Below are my previous 2 posts regarding my ex-Boss and I:
[I (M) Fucked my Boss (F) in her Office](https://www.reddit.com/r/SluttyConfessions/comments/b8b2nl/i_m_fucked_my_boss_f_in_her_office/)
[I (M) Fucked my Boss (F) in her Office….Update](https://www.reddit.com/r/SluttyConfessions/comments/bh2996/i_m_fucked_my_boss_f_in_her_officeupdate/)
(This is very long post but had to give you everything)
So our most recent encounter happened this past weekend on Cinco de Mayo. One of the best things about living in the city is that I can just walk out of my place, go a couple of blocks, and there are bars, restaurants, lounges, etc.. Just so happens, a neighborhood over from mine really goes all out for Cinco de Mayo. This neighborhood closes down this one particular block and it’s like one big festival.
I hit up bar #1 with a couple of friends, and this bar is crazy. So many people, drinks flowing everywhere, people laughing, ladies looking right and dressed perfectly for this weather (shorts, low-cut tops, sundresses, etc..). We make our way to the bar, get a couple of drinks and start enjoying the day. After a couple of drinks, some shots and flirting, it was time to make our way to the next bar. As we enter the next bar, it’s just as packed as the first one. I see another friend at the bar and I make my way over there. As we secure a good spot, the drinks start flowing again. After a tequila shot I feel a tap on my shoulder. I turn around and there is my ex-boss, and she is looking so good. She just got back from a cruise, and her tan was on point, and I could definitely see some tan lines going on (I love some tan lines on women). She had her hair down, tan was looking good, she was wearing a sundress, and her tits were in view. I love the way a woman looks in a sundress. I think it’s because the right sundress shows off enough skin, and there is damn near nothing on underneath.
After an extended hug between her and I, and the introductions to her girls, we all start drinking. Obviously, my boss and I are flirting with each other the whole time, I keep taking peaks at her tits, and during some songs I’m smacking her on her ass. As I’m smacking her on the ass, I can tell she is either wearing a thong or nothing but I have to find out. I’ve had some frustration built-up, and she was looking so good, I had to fuck her. During some songs she would make her way in front of me, and start rubbing her ass against my dick and she was driving me crazy. I could feel my dick slide against the crack of her ass…I was so hard. It started to get pretty hot in the bar, so some of us went out into the street to get some air and my boss came with. We are all out there talking and then my boss whispers in my ear that she missed me and wanted to “catch up” and when I look at her she has a sly looking grin on her face. I told her that I definitely wanted to catch up with her and I wanted to catch-up soon and gave her a wink. We all go into another bar, I let her walk in front of me and then “help” lead her to an open spot with my hand on her ass the whole time LMAO. At this point, I’ve lost count on the number of drinks and shots I’ve had…but I know I’m feeling real good and I’m not even hiding my intentions anymore with her. I’m whispering in her ear, I’m pulling her close, I’m blatantly staring at her tits, I just need to fuck her today. After about 30 minutes, I ask if she wants to go back to my place and catch-up. She knows I live in the city but I don’t think she knew how close I lived. She says yes, we tell everyone goodbye and head to my spot.
We get to my spot, and once the door closes, I pull her close and give her a kiss. I wanted to kiss her but I also wanted her to feel how hard I was. Once we broke she looked down and smiled and then pulled me towards my couch. I pulled my pants and boxer briefs down, letting my cock free, and then sat down on the couch. She lifted up her sundress to about the top of her thighs and then sat on me in a straddling position. She was still wearing her thong, so her pussy was covered. Her pussy rested right on my dick. We started making out, I took both hands and grabbed her ass, and then she started grinding against me…FUCK it felt good! After making out for a little she started to moan, she was definitely enjoying this foreplay. I leaned back against the couch, looked at her still grinding against me, I then took both hands and forced the top of her dress down. What a fucking sight! Her tits just sprang free (as I mentioned before, they have a little sag to them but not too much). Her nipples were already hard and looked so damn inviting. With her still grinding against me, I leaned forward and took a nipple in my mouth. I started sucking and teasing, and her moaning got louder. I started alternating between nipples – it was so hot. With sucking on her nipples, squeezing her ass, and her grinding against me, I knew one of us was about to cum. Fortunately, I wasn’t the one about to cum. I knew she was almost there, when she pulled me into her tits while I was sucking, and the “oh shits” and “oh fucks” started to increase. I’m not gonna lie, I was almost there myself. But then I felt her stiffen up and start to spasm, and she let out a loud “FUCK!” As she was coming down, she slid right next to me to compose herself. I started feeling for her pussy, and felt that her thongs were drenched. She took the thongs off and threw them across the room. She saw I was still hard and started stroking me. She gave me a kiss, and when we broke we both looked at my dick, and looked at each other, and then I said, “you wanna suck this dick!?” She looked right back at me and said, “Yes.” But the way she said yes was the sexiest way. The way she said it was like she was aching to suck my dick. Like, she had to have it in her mouth. She went down and started teasing the tip, and then licking up and down the shaft. I said it before, she gives the best blowjobs I’ve ever had. After teasing me, she engulfed my dick. The nice warm feeling of her mouth just going up and down on my dick felt amazing. The warmth, the sucking and her moaning took me over the edge. As I felt the the urge to cum, I let her know that I was close and then she really picked up the pace. As I came in her mouth she was moaning in enjoyment, which just added to my pleasure. As I started to come down, she lifted her head up and swallowed my cum. SO HOT! After composing ourselves, I got us two more drinks.
