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Caught In Panties & Punished
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By (user no longer on site) OP 51 weeks ago
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True Story
When I was 26/27 about a year before I settled down I was with a girl called Rachel (R). She was posher than most round ours and lived in a massive house with her parents where she had a separate wing to herself - bedroom / lounge / bathroom / huge walk in wardrobe. Most nights out everyone would end up back at hers with food and more drinks until the early hours.
One night we were in Chester on a stag do. In a big bar / club that specialised in stag and hen parties - you know the ones where you get challenges and dares to win drinks etc. Anyway had to nominate someone to do challenges throughout the night to win a load of free drinks and free entry to a club nearby. I ended up getting our nomination thinking if it was singing or messing about I would go up in stage and gladly make a tit of myself. They paired 6 lads with 6 girls and I ended up with a chunky girl from Leeds way. She was wild and made it clear that she would do ANYTHING to win. First couple of challenges were straightforward - pop a shaving foam filled balloon when pretending to fuck / as many sexual positions as you could think of / which lad would let the lass cane his arse the hardest. We were in the final three and it was who could swap undies the quickest and get back on stage first. Well the other two pairs were pretty quick, came back fully clothed but each wearing the others panties. We’d been waiting for them for about 90 seconds. I was wearing her knickers and her bra (she wanted to make sure) and she was wearing my finest Matalan undies holding them up with one hand and covering her ample tits with her other arm. Needless to say we won. So at least I got some reward for standing in front of a large crowd wearing just a small pair of knickers and a bra. Anyway we went to get changed and she said “let’s swap our undies for a laugh” I agreed and gave her bra back. She had a boyfriend so no fun was on the cards but she wasn’t shy about letting me see everything when we were getting changed. She was curvy and her tits were outstanding. I had a semi on and it was poking out the knickers. She made a comment about being a grower not a shower and we parted ways.
We went to the club and headed home. I got to R’s house and let myself in at about 2.30/3 and she was still there with her mates in the lounge. I made my excuses and went to bed a bit worse for wear. |
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By (user no longer on site) OP 51 weeks ago
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It’s important to know R’s history. She had been with a lad since they were 14 to 23. Thought they would be together forever. Finished out of the blue and hit her hard. Very closeted and vanilla sex life. Then she met a 30 year old who in a six month period taught her everything she had missed out on. She was quite quiet outside the bedroom. I didn’t expect much when we started dating but on the first night we were intimate (about date no.3) she had my legs in the air and was eating my arse. Rimming / anal / light bondage (switch) / candle wax / food - I was learning all the things I’d never done before and thought were the staples of porn only. She was the first girl to piss on me, spit on me and use pain as part of sex. This wasn’t every night of course, most nights were just vanilla fun sometimes with ab edge, she liked to be in control and would prefer to ride my face rather than me go down on her. If I was too tired for round two she would get out a toy and openly use it next to me. That would usually be enough to wake me up!! She had in six months amassed quite a toy and underwear collection! |
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By (user no longer on site) OP 51 weeks ago
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So I was awoken at 4.30 by R coming to bed. She was horny and wanted fucking. She pulled back the covers. I was lying in bed in a pair of little short knickers.
What the fuck?? What have you been doing? I was a bit woozy but woke up very quickly when I looked down and saw my underwear.
Oh fuck. I’d just taken my trousers off and climbed into bed wearing the randoms knickers.
I actually laughed really hard and this didn’t go down well at first. Until I got through the story. I left literally no detail out so she at least knew I wasn’t hiding anything! She asked me how turned on I was with the girl. I told her what went on and she said did she make you hornier than I do and rubbed the front of the panties. I felt my cock stir and soon I was pretty hard.
You are not getting away that easy though she said. Turn over. I did as I was told. They were like half a thong if that makes sense. They were a powder pink in colour, VERY feminine. Top half are shorts with a thong bottom half, I think to show off the bottom of the bum.
Mmm you have a cute arse. You would make a sexy lady, that’s something we can do another day. Now get up and give me a twirl. I got up and did as I was told. She stood behind me and stroked my arse pulling them up a bit more, my cheeks becoming exposed more but the thong starting to ride into me a bit.
Bend over the bed.
I did as I was told. R stroked up the inside of my thigh, gently brushing my balls and my ring as she moved up. Her hand rested on my cheek before being removed. I heard the first slap before I felt it. It stung. R stroked it gently before giggling at the perfect hand mark she had left on my arse. My cock was solid and twitching.
I turned round to kiss her. And to avoid another slap. She said whoa, what are you doing? This is punishment for turning up here in some sluts pants, not you getting to have your fun with me. I’m going to cum how I choose whilst I decide on your punishment. Stay there.
She opened her bottom drawer, this was like the back room of a dodgy shop. Rampant rabbits were the new thing back then and I was relieved to see it tossed onto the bed.
