My gf, Amy, told me that she had something to tell me about her past.
I said, “What is it, Amy?”
Amy said, “Jack, I am really nervous telling you this one…it’s kind of…”
I said, “Amy, you’ve told me about being with multiple dudes at once, I was not freaked out. What could it be?”
Amy quickly blurted out, “I had a sugar daddy, I was almost like an escort…maybe exactly like an escort…”
I was quiet on the phone.
Amy said, “Shit, Jack…don’t just go quiet…”
I said, “Amy, I’m like pretty shocked obviously, but I want to hear it. I love you.”
Amy said, “Okay…I love you too.”
I said, “I’m just confused because, no offense, but your actual dad is rich is as fuck correct?”
Amy said, “You’re right, I didn’t do it for the money.”
I said, “Why?”
Amy said, “I had a friend who had a sugar daddy. I thought it sounded sexy, it turned me on to get paid for sex. I didn’t need the money, I just liked the idea.”
I said, “Holy smokes, Amy…you have to tell me about this.”
Amy said, “Fine. I went through an agency and found a very good sugar daddy. He was probably mid 40s, very successful, very fit, and handsome. I would have fucked him for free, but I liked the dynamic.”
I said, “Did he pay you?”
Amy said, “He did not usually just give me cash, but he took me on fancy trips, sometimes overseas, fancy restaurants, shopping, etc.”
I said, “But, you can do all that whenever you want.”
Amy said, “Yes, it was funny, actually it was part of the dynamic we had. He would take me somewhere and I would be unimpressed. I don’t want to sound like an asshole Jack, but my dad is way the fuck richer than this guy was. So, he would literally fly me to New York City to go to some hip restaurant and I would say, ‘oh, I’ve eaten here.’ He would fly me on a business trip to Paris or London and we would stay in a nice hotel and he would say, ‘this is a great hotel, isn’t Amy?” and I would tell him about the nicer one I stayed in down the street or the penthouse suite I stayed in at the same hotel. It drove him nuts and he constantly wanted to impress me.”
I said, “So you would just fuck him when he took you on these trips?”
Amy laughed and said, “Actually, I made him wait a long time. He took me out a bunch of times and I told him that the agency was very clear that sex was not guaranteed. He could have just stopped seeing me, but he liked it. So, he would take me somewhere nice, I would act like a brat and he would get no sex.”
I said, “Wow, and he just kept paying for that? I mean you’re hot as fuck, Amy, but I can’t believe he would just put up with that.”
Amy said, “it drove him nuts that he couldn’t impress me. Jack, you know I don’t care if you take me to taco bell, but this was a game with the two of us. And because he was a rich guy, it made him crazy that he was not rich enough. I would tell him my daddy took me somewhere nicer. I think he thought I had some other sugar daddy, but I meant my actual dad. He had no idea I was from a wealthy family, he figured I was some broke college student.”
I said, “So, did you ever…you know…fuck him.”
Amy said, “I did eventually. One night, we were in a nice hotel and he had taken me for an expensive meal and as usual, I said, ‘meh, it was okay.’ He kind of snapped. I was wearing some jeans and like a fancy blouse and high heels. He said, ‘Amy, you fucking spoiled brat, pull down those jeans, i mean it, you are impossible.’ I was nervous, but turned on, and I unzipped my jeans and pulled them down. He said, ‘underwear too.” I pulled down my panties and was standing there, with my underwear and jeans around my knees. He bent me over the end of the bed and he spanked my bare ass, hard. He called me a spoiled little brat.”
I said, “uh…is that when you got into spanking?”
Amy said, “Yes. He told me to get on my knees and thank him for the nice trips and meals. I did, I got on my knees, he sat on the end of the bed and I unzipped his pants and sucked his dick. It was thrilling.”
I said, “So, how did it go after that?”
Amy said, “The next morning, he got us room service and I was sitting at a table, having breakfast in a robe with nothing underneath. I was sitting with one leg up on the chair and I could tell he could see my pussy, so I opened my legs even more. He asked me if he could give me oral. I said, ‘You don’t deserve to taste me, you can’t even taste that this shitty mimosa was made with fucking Prosecco instead of Champagne. I’d be wasted on you.’”
I said, “What did he do?”
Source: reddit.com/r/Erotica/comments/ygxk18/new_years_eve_at_my_gf_amys_house_part_3_my_gf
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