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Click hereBeing unorganised I had left it too late to go to an actual shop to buy a present for my friend Gregg, whose birthday was tomorrow. Not to worry though as Amazon Prime would save the day.
Gregg was a gamer so I checked the latest releases and saw a role play / adventure game which everyone had been talking about and which had some great reviews. I dropped a quick message to Gregg's wife, Rebecca, to check that she had not bought it for him already. She hadn't and she was a gamer as well so I said that I would get it and that I was looking forward to my invite to play at their place.
It was Gregg's birthday the next day so I saved their address into my profile, ordered the game and messaged Gregg to let him know that something would be delivered the next day with my name on it but that he was fine to open it as it was his present. He wanted to know what it was but I told him that he only had to wait a day but I gave him a small clue and said that I looked forward to playing with him along with a winking emoji.
With that done I had the rest of Saturday afternoon to relax and for me that meant having a long soak in the bath before indulging in a bit of dressing.
I had been cross dressing for years and amassed quite a collection of slutty clothes, shoes and other accessories. I loved the look and feel of the clothes but had never gone the full way with a wig, make up, nails etc.
Soaking in the bath I thought about what I would wear as I shaved my body leaving me hairless beneath the eyebrows. Well that is a small lie as I do like to leave a thin 'landing strip' you know where. As I said - I have never bothered with makeup and all that but the look and feel of the clothes I love is definitely heightened when, almost, fully shaved.
When finished I pulled the various bags and boxes from under my bed containing all of my most prized possessions. Opening them all I slipped on black fishnet stockings along with a black thong and bra. Over the top I wore a black fishnet dress before slipping into a pair of black, leather, pointed toe stilettos with a 5" heel. Finishing the look I put on a pair of black leather gloves as I loved the feel of stroking myself off whilst wearing them.
Opening my bag of toys I pulled out a 8" rubber cock, which had a suction cup at the base, and stuck it to the wooden headboard of my bed. Getting onto all 4's I circled my tongue over the head before running it over it's full length before then opening my lips and taking it all in giving it the sort of attention I could only dream of giving to a real cock. I had never been with a guy but had spent many hours pretending with my toys and could deepthroat it without a problem.
After getting it nice and wet I grabbed some lube from my bag and pulling my thong to the side squirted it over my eager asshole. Pushing back it popped inside me easily enough and my body filled with that initial mixed feeling of both pain and pleasure.
Slowly pushing backwards and forwards I began to pant and moan imagining that it was a real guy behind me but was interrupted as my phone flashed with Gregg calling me. Feeling daring a hit the answer button and switched it to speaker so that it could stay lying on the bed.
"Hey Gregg" I answered a little out of breath.
"Hey yourself" he said back before asking what I was up to.
"Just hanging out really" I said whilst still rocking back and forth along the full 8" that was in my ass.
Gregg then tried to get some information out of me as to what his present was and didnt like my answer which was simply that he would have to wait and see. I wondered what he would think if he could see ME right now!
"Come on" he pleaded. "I want it, I want it, give it to me" he jokingly shouted down the phone. As you can imagine this was having quite the effect on me and whilst I had never thought of Gregg sexually, with him saying that and me quietly slamming my ass back on the dildo I was fit to burst so I reached down and began to rub my cock, or my clitty as I referred to it when dressed.
"You are such a bitch" he said, almost growling it down the phone, and with that I was done, filling the front of my thong whilst letting out something that must have sounded like a cross between a moan and a scream. Luckily I had managed to hang up just before I had exploded!
I fell forward, fully satisfied, and lay with my eyes closed in my own warm mess for a good few minutes before getting up to find a huge wet patch on my bed. Stripping from my slutty outfit I jumped in the shower and washed myself off smiling at the thoughts that had been going through my head wondering why I had not thought them before.
After I had finished I got dressed into some sweats and a tshirt, threw my bed things into the wash and made some food which I then ate whilst drinking ice cold vodka from the freezer. Thinking about some of the girls Gregg had dated and some of the things we had talked about over the years I spent the evening looking at clothes and shoes on Amazon whilst continuing to knock back the clear, crisp and delicious vodka.
