I’m the youngest one in the office I work at. All the others have been there for many years. One of them passed away, and they needed a new hire, and by some chance, they picked me. None of the older women who work in that office would turn anyone’s head. They are all nearly retirement age. Nice enough, but not lookers anymore. The boss is older as well, and I guess being around the older crowd makes me stand out all the more. I never took this job with any intention of being a sugar baby, but that’s what’s happened. It’s actually turned out to be profitable for me.
One night, I was working late and finishing a project, and the only one left was the boss. He was impressed with my initiative and asked if I had any plans. I said no, so he asked if I’d like to have dinner with him. He said I deserved a nice meal after all the hard work I’d put in. I had nothing planned, so I agreed. I found I got along with him very well and enjoyed his company. This dinner led to others and more frequently. It wasn’t long until he asked if I might be open to “an arrangement.” I asked what sort of an arrangement he had in mind. Was I going to be his sugar baby?
He knew I was hurting for money, who isn’t pretty much these days? He said he didn’t have anyone in his life and wasn’t looking for anything serious. And he did, however, enjoy my company, and he would be interested in spending more time with me. He proposed weekends away, dinners at fancy restaurants, and a couple of evenings a week where we’d “spend time together.” I got the idea. As well as a pay raise and cash bonuses. I didn’t want to feel like a whore. I even said that, and he said no, not a whore. A sugar baby. I said What’s the difference? He said whores sleep and profit from many men. A sugar baby is one man’s “special lady.” That’s how he put it. Ok, I can live with that. It seemed like a roleplay.
He brought me lingerie when he came over to my place. It was lovely, much more expensive than I’d buy myself. He wanted me to put it on and show him, which I did. It was a black merry widow, stockings, and panties. I slipped on some heels as well. I looked like a sugar baby. And I had to admit, I did look great. I teetered out to him and slowly turned around for his approval. He loved it as well.
He advanced towards me and enveloped me in his arms, kissing me passionately. And he was a good kisser. He was attractive, so this was no great sacrifice on my part. I wasn’t reluctant to accept this deal. His hands roamed up and down my body, resting on my buttocks and giving them a healthy squeeze. I nibbled at his neck before kissing him back just as passionately in return.
He took me by the hand and led me to the bedroom. I’d been prepared and lit some candles. It looked and smelled nice. He his sugar baby back on the bed and kissed me up and down the length of my body. He slowly stripped the lingerie off me and went down on me. AndHe was very good at that, as well. I responded very well to him kissing my pussy and licking my hard little clit. I pushed his face further between my legs, and he really went to town.
It wasn’t long before I was cumming on his face and then kissing him, tasting myself. He slid on top of me, and I guided his cock into my cunt, and he rode me hard. It didn’t take long for me to cum on his cock. He asked if I was already enjoying being his sugar baby, and I nodded yes. My next pay included a small envelope of cash and a gift card to my favorite boutique I’d mentioned. I was going to get a beautiful dress I’d seen and mentioned to him. I think I could handle all this sugar baby business if this is what it was going to be like.
Many people have fetish phone sex. I love hearing about the different fetishes and getting off with a guy with a roleplay.
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Soft and intense! Aileen’s voice awakens laughter and desire. The world’s urgent imposition fades for an hour.
Dakota is unique. She is the only artist with whom I could do a continuing adventure in erotic Joy. She takes me beyond my own physical limitations.
Zoey and I have talked a handful of times, and it was a blast right from the jump. She quickly became one of my favorite queens. 5-star for sure.
Skye is truly amazing. Her roleplay of being my sex therapist is almost heart stopping as she gets me so excited. I call every two weeks for a therapy session and can’t wait for 14 days to pass!
Exceptional call with Dakota. What a sexy call and perfect role play. She is Quite the keeper.
I’m physically incapable of producing semen anymore, but Dakota managed to create some for the first time in more than a decade. She is magical. If I were allowed to fall in love, I would!!
I had a wonderful call with Jade tonight. Each and every time is a great time. She really listens and that makes everything better. Thank you Jade ❤️
Megan is Amazing. If you want to cum hard, call her and get ready to cum like a rocket. She’ll do just about anything.
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Anna was great and open minded. Been calling for years and this was our first call. I will be calling her more going forward!
Brittany is the Only one that makes me cum. She’s the best ever. She should teach these others how to do it right.!