As we were enjoying our drinks she started talking about her vacation and how horny she got on it. I asked her if she fucked anyone but she said no. She said during some dancing one guy in particular started groping her tits. She was drunk and didn’t care at the time, so he let him continue. She proceeded to tell me how they kept dancing and she was getting wet. I don’t know what it was but hearing some guy was groping her, and she was enjoying it, started to get me hard. She saw my dick starting to rise, and said “well I guess you enjoyed that story” and then we both laughed. As she laughed, some of her drink fell right at the top of her breast. I then leaned in and licked it up but once it was gone I didn’t stop. I kissed all over her tits and then started teasing her nipples. She took her hand and put it on the back of my head like she was nursing me. I put my drink down, got into a better position and then really started sucking on her tits. As I was doing this I started fingering her pussy. She was wet as hell! After a couple of minutes of this, she whispers, “I need to feel you in me…” I position myself in between her legs, grab under her knees and pull her ass to edge of the couch. I start teasing her pussy by rubbing my dick up and down her pussy, a couple of times the head goes in but I pull it right back out. She is squirming and trying to push her hips forward to my cock goes inside but I prevent it. When I see the lust in her eyes, and feel how wet she is, I know it’s time. I stop teasing, and then start guiding my dick in. I go slow at first because I want her to feel every inch and I want to feel her warm pussy around my cock. When I’m fully inside her we both let out a “fuck!” I start fucking her slow at first – I’m watching her facial expressions, watching her tits bounce when I’m pumping back in. I then start to quicken my pace and she starts saying, “yes yes yes…I needed this dick.” I say in response, “did you miss this dick? Did you wish you could have fucked this dick all vacation?” She starts nodding in agreement, and then I start picking up the pace. She feels so good – her pussy felt better than her mouth. As the pace quickened she started saying “Fuck this pussy!” over and over. I then positioned her legs over my shoulders, braced myself and really started pounding away. I’m fucking her deep in her pussy with all that I have. What I love the most is that she is encouraging me. She is saying, “Yes, fuck that pussy good” and “Yes, you can fuck this pussy anytime baby”. I started telling her how good her pussy was and that I was the only one that could fuck her pussy. She was just agreeing with me, she just didn’t want me to stop fucking her. As I felt the urge to cum, I let her know and asked where she wanted it. She told me she wanted me to cum on her tits. I started really fucking away and took myself to edge, and pulled out in time to cum all over her. I came on her stomach and all over her tits. As this was the second time I came, it wasn’t as much as what she swallowed but it was still a good amount. I stepped back and she was just laying there with a smile on her face. I sat down exhausted right next to her, looked at her, and said “who the fuck are you!?” LOL. This was my boss, and in a matter of a month or two, she’s on my couch with cum all over tits.
I’m enjoying this relationship we have. She’s not looking for anything but a good time, and I’m totally good with what’s going on. Now that she knows where I live, I think I’m going to be seeing a lot more of her on the outside. I doubt if I’ll go to her place, since she has two teenage boys – they don’t need to see some random black dude walking out of their mom’s room lol. Today at work we ran into each other at lunch, she was with a girlfriend so there wasn’t an opportunity to whisper anything in her ear, but we gave each other knowing smiles and then walked in different directions.
Thanks for reading!
Source: reddit.com/r/gonewildstories/comments/blxyfy/i_fucked_my_boss_mf