Straight Male / 26
I confess that when I was starting university at age 19, for extra money, I joined an escort agency. Normally escorting well to do women to fancy parties with their husbands consent, so the women could show off to their friends about who they were having an affair with. A sizable minority never wanted anything sexual, they just needed me to look good.
One time, I was giving a house to goto, what struck me was normally houses I travel to are big mansions or swanky apartments, this was truly normal looking comparatively.
To my surprise who opened the door, was a woman they must have been late in her seventies. I was worried about what she wanted from me.
She explained why she got me. She wanted me to not escort her, but her daughter who she was desperate would find a man, after living at home for 38 years. The woman in question was very short had some learning difficulties but was aware of what was happening. Her parents had her wrapped in cotton wool and she was mostly home bound, the older woman had told me.
Also, this was to be a birthday gift. Hesitantly I agreed but only if the younger woman said yes to it. The older woman went away for almost an hour. When she came back, it was noted that the younger woman had agreed. I was told to go upstairs in 10 mins...
Well wasn't I in for a shock. She was sitting in stocking and lingerie, red may I add. She was chubby, but with really large droopy tits. We had protected sex for a good 20 minutes and I let her cuddle me for half an hour afterwards.
I found the whole thing surreal, but it was hot. So hot I was hard again after the initial sex and she knew. When she was cuddling all she was doing was stroking my dick before I left.
Normally when I have sex with an older lady. I remove it from my memory but this time I went home and masturbated afterwards.
Since that day I know I have a thing for lingerie. I can never look at a mannequin in a shop the same way again.
One time, I was giving a house to goto, what struck me was normally houses I travel to are big mansions or swanky apartments, this was truly normal looking comparatively.
To my surprise who opened the door, was a woman they must have been late in her seventies. I was worried about what she wanted from me.
She explained why she got me. She wanted me to not escort her, but her daughter who she was desperate would find a man, after living at home for 38 years. The woman in question was very short had some learning difficulties but was aware of what was happening. Her parents had her wrapped in cotton wool and she was mostly home bound, the older woman had told me.
Also, this was to be a birthday gift. Hesitantly I agreed but only if the younger woman said yes to it. The older woman went away for almost an hour. When she came back, it was noted that the younger woman had agreed. I was told to go upstairs in 10 mins...
Well wasn't I in for a shock. She was sitting in stocking and lingerie, red may I add. She was chubby, but with really large droopy tits. We had protected sex for a good 20 minutes and I let her cuddle me for half an hour afterwards.
I found the whole thing surreal, but it was hot. So hot I was hard again after the initial sex and she knew. When she was cuddling all she was doing was stroking my dick before I left.
Normally when I have sex with an older lady. I remove it from my memory but this time I went home and masturbated afterwards.
Since that day I know I have a thing for lingerie. I can never look at a mannequin in a shop the same way again.
- That's Juicy! 15
- Remove It! 0


