For some reason, this evening I thought about my first ever punt. It was nearly 20 years ago in London and her name was Josephine. I've read some horror stories about first punts, but my experience actually was pretty good.
There was a minimal website for the agency, with just one small pic of Josephine, but it was a simpler time when you didn't need a gallery of images to browse through! I also opted for an outcall, which surprises me when I look back on it, but I didn't really know anything about the parlour business back then.
I distinctly remember paying £130 - boggles the mind to think that prices have barely gone up, if at all, in the 20 years since - but then I have no idea what Manchester prices were at the time.
After making the booking, Josephine called to arrange details. I found this extremely exciting, talking to a woman I'd never met, knowing that I was going to fuck her in about an hour. I remember my voice was actually shaky with nerves and adrenaline as I asked her to wear black stockings and suspenders for me, but she was very easygoing over the phone - had no doubt heard it all before.
When the doorbell rang an hour or so later I was a bag of nerves. The front door to my flat was down a flight of stairs and I let her in and then followed her up the stairs, enjoying the sight of her ass in a tight black skirt. Nowadays I would enjoy a cheeky grope and laugh about it, but then I was too shy!
Josephine was chatty and very friendly, a lovely blonde milf who must have been in her early to mid thirties, although the agency had claimed 26 (if I remember correctly). She stripped off totally and got dressed in her black lingerie while we chatted. Nowadays I would hope for a girl to be dressed for action from the start, but this was all new to me so I enjoyed watching her pull on her stockings, fasten her suspenders and pull a pair of skimpy black knickers on. She was fully shaved and it was the first time I'd experienced that - I still prefer a bit of hair to be honest. One of her suspenders proved difficult and she asked if I could help. My hands were shaking as I fastened the last suspender, not even taking the chance to stroke her thighs or ass. I was such an amateur!
Onto the bed (I was naked by now), we started with kissing, which developed into French. I badly wanted to lick her so she lay down and let me get to work between her thighs. She was very smooth, maybe waxed rather than shaved, and I spent maybe five minutes licking away at her pussy.
Although I was enjoying things (a lot), nerves were stopping me from getting hard. She gave me manual stimulation, but did not offer oral and I didn't know enough to ask for it. After about 10 minutes of this we were were going nowhere and I said that if we started to have sex things might work. She was doubtful, and my cock was really in full retreat by this stage, but I slid a condom on and got between her legs with her on her back. The sight of her spread and willing, in those lovely black stockings, was a turn-on and as soon as I slid the end of my dick inside her I started to feel the familiar feeling. The nerves just went, to be replaced by lust and my cock simply grew inside her. Making sure to keep pulling the condom down further as I expanded into her, I was soon fully hard and enjoying the look of surprise on her face.
We then went at it. I had her on her back, on her side and on all fours and she was really up for it. With her on her back again I pinned her legs back and started to bang her hard. Out of nowhere I got the tingling sensation and stopped to recover, but at exactly the wrong (or right) moment, she gave a really sexy little gyration with her hips, as if she wanted me to keep fucking her. It tipped me over the edge and I had no option but to slam into her hard for a few strokes before cumming inside her.
She remained friendly, and we kissed a bit as I lay on top of her.
It was far from a perfect punt then, but not a bad initiation into the world of escorts!