[M]y ex-wi[F]e’s nanny

My wife and I divorced a few years ago. It was about as amicable as it could be. We have 2 kids under the age of 8. She has custody most of the time. She has a nanny to take care of the kids after school and during parts of school breaks. She is 23 and getting a degree in early childhood development at a nearby university.

I had the kids for Thanksgiving break. I decided to take them on a week long trip. We went to Disney World for a few days and then to an island in the Caribbean.

I wanted to be able to enjoy the vacation a bit myself so I asked if the nanny might be interested in coming to help out a bit. My wife was fine with it. I discussed it with the nanny and we came to terms on payment. I asked her to work roughly half time. She was going to take care of /assist me with the kids during 4 days and was going to watch them at night for the 4 other nights.

Things went well in Orlando for the first half of the trip. Everyone got along and we all had fun. When we got to island, the resort had sort of a kids day camp where they did activities for a few hours during the day. I signed the kids up.

On Friday, all four of us did some beach stuff in the morning. The kids went to camp in the afternoon. I decided to spend some time in the pool drinking pina coladas. Not long after I get there, the nanny shows up. She is wearing a bikini. It’s the kind that has boy short type bottoms. She looks good. She’s not a model or anything but she’s slim with C-cups and ass with just enough jiggle. She has the rest of the day off so I ask her if she wants a drink. She does so I get her one.

We sit in a couple of long chairs and drink our pina coladas and chit chat. Some how we get on the topic of her love life. I learn that during her senior year as an undergrad, she dated a TA for most of the year. They had stayed together until this fall when they broke up because of the distance. She had briefly dated a post doc for a while but that ended a few months ago. What I take from this is that she seems to like older guys (not as old as me maybe, but older than her).

I joked that it wouldn’t be long for someone who looked as good as her in a bikini to find someone new. We keep chatting and I flirt more than I should. She flirts back some.

Over about an hour and a half, we each have 3 pina coladas. They are drinks that sneak up on you. They are too easy to drink and you can’t really taste the alcohol so you can put a few away before you realize how they are affecting you.

She says she is starting to burn. I am too so we decide to call it a day for laying in the sun. When she stands up, she gets a bit wobbly and I catch her with an arm around her side. I stand her up and she apologizes. She didn’t realize how strong the drinks were. I tell her it’s ok. We stand there for a couple seconds and I realize my arm is still around her. She isn’t moving away either. We just sort of look at each other.

I lean down and kiss her. The drinks were affecting me too. I come back up and look at her for a reaction. She looks up at me and sort of bites her lower lip. She then comes in for another kiss. This kiss is longer and more passionate.

When we break, I say we should go upstairs. She agrees. We quickly grab our stuff and head to the elevator. I check out my watch. We have a bit more than an hour until the kids get back. We kiss more in the elevator and head towards her room. As we go in, she drops her stuff and turns around to kiss me. Before she does she says “This is so bad.”

I pick her up while we kiss since she is probably 8 inches shorter than me. She wraps her legs around me. With one hand, I untie her top. We breaks our kiss and she throws her top away. I kiss around her chest and suck on her nipples while still holding her up. She moans and says “Yes baby!”

After a while I put her down on the bed. I pull off her bottoms. She has a nicely trimmed landing strip. I slide my finger between her pussy lips while I lean down to kiss her. She pushes me on my back and pulls down my trunks. She grabs ahold of my cock and starts to suck. We are in sort of a V shape in the bed with her ass and my head at the top parts. I keep rubbing her pussy and start to finger her.

After a few minutes she moves over and gets in a 69ing position. As is usual when 69ing, I am too distracted by licking her pussy to enjoy my blowjob and I am too distracted by my blowjob to do all that great a job licking her pussy. But it is good enough that she gets wet and I am hard.

She rotates around and mounts me. She rides me while sitting up. She likes to talk and i like that. In addition to the normal “Oh yeahs” and “Oh gods” she throws in some “This is so bad”, “we shouldn’t be doing this”, and my favorite “you’re so bad Mr. Smith [fake name].” I love that shit.

After that, I change positions. I get her on all fours and do her doggy style from behind. I love how her ass jiggles when I slam into her. I grab her hair and tell her how bad she is. She loves it and orgasms hard.

She collapses forward but keeps her ass in the air. I stay inside her. When she catches her breathe, I start up again in this position. I am driving her into the bed. I love this angle and she seems to too. I slowly speed up until I am giving her all I have. I am exerting myself and sweating like crazy. She gets loud.

As I get close to coming, I realize we aren’t using a condom. I had a vasectomy a few years ago so pregnancy isn’t a concern but still not a great decision. Feeling her come on my cock sends me over and I fill her up.

When I am done, I fall down next to her. She stays there too blissed out to move. I see that I need to get the kids in 20 minutes so I hit the shower. She is asleep when I get out. I kiss her head and leave to get the kids. In the elevator I wish I had left a note or something.

We fuck again the next night (our last night there) and agree this shouldn’t continue back stateside.

Source: reddit.com/r/gonewildstories/comments/a0mluk/my_exwifes_nanny