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This is part 2 to Caddy memory 1, read there first if you haven't already...
The next day comes, and as it gets towards evening, I walk to that same street I met Caddy on, and sure enough... there he is. I walk up to the passenger side and look in. He's taking a nap! Has he been there long! He have narcolepsy? Diabetes? I got a little concerned so I clear my throat to see if he's aware or not. He wakes up and looks at me, and says "Oh sorry, I didn't think you'd be out this soon, so I was gonna nap for a bit." I said "Oh I'm glad. I thought maybe you had passed out or something." He said "No, nothing like that. Other than being old, I'm healthy. Hop in!" So I do and we drive around a bit.
We talk some more and he asks "How old do you think I am?" I said "Isn't it rude to guess a girl's age or weight?" He giggled and got the biggest smile. He said "It makes me feel so good that you call me a girl. I love that." I asked "What about being called something like woman?" He said it's good too, but he rather likes being called a "good girl". He then says "I'm 68 years old." I look at him kinda shocked and say "Honestly I woulda thought mid to late 50s, maybe 60 at the most." He didn't look 68, probably because of his small frame or all the protein he eats lol. He said "Yep. I'm 68 and am still pretty active. You should see me in bed" and winks at me. I wink back and say "I wouldn't mind being in you in bed either." We get to that parking garage again, and he parks us in a different spot, and we talk some more.
He told me he really enjoyed last night, and wished it coulda lasted longer. I said "I can try to hold off cumming, but you suck cock too damn good" and we laughed. He looked at me and said "No, I meant as in time together." And looked in my eyes. Then it hit me. I asked "Are you falling for me after one day?" He looked down and said "Yeah, I really think I am. I know I shouldn't, and you're just "working", but you're so hot and nice." I said "I'm sorry. I didn't mean to get your heart involved too." He said "It wasn't you per say, it's me finding you attractive, and in your right mind (from our talks we had), and just how nice you seem to be." I said "There's too many assholes in the world already. Do I need to be one too? Nah... I'll be me even tho it might get me used for being a 'nice guy'."
We talk a bit more and Caddy asks "I know I shouldn't do this, and you probably don't anyway, but... do you kiss?" I said "I do sometimes, but aren't you already attracted to me? That'll just make it worse won't it?" He said "Probably so, but I want to so bad. I want to kiss your lips, taste your tongue, kiss you down your chest and belly before I suck that gorgeous cock." And I'll admit, that got me rock hard. So now I'm horny asf so I said fuck it... "Yes baby, we can kiss, but I want to suck your nipples before you kiss me all the way down." Caddy did a shudder inhale and said "My nipples? Dear god yes please! I'm your girl and you can kiss lick suck anything you want baby!"
Hormones are making me drunk, so I lean over and French him like I'd die if I didn't, arms wrapped around him, continue to kiss him while unbuttoning his shirt so I can play with his nipples while still kissing him. A whimper escapes his lips and I thought I hurt him. He said "No, you didn't hurt me, you're driving me wild. Please don't stop baby." I said "Ok honey, I just don't want to hurt you" and kissed him more, playing with his nipples before I started kissing down his neck to those nips. I flicked one with my tongue, lightly pinched the other, and finally put my mouth to his nipples and sucked on it. He moaned "Oh god baby you're making me so hot for you." I went and sucked the other nipple as my other hand slid my shorts down. I stopped, looked in his eyes, grabbed his hand and put it on my precum soaked cock, wiped some of it off and rubbed it on his lips, and kissed him again.
I pulled away and Caddy said "Did you wipe precum on my lips and then kiss me?" I said "Yes. Surprised?" He said "Yeah, a little." I reached down and got a big swipe of pre, rubbed it on MY lips, licked a little and kissed him again. I said "I like the taste of my pre. If we were in bed, I'd put as much as I could on and in your mouth and kiss you like that." He smiled and said "I think I love you more now!" and giggled. I smiled. He then asked "Can I please suck your cock?" I said "You don't have to ask babygirl, my cock is always ready for you honey." He smiled and wiped my soaked cock all over his face before he took me in his mouth.
This time he went slow, deep, and sucked hard. It was like I was in a virgin pussy, or tight ass, no joke. His hands rubbed my legs, I lifted up a bit and he took the hint. He grabbed my ass and squeezed my cheeks as he sucked. I said "Damn, you're making me want you as my girlfriend" to which he stopped, looked at me, said "I wish I was", and went back to sucking.
