My First Sugar Daddy

I got into the thought of having a sugar daddy a few years ago, kinda a turn on for me. Then 7 months ago I found one.

He’s a great guy, very well off, good looking, excellent body and a great cock.

For the first 4 months it was just having dinner with him, he likes to wait before clothes come off. Occasionally I’d see him in his white Calvin Klein briefs at his house but that was as naked as I had seen him.

Till the fifth month came around and he invited me over one night. I got to his house then we went out to get something to eat. Back at his place afterwards he suggested we get in the hot tub. Little did I know we’d be getting naked! He removed all his clothes then turned around and slid his briefs down right in front of me. His nice thick hairy dick was right in front of me.

I promptly removed all my clothes and got in the hot tub with him. We sat in it for a while, he has a tv outside so we watched some Netflix. He moved over close to me and I could feel his hard dick against my leg. I was already hard. He went in for a kiss then he got out of the hot tub to grab some towels. Still fully erect he came back with towels.

I got out and we made our way to his bedroom. I was an anal virgin up to that point, I only had sucked dick. So that night he popped my anal cherry. He knew I was a virgin and he definitely enjoyed that. He came inside me then we showered and laid in his bed till we fell asleep.

We’ve had regular sex since then. But my issue is, it always hurt when he first penetrates me. Is there a way to stop that from happening? His dick is thick but not excessively thick. He’s 6” long. I hate not being able to have sex a few nights in a row when I’m at his house because my butthole is sore. He’s understanding about it but I’d love to have sex with him all weekend instead of just Friday night.

Side note, he fucked me last Saturday before we went out and his cum was leaking into my tighty whities all night. Was hot! I want to do that more

Comments

Anonymous

by Anonymous on Jul 30, 2021 at 9:48 AM

First, you lucky little fuck!!! Lol.
As to your question, yes, theres something you can do. Make absolute sure you're lubed to the max and when he's about to penetrate you, push a little like you're having a bowel movement. As soon as he's got the tip pushed in, relax your hole and youll pretty much suck him in. Do it again as he pushes in, mind you, slowly, and he'll get in deeper. Fact is until you're permanently a little stretched out, which will happen over time, it will always hurt a little but less and less over time. Hope that helps...
Enjoy him and his cock J!!!

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