I was sitting in my lounge after a long week at work. I’d slipped on some pretty pink panties and was stroking my cock through the panties, flicking my nipples watching two girls get hot together. The ‘Mommy’s girl’ website always has an older woman with a younger woman. I craved to be dressed as the younger woman, to be submissive to the hot older woman.

I was pre-cumming in the pink panties when there was a knock at the door. I’d left the front door open. The screen door was shut, but I knew when I looked over that whoever was there had seen me.

I turned around, I must’ve gone bright red and said, ‘Hello’ to what I could see was a very attractive 60-something blonde woman in a glittery silver mini-skirt, white top and long black lace up heels.

The woman introduced herself as Barbara, and I nervously said, ‘I’m Jamie. Just let me get a towel.’ I immediately became very anxious and ashamed of having a stranger catch me playing with myself in women’s panties, but I came back to the door with Barbara smiling ever so brightly and asked her how I could help her. Barbara had just moved in next door, and she couldn’t work out how to use the oven. I said I’d put some clothes on and come over straight away.

I walked inside, Barbara led me to her oven, and I deducted that the switch in the power box wasn’t turned on. I went around the side of her house, switched it on, and showed her how to use the oven controls, which were the same as mine.

Barbara was very appreciative. She thanked me and insisted that I come over for dinner and some drinks to welcome her to the neighbourhood. Barbara cheekily asked me to wear the pretty pink panties I was wearing when she came to my door.

I became embarrassed, went shy, and said, ‘Yes, I’ll just go home and shower.’

‘That’s lovely, Jamie. I’ll see you soon,’ she smirked at me with such a devious grin.

I couldn’t believe this was happening. Barbara is so beautiful and my new neighbour. So I went and showered and put on my pretty pink panties. I slipped on some shorts, a shirt and took with me a bottle of tasty red wine.

Barbara answered her door in a glowing bright pink dressing gown with some frilly white stockings, just meltingly gorgeous, and ushered me in. She took my wine and asked me if I’d like a beer, to which I replied, ‘I’d love one, please.’

We walked to her lounge, and she sat right up beside me like I was about to be probed. Rubbing my leg, she said bluntly, ‘Jamie, I asked you to come over in your pretty pink panties. I can’t see them, so take off those dull clothes.’

I turned red again, my heart was racing with excitement and nervousness. I proceeded to take off my clothes in front of this stranger of a delicious woman and sat back down next to Barbara.

‘This is better, isn’t it, Jamie?’ she said as she smirked. ‘You like wearing pretty girly things, you like feeling like a girly girl don’t you Jamie?’ she whispered in my ear.

‘You like being a sissy Jamie and feeling pretty, because girls are so pretty. Girls have the prettiest things to wear, and men’s clothes are so, so bland and boring. Isn’t that right?’

‘Yes, Barbara,’ was all that I could muster.

‘Well, Jamie, I have a few other girly things I’d like you to try on to add to your pretty panties. I’ll be back in a minute.’

Barbara came back with some white laced stockings like hers, a red garter belt, and a blonde bob-styled wig. ‘Put these on Jamie, I think they’ll make you look like an even prettier sissy.’

I was now under her control, and I just mumbled, ‘Yes, Barbara.’ My cock grew harder and poked through the top of the pink panties. I slipped on the stockings, attached the garter, and put on the blonde wig.

She squeezed the head of my cock and said, ‘I have something else.’ Barbara came back with a white satin baby doll and placed it over my head. ‘Turn around for me.’

‘You’re looking like such a sweet sissy now Jamie but let me paint your lips and add a little eyeliner to give you that perfect sissy touch.’

My heart was pounding. I hadn’t looked in the mirror yet, but I followed her to the bathroom, which had all these exquisite scents. Barbara applied some blush to my cheeks, painted on bright pink lipstick and dark black eyeliner. To top it off, Barbara sprayed a little of her favourite perfume on me.

‘Now take a look at yourself, Jamie.’ I moved to the mirror and damn I did look like a pretty sissy. ‘You look gorgeous, Jamie,’ she exclaimed with glee and took my hand and walked me back to the lounge.

‘Now we’re just two girls having a girls' night in,’ she said, to cheers our beers. ‘You look like such a pretty girl, such a pretty sissy Jamie. This is what you’ve always wanted, isn’t it?’

‘Yes it is, Barbara,’ I stuttered. Barbara was right. I felt this enormous weight lift off me, and my gut felt like I was going to cry. It’s so hard being a man and having to be a man all day long when I also have this soft feminine side.

Barbara pulled me close to her on the lounge and we kissed ever so deeply, our lips mashing, our tongues tying together, then she whispered in my ear, ‘You are my sissy slut now Jamie and I will do with you as I please.’

I let out a big sigh of pleasure and responded with, ‘Yes, Barbara.’

‘Good girl, you can call me Barbara and you can call me Mistress for now you are going to be my pretty little fuck toy.. Now Jamie, show me how you like to stroke your cock in those pretty panties.’

I started teasing my cock up and down with a few fingers, she nibbled my ear, breathing heavily, raspingly telling me my cock was very big and that she very wet. Barbara demanded, ‘Get down on your knees slut and soak up my wet panties with your mouth.’

On my knees with my cock raging underneath my pink panties, I lapped at Barbara’s moist see-through white panties. I sucked her juices out of them until she slid her panties to one side. My face was forced into her oozing wet cunt. ‘Suck it sissy, use your tongue on my cunt.’ I could only reply with my actions and tongue lashed and sucked on Barbara’s delicious wet cunt until Barbara cried out, ‘I’m going to come in your mouth slut.’

My Mistress’ legs started shaking. Her voice reached even higher notes, and then her juices splashed across my pink lips and down my throat. ‘You loved me cumming in your mouth didn’t you whore? I loved looking down on you seeing your pretty pink lips lapping at my cunt like the submissive little sissy you are.’ I grunted in agreement, catching my breath.

‘If you look up at the cupboard, you’ll see a small video camera. I have it all captured, just so you know that I am the one in control. We will keep it our secret as long as you behave for me Jamie my little sissy.’

‘Yes Mistress,’ I mumbled with Barbara’s cum still dripping from my pink lips. There was no turning back now, and that was where we had got up to before dinner. Stay tuned for what happened after dinner.