I woke at about 7am still on the sofa and with a raging thirst seeing an empty vodka bottle next to me but thankful that I was relatively hangover free. Checking my phone I saw a confirmation of an Amazon order and it appeared that before passing out I had ordered a baby pink cheerleaders costume which had an incredibly short flared skirt and a crop top with 'Daddy's Girl' written across the chest in white. Along with that was a pair of patent baby pink shoes which had an 8" heel and a 2" white platform aka stripper shoes! I didnt remember ordering these things but the sizes were right and it was a nice little surprise, as was seeing that they would be delivered today.
I messaged Gregg to say happy birthday and he replied saying the Rebecca had been called into work for some sort of emergency. He asked if I would like to come round and hang out and I said that I would get to his at around 11am.
After getting to their house I asked if he had got anything from Amazon yet and he said he hadn't. I said "that's cool, now I can be here to see you open it and we can enjoy the gift together" to which he pestered me again to just tell him what it was.
To try and get him off my back I replied "let's just say we might be pretending to be different people not long from now" and said that those would be my final words on the subject.
We watched a bit of TV and after 30 minutes or so there was a knock at the door which Gregg went to answer.
"Delivery with your name on it" he shouted from the hallway and I yelled for him to just open it. He was out there for a couple of minutes before he came back in holding a pink cheerleaders outfit in one hand and a pair of fuck me heels in the other with a smirk on his face.
"Is this you were talking about when you said that you were looking forward to playing with me?" he asked.
My face dropped and I sat open mouthed realizing that I must have forgotten to switch the delivery address when I had ordered these last night. I tried to stutter some sort of excuse about getting the wrong item but it was useless and I couldn't get a full word out of my mouth.
"So if we are pretending to be someone else and you are Daddy's Girl I guess that makes me Daddy right?" The words dripping from his mouth in what could have been either a mocking or seductive tone.
In this time he had walked over and was now stood towering in front of where I was sat on the sofa. "So what do you say baby girl, you gonna dress up for Daddy, maybe suck Daddy's cock?"
Not even thinking the words "yes please Daddy" fell from my mouth and this time it was his face that dropped.
"Holy shit" he said. "I was just messing about, I thought maybe they had screwed up the order but these are really yours aren't they?"
I nodded and he looked like he was thinking for a moment. "Tell you what, as it's my birthday why don't you go into the bedroom and get dressed? This is some pretty slutty gear and I don't believe you can walk in these stripper shoes so if you say these are yours you can prove it to me. Feel free to look through Rebecca's drawers if there is anything you need."
I stood and took the things from him and walked through to bedroom, which was on the same floor, slightly nervous but very excited about what was happening.
Throwing my slutty outfit onto the bed I opened a couple of drawers and discovered Rebecca's underwear, easily finding a sexy pink g-string that I knew I had to wear. In the next drawer down I found a few more kinky things made from PVC and leather along with a box which I lifted out and put in the floor. In it I could see cuffs, several small padlocks, a ball gag, a penis gag, a butt plug that had a bejeweled pink heart on the end, a number of vibrators and dildos along with a pink plastic chastity cage that was still in the packaging.
Looking back in the drawer I could now see some more clothes, that had been under the box, so I grabbed pair of pink stockings and some pink PVC gloves knowing that my outfit was now complete.
Stripping naked I pulled the g-string up my smooth legs and followed that with the stockings. The skirt came next and once on I realised that it barely got to mid thigh and as I turned to pick up the crop top the flare whipped up letting the air hit my ass. The crop top was snug but it looked great with 'Daddy's Girl' almost popping off of it.
Sitting down I put the shoes on and stood admiring myself in the mirror at the end of the room at the foot of the bed. Yes from the neck up I was clearly a guy but below that I looked like a slutty flat chested girl who wouldn't look out of place on either a stage or a street corner. Well perhaps not exactly like a girl given the slight bulge in my skirt!
The gloves were very tight but after squeezing my hands into them I confidently walked out of the bedroom (having to duck through the doorway), past the bathroom and back into the living room swinging my hips as I walked up to Gregg who was sat opposite me on the sofa holding an unopened bottle of beer.
"Wow" he said. "Your face is still your face but you look like a hot piece of ass below that."
