pour some sugar on me (pt 1/?) [MF][bondage][age gap] | 2016

This story is not for everyone. It features a big age and attractiveness gap and a sugar daddy/baby arrangement. Please refrain from commenting negatively; I'm comfortable with my choices, despite knowing they're not everyone's cup of tea. PMs are OK, but please keep that guideline in mind. Thanks, and hope you enjoy.

After a few years at a high-pressure office job, I needed to escape the constant demands and regain some of my freedom. I took a short break from working and spent some time planning, then launched my own business. It paid the bills, but I wanted to keep meeting financial goals at the same rate I had before leaving a salaried position at a competitive corporation. I thought about selling soiled socks and panties; to do it well, I needed to invest money up front, and I couldn't be sure of a profit. I explored writing Kindle erotica (and wrote several); the return was minimal compared to the time and effort.

I logged onto an old account on a site designed for mutually beneficial relationships. Being a very sexual person, hooking up with a guy who wanted to help with that and practical things was a dream.

I messaged Richard, 58, who spent his days caring for his father, who was in his 90s. We exchanged a few messages -- including my likes and limits, availability, and protection -- and then set up a time to get together for the first time.

The day of, I washed my bedding, shaved, showered, and picked out a sheer lacy nightgown and robe set to wear. I got drinks ready and started some music. He showed up only a couple minutes late, texting me first to confirm the apartment number. I could see his older truck in the parking lot below my balcony, and then him when he got out. He looked like a stocky guy at first, but he turned out to be a good 4” taller than me, just with the heavyset statue and carriage of an aging man. He actually looked older than late-50s to me, but the men in my family may just age exceptionally well. ;)

I was nervous. This was one of the first times I met a relative stranger at my place, and certainly the first time sex was explicitly on the table during the first get together. I am not one to back down from new experiences, though, so when he buzzed from the lobby, I let him up …

He kissed me before even saying hello. He moved my thin robe off my shoulders and groped my tits. Then he let me go to close the door while he brought his bag inside and got settled, opening a Perrier and unpacking his rope and ties onto the breakfast bar. When I joined him, he started walking me through what he brought and what he might want to do, including a scenario where I was a down-on-my-luck teen who fell into an inescapable ring of wealthy human traffickers. Naturally the men liked to sample the product and he, my transporter, was no different.

He removed my robe, tied my hands behind my back, and sat down on the couch, pulling me down beside him. Richard loved to talk. He painted a picture of his burly transporter and my lost damsel traveling in a town car on the way to his boss. He felt me up, spread my legs (one draped over his lap) to rub my clit and finger me, and pulled my hair to expose my throat. After a while of this, he ordered me to straddle his lap. He pulled the nightgown down so my naked tits were in his face — this unattractive old man just inches from my bare skin — and then he removed his shirt and ordered me to lick and suck his nipples. They were surrounded by coarse gray hair.

Getting his nipples stimulated was his favorite thing, I'd later find out.

When he'd gotten his fill of that, he put me on my knees. I waited for him to finish undressing, but he only removed his shoes. He told me to pull his sweatpants and then his underwear down with my teeth. If not for the tighty-whities and the disappointing cock underneath, it would have been hot.

I'd never seen a cock like his before. You might remember from my earlier posts, but my experiences with men have actually been few and far between until recently. I'd certainly never been with an overweight 50-something with health issues. Despite all the foreplay, he was soft, and his soft cock was basically invisible in the mess of gray pubes, drooping balls, and flappy foreskin.

I sucked it.

Soon enough he sat back on the couch and put me between his knees. I kept working his cock with my mouth and even sucked his balls. He wanted me to lick his asshole, but given the skidmarks on his tighty-whities, there was no chance of that happening. Instead, he took a consolation prize: With his little cock in my mouth, he wrapped his thighs around my head/shoulders to force me down deeper and hold me in place while he thrusted. With my hands behind my back, there was nothing much I could do to stop it.

Finished abusing my mouth, he stood me up, untied me, and stripped of the nightgown, leaving me naked when he led me to the bed. He bent me over; I was horny by now and desperately wanted to feel full, so I was no doubt wriggling my ass. I think he was soft again by the time we got to the bedroom, though. Instead of fucking me, he gave me a few good spanks and then started to finger my ass. I remember coming at least once without any other stimulation.

Once I'd come, he laid on the bed and got me on top of him, straddling his disproportionately skinny thighs to rub my wet cunt lips against the nest of skin, hair, and pre-cum between his legs. He rubbed my tits and pulled me down for more making out. He watched me rub my clit and come a few more times. The whole while he talked about the scenarios playing out in his mind, always a very young girl in a harrowing situation.

When he had his fill of that, I sucked his cock again. This time I could taste my own cum most strongly. That made it easier.

He showered in my bathroom and I towel dried him. I sipped a fresh sparkling water while he dressed, a slow process with his stiff joints. He packed his bag, left cash in its place, and gave me another deep kiss on his way out.

I smoked some weed, took a shower of my own, and used my Hitachi for an hour to get the satisfaction I still craved.

tl;dr Got fucked less as a sugar baby than at my corporate job.