Without putting too much amphasys to the many occasions when the lady allowed me to stay (shagging me) for extra time, or when I've been given extras like CIM for free, the craziest priviledges I've had are the following.
In the last three years, four escorts (three of them in UK and one in Italy) allowed me to film the session, face uncovered and without paying a penny. It wasn't our first meeting, they all trusted me and I've had excellent chemistry on bed with all four. Now I have on hard drive over three hours of my own porn videos with these four ladies (plus another 6 hours with 6 other ladies, paid for es extra). I love to watch my own porn, watching yoursef shagging stunning women is better than any other commercial porn. Considering these four women are very private, I cosinder this my greatest achievement as a punter.
A russian escort, with whom I've met once or twice a year (in Italy, she lives there), always treated me like my favourite client, and we developed overtime a good personal relation, spending some time at the phone.
Every time I booked her, she kept the whole day for free ("I want to see only you on that day" quote), I paid the rate for two hours, and she's let me shag her for three, four, sometimes five hours. That included extra services like Anal and Filming (no mask) which I've never paid for and would have been an extra 100€ each.
She retired a couple of years ago, but in 2022 as birthday present she gave me a three hour session at her home without paying a penny. We went out for dinner afterwards, and during a night walk in a park, in Milan city centre,ishe blowjobbed me by I tree and I fucked her standing from the back.
Still in Italy, in 2021, I've met with an italian milf, a part time wscort who was very well known for being a nympho. Paid upfront 150 for one hour. The encounter started at 7 pm and ended at 8 am without paying any extra. We fucked for the first couple of hours, ordered room services, shagged another couple of hours and she didn't want to let me go. We went on bed, I woke up in the middle of the night, sex again. She woke up at 7 am and woke me up with a blowjob and shagged for the last time. Never seen her again.
I had the chance of seeing her again last year, she told me she was engaged but she would have seen me anyway behind her boyfriend's back, but the meeting had to be cancelled due to a hydrogeological disaster and flooding in that part of Italy.
Last but not least. A russian escort in Italy, with whom I've met three times in three different cities, agreed to come to Florence a couple of days ahead of her city tour to spend some time with me. It was 2022, her hourly rate is 200€, and as favour she offered me 24 hours with her for 1.000€, including overnight and with expenses on me. It was a favour, actual price would have been twice as high. I agreed, and I ended up spending "only" an extra 200 on top of that amount for dinner, drinks, taxi.
After three hour of sex, we went for dinner and we walked into a private restaurant. While I was asking the waiter for a table she whispered into my ear "Take the private table in the balcony, I want to suck your cock while you drink wine". It was the best glass of wine of my life while this young russian stunner was devouring my cock underneath the table, not even sure whether we've been seen or not. She swallowed and cleaned with her tongue.
Back at the hotel at night for another session before bedtime. I'll be honest, we were both a little drunk, she climbed on top in cowgirl and she's put my bare cock inside her, and I didn't stop her. I will never forget her begging me to cum inside her (she takes the pill). We never wore a condom for the rest of the night, nor the morning after. Thankfully I tested clean for the STI back into the UK. Never had a chance to meet her again.