me,” you said. Ana took her mouth off your cock, smiled and said “Am I making you happy, Sir?” You didn’t have a chance to respond before her hand returned to your cock and her mouth to your balls, gentle stroking and sucking.

With her hand still gently stroking your cock, her mouth began to wonder. You were surprised when her mouth found its way under your balls to your perineum. You were even more surprised when she went even lower and started licking your asshole. You were insanely surprised at how good it felt. You had never had anyone eat your asshole, but Ana was exploring you in ways no one ever had before. Her jerking of your cock got faster as she lapped at your ass, you began to feel the cum building in your balls. “Ok, that’s enough, stop before I cum too soon” you said.

She laughed, removing her mouth and hands and leaning back on her knees, “watch this” she said in a sultry voice. Ana lower her hand to her pussy, she brought it back up with her 2 middle fingers covered in her juices, and slid them into her mouth, sucking her own juices off them. Mind. Fucking. Blown. It took all your willpower not to cum right there. You leaned forward in your chair and said “Give me some baby” and she lowered her hand back to her pussy, brought it back up soaking towards your face. You took a hold of her wrist and licked her fingers clean, marvelling in how good she tasted.

You stood up, picking her up with you. You took her back over to the sofa and bent her over the arm again. The buttplug glittered again as you lined your cock with her pussy, sliding deep in one smooth motion. She moaned as her pussy adjusted to your cock as you started pounding her, loving how tight and warm her pussy felt. It didn’t take long for her to cum, her pussy clenching and her moans amplifying as she crashed over the edge while you kept pounding her tight little pussy. You reached down to the buttplug and started to pull it out. Ana gasped at the new feeling, her asshole stretching to let the plug out, relaxing to just the tiniest gape.

Her second orgasm approached soon, this time you held her cheeks spread and watched the tiny gape of her asshole clench and close as she came. You slowed your strokes down, pulling your cock out of her pussy and lowered your mouth to her asshole. She let out a long “hmmmm” as your tongue started attacking her asshole, trying to fuck her tiny hole. Her ass just tasted so fucking good, you could’ve eaten it all night. But you had plans for her ass. Ana was grinding her ass back into your face, lost in the pleasure you were giving away.

She let out a disappointed “ohhhh” as you pulled your face away, but that was short lived when she saw you reaching for the lube on the table. You slathered it on her asshole, and put some on your fingers. Slowly, you worked 2 fingers into her asshole, letting her expand to the width, sliding them back and forwards. When you slide a third finger in, her moans changed, you could tell she was slightly struggling with it. “Hey, you ok? Need me to slow down?” You asked. “I’m ok,” she responded “I’ve not had anything in my ass for while so just need a bit of time to adjust. For the record, I do hope you were joking about the anal fisting because that might be a red,” you laughed and responded “Not this week anyway, you can relax.”

After a few minutes of working 3 fingers into her ass, you removed them and reached again for the lube, reapplying to her asshole and this time putting on your cock. You got in position behind her, and positioned your cock at her asshole but didn’t push in yet. You reached forward, putting a hand around her neck and pulled her face back towards you and said “tell me what you want baby.” She looked back at you, locking eyes and said pleadingly “I want you to fuck my little asshole so hard that every time I sit at my desk next week I feel what you did to me.” You gave her a little kiss and said “good girl” as you started to slide your cock into her ass. She took it amazingly well, and inbetween her gasps and moans she became a constant chorus of “fuck,” “yes,” “deeper,” and “harder” and before you knew it you were balls deep in her ass, pounding away with all your strength.

“Can i touch myself, sir?” She asked you. “Of course, I want your asshole to clench around me as you cum” you replied and her fingers worked frantically on clit. It didn’t take long for another orgasm to build. Her hips started bucking, her moaning became virtually incoherent and her asshole clenched so tight you had to push harder against her to stop her asshole pushing you out. As her orgasm subsided, you renewed your frantic pounding of her asshole. Ana seemed to be in a different place, her moans were becoming noises that were barely human, she was constantly shaking and another orgasm seemed to building. She came again, clenching around you again, and you kept pounding. You were taking your cock virtually all the way out on every stroke and slamming it as hard as you could back into her. Ana barely seemed to be over her most recent orgasm and yet another one started approaching, her moans building to a crescendo until…

“RED!!!”

You immediately pulled your cock out of her asshole and picked her up gently, lying her down on the sofa and holding her in your arms, her breathing rapid. “Are you ok?” You asked her, reaching for a water bottle on the table and handing it to her. “Yes,” she replied, taking a drink, “just give me a minute and I’ll explain.” You held her as her breathing slowed down and her shaking stopped. “I’m sorry” she said. “You don’t have to apologise, what happened, what hurt?” You asked, genuinely concerned that you had broken her asshole. “It wasn’t pain, I was overwhelmed. I came so many times all my senses were off the chart, I think it was just complete sensory overload and it sent me into a bit of a panic” she explained, “I think if I had cum one more time I might’ve exploded.” She saw your face stifling a laugh, “it’s ok you can laugh! I’m fine I just need to come down a bit.” You held her a bit tighter, “Yeah, sorry,” you said teasingly, “I’m so sorry I made you cum too many times.” She gently punched you in the arm and said “shut up or I’ll get the vice out” which promptly shut you up.

You held her for a few minutes and she said “ok, I’m not sure I can handle any more penetration tonight, but I still want to make you cum. I don’t usually do ass to mouth until the guys bought me dinner, but I’ll make an exception for you” and with that she slid off the sofa, down between your legs and began sucking your cock, savouring the taste of her ass on your skin. You lay there as she quickened the pace, taking you down her throat over and over. You felt the feeling in your balls build up, eager for release.

“Hey,” you said to her, and she looked up at you without taking your cock out of her mouth, “can I cum on your face?” Her eyes lit up at the question and she slowly nodded while still sucking your cock. She kept sucking as your orgasm built, at which point you leaned forward. She took the hint and stopped sucking you and got her face low under your dick, tongue out and eyes wide open, hungry for your load. You grasped your cock and jerked off, admiring her pretty face ready for you. A few seconds passed and the first shot of cum blasted straight onto her tongue. The next reached her forehead. Multiple shots of cum rained down on her face as you unleashed your immense orgasm. You had to lean back into the chair for a second as the pleasure subsided, admiring her beautiful face covered in your cum. “Fuck you look so gorgeous covered in my cum” you said to her and she burst out laughing. She leaned forward and took your cock in her mouth again, trying to suck every drop out of your softening cock.

Eventually, you got up and went and got her a towel and helped her clean herself up. In the living room, you curled up together on the sofa. You jokingly asked “what the hell are we gonna do next week to top this?” She giggled and hesitated, “well… I do have a fantasy, but it’s so dirty I’ve never even told anyone about it…” she avoided your gaze, seemingly embarrassed. “Well, I trust you” you said trying to reassure her, “and if it goes too far, that’s what safe words are for, right? Whatever it is, I’ll try it for you.” She turned her head to look at you, eyes lit up, and said “Jesus Christ, you’re going to have to be careful or I’m going to fall in love with you.” “Ass to mouth AND declarations of love?” You joked as she snorted and cuddled into your chest.