She pulled two pillows down.
Undress me, slowly.
I did as I was told and soon she was naked in front of me. My cock was now poking out the top of the panties. She gave that a gentle slap and told me that I wouldn’t be needing that for a while.
She climbed onto the bed and bent over the pillows. Her cheeks were slightly open and she reached for the rabbit and switching it on started to massage her thigh, I watched as she ran it over her lips which were visibly damp and soon it was parting her lips and running over her clit making her moan softly.
Don’t just stand there, lick me, gently. Now she clearly didn’t mean lick her pussy as that was in use. I put a hand on each cheek and gently spread her arse, her ring exposed and puckered and looking very inviting. I flicked my tongue out and she moaned as my tongue caressed her starfish and her rabbit explored her clit. We did this for a short while.
Use it on me now. And keep licking my arse. I pushed the toy into her soaking cunt and it slid in easily. She held the clitoral attachment onto herself as my tongue probed her arsehole.
After a short time she told me to get my tongue in as far as I could and I knew she was coming because I felt the toy almost being pushed out as her pussy tightened around it. She was quite vocal normally but was almost silent as her body juddered as she climaxed and fell forward, the toy coming out of her. She turned round, flushed but with a grin.
We can’t call you Tom now, you look like a girl. We are going to call you Maddy. Mandy the slag. (That was a private joke about someone we knew). Kneel down Maddy. I got onto the floor and knelt down. R got a pair of my undies out of the drawer I had for some clothes I kept there. She put them on and then put my shirt on and tied her hair back.
She put the rabbit into the undies then stood in front of me.
Do you like my dick Maddy?
Yeah it looks nice (all I could think to say)
Nice? Is that all? How nice Maddy? Show me. Suck my hard dick Maddy. Show me how much you like my hard dick.
She pulled the front down like she was releasing a cock from my undies and holding it like a cock pushed it towards my face.
Suck my dick Maddy. Taste me on it.
I parted my lips and R pushed the tip in. It tasted of silicone and her cunt. She pushed it a bit further in.
How deep can you suck me Maddy?
Right hand holding the toy and left hand on the back of my head she started to fuck my mouth with dildo. Making me gag as she pushed it in.
My eyes were watering and I was soon deep throating her pretend cock.
Very good Maddy, very good… |
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By (user no longer on site) OP 51 weeks ago
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R was getting really turned on. Hold my cock she said and don’t stop sucking. I held it two handed and she moved one of my hands off and reaching below the toy found her clit and started to rub it fast. It seemed to take an age with me sucking this rubber cock before she came and as she did bucked her hips pushing the toy into the back of my throat making me gag violently. Rather than apologising she said now you know what I go through. She was dr*nk, horny and seemed to be less playful than when she normally took the dominant role.
Stay there she told me and went rummaging in thr drawer. She pulled out a pink fluffy blindfold that had slut embroidered on it, like the ones that you get on a plane (except the embroidery obviously) and a matching fleecy feeling strap with 2 Velcro loops. She put the blindfold on me and told me to climb onto the bed. I did as I was told and she told me to lie face down. Quicker she snapped and slapped my other cheek hard as I turned over. Reaching over me she put my wrists in the loops and fastened them there was nothing to tie them to so my hands were basically just cuffed.
Lift your head up she said and climbed so that her pussy was in my face and her legs were splayed either side of my shoulders. She held my head so I couldn’t reach her cunt.
Do I smell as good as your new friend she was mocking me
Yeah, much better
The smell of her pussy after she had cum twice was out of this world. My prick was straining out of the knickers I could almost feel a pulse in it.
Do I taste better?
I don’t know, I didn’t taste her I said
Well taste me and tell me if you think I would. Slowly though.
I gently flicked my tongue out and felt for her clit, working my tongue up between her lips to find it. She moaned and held my head in place. Grinding her pussy into my mouth. I kept this up for a bit and as I thought she was about to cum she moved off my tongue. She loved to use my tongue and fingers to edge herself so I knew that she one big orgasm away from being done for the night.
Right punishment time.
I thought I’d been punished?
No, that was a warm up whilst I decided on the real punishment
Now you know what it feels like for me when I blow you I want you to feel what it’s like when you fuck me.
No way. I’m not into that it will hurt. That rabbit is massive.
I’m not putting that in you silly. Relax.
Now she’d fingered me a few times, the first time being a shocker when she was blowing me and my money shot nearly took her head off I came so hard. She usually just used her juice and spit as lube but she got the KY we used for anal out of her bedside drawer. She pulled the knickers down a bit but not off all the way.
