UMD Stories


Guilty Pleasure: The Second Session
Story by Deeppan9x
Posted 6/23/22     2896 views
Peter was running late as he dashed from his car into the therapist's waiting room. He barely had time to lower his bottom on to one of the grey chairs when the door swung open, and Dr Olivia beckoned him into her office. Peter quickly jumped up and did as directed, taking the seat in front her large desk. As Dr Olivia consulted her notes, Peter took the opportunity to glance over at the therapist as well as give her office a quick look over.

Dr Olivia was dressed in a similar fashion to their first session, in a white blouse and tight black skirt. However, this time her hair was different as she'd done it up in a bun. The office itself looked the same as before with the couch against the far wall and was completely spick and span which was surprising considering the mess both he and the room had ended up in. Also, there was no evidence of any cakes, pies or other creamy desserts which Peter wasn't sure to take as a good sign or not.

"Tell me how things have been since our first session?" Dr Olivia instructed.

Peter admitted that things had been good, actually they had been better than just good. After being thoroughly humiliated at the session he'd gone home still very much confused by the whole experience. Initially he'd thought to stay in for the night but at the last moment had gone out to the local pub for a change. It had been odd being own his own in the bar and so had texted his former girlfriend to see if she was free and wanted to meet up, she'd luckily said yes.

They had spent the evening chatting and catching up with one another. When last orders had been called, she'd asked Peter if he wanted to go back to her place. He'd accepted and naturally one thing had led to another, and they'd spent the night together. Surprisingly, considering the reason Peter had visited the therapist the first time, the sex had been absolutely amazing.

In fact, things had been so good that night that a couple of days later his ex had phoned and suggested they get back together; Peter had gladly agreed. However, there was still one potential problem on the horizon, what if she wanted to try fulfilling his fantasy again? He really didn't think he could try getting her messy again despite her obvious willingness to give it a go. And it was that particular concern that had brought him back to see Dr Olivia today.

"I see you still have some guilt remaining" the therapist stated.

Dr Olivia sat back on her chair and observed Peter closely for a moment or two before standing up and walking over to the other door to her office. Pulling the door open she revealed that she'd clearly been preparing for the session as blocking the corridor beyond was a hostess trolley. The therapist took hold of the trolley and carefully wheeled it into the room making sure that Peter got a good look at all the creamy desserts upon its shelves.

As before there was not only an incredible range of pies, cakes, tart, flans and other assorted desserts but also jugs and even buckets of sweet substances. Dr Olivia began to transfer some of the desserts over to her table being very careful not to get any of the cream on herself. However rather than focus on the desserts, Peter was somewhat distracted watching the therapist bending over and couldn't help but admire her shapely bottom.

"So, what are you thinking?" Dr Olivia asked.

Peter hesitated before replying as he didn't really think the therapist would appreciate him telling her what he'd actually been thinking about. Instead, he took a moment or two to glance around at the variety desserts that Dr Olivia had provided before attempting to make a joke about how she was going to clean it all up. She responded with a smile that was more predatory than humorous, before picking up a one of the cream pies from off of her desk.

The therapist then took the opportunity to perch on the corner of her desk occupying the space the pie had previously taken. She then just remained there whilst grinning like a Cheshire cat as Peter. He slowly grows more and more nervous. He'd known what he was letting himself in for when he'd come to this second session but that did little to calm his nerves especially as the therapist was taunting him with the pie. He could feel the sweat under his collar and began to reach to undo his top button.

At that instant Dr Olivia leaned forward and slapped the pie straight into his face. Despite the fact that he'd expected it to happen he was still surprised as he felt the therapist grind the dessert all over his face before taking the empty case away. Peter just sat trying not to show any reaction, but he could already feel himself getting excited by this humiliation and what was about to follow.

"And that's just for starters" the therapist confirmed.

Peter cleared the pie from out of his eye to see that Dr Olvia had already picked another item; this time it was a small jug of cream which she proceeded to empty over his head. The runny liquid flowed over his face and ran down his chest soaking into his shirt as it did so. Peter shivered a little in response to the cream although he wasn't sure if it was due to its coldness, surprise at the therapist's unexpected action or his growing sense of excitement.

The therapist followed up the cream with a pair of pies which she delivered to either side of Peter's head before taking another pie and slam dunking down on top of his head. Peter expected a barrage of pies to follow from Dr Olivia but instead she stepped away. She walked around her desk and pulling out her leather chair, sat down upon it before picking up her notepad and pen.

"Please describe your current feelings" she instructed.

Initially Peter described the coldness and wetness of the cream and pies covering him, but it was evident that wasn't what Dr Olivia wanted. So instead he switched to talking about his emotions which obviously included a deep sense of guilt. Guilt about his sexual inadequacy with his girlfriend, guilt about attending therapy, guilt about getting pied by a beautiful woman and perhaps most embarrassingly of all, guilt about getting turned on by the whole experience.

