I (21 M) slept with the mother of one of the kids in my swim class

Several summers ago I worked in a summer camp as a lifeguard / camp counselor. It was a fairly large camp with about 100 kids and 15 counselors working in various areas. I worked with some great people, and smoking hot girls here, and did go onto sleep with one of them, but thats a story for another time. The camp was structured such that there were a few different areas – games, arts / crafts, and swimming. I was in charge of the pool part of the camp, and would run the swim classes.

The kids would get picked up each day so this was not an overnight camp, and this made for lots of parent / counselor interaction. The age of most kids was 4-10, so that put most of the moms picking up the kids at as young as 25 and as old as about 40. The camp was in a wealthy area and most of several of these women I'd respectfully describe as trophy wives.

Before I go on, a bit about me. I'm 5'9", I work out regularly and I was a lifeguard through college. I was ecstatic to land this job at the summer camp for a few months, and as I got comfortable in the roll, I would occasionally flirt with some of the cute young (and older) moms when they'd pick up their kids. Many of the moms had their phone number on file in case we needed to reach them, and some had a counselors phone number in case they needed to reach us for some reason. One mom in particular took down my number one day because she wanted to let us know if she was going to be late picking up her kid. We would usually speak for a few minutes each day as she picked up her daughter (who was five), who always finished the day in my swim class.

Her name was Annie, and she was about my height, had brown hair, brown eyes, B cup tits, and a reasonably nice ass, from what I could gather. But she was in phenomenal shape – she didn't work, so I imagined she spent her days working out. She was 32, and her face looked similar to this woman:http://imgur.com/r/milf/G1Fk9o4

As the summer went on, Annie would push the envelope occasionally and touch my arm, make remarks about cute female camp employees to me, etc. One Friday night she texted me "whats up" at ten PM, while I was out at some bar drinking, which led to her asking me (via text) "Do you think its weird I'm older lol". I told her I thought it was kind of hot. A few messages later as things escalated she said "Ok I'd better stop before I say something I'm going to regret in the morning!"

By that time I had a pretty good idea that given the opportunity I'd be able to get it in. However, the opportunity didn't really present itself because she wasn't going out each weekend like I was.

Then, later on in the winter I got a message about her going out, and we texted through the evening. She eventually suggested I come and meet her by the bar she was at, and the implication was pretty clear. I got into her area of downtown, and she texted that she was worried about being seen, and I should meet her at her truck. Ok… So I met her at her Tahoe, which I'd seen her pick up her daughter in a hundred times, and she stumbled around the corner and gave me a big hug.

We got into her car, and annie turned and said "so what should we do?". I suggested we go to the park and hang. So she drove out of the bar district a few blocks to the park and parked in a secluded area. By now I knew it was on. She turned and asked "why I would ever want to be with an older woman like her if I could get the younger women at camp". I told her I thought she was sexy, and then we had a silent moment, and both jumped in kissing each other.

We made out for a few minutes, and she didn't seem to be escalating things, but just equaling me. I was running my hands over her body and then I told her I wanted to move to the back seat. As she crawled back there first, I slapped her toned ass and she giggled and said "I can't believe I'm doing this". We resumed making out and I started to rub her pussy over her pants, and then I started undoing her pants and slid them off, all while getting no resistance. She started to undo my belt and take mine off, and then shakily started to jerk me off. She said "do you want to fuck me" and I got a bit bold and told her I wanted head first. She wasted absolutely no time with that request and got down and started bobbing up and down in the backseat, with her naked ass facing the (tinted) window. She was giving me some next level head, jacking me off while tounging my balls and slurping her wet mouth down the sides, the works. It was feeling amazing, but I knew I was going to have to fuck her soon or I was going to cum. So I told her to stop, I took a condom out of my wallet and rolled it on, and then told her to climb on top of me. I reclined the bench seat, and Annie said "just don't cum in me" (even though I had a condom), climbed on, guided my dick inside her pussy that was soaking wet.

After a few slow movements, she started to go faster. She bounced up and down and slowly added speed. She was bouncing up and down really fast and she said "grab my tits!" as she started to rub her clit. She still had her T shirt on, so I reached up there and started to roll her nipple through my fingers. She started to moan and then said "ohhhh baby I'm about.. faster…. I'm going to c-c-arghhhhhhhh" as she came on my dick. As she slowed her rhythm she stopped, and then hugged me and nibbled my ear and said "your turn".

She got off, got back into that kneeling position at my side and rolled off the condom and threw it on the ground. She resumed blowing me and asked where I wanted to cum.

I said "Make me cum on your face"

She said OK. She started blowing me furiously and within 30 seconds I told her I was really close. She changed her mind I guess and told me she wanted me to cum in her mouth, which was fine by me. As she put her mouth back on me and started to jerk, I moaned "Annie I'm going to blow". She jammed her mouth down on me and I felt the backof her throat touch the top of my dick as I came what felt like buckets. I had to push her off as right after I came my dick was so sensitive it hurt to even touch.

And…..that was honestly the last I heard from her. One time thing I guess. Check that off the bucket list!

Source: reddit.com/r/gonewildstories/comments/42kadm/i_21_m_slept_with_the_mother_of_one_of_the_kids