My [F] first affair with a married man (M52)

I was 20 when I first had sex with a married man twice my age.

I was working as an intern in one a marketing agency, I was young and so eager to prove myself. Naive and somewhat innocent. I’ve had BFs before and I wasn’t a virgin but when I say naive and innocent I mean – I’ve never had sex with a man before (just boys). My sex life has been extremely vanilla before this relationship with a man. You can say I was a virgin to men😇

I had a lady boss and she was an absolute bitch. I hated her, she was mean and rude and she yelled at me a lot. I was basically like her assistant, running errands for her, making sure she had everything she needs (from getting coffee to designing her ideas). I worked through lunch and late nights.

Anyway back to my story. Her husband use to visits her a lot at work, they have lunch frequently.

Her husband was like those hot dads. Dusty grey hair, 6ft tall and he took care of his body – like you can tell he worked out. He had the whole Tom Selleck vibe going for him – so let’s call him Tom for this experience 😉😊.
I’ve masturbated to Tom many many times. I’ve even touched myself under my desk watching him talk to his wife.

I’ve noticed him watch me a few times, when I came in to pass things to his wife and I would purposefully rub up against him or touch his hands – flirting with him innocently 😇😇. But I never thought he liked me or anything until one day he came in to the office when my boss (his wife) was away on a day trip. He asked me out for lunch – told me that his wife asked to take good care of me.. I thought it was weird considering how she never cared if Ive eaten for the day 🙄 but heck, I wasn’t gonna say No!. I wasn’t rude. 😇

We went out for lunch in a fancy place, he ordered for me because I’ve never been to a fancy place before (kinda clueless). Can’t remember what food we had but I do remember the conversation. This is where it all began.

He was saying how he’s watched me at work and the reason he visits so much was because he enjoys watching me. He likes how I dressed up and how I walk, he called me out for “accidentally” rubbing up against him and touching him. I was shy that I got caught and I thought he was gonna ask me to stop. But, the opposite happened, he reached out and grabbed my hands and brought it to his mouth – he kissed my hand, nuzzled it against his face, it was all very mature, nothing I was used too and I must say I loved the tingles it gave me.

He was stroking my palm and my arm while he was saying that his wife doesn’t turn him on anymore and that she doesn’t have time for him and always refuses to have sex with him. He is sexually frustrated and he just wanted someone who understands. I felt really bad for him, I know how cold his wife can get.

He was gently touching my arm and my face, my hair, my neck all the way down to my cleavage and he inched closer to me so he could reach down and touch my thighs. I was feeling really conflicted at this time, I was enjoying the way he made me feel really, he was saying how beautiful I am and how soft my skin is. His gentle touches and his soft tones about how he likes me. But at the same time, I knew this was wrong, he is married to my boss. He was much older (more than half my age). He was old enough to be my father (like I said naive and innocent, right)

By this time he was sitting so close to me and he had his head nuzzled in my neck, kissing it. I remember him saying that he loves my sweet smell and that I have an amazing body and how he’s imagined what I’d look naked. He also told me that I remind him of his daughter. The way I look, the way I dressed, the way I spoke and carried myself.
And somewhere in between him smelling my neck and and his hands in my hair and him saying all those things – I blurted out that I find him sexy and that I’ve gotten off to him many times at work and home.

He was amused and asked me what I think of when I touch myself? Do I think of him watching me suck his throbbing cock. Do I think of him kissing me and tasting my tight cunt? (he lightly touched my pushy over panties) Do I think of his hands all over my body? I can’t remember if I half moaned, half whispered a YES or just nodded.

He then told me he has a hotel room nearby and told me to call in sick for the rest of the day so he can fuck me because he wants to know how loud he can make me scream his name. 💦💦

I said no (at first) but he kept on, kissing my neck and nibbling my ears, making it hard for me to stay resolute. He continued saying that he hadn’t had sex for a long time and that I owed it to him for being naughty at work and flirting with him infront of his wife. He slowly brought his hands down and grazed my tits over my work clothes. Being in an extremely vanilla relationship before, all of this public groping was new to me and my head felt dizzy and hot. He said he wasn’t taking my “No” as an answer and told me to say “yes”. I hesitated for a long while when he kept touching me intimately. I eventually said or whispered a yes and he was elated to say the least. We went up to his hotel room.