Dr Olivie nodded knowingly at his last revelation which she obviously considered something of a breakthrough. She spent a few moments scribbling in her notepad before putting it down and looking Peter directly in the eyes. He didn't quite know what to do and dropped his gaze but not before noting a slight smirk playing across the therapist's lips.

Getting up Dr Olivia seemed to sashay around her desk before turning around and bending over it to reach for a pie. This time Peter was certainly she was deliberately trying to tease him as she hovered over the pies with her skirt drawn tightly over her rear. She spun round with a pie in hand, holding it at chest height which also drew Peter's gaze to her blouse which had been partially unbuttoned to expose a little of her cleavage.

"What exactly are you looking at?" she asked rhetorically.

Peter started to apologise but had barely opened his mouth when the therapist thrust her pie into his face. He could taste the citrus tang of the key lime pie although had little time to savour the flavour before he felt Dr Olivia smash another pie into his face although this time, she kept hold of the pastry case and proceeding to grind the remnants of it all over his head. This treatment continued for at least half a minute before the therapist let go of the pie.

Whilst Peter attempted to clear the pie filling from his eyes and ears, Dr Olivia picked up another jug from off her desk. This time it contained runny custard rather than cream and the therapist didn't intend to pour it over him. Instead, she stepped up to him and reaching out pulled open the waistband of Peter's trousers. She then positioned the jug next to Peter's crotch and gave him a calculated look.

"Time for things to get a little more intimate" she said.

And with that the therapist extended her fingers and also pulled out the waistband of Peter's underpants. She then tipped up the jug and watched as the thick yellow liquid began pouring out and down into Peter's pants. He was surprised both at Dr Olivia's actions and also by the cold of the custard as it quickly invaded his nether regions.

Peter was already turned on by the session, but this took it to a whole other level. He was very conscious about his growing erection and was tempted to cross his legs to hide it from the therapist. But it appeared from the knowing look she was giving him, that Dr Olivia had already observed his bulge. She confirmed that moments later as she retrieved a cream pie from the table and then turned round and slapped it against Peter's crotch.

Much like before when the therapist had smashed a pie into his face and kept hold it, she did the same again. This time she rubbed the pie firmly back and forth between his legs which did wonders for Peter's erect member. In fact, he was almost at the point of organism when the therapist suddenly without warning stopped her ministrations and returned to her desk to pick up another pie. Peter wasn't quite sure what to think about the situation but was quite annoyed not to have climaxed.

"That's not why you're here" Dr Olivia responded to his unvoiced complaint.

The therapist took a pair of pies from the table and going over to Peter, smashed first one and then the other into his face. She then picked up a jug of chocolate sauce and emptied over his head. She then went to town on his clothing, smearing pies over his jacket, shirt and trousers. She even removed his shoes and sock, tossed the socks aside and filled his shoes with whipped cream before returning them on his feet.

But then things took an unexpected turn as Dr Olivia took one of the few remaining pies from off her desk and held it out to Peter. He assumed she was going to thrust it in his face but instead she indicated for him to take it. Cautiously he reached out for the pie, expecting that at any second the therapist was going to change her mind and smash it into his face, but she didn't. Peter took the pie and held it out before himself whilst Dr Olivia smiled condescendingly at him.

"Hit yourself in the face with it" she commanded.

Peter hesitated only for a moment or two before thrusting the pie into his own face as he'd been instructed. It felt particular humiliating pieing himself and for some reason it turned him on all the more. When he'd finished with the first pie the therapist took a couple more and placed them near his chai. She next gestured for Peter to take them.

Other the next few minutes Peter subjected himself to a series of cream pies and other assorted messy desserts whilst Dr Olivia wrote up some notes. Every now and again she'd indicated for him to take up another one and sometimes indicate where he should place it but otherwise let him to decide for himself. It was certainly an unusual experience, but Peter did feel somewhat liberated by the treatment, both that inflicted by the therapist earlier and by himself.

Finally, the session came to an end with Peter coated from head to toe in pies, much of it self-inflicted. After sitting there for a few more minutes whilst Dr Olivia got him to describe how we was feeling she allowed him to leave. He gingerly stood up from the splattered chair he'd been sitting in and carefully shuffled out of the therapist's office.

"See you next time" Dr Oliver called after him.

The end.
Tagged male
Comments:
Speccybeard:
6/24/22
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Excellent, I always enjoy your stories.
Deeppan9:
6/24/22
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Thanks for leaving the comment Speccybeard. Glad you like the stories
madmalc:
6/24/22
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Looking forward to his next visit already!
Deeppan9:
6/25/22
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Thanks Malc. I hope to write a third and final part in this series later this year
newpieguy09:
7/14/22
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Wonderful!
Deeppan9:
8/7/22
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Thanks newpieguy09
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