To say I was bewildered would be a major understatement. The first night after the mountain bike ride and the resulting humiliation, I took the dildo out and stared at it blankly. There was no way I was going to voluntarily put that inside me, but I felt a huge sense of guilt at letting down both my stepmum, Sonia, and her friend, Lou, and an unexpected breathlessness of excitement.
The previous afternoon after we had made it home from the bike ride, Sonia had just handed it to me with a grin and said, "Practice every night."
I had no idea what she meant, and even less idea what I was practising for.
The following morning I tried to creep out the door to uni, but bumped into Sonia on her way back from her morning run.
Right in the doorway, she gave me a sweaty, breathless open mouth kiss and rubbed my rapidly expanding dick through my jeans. Once I was hard as rock, she whispered in my ear, "Did you practice for Lou?"
Mortified at having to acknowledge what I had or hadn't done to my arse, and at letting them both down, I just shook my head in silent response.
With her mouth pressed against my lips, she then murmured, "Well I guess we'll have to remedy that when you get back this afternoon. Make sure you're ready."
She then gave my arse a gentle squeeze, kissed me again, and pushed me out the door.
I may as well not have bothered going to lecturers. My mind was totally taken up with what could lie in store for me when I got home. I was so nervous I spent the day planning and strategising and eventually decided to visit a pharmacy for a syringe and some lube.
I have never been so mortified than having to front up at the counter to the attractive sales associate with what could only be products to prepare for anal.
I then spent a good half hour locked in a disabled toilet rinsing out my ass, pushing out water until it ran clear. I then applied a small amount of lube and headed off home.
As I walked up the drive, the lube made my ass feel weird, wet and slippery, but reminded me what could be in store for me, turning me on and terrifying me. However, when I snuck through the front door, I was confronted by Sonia sitting on the couch drinking wine with another woman sitting beside her chatting animatedly.
As a feeling of relief and disappointment flooded me, I noticed the dildo stuck to the end of the kitchen counter, hanging lewdly right in front of them. Beneath the dildo were some carefully folded towels to make kneeling on the kitchen tiles easier and no doubt catch any stray fluids.
My heart sank to the pit of my stomach as I realised I was the floor show for these two maniacs.
Embracing every ounce of dignity I still owned, I decided to walk right past them and pretend not to notice the phallic object.
Apparently reading my mind, Sonia rose from the couch and wrapped her arms around me, kissing me passionately while grinding her hips against my rapidly growing erection. She then pulled her head back, and with her lips a millimetre from mine whispered, "Time to show us just what a naughty boy you are. You never know, one of us may just let you fuck us." The, "Fuck," was deliberately drawn out and emphasised, jolting me to the core.
Without further encouragement, she deftly pulled off my t-shirt and began caressing my chest as she kissed me violently. I was so focused on meeting her oral assault, I barely felt her unbuttoning my jeans and tug them down with my boxers until I felt the cooler air on my ass.
As she continued to suck my tongue and violently probe my mouth, I was surprised to feel her hand slip between my ass cheeks. With a combination of horror and longing I felt her slide a finger into my clean, lubed arse.
With a sigh of surprise she immediately pulled away from me and proudly stated, "What a good boy. You did come prepared for us."
For the first time I became conscious of the other woman again, and very aware of my embarrassing state. There I was, basically naked, with my rock hard dick sticking out, and my jeans and underpants around my knees.
With a surprisingly perfunctory voice, Sonia then asked the new comer, "Do you want to undress him and help him fuck the dick, or shall we just watch?"
With her gaze switching from my stiff cock to my mortified face, she replied, "Oh, let's just watch. For now."
Smiling, Sonia turned and started a video going on a laptop I hadn't noticed before. It was sitting on the floor, right in front of where I would have to kneel, and was now playing what was clearly 50 minutes of anal compilation. Sauntering back to the couch and grabbing her wine, she quietly said, "Time to show us what you can do."
My poor dick was now turtling, like it was trying to disappear into my body. However, feeling awkward, humiliated and distressingly excited, I kicked off my shoes and pulled my jeans off one foot at a time.
Staring at the obscene dick, the video, and the two women, I moved over to the kitchen counter and knelt with my arse to it. I glanced at the two women sipping their wine once more, then decided it would be easier to stare at the floor.