Making the babysitters Prom Night [MF]

This story is from that era 15 yrs. ago, before the time when cellphones were all smart. Anna was the daughter of my wife’s best friend from HS. She was a preacher’s daughter and a good girl. She had been our babysitter off and on for about 4 yrs. Now she was 18, a HS senior. I watched Anna mature and fill out and mostly kept my lusty thoughts to myself. She and I had developed an unusual rapport. It started when I noticed she was reading the Harry Potter novels while babysitting. One night when driving her home, I asked her how she liked it. She turned ashen. She begged me not to tell anyone she read them. I pulled into a park to talk to her about that. I told her she could read anything she wanted or watch anything she wanted (as long as the kids were in bed.) and if she had any questions, we’d talk about it here. So for the next year that’s how it went. As I took her home after babysitting, we’d talk about anything she wanted. I saw her grow into a lovely young woman, but because of her age I never made a move.

Fast forward a year. Anna was now a senior and turned 18. She’d been dating a boy from her church for a good 6 months now, so I had a lot less contact with her. The night of her prom she was going with her boyfriend and double dating with her best friend, my niece. Fairly late that night I get a frantic call from my niece. After the prom the boys had been driving around and got stopped by the cops on suspicion of DUI. They knew the cop (he’d been a few years older and was on a rival football team) so being drunk and stupid got into an altercation with him. Ends up with both boys being arrested for DUI and underage drinking. Now the cop did have some compassion; he didn’t charge the girls with underage intoxication, but allowed them to call someone to come pick them up, since they couldn’t drive home after obviously drinking. The girls didn’t want to call their parents so as the “cool uncle” I got the late-night call. I arrived found the girls in their prom dresses, makeup smeared and very pissed at their idiot boyfriends.

I gathered up the girls, arranged with the cop to get the car keys later, assuring him we won’t be back to pick up the car and went to take them home. I swear I hadn’t planned it, Anna sat in the front, my niece in the back. I dropped off the niece first and then drove to take Anna home. She was still pissed and cursing out her idiot boyfriend. I let her rant but I did say, He would regret this the rest of his life. She asked me what I meant by that. I looked at her and said even now I want you. And without much thinking I pulled her head towards me a kissed her.

Anna had a very wide eyed surprised look and gave a little gasp, but she didn’t pull back. Slowly she started to melt and let her lips part and I deepened the kiss. Finally breaking off Anna said “Oh Mr. W. you don’t know how long I’ve wanted to kiss you” With that I tilted her head back and started kissing and licking her neck. I slipped the straps of her dress off her shoulders, peeling it down. She was wearing a demi cup bra so I started sucking and licking her nipples. Anna’s sighs grew louder. I laid her down on the bench seat and pushed up the bottom of her dress Soon my fingers had pulled aside her thong and were inside her pussy. I moved my mouth down from her tits to her pussy and pulled her legs over my shoulders and began licking and sucking her clit. Anna was soon moaning louder than before and was soaked. She was grabbing my head and pulling me deeper. It’ didn’t take long for her to cum. I didn’t let up and made her cum again. She finally pushed me away saying it was too much. She said, “OMG Mr Wolfe.. that’s sooooo good. “ Later she told me that her bf had never really eaten her out, he’d always stopped after a couple of licks.

I didn’t really want to fuck in the backseat of my SUV, so I took Anna by the hand and led her out of the car. She hesitated at first so I gave her a stern voice “Come here” and she obeyed. I pushed her down and bent her over the hood of the car. Grabbed her hips, lined up my cock and gave a good shove into that very wet pussy. Soon Anna’s moans were even louder as she moved back with me. I tugged her hair to make her arch her back and drive deeper. I started spanking that ass of her eliciting more loud yelps from her. And reached down to rub her clit and bring her to another orgasm. Feeling her pussy spasm was too much and I knew I was going to cum. I didn’t want to mess up her dress so shoved in deep and filled her pussy. It was the first time she’d had anyone cum inside her. (stupid I know). At this point her knees gave out and I had to grab her and hold her up to keep her from ending up on the ground.

Slowly she came back down, we shared a few more kisses and caresses. I helped her straighten her clothes and clean up as much as possible. Then we got back into the car and drove the short distance to her home. When we got there she went inside, and her parents thanked me profusely for bringing her home safely and “taking such good car of our daughter” Little did they know!

Source: reddit.com/r/gonewildstories/comments/u1hztg/making_the_babysitters_prom_night_mf