This is part 3 of this series. It involves predicament, non-consent/reluctance, BDSM, cross dressing, etc. I hope you enjoy it! Apologies for not editing - I simply don't have time at the moment.
Over the past few weeks I had sent pics of me wearing every last stitch of naughty clothing that I and my wife owned to my blackmailing mistress. I'd also had to send images or video of me playing with every toy from my toy box.
"Finally! Last one," I texted her, a pic of my face, mouth pushed a bit wide by a large ball gag. Hey reply was quick - "ooh! I like that! Bring it to our playdate as well! ... Does it lock? If not, get a locking one!"
I gulped. I had recently acquired several new toys, including a posture collar (locking, of course), a still bigger butt plug, and now this. I was also not allowed to wear unsexy underwear. During our last playtime (again, it was me handcuffed to a pole in a park) I had been required to deliver all my unsexy undies and been measured for a custom cock cage because I had confessed that I could get off in mine.
I still got excited remembering - her quietly talking next to my hooded head, me now cuffed laying on a picnic table spread eagle. "Good job getting this in your ass," she said, pressing gently on the giant plug that filled my ass. I felt her unlock the cage, pull it off, then gently wash my member with a wet wipe. I swelled quickly - fully erect before she finished washing. She gave me a slow blow job - torturously slow, up and down while her hands twisted at my nipples and piercings, pressed on the huge plug in my ass, teased my desperate body...
As I was building slowly to a glorious orgasm, she opened my hood to expose my mouth and removed my gag . As I neared a tiny bit of heaven, she stopped, asked "is this your first since I caged you?" ... I said nothing as she continued teasing. "Be honest and you'll cum..."
"No mistress! I can cum in the cage... It's not great, but..."
"Mmm. Good slut," she said, returning to my stiff member. She slowly carried me to the edge, then pushed me over into bliss. I felt spurt after spurt fly into her mouth, until I finally lay spent. My mouth was slightly open, breathing labored after cumming. She climbed up my body, pressed her lips to mine in a passionate kiss - I returned it, her mouth opening mine, her tongue forced it's way into my mouth, along with every drop of my cum! I coughed as it hit the back of my throat, started seeping down. She sat up, forced the ball gag back in, buckled it.
"No more cumming without permission, slut. I'd better measure you for a cage you can't cheat... Swallow or don't - either way you get to taste it for a while." So now I knew that the next time we "played" I'd be completely locked away...
Buzz! A new text pulled me from the memory. "Are you excited for next week?" Despite my status as blackmailed slut, I was! My wife had business and grandparents would have the toddler for 2 nights! I replied "Yes...?!". I loved and hated being exploited like this.
"Gooood. Start imagining how it will feel to walk the park trail in your sluttiest outfit, slutty makeup, high heels... At 7 p.m. ]:)"
I froze. People would see me!
"What's wrong, honey?" My wife asked, noticing my expression. "Na-nothing," I said. "Just remembered work I forgot to do..."
"Oh. Can you give the toddler a bath?"
"Sure." I felt my phone buzz in my pocket, and was aware I couldn't check for a while...
The toddler kept me busy until her bedtime, so the message sat unread, teasing and terrifying. Finally my wife and I sat in the living room, playing on our phones, and I read: "the best part is you standing at the crossroads trailhead, holding a big sign that says 'honk 4 sluts' ... With your hood locked on, hands cuffed, waiting for your ride ]:)"
I chew on my lip subtly, trying to be sure that my wife won't notice. Reply to the text with "mmmmmm...", simultaneously terrified and aroused.
"You know," my wife says, interrupting my thoughts, "you've been wearing a lot of sexy underwear lately," my phone buzzes as she talks, "I can tell you're really horny - I could throw you a bone... A boner?" She said smiling. Oh shit! What to do? ... I decided to play it cool.
"I'm in such a naughty mood - I'd sure like to please you, but not get an orgasm out of it," I said smoothly, biting my lip in a sexy way.
"Are you sure?" She asked hesitantly. "Ohhh yes," I growled.
I slipped her shoes off, lifted her legs up on the couch, and started massaging them. When she was good and relaxed I started running my hands up and down her legs slowly, sensually, until she purred. Then I slipped her pants off, kissed up her legs, finally removed her panties gently with my teeth. Kissed back up her legs, settling my head between them I began to lick-long strokes up her intimate lips, then back down, each lick a bit closer to the middle, until my tongue found her creamy center. I licked and sucked gently on her clit, then slipped two fingers inside her, started pumping as I licked. After a long, slow build-up she finally screamed in pleasure, squeezing my head between her thighs. "Ohhhh!"
Afterwards I covered her in a blanket and sat holding her. She was relaxed and content, but I was hornier then ever! At least I'd prevented her from finding I was caged ...
After our nightly routine, my wife and I climbed into bed. I waited for her to sleep - finally, I was able to sneak out of bed, grab my phone. I coated the next huge butt plug in a generous glob of lube and sat it on the tub edge, positioned myself over it and slowly began to impale myself. I moaned quietly as my ass stretched further then ever before. After a good session I still hadn't got the toy in, but it was important to not push too hard - ease it in further and further over several days was the best way.
I cleaned off, pulled my thong on and went to the living room. With my ass still sending pleasure signals, I checked my text message. "Well slut, I'm making so much bank selling your slutty pics to gay porn sites that I'm buying some fancy new toys. I'm excited to try them on you..."
I gulped. Had she really sold some pics of me?! Were they out there for all to see?!
"Really, Mistress?" I replied.
"Yes really, slut. Remember, you do what I want. Or do you want me to post pics w/ ur name and place of work?"
"No Mistress! Please! I'm sorry ..."