My Boss Became My Sugar Daddy

When I was in college, I had a part time job in an office. I liked it there, the boss was handsome. I’d noticed him looking at me and wondered if he found me appealing. I found out one night when he asked me to stay late after work to help with something and then soon revealed his real intentions for asking me to stay late after the others were gone. He decided just to tell me directly. He said he found me attractive and he wanted someone on the side, his wife was cold. He said I’d be compensated well if I agreed. It didn’t take me long to decide. He was attractive, I wanted the money, and I had nothing to lose. So I agreed.

He had a rented apartment his wife knew nothing about where we met a few times a week. He seemed dominant and enjoyed degrading me a bit. Not much, but a bit. He said I was now his paid whore, and he’d toss coins on me and make me pick them up off the floor in front of him before I’d crawl over and suck his cock. He would pin me down and fuck me, teasing me and making me beg to be allowed to cum.

I honestly can’t say I minded any of it, I liked it, he was a good lover and the extra money was welcome. I never came so much in my life as the two years I worked there and we had our little arrangement. Once I finished school and got a job in another city, that was the end of it, sadly. I do still think of him and the times we had when I masturbate sometimes. I wonder if he has another whore he pays that works for him he now takes to that apartment. I’ll never know, but I’d bet he does.

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New Year’s Date

I have a date for New Year’s Eve I’ve been set up on. I had a date last year and it went really well, so my same friend chose a different guy this year for me. I can be a bit slutty and so can she, and she knows exactly the type of guy I go for, so when she called me last week and said she had just the guy for me, I knew he’d be just my type. Last year, Im kind of embarrassed to say it, the guy she set me up with, we never ended up going out. He came over, I invited him in and he didn’t leave until the next morning. I never saw him again, but it was hot sex, I can tell you that.

He was great looking and had a great body. I had some wine chilling and we’d planned on going out to a party with people with both knew, but he was as attracted to me as I was to him, and things just got hot and heavy right after we met, there was no need to go out and flirt for a few hours ahead of time, we both wanted one another and we just went at it. I could tell from the size of the bulge in his pants he was well endowed, and it didn’t take me long to get confirmation of that fact.

We were soon out of our clothes, and I’d spent time getting all gussied up in a nice dress and heels and all. He was pounding my pussy from behind less than an hour after we’d met. Such a slut I am. He made me cum five times. We fucked a few different times and he ate me out as well. I know it’s bad to behave this way, but I’m such a slave to my pussy!

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The Christmas Fags

A caller was telling me how he and his neighbor regularly get it on. Yet he doesn’t consider himself gay in any way. He just also likes to fool around with guys, and he’s married as well. He sees nothing wrong with this either. The saddest thing is, I hear variations on this every single week. He’s really looking forward to Christmas, because his wife is going back home to visit her family and he’s staying at home and some of his family is coming to visit him. Odd they don’t want to spend the holidays together, but it sounds like a pretty weird arrangement all around with him fucking and sucking men and her being clueless about all of it.

He said he’s got a single neighbor that’s gay and he likes to fool around with him every chance he gets. He said he gives the absolute best blow jobs he’s ever had in his entire life, and his wife won’t do that anymore, so he loves when the neighbor offers to suck him off. The neighbor is a twink, so he likes to get fucked, and he’s happy to fuck the twinks ass. His wife won’t do anal either, so he gets to have all kinds of indulgences she makes him go without by fooling around with the neighbor.

So it’s a fags Christmas it sounds like, I told him. He laughed and again stated he was not a fag, but yeah, you are, if you suck or get sucked and fuck, or get fucked, by other guys. He said he’s looking forward to it once wifey leaves on a flight in a couple of days, he will have as much privacy as he wants until a few of his own relatives arrive, but they aren’t staying long. So he should be getting plenty of cock this Christmas.

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Holiday Hand Job in the Park

One of the things I always do each year with my boyfriend is go out and see the Christmas lights. This year we took a walking tour to see them all in one highly decorated area of town. After the tour we sat down in a nearby park where we could see them all surrounding the park in the middle. Most of the people wandered away and drove their cars home. We lingered in the park and it was so pretty and romantic looking and it was dark, and well, no one was really around, and I reached for his crotch and he quickly grew hard.

I unzipped him and took his cock out. Yes, the air was cold, but his cock was hot and I just started to stroke him. I wouldn’t have been so bold as to get down and give him a blow job, but a hand job was quickly stopped should anyone wander by. He loved how I touched him and his precum was flowing freely as I sped up my hand on his cock. I pumped him as I looked around, not seeing anyone close or even in the park at all. I took the pad of my thumb and ran it around the slippery, dripping head of his cock, driving him wild.

He was breathing heavily, but refrained from moaning so as not to attract any attention, should anyone be within earshot. It was dark, someone could have been hiding somewhere, or we might not have seen someone nearby. It didn’t take him terribly long to shoot his load onto the gravel below. He soon zipped up and we got up off the bench and walked to look at some of the lit up homes again and walked back to our place a few blocks away.

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Secret Whispers

I’m sure most readers have at one time or another seen someone that they really wanted to fuck. A total stranger. Many have fucked total strangers and not even known their names, parted and just had the memory of the encounter. A caller last night told me how a couple of years ago he was away on business overnight and this woman that was in the next room as his ended up fucking him. They were both at the same convention for work and they liked the way one another looked and approached one another and things took off from there.

He said it was random and they were both married and would likely never see one another again, but they were drawn to one another and they just did it. They didn’t exchange contact info or anything, it was just a decision to have it be one night and no reminders or consequences. He’s thought back on it ever since so many times as he’s masturbated and thought of the hot night they shared. How good she was at sucking cock, how tight her pussy was, how much she loved to cum over and over. He spoke of the smell of her hair and how soft her skin was, how much better she looked after herself than his wife he almost never fucks.

The excitement of a new lover, even if only a fleeting, one time encounter, can be intoxicating to us. The memories of a brief coupling can last a lifetime and be fodder for our masturbation for decades. I hear it all the time. Ones even speak of incidents in their youth they still think of fondly even though it was brief and never to be repeated. Strangers can hold an appeal, they don’t know our secrets nor we theirs. It’s like it’s own little bubble from reality, and sometimes those hot memories can last forever.

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