A gay story: Lisa, Scott and Me Pt. 03
Lisa my girlfriend had told me about her fantasy of me getting physical with a man, especially having to suck a cock, which I found really disturbing.
But when she finally persuaded me into it, by introducing me to a guy named Scott online, it completely took our sex life to a new level.
Scott, a male escort in his 50s, stayed in a beautiful apartment near the marina. He agreed to meet me first, and then with Lisa. They both had meticulously planned to turn me, a devoted straight boyfriend into a complete cock whore.
In their latest meeting, they had surprised me by inviting Scott’s friend Peter, another male escort in his 60s. Both were dominant and took immense pleasure in dominating and using me, while Lisa gave them instructions.
On top of that, they had dressed me up in stockings and panties, making me their obedient little slut.
Lisa watched all her wildest fantasies come to life as they ravaged me and took my virginity in both my holes. I was filled with their cum, all over my face and body, and Lisa was enjoying every moment of it.
After such an intense session, I wasn’t sure if we could top it. But when Scott mentioned that they had a group of friends who would love to join in, Lisa couldn’t stop talking about having a gang bang.
We decided to schedule the next meeting for a month later, giving my bottom enough time to recover from the rough treatment it received from Scott and Peter’s 8-inch cocks.
Lisa was extremely grateful to me for being open to trying new things, and she showed her appreciation by spoiling me with blow jobs and anal sex every night for the next two weeks.
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.
‘Goodness’, said Lisa.
‘They are never wearing any bloody clothes.’ said Angela laughing.
‘Thanks Angela,’ Scott got up to greet us. ‘So nice to see you both, welcome back.’ He came over and gave us a hug. ‘Let me introduce you to everyone. You know Peter very well of course.’
‘Hello again,’ said Peter already ogling me. ‘I’ve been so looking forward to seeing you again’.