When Lisa, my girlfriend, told me about her fantasy to see me with a guy, and in particular to suck a cock, I was horrified.
She's a very persuasive lady and I love to please her so when she found our new friend Scott on the internet it started a new chapter in our already amazing sex life.
Scott was a male escort in his mid 50s. He lived in the Centre of town in a lovely apartment block near the marina.
Scott had agreed to see me on my own at first and then with Lisa.
Between them they had plotted and planned their way to turning me from a loving heterosexual boyfriend into a complete and utter cock slut.
At our most recent meeting they had surprised me by inviting along Scott's friend Peter, another male escort in his early 60s.
They are both very dominant guys and took pleasure in using and abusing me while Lisa guided and directed them.
Not only that but at Peter's request they had dressed me in stockings and panties so I could be their cum loving Cissy whore.
She watched all her fantasies come to life in front of her, as they took my anal virginity and ravaged me at both ends.
I took so much cum in the ass, mouth and face. I was covered and full. Lisa loved it.
So did I.
At the end of the session I wasn't sure how we could top it. But when Scott mentioned to Lisa that they had some other friends who would love to get involved all she had been talking about ever since was a gang bang.
We had agreed that we should arrange the next meeting for a months time.
Scott had suggested that would be enough time for me to recover from the pummeling that my bum had taken from him and Peter and their 8 inch cocks.
Lisa was so grateful to me for agreeing to go along with everything. For the next two weeks while my bottom was out of action I'd been completely spoilt. Blow jobs and anal were mine whenever I wanted it, and that was most nights.
She was in contact with Scott every day. They had become good friends and were planning the next adventure with me - their slut.
Lisa always gave me limited information and was always quite secretive. It was like she wanted to keep everything a surprise or maybe she didn't want to scare me as things were getting more extreme.
'I need to know what your type is baby,' she asked me one night.
'My type?'
'Yes babe. What type of guy do you think you're most attracted to?'
'Well,' I thought, 'I suppose I liked Peter. He's older (62) but in great shape, tall, etc.'
'I thought so,' said Lisa, 'so older, tall and fit with a huge dick. Needs to be dominant as fuck and love submissive sluts,' she was laughing.
'Sounds about right my darling,' but as always I'll go along with whatever you want.'
'You're amazing. I love you,' she said kissing me. She ran off to call Scott again.
Two weeks after our last meeting with Scott, I got home to a very excited Lisa.
'Sit down darling. I have news.' she handed me a cold beer.
'I've just got off the phone with Scott and it's all arranged for two weeks time'.
'OK baby. What's arranged,' I knew what was coming.
'The gang bang darling. Scott's put a super team together and they can't wait to meet us.'
This was why she'd been asking about my type.
'There will be Scott and Peter who you know very well. Peter fancies you like mad and is dying to fuck you again.'
'They have got Peter's older brother Neil who is 65 but fit as a flea. Runs marathons apparently. He's a married gay guy, not an escort like the other two, but he's very experienced in this kind off stuff. Often helps them out when they need an extra guy.'
'Sounds good baby,' I nodded.
'He's hung like a horse just like Peter, so ticks all your boxes darling.' she smiled.
'The fourth guy is an interesting one.'
'OK,' I said waiting for it.
'He's the oldest of the four, late 60s but in fantastic shape apparently and very tall. He's a West Indian chap called Jacob. He's a bi guy just like you darling and he's been a customer of Peter's for over twenty years.'
It turned out that they were all really good friends. Scott had assembled a good team with Lisa's input.
'Scott said that Jacob was their secret weapon. I think with the emphasis on weapon. He's spectacular apparently.' Lisa sounded excited.
'What? Big?' I asked nervously.
'Very baby', she said. 'It's going to be amazing.'
'To be honest I think Scott and Peter had these guys lined up all along. But you have to admit they are all older, slim, fit and hung, which is what we wanted darling,' Lisa was selling it to me, like always.
'They tick all my boxes too,' she said smiling, 'they are dominant as fuck and love submissive sluts. Particularly ones that are prepared to dress up for them.'
'I'm getting into an outfit again?' I asked already knowing the answer.
'Peter has been telling them all about it. They are so into it. In fact they want to bring you something to wear. I'm so excited baby. I love you for doing this.'
'I'm afraid that you are now on a cum ban. Nothing for two weeks. Scott wants you ultra horny and ready for the four big cocks. How is your bum darling? Better?'
I had recovered pretty well. 'It's OK baby. Thanks but I'm alright again I think.'
'That's good news my gorgeous boy, because you're back in anal training. Scott wants me to ease you back in for the next two weeks. Get naked and I'll go and get the lube and the toys.' She was laughing as she went off to get her equipment.
The two weeks went quite fast. Lisa was so excited and horny about our upcoming meeting at Scott's. I was on a cum ban but she definitely wasn't.
Every night my arsehole was filled with either a butt plug or dildo while I was instructed to eat her pussy and bum. She was having multiple orgasms with my tongue in both her holes while a dildo whirred away in my bum.
She wanted me to sleep with a butt plug in my ass every night on Scott's instructions, to ready me for the upcoming event.
When the big day finally came around, Lisa was up early, even though we weren't due to meet until midday.
She handed me the customary home enema kit so I could be prepared for the onslaught that my arsehole was likely to be taking that day. 'Time for a deep clean my angel, off to the bathroom with you,' she laughed. 'I've bought one for myself, just in case I have you in my bum later'. I could tell she was really up for anything today.
We arrived at Scott's just before midday and took the lift up to floor 6 and rang the bell to the apartment.
We were both quite surprised when a lady answered the door. She was in her late 40s I guessed. She had a fuller figure, quite busty but she had an apron over her casual summer dress and was wearing white trainers.
'Hi,' she said,I'm Angela, Scott's cleaning lady. The boys are waiting in the lounge, Scott has asked me to bring you through.'
We followed Angela into the Lounge. 'Scott your guests have arrived'.
Scott was in the lounge with his 'team'. They were sat having coffee. All of them completely naked.
