When he made that post on the Whisper app a couple months ago he never thought it would lead to this. Standing in the apartment of his co-worker that he had a crush on with her begging him to get her messy. But maybe I should back up just a bit and explain how we got here. Let's go back a couple months to where our story begins.

Jason was the quiet, shy guy at work that enjoyed talking with people but never made too much noise. He never really opened up about his personal life with the exception of discussing maybe a few old country records he picked up or a new video game he had been enjoying. He sat right across from his crush Ashley. Of course he would never admit to such a thing as he felt she was out of his league but that was where he sat. Even the choice of his seat wasn't his as his boss had put assigned seating in place so it was just the luck of the draw. However Jason outside of work, in the privacy of his studio apartment was different, especially online.

Online Jason explored his kinks, especially his love of WAM, and bondage and so on. He discovered an app called Whisper and through the anonymity of the app let himself explore all sorts of sexual things through roleplays and chats with other users. Meanwhile at work much to his surprise Ashley the slim girl he had a crush on was starting to notice him and they were chatting about more than just a video game he had purchased or some old country record. He discovered that they were the exact same age and she was a single mother of a little boy. One night before leaving work, against his better judgment Jason told her about the app and foolishly gave her his screen name on there. She then found his only two posts not relating to role plays. One simply being an AMA post he had made one night when he was bored and the other admitting that despite the fact he was in his late twenties Jason was a virgin.

As Jason was playing a game of Magic The Gathering with his friends he received two notifications back to back on his phone. One from the Whisper app and one from Facebook Messenger. The one from the Whisper app was from a girl asking him about his fantasy. The one from the Facebook Messenger was from Ashley asking him if she had found him on Whisper. Nervously Jason replied to her and asked if she was the one who asked about his fantasy knowing deep down in his heart she was. She confirmed as such to him and left him with the difficult decision. Does he tell her or keep his secret to himself? Maybe it was the Jack and Coke he was drinking, maybe he still thought there was no way she would ever want to be with him. I guess we'll never fully know why, but on that night he admitted his kinks to her and told her about how he'd love to tie a girl up and completely trash her with pies and all kinds of gunge.

Soon after Ashley started taking even a bigger interest in Jason. He normally would walk home from work but one cold night she offered him a drive home. This led to more drives and as they drove they would chat about all sorts of different things. As they chatted he started to tear down his walls and trust her more and more. She revealed how she would tease guys in her university that she was friends with and even one night sent him a picture of her in a bubble bath. Maybe he should have seen the signs but Jason was completely clueless so Ashley decided to do something he never saw coming.

One Friday Jason came into work and she appeared to be upset about something. Jason, having grown quite friendly with her, naturally picked up on this and asked what was going on. Ashley proceeds to tell him that her long time boyfriend had dumped her a few months ago and she had started to see someone new in a city about an hour away. Just that morning the new guy dumped her on her weekend without her son. Jason sat with this all day and it just kept eating at him. Finally that night not knowing what else to do he messages her and asks if she has any plans this weekend. She tells him no at which point he relays his concerns about her being alone with everything she's been through and she agrees with his concerns. Jason thinks about this for a minute then asks if she wants to hangout. Not realizing he had played right into her hands as she quickly replies yes along with sending him her address asking him to come over the following night.

Jason didn't think anything was out of the ordinary. That was until she answered the door wearing a bathrobe and she invited him inside. For a second he thought about turning around and she must have read his mind. Cause Ashley just flashed him her disarming smile and said to him not to worry that he would enjoy what she had planned. Tentatively he walks in and follows her to the kitchen of her apartment. When they reach the kitchen she has him enter first and his eyes widen. Everything he had mentioned in his fantasy was there from the pies, to the cakes, the bright, yellow custard, and the chocolate sauce. Even the more disgusting items like baked beans, and slime. Jason turns to her speechless only to find the bathrobe she was wearing is now gone and Ashley is standing there in a black, lacey lingerie set complimenting her slim figure and petite breasts. In her hands was some rope and her face had a playful smile on it.

"I've noticed you eyeing me up at work. Do you think you could tie me up?" She asks in a seductive teasing tone as he turns red and takes the rope from her.

"Has it been that obvious?" He asks as he nods while his mind is racing wondering how far he should take this.

She laughs and nods looking at him. "Oh my word you have no idea. I got tired of waiting on you to make a move. So I decided to force your hand. I want you to do your worst to me."

