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It wouldn’t be ok now

Back in 1990 I was 22, working at a social services office visiting old people for adaptations, my boss took an interest in me and although I know it was wrong my fella loves hearing about it now and other stuff in the lead up to sex so thought you might too. If it turns you on then please comment. I might not finish it tonight so if u do comment I’ll know to finish it. And like my old boss I don’t mind if you’re crude.
I had a live in boyfriend at the time, bit of a bad lad, I knew he cheated on me and I told my boss one day in tears. My boss listened, sympathised and rubbed my shoulders to remove the tension. He was older than me, old enough to be my dad and married. He told me how gorgeous I was, how lucky my fella was. He asked me about sex, was I not “giving it up to him enough” and soon I found myself telling him about sex we had. To be honest my relationship with my boyfriend was that he usually got it when he wanted it, usually me on my back in bed. Sometimes in the morning, same way. 3 maybe 4 times in a week.
Me and my boss started to get into a pattern, he’d call me in in the morning. How are you? So did you? No I’d say he didn’t want me or yes we did. What were you wearing? “I was naked in bed”. When? “Last night”. Did he cum in you? “Yes”. Did u cum? “No, I got close but no”. Did he rub your breasts? “Yes, briefly”.
I found I got turned on during sex thinking I’d be telling my boss about it and I got turned on standing in my bosses office telling him what we did. It probably improved my sex life at home. I didn’t play with myself much then. I would suck him more and I was thinking a lot more about sex so was wetter and easier for him to just get on top of me. My boss started taking it further just slowly but I was hooked already, I found it so sexy standing in front of him. My breasts became my tits, my vagina my pussy, my bum my arse, my fellas penis his cock and if I used the wrong term I would have to tell him again with the right words.
More questions “has he ever spanked you?”, “no never”. “Why not? Has anyone spanked you?”no. I don’t know, Why would he? “ because you’ve got a fabulous arse that needs spanking. What sizes are you?” “36b size 10 waist”. God your sexy, get out before I put you over my knee and spank you”. And I’d run feeling flushed and sexy and naughty.
“Michelle stop wearing trousers to work”. “No, I don’t want to. Trousers are easier than skirts and dresses, less hassle on visits”. “Why?” “You know why, old men”. “Don’t be such a prude, they’re harmless, give them a break, you’re probably the only excitement they get.” “They aren’t! I have to stop wondering hands as it is. Why do u want me to wear a skirt or a dress?” I asked feeling myself flushing and turned on. “Because when it’s quiet I’m going to get you to lift it and show me your knickers”. “No don’t. I could just pull my trousers down a little, show you them at the side now”. “No, I want to see them properly. Wear a skirt tomorrow.”, and nice knickers”.
And I did. Knowing I shouldn’t but so turned on as I drove to work. I stood in front of his desk in the morning. “Did he have you last night?” No”. Why not? “Said he was tired”. “He’s mad. What knickers are you wearing? Are they sexy?”. “I think so. I guess I don’t know what you like.” “Describe them, tell me what I’ll see in detail”.
“They’re white, tight, see through at the front, please can I just show you? Other people will arrive soon”. “Are your pubes black?”. “Yes.”
No, we will wait till tomorrow now. When you drive in think about what you will say. Then come in, Describe yourself crudely and your arse as well. “Ok, ok. I’ll try. “ I was embarrassed but also turned on.
The next day I was in 10 minutes earlier, I’d rushed. Did u last night? “No but we did this morning. I sucked him up and then he fucked me, on my back”. Did he cum up you? “Yes”. Did you? Nearly. Did you have a bath? “No I wanted to get here, I wiped it.”
Describe what u did properly and then your knickers.
“I have no privacy! After he had finished he rolled off me. We lay together for a few minutes. Then I looked at the clock. I dashed to the bathroom, had a wee, washed my face brushed my teeth then wiped my pussy with the facecloth at the sink. I was suddenly really conscious I might be showing you my knickers. I pushed it in me with my finger to get the sperm out. It is clean, I made sure. Then I got my nicest knickers for you and matching bra. They’re pink and small and tight. From the front you’ll see them and maybe some of my black hairs at the top I think. From behind they are nothing special but you keep saying you like my arse so I think you’ll like them.
“Your nipples are sticking through your top and you’re flushed” are you wet?
“You sod, I’m turned on. Yes I know I’m wet and ready. Do u want to see them? Can I show you?”
Yes pull it up slowly
I had to. Black skirt, tight not too short. The first time I’d ever lifted my own skirt for a man to look at me.
And I did. We crossed a line. I loved what he did to me without touching me even. And also what he made me say.
“My god you’re gorgeous. Open your eyes”
Thank you. And I looked at his face
Turn round. I want to see that arse.
I turned round
“Jesus. Don’t pull it down until you’re at the door.”
Now go do some work!
And I walked to the door, holding my skirt up so he could look at my arse, wishing we could be alone for the day.

