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I am a woman of 47, I recently started as an escort as I was finding it difficult to make ends me with my 9 to 5 job, I am divorced and have no kids, so it was not an easy decision to make, however, I started with an agency and soon had lots of customers both male and female, I like the female customers better as they know exactly what they want and I know how to give it to them.
I had a strange request from one of the male customers, when he contacted the agency, asked for a motherly escort and for her to wear an apron and stockings and nothing else, so there I was waiting for him dressed in an apron and stockings. He arrived on time, paid me and proceeded to chase me round the bedroom, I was very aware of my boobs bouncing up and down and side to side, eventually I allowed him to catch me. He immediately stripped me of my apron and and said "Mummy can I suck your breasts?" I stated on this one time only you naughty boy, so I held him to my breasts and allowed him to suckle he moved his mouth from left to right nipple, while squeezing the cheeks of my bottom. After about 10 minutes, he then asked if mummy would spank her naughty boy, so again I said yes, and bent him over a chair and pulled his trousers and pants down and smacked him as hard as I could with my hands.
I noticed he was getting an erection so his next request was not unexpected, "mummy will you suck my willy?" Again I agreed and took his small penis in my mouth and licked and sucked him until he came in my mouth. He thanked me and that was the first meeting between me and my now best customer.
My wife kept it a secret from me for years what her actual second job was! She told me she was working nights at a well known supermarket, I didn't have any reason to doubt her until one night on my way home from a night out with the boys I saw her walking into a hotel with a guy ,I told the taxi driver to stop I knew I'd had a few drinks but it was definitely Alison, I went home and tried ringing her but there was no answer, I pictured in my head what I thought she was doing and it turned me on, I hardly slept all night,I heard Alison coming in the next morning and pretended to be asleep, I watched her getting undressed then she came into bed with me, good shift I asked her? Really busy hun I'm shattered, that was enough for me! So how many men did you fuck I said to Alison? Pardon me she said? I saw you walking into the hotel last night, you don't have to lie about it anymore Al I said, just tell me the truth, she broke down in tears, it's ok I don't love you any less baby, I love you more each day, I'm sorry but I couldn't tell you the truth, you can tell me everything now baby, Alison looked at me confused, yes you heard right baby, I want you to tell me everything that you've had to do because it turns me on, seriously Richard? Seriously Alison,now tell me, she'd kept a diary of everything and she told me that she'd been fucked by over a hundred men, she'd had one on one sex,threesomes but what turned me on the most was when Alison said that she'd been gangbanged several times and on one occasion she was an escort for an 18th birthday party and she got fucked by a whole rugby team with the oldest being 22,
I've never had the Mommy kink, but wouldn't mind a nice escort in just stockings letting me suck on her ripples and then letting her suck my cock.
My room mate and I have been friends for ever. In our younger days we experimented with hand jobs twice. He went to college. I went to work. He's got a great job... I'm still figuring it out. I followed him to NYC. Rent is tough sometimes. He covered me at first. One day we're drinking and he brings up the hand jobs, then making a deal to help catch up on the rent. I'd give him a handy once a week to cover 50 bucks a week back rent. One day, he offered to cover what I owed in back rent, $500, for a blow job. My share of the rent was $1200 + electric. Our secret... Be caught up... One time. I did it. I was happy to be done. Money was tight... I'd stay home while he and friends would go party. He'd cover me for a drink or two sometimes... Eventually, he started offering trades for a bj so I could afford to really hang out with them. Well, now, I suppose I'm technically a prostitute because I supplement myself giving a select group of guys blow jobs. I charge $200. I eventually let my room mate have anal sex with me but I don't pay rent anymore. I'm not getting rich but I've got a nice nest egg building. I've got a lady I've been dating, if we get serious, I'll have to figure out how to change my business plan...