Let’s get that pussy of yours ready Maddy she said quite harshly as she squeezed some of the cold, clear gel onto my arse. It was freezing as it ran down my crack and over my bum hole. Her finger caught the dribble at the base of my balls and moved it back up to my exposed hole before sliding a finger into me. She was about halfway in and moving it around like I did to her when I was getting ready to fuck her arse then with a twist buried her middle finger knuckle deep in me. I let out a startled yelp. She held it in me for a bit working it round before withdrawing and easing back into me. The pain subsided and was replaced with a nice feeling as she worked her finger in me finding my prostate and applying gentle pressure. She started to work up a steady rhythm before she was soon working my arse and fingering me hard and fast. I started moaning as it felt amazing
Do you like that Maddy? Like me fingering your tight pussy you little slut?
Mmmm was all I could muster.
As she took her finger out it was joined by her index finger and the second finger went in with very little resistance.
Wow, your pussy likes my fingers Maddy. You are a little slag aren’t you. Tell me how you like it.
I love you fingering me. It feels amazing.
Tell me you want me to fuck you Maddy, ask for my cock.
Now at this point I think there is nothing more that she can do and I’m rock hard and hornier than ever.
Fuck me. Please. Give me your cock.
I’m not sure I believe you want it. Beg for my hard dick.
Please. Fuck me. Fuck me with your hard cock.
Are you a slut Maddy?
Yes I’m a slut for you. I want you inside me.
Then as quickly as it started it stopped. R got off the bed and I heard the drawer open. I couldn’t see anything but could hear packaging opening and more rummaging… |
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By (user no longer on site) OP 51 weeks ago
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After a minute or so (felt like longer) R said
You can look now Maddy
I lifted the blindfold with my hands still bound together and R was in front of me standing with what looked like a PVC wet look athletic cup strapped to her with a realistic looking rubber cock fixed to it. It wasn’t huge but it was certainly bigger than a finger. About 4” long and fairly thin.
Tell me you want my hard cock
I’m not sure babe.
Babe? Who are you calling babe?
Now Maddy, tell me you want me inside you.
I took a breath. I want you inside me.
Better. But for forgetting your place I’m not going easy on you. In her hand were 3 other sizes of appendage which she thankfully put down.
Now then Maddy. Pop that blindfold back on and hope to God I’m not as cross as when I found you earlier… |
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By (user no longer on site) OP 51 weeks ago
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I put the blindfold back on and consoled myself that I had just taken two fingers and it felt so good. How bad could this be. R directed me back to the bed and told me to bend over the pillows. This was proving tricky but soon I was over them arse in the air knickers back up.
Who told you to pull them back up? R hissed at me. She roughly pulled them down and they stopped my legs opening enough to get her between me. R pulled them down and off and balled them up. Leaning over me she said open your mouth
As I did she stuffed them in gagging me. I could feel the rubber cock pressing on me and suddenly it didn’t feel so small.
R smacked my arse and then gripping each cheek roughly massaged by bum. Spreading my cheeks as wide as she could she inspected my virgin hole and said this is going to hurt Maddy I’m not going to lie, I remember my first time, I couldn’t walk for days and Mike was gentle with me too, but news alert, I’m not going to be gentle with you. You are going to learn that coming home in someone else’s knickers has consequences.
It was dawning on me that I was in a bit of a pickle but I was having so much fun over the months with R that I didn’t want to ruin a good thing.
I took a deep breath as R squirted more lube on my anus and positioning herself by my ring piece started to edge the dick into me. I felt a pressure on my bum and took a deep breath trying to relax.
Stop clenching she said and smacked my arse. Hard. The shock and pain made me twitch and my bum hole seemed to give a bit and the cock broke the opening slightly.
Mmmm your pussy feels nice and tight on my hard cock Maddy.
I relaxed a bit and after a couple of seconds R eased it in a bit more.
I felt full up but really she was about 2/2.5” in to me. She wiggled around a bit and positioned herself slightly over me so she was coming slightly down and into my arse hole.
Nearly there Maddy, I’m nearly all the way in you. How much do you want me Maddy? I could only muffle a response through the balled up panties. This wasn’t good enough for R who felt like she took the weight off her knees and sunk (rubber) balls deep into me.
I let out a loud but muffled scream - fuck it hurt.
R pulled almost all the way out and sank back onto me. Same response from me. Then a third and fourth time. By about thrusts 6/7 I was relaxing and actually starting to enjoy the sensation. R got onto this and came directly behind me. She gripped my arse tight her short manicured nails digging into me. She seemed to pull me back onto the next thrust so much so that the rubber ball back made contact with my own as she slammed into me.
Yes Maddy, that’s it, now show me you want it and back onto my cock.
(This was almost how it went when we did anal together the usual way, me making R think she wanted me in her arse as much as I wanted to be in her).
She placed her hands on my lower back and I pushed back onto the cock.
