Thank you to everyone who sent me messages about the last story, I've tried to include things people wanted to see in the sequel. Hope you enjoy
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I woke up, stretched out and smiled as I felt the familiar sensation of my girlfriend's panties rubbing on my cock. The feeling instantly brought back memories of the night before: I had gone to a party with my rather dominant girlfriend; been coerced into her panties; sucked my very first cock and found out my girlfriend had fucked another guy whilst I was doing it. I loved every minute of it, my sissy-cock was rising as I remembered it all but I had to resist the temptation to touch it. Jess would kill me if she found out I'd been jacking off without her permission. I got up and with some effort of will took off the panties to go shower and get ready for the day; I was ready not a moment too soon. I came out of the shower to find my phone buzzing; I grabbed it to hear Jess' voice.
"Morning Sissy, I assume you're free today?"
"Yes Jess"
"Oh good, I need you to come over for a while", and with that she hung up. I dressed quickly and ran out of the house; it wouldn't do to keep her waiting.
I let myself into her house and ran upstairs to find her lounging on her bed, just listening to music.
"Well you took your time didn't you?" She sounded pissed.
"I ran here as fast as I could Jess", it was true I was breathing so heavily.
"Get over here bitch", she grabbed my arm as she sat up and launched my over her lap "I can see I'll have to teach you a lesson"
I knew what was about to happen, but I didn't struggle. I was too tired so it wouldn't help at all, Jess was pretty strong. Plus, I do think some part of me was rather looking forward to it, that is until the first blow landed. SMACK!
"Oww!"
"Shut up sissy, unless you're going to count them keep your slutty mouth shut!" She slapped each of my ass cheeks in turn, I couldn't believe how hard she could hit.
"2...3...4..." I started to count, hoping if I did it would please her and she'd stop sooner. I guess I could have resisted but it didn't come to mind at all once she got going.
"Oh look how pathetic you are slut! A real man would never have let this happen to him. If Jack was here I'd probably be in your place! He definitely wouldn't have been over my knee whatever happened"
The reference to the guy who fucked her the night before stung a little, but the fact she so happily talked about it as if my feelings on the matter were nothing actually just made me excited.
"OMG! Is my little sissy getting hard? Little is the word alright, I can just about feel something pressing against my leg", the spanking eased a little as she laughed.
"*gasp*...30!"
"30? Well I guess that’s enough sissy", she pushed me off her lap. "I've got you some presents, grab the white bag" She pointed to a white bag from some high street clothes shop next to a rather ominous looking black plastic bag. I ran to get and bring it back to her.
"Look inside sissy"
I opened it to find Jess had gotten me a lovely present, a frilly pair of pale blue high cut panties and a matching bra.
"Oh thank you jess"
"Well sissy, put them on!"
I stripped off immediately and pulled my presents on, I couldn't believe she'd done this for me. She called me onto the bed with her and we started making out.
"Come here my little girl" She said as she pulled me towards her, I loved it when she was nice to me like this between the commanding times. As we kissed she started to rub my cock and balls through the panties, she was lay on top of me; it made me feel so feminine.
"Spread those legs baby" I opened my legs a little and her hand dipped further down, teasing my ass.
"Wouldn't you love it if Kevin could fuck you here?"
"God yes, Jess, I was thinking about it the whole time I sucked him"
"I knew it, how could a sissy like you dream of anything else?"
She grabbed some lube from the desk near her bed and squirted some on my ass and her fingers. She held my balls in her left hand whilst she teased my ass with the right. I felt some pressure on my little hole and I could feel her pushing her middle finger in.
"Oh I love fingering my little bitch, but I know you love it too don't you baby?"
All I could do was moan, I was in heaven whenever she played with my ass.
"Do you want to be a girl for me sissy?” She had that look on her face, she had a plan. I nodded eager to do whatever she wanted, I knew I'd enjoy it.
She smiled, got off me and went to her wardrobe. She came back with a short black skirt and a blue vest top.
"Put this on sissy, and then sit at my desk"
I pulled the skirt on and then the blue top and as I walked to her desk I caught a look of myself in the mirror. I was thin, absolutely no muscle and had oddly wide hips. I straightened my shoulder length hair and had, without planning to, ended up sporting a very girly haircut in my day to day life. My ass and legs looked really good in the skirt and apart from my flat chest and my face, I looked like quite a convincing and maybe even attractive girl.
"I'm going to do some make-up for you sissy, and then you'll look perfect"
We spent the next 20 minutes with her doing my make up most of it was fairly discreet just to make me look more girly. However she outlined my eyes fairly obviously in dark eyeliner and did my lips a dark red colour, I couldn't stop smiling when I saw myself in the mirror: I looked for all the world a flat-chested girl.
"Back soon dear", she took the black plastic bag and left the room. I sat on the bed and just waited for her to come back.
She re-entered the room a while later, wearing some fairly baggy jeans and a plain black top, I had no idea why she'd changed to such a dull outfit but I was about to find out. She pushed my so I was lying on my back and climbed between my legs.
"You look so hot, sissy" She started kissing my lips and neck between words "In fact I can hardly say sissy, everyone would just think you were a girl"
I loved this, I had no idea why she was being so nice to me and I didn't question it. She reached under me and I felt her pushing at my hole again. I started to moan as she pushed one finger into me and then two.
"Oh you look hot baby, do you like it when I finger your sissy pussy?"
"Yes...Jess..." I manage to get out between gasps and moans
"I know you'd love a cock right now...", I moan louder "...and I've done as best I can"
She held my hand and brought it to her jeans, I can feel something in there.
"Get my cock out baby"
I opened her jeans and pulled out a flesh coloured dildo, it was about 7 inches long and rather thick looking: she was wearing a strapon.
"Stroke me" I grabbed hold of it and started to pull on her "cock", I was amazed she'd gone this far for me.
"Oooh!" I moaned, taken by surprise as she forced a third finger into me.
"Mmm you're good at that bitch, now let’s see how well you suck", she straddled my face and started feeding me the cock.