11: Stroll
"I don't think this is going to work."
The chastity cage was creating an obvious bulge in my dress.
"I guess we could strap it down… between your legs?" she suggested.
"Hmm… that'd probably make me walk funny."
We were going for a walk, just around the lake. It was late, not too many people around.
"We could go without the cage. But… Do you think you can keep 'things' under control?"
The point wasn't to go completely unseen. But anyone who did see us shouldn't give us a second look. We were just a couple of perfectly normal gals, out for an evening stroll.
"… 'cause when you first put on that dress…"
She wasn't wrong about that. Just the thought of strangers seeing me like… damn it, calm down!
"Maybe just close your eyes, take some deep breaths, and think of England."
Wig in a Box
"What do you think?"
Earlier, we were out clothes shopping.
"I like the pattern," I said. "But it seems a little… light?" Obviously I couldn't try the dresses on myself.
"Light is good, as long as it's loose enough, it'll hide yo--"
"Need any help?" A sales assistant wandered by.
"Nope. All good thanks!" I said, startled.
"Yeah, so if it's loose enough then it'll be really flowy and it'll…" Sophie lowered her voice, "help hide your not-so-feminine figure."
Sophie was trying on the dresses for me. Right now she was modelling a white sundress, with a pale green floral pattern. The length would put the hemline just below my knees.
"Gotcha," I said, "I think that's the one then."
"Yeah, I like it too." She smiled. "Okay, I'm going to change back and grab this in your size. See if you can find a long, loose-fitting cardie to go with it."
My broad shoulders, and non-existent hip-to-waist ratio were the big issues. Anything we could do to hide or obscure my figure would be a big help. I found a cream cardigan which matched the dress well, and bought it in a size that was a little too big even for me, so that it would sag and drape.
My leg hair had already grown back since our French affair, so another shaving session was in order. I wore neutral tights to further smooth things out, and also to help keep my… 'situation' contained. We still hadn't found any cheap heels in my size, so I wore a pair of my own black converse trainers.
"You look good as a red-head."
We replaced the old, messy, worn-out wig with a new, more realistic one. This time a shoulder-length, light auburn, with a fringe and a subtle wave; styled to cover the sides of my face. My makeup was more understated than before, more 'natural'. Sophie had watched a bunch of videos to learn some 'cross-play' tricks for making my face look more feminine. It wasn't entirely successful.
"Hmm… What about a face mask?"
It was late summer, so not exactly flu season. It might stand out a bit. Then again, I liked the idea of extra anonymity. It turned out Sophie had an ulterior motive.
See, during the pandemic, there was this micro trend in the kink community of going out in public wearing a gag under a face mask. This was before I got into kink, but it was something that Sophie had observed with great interest. It wasn't exactly going to help the 'not getting an erection' problem. But it was a smaller ball gag, at least, so it wouldn't be noticeable or strain my jaw.
"One last thing," she clipped a black ribbon choker around my neck. "Can't go walkies without a collar," she said, stroking my wig.
All together, it didn't look too bad. Even so, the dark would be on our side.
Midnight Radio
There was a surprising chill in the air. I was glad to have the cardigan. I gripped it tight around me, burying my hands in its long sleeves. With Sophie's arm looped around mine, we walked along to the main road.
It had taken a little time for me to calm down before we headed out, and now we were outside, it wasn't an issue; the anxiety had caused things to retreat. Likewise, it had dried out my mouth, so that the gag didn't have the usual saliva leaking problem.
Sophie peered up at me with kind eyes, "are you okay?" She could probably feel me shaking. I gave her a thumbs up. "You're doing so well," she smiled.
It was around midnight, dim but not pitch black. Most of the houses we passed had their curtains closed. From time to time, a car would flash by us, but we hadn't run into any other people yet. But we were getting closer and closer to the center of town, and in the near distance I could see the lights and the open door of a small pub.
As we passed, 80s pop drifted out of The Dog and Pony, along with a young man who was clearly in high spirits.