That’s it Maddy, she said gently. She had lured me into a false sense of security though as she then rammed herself into me. Gripping my arse and then hips she began to drill me. Thrust after thrust, pulling me onto her and saying yes on every thrust into me. The gusset of the knickers was clearly stimulating her as every yes was a pleasurable one for her… |
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By (user no longer on site) OP 51 weeks ago
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R took a breather, she was getting close to cumming again and wanted to save it.
She got a paddle out of her drawer, not a heavy duty one but a leather feel one. Reaching between my legs she held my balls and unleashed a heavy slap on my arse. Then another and quickly a third. My eyes were watering as my dulled screams filled my makeshift gag.
Turn over.
I did as I was told and R noticed that my erection had gone. She bent down and took my soft tool in her mouth. I was soon hard again as she worked my cock and massaged my balls licking the area under my balls. She got me nice and hard and I thought great, I’m done getting fucked.
Lift up Maddy I’m not done with you yet.
R put a pillow under my arse raising it up a bit. She reached down and taking out the 4” dildo replaced it with one slightly bigger. It was quite a crude fitting, just a base that fitted into the front of the pant things. She rubbed some lube on it and looking it appeared to be about 5.5/6” and similar to mine. It was more realistic with heavy veins and a bulbous exposed helmet.
She leant in and whispered if this is too big then just put your hands up.
Then she switched back and said right Maddy deep breath you are getting properly fucked now. I breathed in and R didn’t mess around this time, one push and a popping sensation and she was deep in me. My legs were being held up behind my knees and clearly R couldn’t keep this up so she lifted them resting my calf’s on her shoulder. She did this when inside me. She withdrew this bigger cock
Do you like my big hard cock Maddy? I nodded.
This was the encouragement she needed and she slammed into me hard. She started fucking me hard and fast. Gripping my thighs and pulling me onto her. Again she was going to come and started moaning loudly. |
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By (user no longer on site) OP 51 weeks ago
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"Keep going please.  "
Will get this finished this morning
Nearly there
Then maybe some more about me and Rach in weeks to come
Chatted to Mel about our exploits last night, she got quite turned on and suggested I share more of our 16 eventful months together |
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By (user no longer on site) OP 51 weeks ago
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There was no way R was not going to cum this time she had delayed it 3 or 4 times. I would do this to her a lot, deny her orgasm and then when she was ready it would be an unreal orgasm.
She had maybe a minute I thought but my god she made good use of it. Pulling me back onto her by my thighs and slamming the cock into me. My own tool smashing on my waist she would squeeze my balls hard too and I would grunt into the strangers knickers in my mouth. She grabbed hold of my shaft and wanked me as she fucked me. But stopped quite quickly.
She unfastened the back of the straps and left the cock in me. Climbing up my body she took the knickers out of my mouth and sat her soaking pussy on my face. She held my hair as she ground her cunt onto my lips and tongue. Pulling my bound hands up she bit the fluffy fabric hard to stifle a scream. She bucked as I tasted her sweet cum. She was not a squirter usually but there was obvious wetness and cum that tasted and smelled sweet. I lapped it all up and she shuddered and climbed off me. Removing the pillows I was flat on my back with a rubber dick attached to it being held in my now ruined arse by my own weight. It couldn’t get any deeper. I could feel the pressure on my prostate. It felt like and urge to piss. She stuffed the knickers back in my mouth and moving down took me in her mouth. I wanted to fuck her so bad but she couldn’t after an orgasm like that it was too sensitive for her. After a couple of minutes blowing me she reached over and squeezed my nipple hard. As she did I unleashed a massive load into her mouth. The pressure on my prostate making the jet of spunk and my orgasm both powerful. Groaning loudly into the pants as I twitched and dribbled out the remainder of my massive load. She pulled them out of my mouth and holding the strap of the bindings over my head and onto the bed she leaned over to kiss me. I quite like a spunky kiss but she had kept the full load in her mouth and as our lips met and my mouth opened she pushed my spunk into my mouth with her tongue holding it there so i had to swallow.
There you are. Now you know what I do for you!
We had a cuddle and went off to sleep sunrise not to far away.
Before we dozed off R said to me you are wearing them tomorrow when we go for lunch with Caz and Marty.
Fuck sake. OK.
I feigned irritation but secretly I couldn’t wait. I knew I was going to get about 6 hours sleep then some hangover sex and get to wear those nice pants without fear of further punishment. I knew my arse needed some recovery time. But I also knew that perhaps something more than a rubber cock may well be introduced into my arse in near future. I went to sleep dreaming about taking a real cock and a load inside me and was massively aroused at the thought. |
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By (user no longer on site) OP 50 weeks ago
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"Wow. What a story. Literraly the perfect woman. Is she real  "
She is
See The Rachel Files for quick back story
Got about 5/6 things that happened over a 14/16 month period to share in the coming weeks |
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But why not I say, it’s sooo much fun when you do it in full girlie mode 
