I slept in much later than I had planned on Sunday; The previous day's exploits had clearly taken more out of me than I thought, and, I must confess, my dick was a little sore.
Not wanting to be caught out by my stepmother's punishment for cumming in her friend's arse, I took great care in showering and making sure my own arse was as clean as it could be. However, much to my puzzlement, when I got downstairs, Sonia, my stepmum, and her promised punishment were nowhere to be seen.
Somewhat frustrated and confused, I set off to her friend Lou's place, as I had promised, deeply regretting telling Sonia all the details of what we had done there the day before. It was now so obvious that Lou would have never admitted all the intimate acts she had made me do to her, and I felt so foolish picturing myself recounting it with my shorts around my ankles and my recycled cum all over my groin.
I felt even more of a fool -and slightly let down - when I arrived at Lou's to find no one home. I stood there for a while feeling completely useless, wondering what the hell to do next. However, with a small voice noting that someone may still be watching me, I undid the gate and slipped around the back to where I had been working the day before.
Ambling up towards the outdoor seating area, the vague concern that was swirling around the back of my head crystalised into something closer to fear and a tendril of ice wrapped around my heart. Even from this distance I could clearly see a piece of paper on the table flapping in the wind, held down by three objects: two bottles, and the large anal plug that Lou had been using yesterday.
With trepidation - and a smidgen of excitement and expectation - I approached the table and hesitantly picked up the paper. My punishment was laid out in neat handwriting, alongside my instructions for the day. "As your punishment for filling my arse with your cum, we have agreed you should waterblast the outdoor seating area. Like yesterday, you will do it in your underwear. You will also do it with the plug inserted deep in your arse. Love, Lou and Sonia."
For the first time I glanced around and noticed a water blaster beside the table, all plugged in and ready to go.
Shaking my head, I stared at the anal plug and pondered my fate. Despite carrying it in my mouth the day before, in the light of the new day it looked huge. I vaguely wondered if Lou had sterilized it, and if I could somehow get away with not fulfilling my obligations and avoid the humiliation.
I must have stared at it for five minutes, pondering whether I was being watched, when someone might come home, and if I'd have time to insert it when they did. I also thought of servicing Lou's body, fucking her glorious holes and eventually cumming in her.
Deciding the plug was too big to insert quickly, that there was no way I could hear a car arrive over the water-blaster, and that there could be much worse fates, I stripped down to my underpants. Taking the big metal object in my hand, I turned it around and contemplated it one final time. It really was large, and I now understood why I'd been such a dribbling mess yesterday.
With a mixture of excitement and trepidation, and a degree of horniness thinking about this very same object being in Lou's arse the day before, I liberally lubed the thing up. I then lubed my arse, carefully inserting a very wet finger as far up me as I could. Finally, I sat the plug on the ground and carefully crouched over it.
The first few millimeters entering me and forcing my arse open felt great, but the stretching soon got too much. Swearing, I sat up, took a deep breath, and tried again. This must have continued for more than 10 attempts, before it somewhat painfully slipped all the way inside me and slotted in place.
Rather than ease the pain by pulling it out and trying again, I just stood up and walked around while my body accepted its punishment. It felt like I had a basketball shoved up my arse, but within a couple of minutes, I could walk normally and do everything I needed to in order to water-blast.
I must confess, I was pretty turned on as I slowly worked my way through the deck area, and more than once I pulled the plug out and reinserted it, desperately wanting to jerk myself off as I did. I was just contemplating pulling it out for a third time when I heard a woman yell behind me. The shock of it made me let go of the handle and half turn before I had made out the words. However, as her vaguely heard words formed into a coherent sentence in my brain, my heart froze and my mind flew into a panic, "Mum, why the hell is there a naked guy cleaning the deck?"
I must have looked like a sex offending nut job as our eyes met. There I was staring at this young woman with my mouth hanging open, wearing nothing but a pair of briefs that did nothing to hide my semi-erect penis.
The new arrival (Fuck. Lou's daughter!) had dirty blond hair, and was quite tall. In her black bikini I could see she was carrying more weight than I would expect a twenty something year old to carry, turning her hips and stomach a little larger and softer than they should be. However, her looks didn't really register that much through my stalled brain, and as Lou appeared behind her, I silently pleaded with her not to go through with what was obviously coming.
To my horror, Lou eventually replied, "He's here for you, he's all yours."
Lou's daughter replied with a shocked, "Mum! Gross."
My semi-erect dick was now turtling as I felt a red wash of shame and embarrassment running from my chest up my face. Being used by some tasty MILFs was one thing, but being given to someone basically my own age was just mortifying.
Lou just gave me a somewhat evil smile and added, "You can do anything you want with him. If you don't, I will!"
The daughter repeated, possibly in a less shocked tone, "Mum!"
Lou just laughed. Life seemed to have slowed to a crawl, and my poor brain figured out what was coming, causing my dick to pulse and the anal plug suddenly to feel massive and obscene. "Sonia, his stepmum, is trying to train him. He was actually quite a naughty boy yesterday, and she's sent him here for punishment. His punishment isn't just to do the work barely dressed, but includes the requirement to do anything you want."
Here she turned to me and quietly said, "Come here and show Katie the rest of your punishment."
I stayed put for several seconds as we all stood in silence, still silently pleading my case. I really didn't want to show my arse to this woman. However, it was obvious what fate held, and I eventually shuffled over to them.
Lou was asking Katie as I got closer to them, "Do you want to pull his pants down, or shall we make him do it?"
Katie was looking almost as shocked as me, and croaked, "He can do it."
Lou laughed and replied, "Tell him. He needs to learn obedience."
My brain was just processing a single curse over and over as, despite my shame and horror, my dick was once again growing with a mind all of its own.
Katie spoke to me for the first time, her voice still a bit croaky, "Pull your pants down."
I pulled my pants to my knees and let them drop to the floor, then just stood there like a naked portrait model.
Lou then took over, "Show Katie. I know you'll have it deep inside you and we could see you've enjoyed every second."