"Now then, ladies…" We'd caught his eye. "What're your names?" Shit.
Obviously, I couldn't answer for myself. "This is… Caroline," said Sophie, "I'm Eileen."
The man seemed more interested in me. "Wow, you're a tall bird, Caroline." A little too interested for my liking. I made my eyes smile, polite, and probably a little scared. I tried to feign a giggle, but the gag made it come out weird. "You alright, love? Got a cold or something?"
He was getting uncomfortably close. And he was squinting… had he clocked me? Could he see the straps of my gag? I stepped back, trying to get away from the glow of the nearby streetlight. Away from him.
"Yeah," Sophie stepped between us, "best not to get too close." I squeezed her arm, screaming a telepathic message, 'get me out of here!'
"Anyway, have a lovely night," she said.
As we rushed away, the man started to sing, "Sweeeeet Caroline…" I could hear footsteps behind us. Oh God, was he following us? I didn't want to look back, that might just encourage him.
"…BAH Bah bah…"
His song was getting quieter, further away. Good. I didn't realise I'd been holding my breath until I let out a long sigh of relief. Sophie held her arm around me,
"It's okay, I've got you. Not much further."
The Long Grift
During the day, the lake would be busy with the likes of dog walkers, joggers, and sightseers. But this late, it was too dark for sights, and the pleasant environment now seemed threatening with what might be hiding amongst the trees. In reality, the scariest thing you're likely to run into is a group of teens, or a drunk that got lost on their way home. And maybe a couple of perverts.
On the far side of the lake, away from the road and its street lights, lit only by the shine of the full moon, we found a quiet spot under the cover of trees. No teens, no drunks, just privacy for us perverts.
Sophie pushed me up against a slender tree. She pulled off the face mask, and laid a kiss on the ball gag as she reached around my head to unbuckle it.
"You did really well," she smiled.
She pulled my head down to meet hers, and we kissed like a couple of horny teens; all tongues and smeared lip gloss. The bulge was back, pushing against my panties and tights. They fought to keep me contained, but she must have felt its swell. She pulled back, "mmm… hello there". She put a hand between my legs, rubbing me through the layers of clothes.
One hand on her cheek, kissing again, I returned the favour, sliding my hand into her denim shorts, feeling her wetness. But by doing this, I'd escalated things, and now she lifted my dress, and pulled my dick from my panties, caressing it.
I kept rubbing and kissing, and she let out a moan, and seemed to freeze for a second. She let go of my cock, and pressed her body against me, pinning me against the tree. She was rubbing herself against me, against my hand, holding her mouth tight against mine. Her breathing was fast and stuttering. Her body trembled. She gripped the tree tight and held my arm as her knees buckled. She let out a long sigh of pleasure… then slumped against me, breathless. She kissed me on the cheek, "thank you, baby." That romantic, post-orgasmic glow.
"But we can't go home with you like that," she said, gesturing at my bulge. It was covered by the dress, but no longer contained. Still gripping my arm, she slapped a handcuff around my wrist, then pulled my arms behind my back, around the tree.
"The fuck?" I said. "We didn't discuss this."
"You just need a little time to cool off," she said, innocently.
"Well the cuffs aren't exactly going to help," I said, making my annoyance very clear.
"Remember," she gave me that mischievous grin, "deep breaths, think of England."
I rolled my eyes. "Fine." Eyes closed, deep breath in through the nose… Think about… the Queen (RIP). Slow breath out through the mouth… Think about… Brexit. This might actually work.
Deep breath in… a lovely warm cup of tea. I opened my mouth to breathe out, and she stuck her tongue in. She wasn't going to let me off that easily. Deep breath in… ignoring her hand on my dick… thinking about… toad in the hole (damn it!)
In the end, I must have achieved nirvana, because somehow I won out. She smiled.
"Well played."
Wicked Little Town
"First things first."
