Dollie's Thanksgiving Giving Thanks
DIRTY OLD MAN IN THE CADILLAC
When we walked out to our truck a new looking Cadillac pulled up on my side just as I started to get in. It was one of the men who bought the food or the wine. He told me he loved seeing my boobs and would pay to see them again up close. He said he was the one who paid for our meals and was waiting for another look. When I told him thanks but no he said he’d pay me even more to feel them for just a few minutes.
Denny told me to ask how much and go for it. The old man tried to hand me a $20 bill. His car was fairly close and we didn’t figure anyone else was near. Denny told me to open my door farther and it would shield me even more. It was dark out anyway. I wasn’t worried about anyone else seeing me. I just didn’t feel like showing this man my boobs.
The old guy showed me another $20 just to lift my blouse like I did in the restaurant. I figured what the heck I do it for free all the time and the meal that he paid for wasn’t over $12. Before I did it he offered me another $50 if he could feel them just a few minutes after I exposed them. Holy crap $90 just to let him see and feel my boobs for two minutes?
Denny asked how we knew he wasn’t a cop? The guy said you’ll have to trust me but why would a cop pay for lunch and beg to see a woman’s tits? Denny told him to make it an even $100 and I’ll do it. Danged this was easy. The old man said okay and pulled out more money.
I don’t know where Denny comes up with all his ideas. He told me I have a couple choices. I could pull my boobs out the top of my blouse and hang them in the window to show Caddy Man. But he said but that seems too awkward if he’s going to feel them. Denny suggested Caddy open his car door and I can stand up close. Denny said that will make my boobs eyeball high so he can get a nice close up look and they will be easier to play with.
Denny wasn’t done. Also have him give you the money first. Then let Caddy man pull your tits out and play with him. You won’t be doing anything except standing there so it‘s not your fault. Caddy and me both thought this was okay. Caddy handed me the money and opened his car door. All I had to do was step up next to him.
I was expecting him to pull my blouse up from the bottom. Caddy man reached in my blouse and pulled both boobs out the top, bragging how nice and firm they feel. (I was wearing the blouse pictured or one like it.) Of course I thanked him over and over while having orgasms. Caddy Man was very gentle. He cupped one hand on each side of my boob and gently squeezed my boob while licking and kissing a nipple. In a few minutes he switched to my other boob. He’d only asked for a few minutes and nothing was mentioned about sucking nipples. But I wasn‘t complaining!
When he stopped I started to step back. But he begged to play a little longer. Sometimes I think I like having my boobs played with more than anything so I told Caddy Man to take his time. He must have squeezed, licked, and rubbed both titties a good 5 or 10 minutes before stopping.
Denny and I both thanked him again and I tried to hand Caddy Man his money back. I told him I’m not a wh*r* and have rarely taken money for this. He said he never thought I was a wh*r*. He said him and the other old friend have hired many much younger girls with smaller tits for more money just to play with their tits. He admitted neither of them can get an erection and this is their way of having sex now. He thanked us both again then handed me his card. Caddy man told Denny to call and he’d buy us both lunch anytime and we could talk about doing this again. He said the other old fool has paid over $500 to play with little prostitutes with small fake tits. He’d probably pay me a lot more to do what he just did.
We thanked him and I repeated I am not a prostitute and of 1000’s of men who have seen and played with my boobs I have never accepted money. We do it just for fun. Once again, I tried to give Caddy Man his money back. He told me he was getting offended. Just keep it because it was well worth the money. He reached out to offer even more. I got in our truck and waved as Denny left. Maybe I should have done this for a living!
We were late getting to Dale’s house. Actually we didn’t have a set time but eating and playing must have taken over an hour.
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