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Pimping out my best friend to my father to help her

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Sheila

Never thought I'd be telling this story but here goes. I go to a middle class high School in Stockton California. My name is Sheila and I'm 16 years old my best friend Kiki is also 16 years old. I'm a white Caucasian while Kiki is Mexican. We've been best friends ever since we met a few years back. I guess many are expecting me to say we had sex with each other that wasn't the case. We kissed a couple times but we were never going to be intimate with each other.

A bunch of our friends had chipped in a hundred bucks a piece and we were going to rent the van and go down to San Diego for 3 days. I was really looking forward to it and was a bit upset when Kiki told me it looked like she was going to have to pass. I asked her what the problem was I didn't want to go if she wouldn't go she said it was a financial thing and for me to go and have a good time. She said she was looking forward to it but it just wasn't to be this time.

I told her I wish I had the extra money I would be happy to not lend it actually even give it to her. She acknowledged my kindness she said she knew that I would help if I could unfortunately it wasn't to be I just didn't have the extra money I saved from my after school job at the ice cream shop and I had just enough for the van rental and some money in my pocket while in San Diego.

That night we're having dinner myself and my father my mother remarried and moved out many years ago good riddance to her she ended up having an affair with her boss and she walked out on us her family. I had a good relationship with my father we could talk about anything we helped each other through hard times. I reiterated the story about Kiki not being able to come with us told him she just didn't have the funds. We talked about it for a few minutes and he told me maybe he could help. I thought fantastic he would be willing to lend Kiki the money. Then he looked at me with an uncomfortable type of look and told me he couldn't lend her the money but he could give her an opportunity to earn it but it was totally up to her.

I asked him if it was work down at his small business that he owned a printing business. He said no it was more of a personal nature. He then told me I don't want to upset you and I hope this doesn't change the way you look at me but I have always thought Kiki was very cute. I don't know if she's sexually active or not but if she would spend a couple hours with me I could finance her trip to San Diego with you and the rest of your friends. I doubt this is something she would do anyway and I hope you don't think less of me for it but this would be something that would benefit everyone involved.

I said dad I don't know how to even approach her about it. We had been friends for many years I guess I could just come out and tell her but then it would probably ruin the relationship she had with my father as they were very friendly as well. I told him I didn't think I could ask her but we'll see where conversation goes it's not out of the question yes it wouldn't hurt to ask.

When I got to school Monday I told Kiki let's have lunch at the little shop right next to the school I want to have a chat with her. While at lunch I reiterated how sad I was that she wouldn't be coming to the trip with us and she is well said she was really bummed out about it she had so look forward to it. She said you know Sheila my family is not financially as sound as your family you and your dad have a pretty good life. I told her yes but he doesn't spoil me I have to work to earn the money I have. I told her there might be a way that she could make the trip with us she could earn enough money. I told her my father was looking for help her eyes got big and said down at the print shop that would be great.

I told her not exactly I just couldn't figure out how do you tell your best friend your father wants to have sex with them it's not easy. I looked at her and I told her you know Kiki my father likes you she said yes he's very nice he's always been nice to me. Kiki can I be honest with you? Of course we've been friends forever or at least many years and she laughed. I said here's the deal I'll lay it out for you I hope it doesn't make you feel any less about our friendship but my father would give you the money to go to San Diego plus extra money in your pocket while being there if you would spend two or three hours with him. She looked at me kind of funny and said I don't think I understand and then she looked at me with a blank face and said sleeping with him? Sex with your father? I said look I'm sorry I brought it up I'm not a very good friend for even mentioning it.

We had to get back to class but she went her way I went mine at the end of the day we met up just before we headed home everything seemed okay I don't think I destroyed our friendship with the suggestion of help. The following day we had third period together we're in class we haven't said much she passes me a note all it says is I will do it. I looked at her in shock I sent her a note back saying let's talk about it after school let's be sure it's something you want or are willing to do.

After school we met Kiki said to me you know Sheila we've been friends for a long time we rarely talk about intimate details of our lives boyfriends and what have you. I know right now we don't have boyfriends but as you are the only one I trust I want you to know I'm sexually active and have been for 2 years since I was 14. I tell you this because I want you to know a little bit more about me in my life my father's brother has been having sex with me for the past 2 years probably once or twice a month every time he sees me he gives me $40 yeah I feel ashamed but this is the only way I've had money to do a lot of things. And I feel even more ashamed telling you that I like it. It's nothing wild and crazy just a little bit of oral sex and then intercourse but it feels good and I don't feel bad about doing it. I hope you don't think any less of me.

I told Keke while I am shocked I'm glad that at least she's enjoying it it's not something forced on her and then I asked her if she had thought about my father and she had said he's always been a nice guy I'm sure he'll be very good to me so I'm willing to do it.

