[F] I got paid $300 to give sloppy head to an old dude while he motorboated me

I promised to continue sharing my sexscapades with you all so here I am again. I’ve had many perverted and even taboo sexual fantasies for as long as I can remember but I’ve only recently gained the courage to fulfill them. I’ll continue to share my stories as I experience them, and I promise to write them as soon as possible after they happen to ensure I can include as much detail as possible. I also promise to never lie. I’ll share the good, the bad, the weird, and the ugly. This one’s a little weird I’m ngl lol.

This story took place oh…about 2 hours before I wrote it. It’s not as exciting as the last one I posted but I can’t expect every experience to be as thrilling and utterly fantastic. I definitelyyyy got lucky with John.

This one’s about a 54 year old man named Tony. To understand how I wound up with the wrinkly face of a man more than twice my age shoved into my tits requires a bit of backstory. About a year ago my sister joined a sugar daddy page and has been pressing me to make an account ever since. She makes so much money doing it that she quit her day job within a couple months and just does this to earn a living. She has been quite successful for some time now. I’d say she averages about 2500 a month.

A little less than 6 months back, after months of nagging, she finally convinced me to make a page. I chatted back and forth with a few gentlemen but never really had enough interest or courage to go through with it. I ended up forgetting I even had the profile until a couple weeks ago when I finally decided to act out every sexual fantasy or urge I’ve ever wanted before I get too old and ugly to do them.

I signed back in yesterday and combed through all the messages I received in my absence. While looking at some of the newer messages, I came across one from Tony. Unlike most men on there looking for something a little more relationship related or at the very least fancy dates at museums, dinners, etc, Tony was blunt and direct. “I’ll give you 300 bucks to give me sloppy head wearing a black lacy bra and let me play with your boobs.” No small talk, no subtle flirting, no pretending this is anything more than what it is. I liked the straightforwardness lol

I don’t know what it was about his message that got me to actually go through with this type of thing. He wasn’t especially good looking or even a decent writer. He didn’t win me over with words or sex appeal. I think it was the fact that I knew I wouldn’t have to put up with laughing at his jokes or listening to him rant about his business. I wouldn’t have to spend hours stroking his ego or get all dressed up like a present to be unwrapped. Tony’s offer allowed me to skip over all the boring insufferable stuff and jump right to the fun part >:)

When I started to seriously consider going through with it I asked for a picture of his cock (not in those exact words. He expects me to be a bit of a lady, after all). His picture sealed the deal for me. Thick, good length but not too long, cut and shaved. Surprisingly not wrinkly. Perfect cock to give some good head to.

If he didn’t have a nice cock I could never have gone through with it, especially putting it in my mouth. I wouldn’t be able to hide my disgust no matter how much money I was set to make. I wasn’t even really doing this for the money really, but for the experience. Solicitation is a hell of a check off my Suckit list.

Luckily for me, Tony had a cock I would have sucked for free. Too bad *he* didn’t know that, heh

Once I tell him I’m down to meet, he gives me his number and we text a bit back and forth. I asked specifically what he was looking for, when, and for how long. He said he just got out of a long term relationship a few months back and is new to the sugar daddy scene so he doesn’t want sex right now or any type of relationship. He just wants some really sloppy head. Sloppier the better, he said.

He also said he likes big tits and he could tell mine were huge from my picture. He wanted me to wear a black lacy bra while I sucked him. He said he didn’t want me to even undress all the way, just pull my shirt down and let him go to town.

I said bet, when were you looking to meet. He replied “what are you doing now LOL” (if you had any doubt he was in his mid 50s before, I’m sure you don’t after seeing that caps lock action)

I was busy when he sent that but knew I had about an hour free at 8 so I said if he wanted to meet tonight he’d just have to make it relatively quick bc I’d only have about 45 minutes once I got there. He said that’s fine, come tonight. Don’t forget the bra.

I texted him at 7:45 asking for his address and drove the 20 minutes to his house. It was down a really long driveway and into a patch of isolated woods. All I could think was how this was the moment I’d be wishing I could go back to while I was locked in his basement rubbing lotion on my skin.

Anxiety peaked, I pulled up into his driveway next to his truck and told him I was here. I got out of my car and just stood near my door looking at my phone. I could hear at least two clearly HUGE dogs barking inside the house. Honestly that just made me more eager to go in.

Suddenly I heard the front door open and he came out absolutely BEAMING. I swear this dude looked like a kid on Christmas morning. Maybe that sounds creepy idk but I could just tell he was genuinely happy to see me and a nice safe person. I like to think I have a good judge of character and ability to read people, and he was very clearly not a murderer or rapist but genuinely just a lonely guy looking for an NSA nut.

He shook my hand and introduced himself officially. He was clearly nervous as all hell and kept giggling and saying stuff like “omg this is so crazy, I’ve never done this before, I’m so nervous omg.” It made me smile haha.

He invited me in and offered me a water or beer. When I get nervous my mouth gets dry and I needed all the lubrication and split I could muster for this sloppy toppy so I happily took the water.

He invited me to sit on the couch and talk for a bit and proceeded to tell me his entire damn life story. Separated from his wife when their daughter was 2, wife moved away with her boyfriend when daughter was 6, he’s been a single dad and she’s 18 now and he used to be a fire fighter and met Trump and owns this business and that property and blah blah blah. He even showed me pictures of him and his daughter.