"A hot piece of ass you say" I replied as I turned my back to him, bending at the waist, letting my skirt ride up to reveal his wife's pink g-string.
As I did this he twisted the top from his bottle and it fizzed up showering him in beer. Seeing this I turned and threw myself onto my knees in front of him, placing my hands on his thighs and taking the foaming bottle into my mouth whilst looking into his eyes. After it stopped fizzing I ran my tongue around the top and gave his thighs a squeeze.
"Daddy your jeans are soaking wet" I purred whilst looking up at him. Reaching forward for the button he made no attempt to stop me undoing them and pulling them down his legs.
Now just sat in a pair of black boxers and a tshirt I asked if his boxers were wet as well perfectly aware that they weren't. He nodded before saying "take Daddy's shorts off baby girl" and as I did his hard cock sprang out.
He leaned back taking a big swig from the bottle and as he did he opened his legs allowing me to see his cock in all its glory as it continued to grow. Running my hands up his thighs and grasping the base of his cock he simply looked down and me and nodded as I opened my mouth for my first real cock.
It was similar in size to what I had been playing with the day before but perhaps a little longer and definitely thicker. I started licking and sucking the head whilst working my PVC gloved hand up and down at the base. I felt him move and looking up I could see him holding his phone clearly taking a video of me sucking him off along with what I was wearing.
"Whatcha doing Daaaaddddddy" I purred at him.
"Thought we could watch this back later" he replied to which I simply nodded, all the time continuing to wank his hard cock.
"So how long have you been doing stuff like this" he asked like it was some kind of pornographic interview.
"I started dressing in things like this years ago" I replied. "Then a year or so ago I started to play with vibrators and dildos but I have never had a real cock before" I continued.
"In fact yesterday when you called me I was in an equally slutty outfit, on all 4s taking a dildo up the ass. Remember when you called me a bitch?" I asked and he nodded.
"I had to hang up because I came so fucking hard" I said looking into the camera. Gregg started to talk so once again I took his cock into my hungry mouth.
"That's so fucking hot" he said before letting out a moan as his cock entered my throat. "I wouldn't usually do anything like this but I am so turned on right now" he continued. "So you are saying that you have never been with a real man?"
"Not yet Daddy" I replied after pulling my mouth from his manhood. Standing up (which wasnt easy in those heels) I nodded towards the bedroom - "you fancy being the first to take my virgin ass?" I asked.
He jumped up and I turned walking a few feet ahead of him lifting the flare of my skirt as I did so that he, and the phone that he was still pointing at me, could take in the full effect that the 8" heels were having on my legs and ass.
Walking into the bedroom, past the box of toys that I had left out, I smiled thinking about what we were about to do in the bed that he shared with his wife. Turning I was 5" or so taller than him and asked "so how do you want to do this Daddy?" as I reached down and once more took his cock in my hand.
"Well I liked the sound of how you said you were when we spoke on the phone yesterday" he almost groaned back to me, his hand running up the outside of my bare thigh, above Rebecca's stockings, and squeezing my ass cheek before using it to turn and push me forward onto the bed.
On my hands and knees I now found myself facing the mirror at the foot of the bed once more and could see Gregg positioning his phone so that it would capture what we were about to do. Getting behind me I could see in the mirror as Gregg pushed a couple of fingers into his mouth before I then felt them touch my quivering hole.
He started gently, just one finger I think, before then starting to open me up with a second. My legs and ass were literally shaking with excitement and his fingers found a rhythm with my shaking that was driving me crazy. After a couple of minutes he took his fingers out and instantly I felt the tip of his cock pushing up against me.
Eager to be filled I moaned "fuck me Daddy, fuck me like the bitch that I am" and with a little bit of a push I felt as he entered me.
"Oh fuuuucckkkk" I screamed. "Fuck me, fuck me, fuck meeeeee" I continued whilst slamming back into him. In no time I could feel my ass against his body and knew that I was now taking all of him inside me.
"Does your wife dress like this Daddy? Does she wear shoes like this Daddy? Does she beg you to fuck her ass this hard Daddy?" I screamed at Gregg.