And just as he closed the door, he pinned against the door and kissed me. I’ve never been kissed like that before. Like I was the only thing keeping him alive. He lifted me up and placed me on a table and continued kissing me, his hands in my hair and face. He unzipped my dress revealing my upper body, but I still had my bra on – and while his mouth was traveling from my mouth to my neck he said he was gonna call me Angela (that’s his daughters name). I remember him saying things like “I can’t wait to see my daughter naked” and “I am going to fuck my daughter” and “can’t wait for my hard cock inside my girls cunt”. I was so fucking turned on! He had a thing for his daughter and at that time, I was her and he was gonna do to me what he fantazied with his daughter.

He continued kissing me and saying he’s been wanting to play with my tits for so long, to suck them. He pulled my bra down effectively pushing my tits up and to his surprise I had a nipple ring back then – that drove him wild. He played with my nipple for a while before taking my whole tits in his mouth while he played with the other. I remembered I moaned his name but he wanted me to call him daddy. He didn’t want me calling him anything but daddy.

And I thought – fuck, my boss’ HUSBAND has HIS hands and mouth all over me and HE wants me to him daddy. He spent some time greedily sucking my tits, slapping my tits on his face and I loved how he handled my tits- no one has done that before.
He eventually dropped to his knees and lifted up my dress so that my dress was now bunched up in my mid- section and starting eating my pussy.

I remember thinking again at this time that it was wrong, this is someone else’s husband. This man is old enough to be my father. He is my boss’ husband but I have dreamt of this and his tongue was doing what no boys has ever done to me. He was enjoying how I taste and I loved watching him – this successful married man on his knees enjoying my pussy, while I sat above him. I couldn’t stop him. I didn’t want too. I wanted to cum in his mouth and watch him milk my pussy.  I remember I came really hard when he locked on to my clit, sucking it hard while he had two fingers pumping me that my head felt back as I held his head to that exact spot gasping and screaming “yes DADDY, yes!! like that daddy!”

He got up again, got undressed and took off my dress, leaving only my heels on. He put on his condoms and laid on the bed and he told me to ride him. He said he wants to see my tits bounce and grab them when I ride him. He wants to fuck my tight pussy because he’s never had one as tight as mine before.

He was huge! The biggest I’ve had (at the time ofcourse – my first huge cock) and it took me awhile to take him all the way. He let me take my time to adjust to his width but he never stopped playing with my clit to keep me wet so I could take him deeper. He never took his eyes off me. He was encouraging me everytime my pussy swallowed him deeper and when I was finally in, he said he couldn’t hold out much longer – he said I was too tight. So I had to slow my movements for both of us to calm down. I’ve never been in control like this before – ridding him gave me so much power. I remember relishing the feel of just sitting on him with his huge cock stretching my pussy.

Having a married man’s cock inside me while he was comparing my pussy to his wife’s.  How he absolutely fucking adored my tight pussy and how I tasted, that it was way better than his wife. And my firm tits with the nippled piercing was surprisingly astonishing. I remember asking him to tell me more because I loved hearing how I was better than his wife, how my cunt was better than hers, my cum tasted better, my tits perfectly fits his hands. I fucking loved it! I no longer felt bad or guilty about letting a married man fuck me. I just wanted to make sure he is taken care off in a every way his wife doesn’t. 

I loved it even more when he said things like “do you love daddy?” And “do you love daddy’s cock inside you?” Or “is daddy’s pretty girl enjoying herself?”  – the thought of fucking my boss’s husband who thought of me as his daughter was other worldly.

Once he was ready, I started to slowly ride him. Taking him in and out  – I remember feeling so full! And it hurt a little while but so fucking amazing.  I also remember when he was close to cumming he pulled me down with one hand so my tits were in his mouth, he was bitting my my nipples and playing with the nipple rings and with the other hand he stroked my clit hard. I came so hard that I squirted all over him – leaking down to the bed.

That’s the first time orgasmed with so much cum.  The first time I squirted and I’ve never stopped since😈😈

And since then, I’ve only ever had relationships with married man. My then BF broke up with me when I told him that I was fucking a married man and I was his living fantasies. I only told my BF because daddy wanted me too. Daddy didn’t like sharing me. We had our regular rendezvous everytime my boss travelled till I left the company. But not to fret, I found another married man but that’s a story for another day.

Source: reddit.com/r/gonewildstories/comments/oe2l8m/my_f_first_affair_with_a_married_man_m52