As mentioned before my girlfriend Ivy and I decided to try an open relationship. Ivy is out of town for work. And according to the do’s and don’ts we agreed on I decided to go for it. It is a lot easier for women to find a man to be with than the other way round. Maybe that is part of why I went for low hanging fruit. Though to my shame, I have to confess I broke some of the agreed upon rules.
Cassandra, or Cassie as everyone calls her, is in her early twenties and works at the front desk of my office building. She is much younger than me. I don’t know if it is daddy issues or something else, but she is hitting on me in regular intervals. I am guilty of flirting back before, but it never went further than that. I did take advantage of the fact. It is a good stroke for one’s ego though when a pretty young girl is flirting with you. And not just for tips or something like that.
I invited her out for drinks. Cassie accepted and we agreed to meet at a bar. At work Cassie is pretty and looks like your average front desk employee. If I wouldn’t have known better, I would have thought I had a different person in front of me. At work she always looked good but a little buttoned up, now I knew why. When we met at the bar, Cassie was dressed like some scantily clad punk rock or goth chick with lots of tattoos, normally covered by her work clothes.
We had drinks, we made fun about people in the office and enjoyed ourselves. I did especially because she looked fucking hot in her get up. (I know that sounds like heaps of mid-life crisis) When we decided to call it a night however, I accompanied Cassie to the closest cabstand. That is when Cassie surprised me by hugging me and giving a long and lingering kiss with enough tongue to make people around us watch. Looking around I got a mix of dirty, disgusted envious and amused looks, kissing a younger girl like that.
Maybe it was the alcohol or the situation, but I just got into the cab with Cassie and told the driver my address. Cassie wasn’t protesting and just kept making out with me like a teenager and caressing me through my pants. Back at my place we made our way into the bedroom. Between the making out like teenagers and heavy groping/ teasing we both did, we were horny like teenagers too.
I took enough time to peal off her jacket and top. Then however Cassie undid my pants and pulled out my cock. From all the teasing and groping we had done to each other I was already hard. Cassie laid down on the bed, with her head hanging from the foot end of it. She urged me to facefuck her. Clearly Cassie liked it rougher than I was used too. I didn’t need more encouragement, got out of my clothes and put my cock down her throat.
While fucking her throat, I reached up and pulled up her bra. I played with her breasts a little and grabbed her roughly a few times, making her moan into my cock. Then I leaned forward even more, pulling up her denim skirt and putting my hand down her panties. I started to masturbate her like that, rubbing her clit and fingering her, to my surprise, already wet slit. When the moans became more frantic I pulled my cock out of Cassie’s mouth and she came shuddering under my touch.
Cassie turned around lifted up her ass, presenting it to me. Without much preamble I put on a condom, pulled aside her panties and started to fuck her doggystyle. I thrust into Cassie hard. She kept moaning under me, while I pounded into her. I coupled that with a good spanking. I slapped Cassie’s ass cheeks with every few thrusts. Earning me yelps of pain followed by more groans of pleasure.
I could tell Cassie was pretty flexible, a lot more so than Ivy, and with her liking it rough I wanted to try a position I hadn’t tried for a long time. I roughly pulled Cassie on the floor and fucked her in the pile driver position (look it up if you are curious). With every thrust into her positioned like that, her moans grew louder. I was near my limit myself and kept ramming into her until I filled the rubber I was wearing. I continued by pulling out and fingering Cassie to a well deserved second orgasm. I waited till she stopped shuddering and moaning and helped her up.
At this point I didn’t want the evening to end yet. So I fixed us a couple of drinks. Cassie seemed to think likewise, because the minute I got back, she was right back to making out with me. We actually took the time to take off more of her clothes though. After having fucked her half dressed, I enjoyed the less obstructed view of her and her tattoos. Cassie had lost her denim skirt, bra and boots, she had still been wearing. Which left her dressed only in her panties and some tigh high, ripped black stockings.
This continued until I had a semi-erection. Cassie pushed me down onto the bed and eagerly started blowing me. Cassie continued to lick, jerk and suck me until I was completely hard again. I lay there with closed eyes enjoying my luck, when Cassie stopped and suddenly climbed onto me and started to ride me like a cowgirl. Any thought about condoms was forgotten at that moment. (Trust me I know how dumb that was.) Cassie kept riding me until she was moaning again like the bitch in heat she was at that moment.
I told her to turn around. When she was sitting on top of me, I pulled her back by her hair until she was laid out on top of me. I started to ram into her pussy like that, while reaching to her clit and rubbing it furiously. Moans grew into screams, when Cassie finally came again.
Then I turned us around and got on top of her. I finally tore away her panties, which till now had only been pushed to the side. First I lined myself up against her backdoor, but Cassie sharply protested against being fucked in the ass. The temptation to do it anyway was big, but I started to fuck Cassie sideways, grabbing her neck in a tight hold. Anal was something to work up to, if there was going to be a repeat performance. Then I let her turn fully around and fucked her missionary, never letting go of her neck, restricting her breathing lightly, which made her moan even louder than before. I could tell she was near another orgasm, but I was near my limit too. I tried to hold on and keep fucking Cassie, but I couldn’t and pulled out of her. Keeping at least enough sanity to not cum inside her.
Cassie took hold of my erection and pulled me to her mouth. She blew me until I came all over her face. I reciprocated, by giving her a last orgasm with my hands and fingers
Then we cleaned up a little and went to sleep. The best part was, I got lucky the next morning too.
Source: reddit.com/r/gonewildstories/comments/9mlciq/younger_girl_from_work_mfopen
Cassie sounds so incredibly hot!! Damn!
I’m curious on what rules you broke with Ivy….
Very, very hot!
Whew! Good thing you didn’t pay any mind to those people giving you an ugly look for kissing a younger woman
How much younger was she than you?
Very Hot! Thanks for sharing
Very Hot! Thanks for sharing
very hot – you should try to get her and Ivy into a threesome
Have you fucked Cassie again?