"No she isnt a cheap slut like you are. That's what you are isnt it? A dirty slut who likes nothing more than bending over and taking cock in your filthy holes" Gregg growled as he held my waist with both hands and bounced my back and forth.
"I'm just a slut for you Daddy" I sang back to him. "I'll be and do whatever you want just keep giving me your amazing cock and please, please, please cum inside me" I continued like some sort of sex crazed nymph. Strange to think that barely 30 minutes ago we had been sat down watching TV with no thought that anything like this could ever happen.
"Breed me Daddy" I continued. "Mark your territory by filling me with your cum, tell me what to wear, what to do, own me like the bitch that I truly am" the words coming from my mouth but seeming more like they were coming from the horny submissive slut that was trapped inside me - the real me perhaps.
"I'm going to fill you, you fucking slut" he shouted back at me.
"Yes Daddy, fucking fill me" I screamed as I felt my own cock, which had worked out from the front of his wife's g-string, start to twitch. "I'm going to cum Daddy" was all I could shout before arching my back and letting out an impassioned moan as I covered the bed, Gregg and Rebecca's bed, with cum.
As my back arched and I came I felt my ass tighten around Gregg's cock and one of his hands left my waist and grabbed my shoulder. The next thing I felt was his cum filling me. He let out a deep almost roar like noise as I felt the first shot hit the inside of my ass. He was still making this noise as I felt shots two and three inside me and he had slowed down to an almost animalistic grunt as 3 more pumps back and forth left shot numbers four, five and six inside me.
"God I have not cum that hard in ages" he said short of breath. His one hand came off my shoulder but the other remained on my waist, basically holding my ass in the air, and as my upper body collapsed onto the bed I felt him withdraw from me but almost instantly I was filled again with what I recognised was cold, hard, metal as he had clearly pushed the butt plug from the toy box into me.
"That feels good Daddy" I said as I lifted myself up and off the bed to make sure it was in properly. "You want me to keep this safe for you?" I asked as I pulled apart my hairless cheeks and shook my ass so he could see the bejeweled end of the plug.
"Are we talking about the plug or what I just left inside you?" he said back with a smirk as he lay down grabbing his phone from where it had been sat all this time. "You want to watch that back?" he asked and I lay down next to him having to cuddle up under his arm to stay out of the puddle of cum I had left moments ago.
The video started with me sucking and wanking Gregg's cock as he asked me questions which I answered in my girly voice. He paused it asking if I was always this submissive when dressed to which I nodded as I bit my bottom lip whilst taking his hardening cock in my hand again.
"Close your eyes" he told me as he got up off the bed.
I did and for a few seconds I could hear some rustling before I felt him touch my soft clitty. As he did it felt like a surge of electricity running through me but in a second or so I heard a click and suddenly things felt different down there.
Instinctively opening my eyes and looking down I saw that I was now wearing the pink plastic cage that I had earlier seen in its packaging in the toy box and it was being held in place by a small silver padlock.
"Rebecca got this thinking I might wear it for her" commented Gregg as he lay back down. "I told her that I wasnt a sissy though so we never used it. I thought you might like it though" he said as he grabbed his wallet from the bedside table and made an exaggerated point of placing the two small keys into the coin section.
I looked at it for a moment and touched it with my finger before saying "I love it Daddy" as I pulled Rebecca's g-string up with the front covering the cage completely as he put his arm back around me.
Picking up his phone again he began to play from where we had left off which was me standing up and then walking to the bedroom flaunting my legs and ass in my 8" heels.
"I can't believe you can walk in those shoes" Gregg exclaimed, shaking his head, as the camera followed me. "I'm surprised you haven't broken an ankle or something."
"What these?" I asked holding my legs up in the air. "It takes a lot of practice, trust me."
With my legs in the air Gregg dropped his phone again, reached down and gently pushed at the plug that was now exposed. "You better be careful putting them up there" he whispered into my ear. "Otherwise they may end up over my shoulders and pushed up around your neck."
With him saying that as he gently pushed at the plug I began to whimper and could feel my clitty attempting to harden in it's new plastic prison. Any thoughts of a second round of animal like sex were killed though as his phone rang and he showed me Rebecca's name before answering it on speaker mode.