Next Confession

Trying to get my sister in law pregnant

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29 Comments

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      • Please do continue! I'm female and imagining this happening to me!

      • Oh yeah baby! You trollup England or Australia ares just say Ass

      • Fuck! That’s sexy! Both men were really lucky!

      • My god, he was 1 lucky guy! He must have been in heaven! I love that your fella got to fuck u more because of your wet cunt too. When my wife had an affair she wouldn’t let me fuck her. I only found out after. At least u spread your legs for him x

      • I basically had a coworker like this. He was good looking but married, older than me and had kids. I was a newlywed but having problems at home. He got me to open up and eventually he started coaching me. I felt it was dangerous to open up to him, but he was so handsome it turned me on to tell him most everything.

        When it got to the skirts and dresses it FELT like they were talking to each other to gang up on me. I LIKE my pants. They are both more comfortable and I don't have to worry about my knees.

        For me, my favorite part was our private photos, and later, videos. As soon as I started to confide in him, I knew he'd bug me to see them, when he found out, and I WANTED to show our private stuff of me to him. I was right. I was WET handing him my first envelope of out private pics. They whole time he had them, I kept thinking about getting gangbanged by all the men at our work.

        Even though what we talked about and shared was very naughty, he helped me a lot and probably kept me from getting a divorce.

      • All you sick fuckers that like this bull shit you need to get help.

      • A superb post. Thank you. Incredibly arousing. No actual sexual contact in your account of your interactions with your boss, but an incredibly high level of arousal - for you, your boss (he was probably close to cumming in his pants while he saw how hard your nips were through your top and as he looked for the wetness appearing through your knickers) - and for me and everyone else reading your post and imagining how aroused you were as you lifted your skirt and then turned around and walked to the door. And your live in boyfriend - he got the benefit - lucky sod - but it sounds like he never knew why you were so wet as he slipped into you, as you lay on your back and let him cum inside you whenever he wanted it. Awesome. I’m looking forward to hearing more about your sexploits!

      • Thank you. I enjoyed remembering it. He was a good boss, a good bit of my life when I was with a fella that cheated on me so I don’t feel guilty and I didn’t then. You’re right, he got something out of it too. Thank you

      • Your such a darling I really would love getting my cock into you XXX

      • Thank you xx

      • And I would really love poking you right up your nice tight arsehole.

      • Totally agree I think she would have been the sexiest 22 year old around and bet she can still throw a fantastic fuck.

      • Thank you x

      • Did you ever in those days consider yourself a dirty slut or did you like the way things were going.

      • I just loved the attention. I think my relationship was on the rocks. I don’t think I’d have done it if he hadn’t been cheating. But I loved it

      • HEY baby are you going to post more about your work adventure with your boss, I bet het gets you to suck him off.

      • Talking about black pubes my wife wears a seethrough when wet swimsuit to the beach and always dyes her pubes jet black even letting some spring out the sides so sexy and so many horny looks even from females.

      • Sweetheart I really hope you don't mind my question but you are so sexy I would love to know if you like anal ?

      • Thank you 🥰. I didn’t do anal back then. I don’t think it was such a thing. I probably would have if he’d wanted to. I do now my fella loves it, it’s not my fav but I do it. X

      • Fantastic post, I am now going to have a wank thinking about it, thank you so much.

      • Thank you 😊

      • Darling you are such a very nice girl, you deserve all the best in life, I would really love to fuck you however I suppose I will just have to keep on wanking if you don't mind.

      • Thank you.

      • Your not the only one, this is by far the best post here for a long while just ever so sexy and gets stuck in your mind, I do hope she posts again just to update how the boss is going, I have already had three wanks over this and can't wait for my wife to get home OH BOY is she going to get it in the arse soon.

      • And thank you too 😍

      • When a partner can turn the other on with words, not necessarily sexual words you are very lucky. My gf and I do this to each other. It’s an amazing feeling. Passion and intimacy go through the roof.

      • Thanks

      • This happens more than you think. Old men grooming their hot young subordinates for sex.

      • I guess

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