That was all Jason needed to hear to drop any reservations he had. "Oh so you've never heard of this until a month ago and now you want me to do my worst?" He teases as he walks over to the supplies and eyes them up before grabbing a large chocolate cake. "Are you sure because if you want to back out I wouldn't blame you." He teases looking at her.

She laughs and nods "C'mon Jason I think I can handle anything you can throw at me . . . or should I say on me." She teases as he sets the cake on the chair she had set out.

"Well then if that's the case come take your seat you naughty girl." He teases as the last nerves and reservations he had melts away.

She walks over to him and wraps her arms around him first. "First Jason tell me something. Have you ever kissed another girl?" She asks in a soft teasing whisper. He shyly shakes his head, turning slightly red. "Well I think your first kiss of a girl should be when she's all nice and clean." She whispers seductively before her soft lips press gently against his. He is taken a bit by surprise but soon kisses her back and wraps his arms around her. As they separate she smirks as she teasingly lowers herself onto the cake. Soon the room is filled with her gasps and moans as she squirms into the cake coating her ass. "Fuck, I now get this" She says softly under her breath.

He laughs as she settles in and he ties her to the chair. "Oh we're just getting started." He teases while he looks at her and a bulge forms in his pants getting excited. He then turns back to the messy items.

Ashley clears her throat and he turns to look at her. "Listen I did all of this for you, could I just ask one thing from you while you get me messy?"

Jason shrugs looking at her. "I mean, I guess that's fair. What is it?" He asks as he folds his arms.

"Could you strip down to your underwear as well?" She asks softly, while looking at the bulge in his pants.

He thinks about this for a second and shrugs as he grabs his t-shirt by the back of the neck and pulls it over his head. "Yeah that's fair enough" He replies as he tosses the shirt aside and his "dad bod" body tone is revealed. Then he pulls off his jeans and tosses them in the same area as his t-shirt. Finally he pulls off his socks leaving him in his black boxer briefs. He then picks up two pies. "Are you happy now?" He asks with a smile as he approaches her.

Ashley smiles, checking him out a little. "Very much so. What are you going to do with those?" She asks as he walks behind her.

Jason smirks standing behind her. "Well have you ever even been pied in the face? Or given a pie sandwich?" He asks teasingly as she shakes her head. Before she could answer he smashes the two whip cream pies on either side of her head enveloping her head in cream and he smears it around covering her face and hair. He then peels the paper plates off her head and gently clears her eyes as she smiles and laughs happily.

Her nipples are clearly erect and are hard enough to cut glass. He can tell just from her eyes that she was enjoying herself. "Fuck you're just getting started and I can't wait to see where you're going to take this." She says a bit breathless.

Jason smiles and nods as he walks over to the supplies and grabs two chocolate cream pies. "Oh I have so many plans for you." He teases standing in front of her with them.

"Where are those going to go?" She asks in an almost excited tone. "Please, let me have them. Make me your dirty little slut and completely unrecognizable." She begs.

He smirks as once again he moves behind Ashley. She begins to brace herself for another pie sandwich at which point he knew she had fallen for a little trap that he had set for her. He reaches around and smashes the large chocolate cream pies on her breasts causing her to moan loudly as cream, chocolate and graham cracker crust cascade down her small frame. He then takes a look at his handy work before grabbing a banana cream pie.

"Oh Banana Cream, my favorite." She says excitedly before he hurls it at her and it smashes in her face splattering everywhere. He quickly follows that up with two more delivered in the same fashion with the same effect. Before he clears her eyes he picks up a container of custard and then walks back behind her. He tilts her head upward to look at him before he begins pouring the chilled custard over her and she lets out more lustful moans. The yellow custard slides down her body as she grinds into the cake.

Feeling a little brave Jason decides to let his hand slide in her thong, which made Ashley moan more. Much to his satisfaction he felt a warm wetness that couldn't have come from the custard. "I think someone is enjoying herself." He teases as she quickly nods. He chuckles as he takes his hand out of her panties but holds them open and grabs a bottle of chocolate sauce that was similarly cold and up ended it in her panties.

She let out a loud, lustful moan as he coats her crotch in the chocolate sauce. "Fuck, can you clear my eyes so I can see the state of me?" She asks breathlessly which causes Jason to get an idea. "Sure, but it will cost you your bra." He quickly replies teasingly to which she quickly agrees. He smirks as he gets an idea and unties her before helping her up and turning her around giving him a wonderful look at her ass. He smirks as he rubs it then smashes three custard pies on her ass, almost spanking her with them as she moans loudly.