That night when I got home from school and I told my father Kiki was up to have sex he was very surprised but happy told me that he would make sure that she had enough money to split the van and money in her pocket when she was down in San Diego with us. He told me Thursday night would be best for him if she could get away for no More than 3 hours. The next day I told Kiki it was all set for Thursday night if she came by about 7:00 she'd be out of there by 10:00 with enough money to have a great time she smiled at me and said thank you I felt terrible but at the same time I felt great. She asked me if I was going to be home while they fucked I told her most likely yes but I'm not going anywhere near the room they'll be in. She said yeah that would be uncomfortable for her if I were watching.

Thursday night came 7:00 just like clockwork I answered the door she was wearing the cutest short shorts that little crop top my dad came out greeted her they had a small bit of conversation I told him I was going to go to my room I told Kiki before she left to go home stop in if she wanted to chat. She said she would I retired to my room. I got to tell you curiosity got the better part of me while I knew I shouldn't look I couldn't help but have the urge to about an hour into the session I went in the bathroom down the hall noticed it the master bedroom door was cracked open just a couple of inches the sounds of sex are exciting grunting groaning. On my way back from the bathroom I is quietly as I could push the door a little bit further just enough so I could see what was going on and it was incredible. My father had Kiki flat on her back with her legs very high in the air and he was banging her in rapid succession he stopped for a minute I backed away from the door hoping he hadn't seen me. He laid down now told her to mount him and I noticed he wasn't wearing a condom I thought this can't be good. Well I should have went back to my room I couldn't pull myself away from the door she rode him for a few minutes and you could tell she liked it her hands squeezed her breasts pinched her nipples and just pounded up and down on him. I heard him say something to her and then they switched back into missionary position he was really fucking her hard she was grunting I didn't think my father could be as physical as he was then I heard him say in a not so quiet voice shit I'm going to cum. I heard Kiki tell him please don't come off inside of me the intercourse speeded up one huge moan and sigh and he collapsed on top of her still with his cock buried inside her. She said I told you don't cum inside me. I'm on no type of birth control. Still with his cock very deep inside her said to her it's okay I'll get you a plan b you can't get pregnant. He explained to her it's a pill that stopped pregnancy if someone accidentally or on purpose in this manner ejaculated into her. A few seconds later he withdrew his cock from her and from my angle which was a pretty good angle I could see a flood of White liquid run out of her pussy on to the bed. I had to get back to my room this had gotten me so hot I knew I was going to have to diddle or I'd be uncomfortable.

Got back to my room headed straight for the bed lock the door behind me went to work on my swollen clitoris took all of about 3 minutes I had an earth shattering orgasm I just laid there a few minutes later there was a tap on my door. It was Kiki telling me she was on her way out I asked her if she was okay she said let's talk about it tomorrow at school.

The next day I didn't have to bring it up she just mentioned that it was okay she actually said it was good she enjoyed it. She said my father was probably a better fuck than her uncle. I told her it's good it sounds like everybody wins and you're going to send San Diego with us that's the best part. She said that my dad had given her $220 and would do so if she wanted to return it anytime. I told her you don't have to ever go back she smiled at me and said yes I know but I want to and it's not only for the money your father is a very good fuck. We giggled and off to class we went looking forward to a great trip to San Diego.

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Comments (8)

  • Master Blaster: All fantasy

    Reply↴ • uid:2c3w1pboib
    • Joe Bob: Don't think so, in highschool in early 1980s, I knew of at least 2 girls who were in a "paying" relationship with father's, not teachers, they didn't think they were doing anything wrong, they needed the money & knew the dad's would treat them well. Also they did get referral for other men, either other fathers or professional business man. So it's probably not fantasy.

      • uid:21z1axufic
    • Brandy: So you were there and are testifying that it didn't happen? Shut the fuck up. I know for an absolute fact that it's happened at least once. When I was 15 my friend told me her stepdad would "pay me" (although the money never materialized) if I let her stepdad fuck me. I had a crush on him anyway and had even masturbated thinking about him fucking me. At first I told her no (of course) but then immediately said "Well, okay." It seemed hilarious years later because I saw the situation as her being the pimp for her gigolo stepdad. We fucked about 5 times total but he told me one day we better "cool it before we get caught", which he did, having an affair with some lady he worked with or something. But it damn sure happens because I did it. Even though there was no money, the minute I was taking my panties off and he was standing there with his dick hard as a rock, I was expecting to get paid afterward.

      • uid:8bvxopwwqi
  • Alienhess: We need a part 2 and 6

    Reply↴ • uid:1ck8ao7lk7a0
  • Deceiving account names: Fantastic little story thank you

    Reply↴ • uid:4bbkf67i20i
  • Azal: I want a part 2 pleaseee

    Reply↴ • uid:1y6u2u1qr9
  • stony420: Nice story. Makes me so hard. But now how do you feel about your dad now ? keep writting 👍

    Reply↴ • uid:8x7p9m9a
    • Sheila: My dad and I have a good relationship I think it stems from me understanding he has sexual needs that need to be met. By me introducing him to Kiki who is willing to service him it was a win-win situation. And the fact that she said not only did she do it for the money but she really enjoyed it when he fucked her is a big plus can you imagine all the sex you can handle and then getting paid for it

      • uid:bizmw02w8