We just sat and talked for 15 minutes or so (well he talked, I nodded along). Then suddenly he says “you don’t have much time left better get to it.” I said okay sounds good. He stood up and I followed him to his bedroom. He had already laid out a sheet overtop of his made-up bed “in case things get really sloppy” lmao

He continued to say how nervous he was and how he’s never done anything like this before as he laid down on the bed. I sat on the edge of the bed as we continued talking a little, him asking me how many times I’ve done this before and wondering aloud how this was gonna get started. Realizing he was never going to make a move himself, I said “well I can’t start anything with your pants still on *smirk*” He hopped up saying “oh yea!” And pulled them off along with his undies all at once. He left his tshirt on porky pig style and laid back onto the bed with his hands folded behind his head. It surprised me to see he wasn’t even the tiniest bit hard. He started to play with himself absentmindedly as we continued to chat a little.

Eventually I leaned over and began to kiss his inner thighs, going back and forth between them as I slowly moved up to his balls. He was already moaning. Once I finished my trails of kisses I started to run my tongue over his balls, back and forth, just using the tip of my tongue to nudge them back and forth before I sucked them one by one into my mouth. I was very grateful he had shaved and he had clearly just showered because he smelled and tasted wonderful.

I kissed my way from his balls to the base of his cock and all the way up the tip. Then I repeated the same path with my tongue instead of my lips, being sure to work up as much saliva as I could muster.

Once my tongue made its way back to his tip, I started to run my wet drooling tongue around it. He was still only semi hard when I pulled him into my mouth, but that very quickly changed. I began with slow, soft sucking and slowly progressed up to deep, hard, powerful sucks, all while continually allowing my drool to pour out all over his cock.

I spit some of this into my hand and rubbed it up and down his shaft before putting my mouth back on his cock and bobbing up and down in unison with my hand. He was moaning nonstop.

He kept asking me if I liked sucking big cock, to tell me how turned on I was, how desperate I was for him and his cum, how wild he was driving me. Eventually he told me to sit up and pull down my shirt. He had me stay sitting up while he squeezed and massaged my tits and I jerked him off. After a minute of this he pulled my bra straps down and popped both tits out. His eyes practically bugged out of his head and he literally DOVE head first into my tits.

You know that C thing nursing mothers have to sometimes do to get their milk ducts flowing? That’s what he kept doing to my tits. Gripping them like a C and squeezing them kinda flat like a plank while he suckled on my protruding nipples. It was like he was a nursing baby.

NGL it was kinda hot.

He had me go back to blowing him only this time I kneeled next to him while I sucked instead of between his legs so he could keep massaging my tits. Eventually my tits won him over and he had me sit back up and jerk him off with baby oil while he continued to practically suffocate himself in my cleavage.

Now the super weird part: while rubbing his face and tongue all over my chest, he started spitting on my tits and then literally shoved his face back in and did that thing elephants do when they blow their trunks. Kind of like that mixed with a horses neigh. It was totally unexpected and incredibly weird lmao but I just rolled with it.

By this point his hips were jerking and he was moaning like crazy. I was still jerking him off and he put his hand over my hand and squeezed it tight and jerked even faster. Then when he was close he shoved my face onto his stomach so that I was laying on my cheek facing his cock and had me beg for him to cum while I held my mouth and tongue out for him to cum into on/in. He missed and got it all over my hair and face. I could definitely tell there was a lot of cum saved up in that nut.

During his final slow strokes to get the last strings of cum out of his cock, I darted my tongue out and began to lick and massage his slit. The moment my tongue made contact, it sounded like he came again, just a deep gutteral moan. I look a few light sucks of his tip just to fully enjoy the reaction, and then sat up and looked down at him while he lay panting and literally shaking.

He just kept saying “wow, that was good. I needed that, it was so good.” I sat next to him laughing and saying I’m glad he enjoyed it as I pulled up my bra and shirt. He asked how turned on I was by his huge cock and I continued to stroke and pat his ego while he basked in the afterglow of his sloppy.

We chatted briefly a bit before he got up, put his pants on, and walked me back out to the living room. He kept saying he was so glad he messaged me and that his first time doing anything like this was such a success. I told him I’m glad he had fun and that I enjoyed it a lot too. He was beaming.

He started to walk me out and grabbed a stack of cash on a side table as we walked past. A stack of 20s. He counted out 300 and handed it to me and said “I am definitely going to be messaging you later.” I laughed, said thank you, and drove out of his mile long drive way as he waved to me from the porch the entire time.

I drove home satiated after my cock fix (regardless of how weird he was at certain times I can’t deny he had a tasty cock) and $300 dollars richer lol.

Will I do this again? Probably not, though I guess I can’t say for sure either way. Of course it was nice to get some money but it’s just not as fun when it feels more like a transaction. I’m grateful for the experience and I absolutely don’t regret it. I even feel like I poured some good karma into the world by brightening a lonely old rich man’s life a little bit. I am nothing if not a giver.

Call me Mother Fucking Theresa.

Source: reddit.com/r/gonewildstories/comments/tzj8v7/f_i_got_paid_300_to_give_sloppy_head_to_an_old