Finally he removes her bra and helps her sit down on the chair before tying her up once more. "We don't have much more left." He teases looking over everything left only a few pies, the green slime and the baked beans. Suddenly he notices a small detail he missed on the slime earlier. When she first found out about his love of WAM or sploshing she asked a bunch of questions. Including his favorite type of slime to which he told her the chunkier the better as he finds it more humiliating. "How long have you been thinking about doing this?" He asks as he stares at the extremely chunky green slime.

She giggles and shrugs the best she can while being tied to the chair. "Since you first told me about it. Something about it really excited me." She says softly as he shakes her head.

He then grabs the final two pies, both of which were coconut cream pies. "I don't know what exactly I did to deserve all of this but . . . thank you." He says softly taken back by how quickly she had opened herself up to this and left almost at a loss of words. "By the way did you know coconut cream pie is my favorite kind of pie." He asks as he steps behind her once more.
She giggles "Well then maybe you should get a taste after you use them on me as I made them myself." She teases as she wiggles.

That was an offer too tempting for Jason to resist. He quickly smashes them on her petite breasts then he walks around to the front of her and leans in, licking her nipples clean while Ashley lustful moans fill the air. He then stands back up and grabs the bucket of baked beans. "Okay just the baked beans left then I got something planned for the slime. Are you ready?"

She quickly nods, "Please give them all to me." She says eagerly looking up as he pours the massive amount of beans over her slowly making sure to coat her arms and legs in the beans as she groans and moans. "How could something smelling so awful feel so good." She groans, he then looks at the bucket of slime then at her. Softly he clears her eyes and looks her in the eyes.

"So I was thinking, you've been so wonderful for making my fantasy come true for my first time. I can't really think of a way to repay . . ." Before he could finish she cut him off.

"Jason I'm having way too much fun for this to be our only time. You'll have plenty of time to pay me back! Besides, I want to ride you like this!" She says excitedly and he nods, removing her thong.

He then walks over to the slime "So there is only one thing left. Do you know what it could be?" He asks teasingly as he picks up the bucket of green slime and walks behind her.

She giggles as he gets in position. "Umm, oh fuck me, you know I don't know what you could possibly have left." She says giving him her best acting performance before looking up. He chuckles as he begins to pour the chunky green slime over her once again making sure to completely coat her in it while she moans, and squirms under the thick deluge. After a while he finishes and she looks like she had a date with Slimer from Ghostbusters.

He bends down and unties her hands and allows her to clear her eyes. "Fuck I'm going to have to shower for an eternity to get all of this off of me and out of my hair. Thank you so much." She giggles, wrapping him in a messy embrace as he squirms laughing. "Well I guess it's only fair." He chuckles as he leans in and gives her a messy kiss.

She smirks looking at him. "There is one more messy substance I want on me if you think you're up to it." She says with a giggle.

He looks confused. "But we used everything here, what more did you have in. . ." He was interrupted by a messy hand invading his boxer briefs and grabbing his hard cock.

"Why don't you remove these and sit down for me and I'll show you." She teases as she slowly strokes his length and he quickly nods, unable to say a word.

He then slides the boxer briefs off and sits on the messy chair with a soft gasp. "Fuck you're so lucky you got all the mess it looked like so much fun."

"Oh you should join me in the slop here on the floor then after you let me have one of my rewards for this." She teases before leaning in and licking his tip. She then wraps her soft lips around his thick package and slowly slides her messy head down his shaft. It doesn't take long for her to pick up the pace and soon from everything they did already he was on edge. She senses this and pulls off his cock and strokes him with her messy hand till he cums, causing him to squirt his massive load all over her face.

Once he finishes she smirks and pulls him down in the slop. He tried his best against her but having never done any martial arts and her having multiple black belts it was pointless. Soon he was covered in the slop laughing happily. She pins him down for the final time and leans in close whispering in his ear. "I want you to fill me, please?" She begs while holding him down and he nods. She then lowers herself slowly on his once again hard cock. He gasps as he feels her slide him inside her and she then begins to grind on him once she bottoms out. It doesn't take long for her to be bouncing on his member as he bucks his hips in time with her. She moans out loudly looking down at him "How the fuck have you never used this before?"

He felt himself very soon getting close again, and he turns slightly red as she keeps riding him till she moans loudly as they both cum and he completely fills her. Their moans and coos fill the air till they're finished. She then lays down on top of him and tries to catch her breath. "So I don't have my kids in two weeks. Should I come over or do you want to come back here?" She asks teasingly.