She pushed the ball gag back into my mouth, buckled it, and refitted the face mask. Then she reached into her bag… and she froze. She started glancing around frantically. She pulled out her phone, using its torch to search the ground around her feet, "it's got to be around here somewhere…"
She… she was joking, right? This was just one of her games. A dread was bubbling up in my stomach. I jerked around, trying to look at the tree I was bound to. Too thick to break. Too sturdy to pull over. Too tall, too many branches to climb; as if I could in that position.
Shit. Oh fuck. Oh shit.
I looked back, and she was getting further away. "It's okay," she said, "if I can't find it I can just get the spare from home".
No… please. It was a good 15 minute walk home, maybe half that if she sprinted. No, she couldn't leave me alone out here for that long. Not like this! She wouldn't. But… what other choice was there?
I tried to follow her voice. W-where had she gone? I couldn't even see the light of her phone, couldn't hear her footsteps. My ears were ringing, my heart pounding. Adrenaline was shaking my hands, my chest full of cotton. How long had it been?
In the distance, I could hear music floating on the wind, "turalura turalura laaay…"
A midnight runner! Oh God, had Neil Diamond followed us after all?
Now I was really panicking. Maybe I could actually break the tree. I had to try! I bashed the cuffs against the tree, as if that would do anything. I tried rubbing the cuff chain side to side like a saw, and I could feel my face mask shaking loose. Pointless. Not even a dent. I stepped forward and pulled with all my strength until my shoulders ached and the cuffs bit into my skin. That was it. I was really trapped. The face mask floated to the ground.
What if the man found me now - handcuffed to a tree, ball gagged. What could I do? There was no hiding it. What might he do to me? Images flashed through my head. Fantasies I didn't want. Why were these thoughts making me… aroused? Wha-what the fuck is wrong with me? And when he discovered what was between my legs…
I dropped; crouched as low as I could. Tried to make myself small. Tried to make myself invisible. Had she really left me alone? Had she really gone home for the spare key? Or if I said the safe word - if I shouted it - would she come back and say it was all just a game? Would she let me go home?
But if it wasn't a game… who else might hear me shouting? Who else might come to investigate? Who might find this poor, helpless, defenceless, crossdresser? And might… Or maybe I really was just alone out there. Just a sad, pathetic pervert, shouting 'scrabble' into the night.
It was so quiet.
It was a clear night, far enough from the streetlights and houses. I looked for Orion through the leaves - looked for his belt (was that it?) I wondered about the other constellations. I never learned their names. What else could I do? Acceptance was calm. There was a rustle of leaves, a flap of wings. I was in nature, just now realising. I reached my hands down to feel the earth, and I was grounded. I was there, in that moment.
My hair stood up. There was a presence, something else out there with me, hiding in the dark. I felt a ghostly hand reaching out, touching me on the shoulder…
"Boo."
I turned to stone. My heart burst out of my chest and scurried away into the night. I had been killed dead. Here lies Mark - he died doing what he loved.
There was a smile in the dark. Was she laughing?
"I'm sorry, baby." My face had made her sympathetic. She crouched down beside me, wrapped her arms around me, and rested her head against mine. "Was that too mean?"
We stayed like that for a while.
Exquisite Corpse
"Alright, let's get you up".
She helped me to stand, my hands still cuffed. She glanced down at my crotch and sighed, "what am I going to do with you?"
She got down on her knees, and lifted my skirt over her head. She gripped my nylon thighs, and she drank me deep. After everything, orgasming felt like a renewal. The world felt right again. The good times never seemed so good.
When she stood up, I noticed her necklace hanging loose; the one she kept the key to the chastity cage on. Was she always wearing that? She went behind the tree and unlocked my cuffs. She removed the ball gag and gave me back the face mask. She tidied me up, straightening my clothes, my hair.
"Okay," she smiled, "let's get you home." She wrapped herself around my arm, clutching onto me tight as we walked, "my sweet Caroline."