I stopped him and said "Wait, wait. I'm sorry, I shouldn't have said that. I don't want to make you totally in love with me. I can't be faithful because I'm bi, and I don't know if I could have a complete relationship with a guy and not a woman." He sits back and says "I know you're bi. I know you like pussy too. I'm ok with you being with whoever you want, whenever you want. I'm not the kind of person to get jealous over such things. I want someone with me, lives with me, can love me when he can, and I'm ok with him being with another, even in my own home. I just want a steady guy in my life. I'm very submissive and would even let you and another guy have me as long as I get your cum in me and not him. Cum in any woman you want to, but your cum doesn't belong to another guy besides me is all I ask."
I'm looking at him like he's nuts. "So you're telling me I can do whatever to whoever, whenever and wherever as long as you get my cum and I live with you?" He said "Yes. I'll even support you financially in anything you want." I said "Like a sugar mama, but my girl?" He said "Yes. I'm tired of being alone and just want someone home for me. If you need to go somewhere or do someone, let me know. I'll take you there and bring you back home to me." At this point my mind is whirling with the possibilities. Lost my hard too lol.
I think some more and say "I need to ask some difficult questions, please don't get mad for how I may ask these." He said "I won't get mad. I'll tell you anything." So I ask "As long as I'm gentle, would you be like my sex doll?" and kinda laughed nervously. He said "I guess you could call it that." He looked at me, "Use me however you want, wherever, whenever." I said "So we're home, you drop something and bend over to pick it up, I yank your pants down, eat that ass and then stick my cock in you, and have it till I cum?" He shuddered and said "Yes please daddy." I kinda stared for a sec... (daddy?)...
I asked "So you want to be a good girl for Daddy and make him cum?" He said "Oh god yes. I'll do anything for you Daddy, let me be the good girl for you and I'll make you cum always."
My mind hurts from thinking. Rich guy, submissive bottom, likes being a 'good girl' for 'Daddy', will let me have anything I desire, all the sex I could ever want with whoever wherever whenever, AND makes sure I'm financially set? Did I win the sex lottery? Fuck yea... I can do this...
I look at him in a 'new light' and don't see a 'mark' or 'John' anymore, but a very acceptable companion. Mate even. A girlfriend wrapped in a guy's body. A submissive girlfriend who doesn't say no? I shake myself and say "I'll need to think about all this. It sounds unreal and unbelievable to be honest." He said "I know, but I love you and I'm willing to wait for you. If you decide to do this, the first night is ours and I want to be treated like your wife. Make love to me over and over again. Leave that beautiful cock in me till it's hard again, and cum in me over and over. Please. I don't want anyone else but you, ever. And I promise you can still have whoever, whenever, wherever. I promise" and tears are streaming out of his eyes.
I saw that and my heart broke. I grabbed him, held him tight, let him get the sobs out. He wipes up the tears and looks at me and says "I'm sorry. I'm so pathetic." I said "No, you're not." And kissed him with all the passion I had in me. We made out for over half an hour and I said "If you could get hard, I'd suck you off right now. Forget paying me for tonight, this one is special from my heart to yours" and I kissed him again. By this time I'm so hard and leaking so much precum that my balls and ass are soaked. Caddy noticed and said "Here, I'll clean you up for you" and proceeded to lick every bit of it up, saving the cock for last which he took in his mouth again and sucked so hard and fast, I blew before I knew I was going to. He looks at me and says "I'm not done yet. When you get ready, I'll suck you again. But this time let me know when you're going to cum because I want to wear it on my face. A good girl should always wear her Daddy's cum." That got me rock hard again. And he did. Wore it all over his face smiling. Wiped it up with his fingers and ate it all.
We're sitting there and I'm holding his hand, fingers interlocked. I'm looking at our hands, I look at him, and I say "I think I might be able to do this." We kiss again for awhile, and I got hard again. 3 times? Shiiitt... I said "Can we do something different?" He said "Sure. What?" I said "I'll take my shirt off and lay back a little, jerk me off on myself while we kiss?" He smiled and said "Absolutely, Daddy." I said "That's a good girl, make Daddy cum again." And it was hot asf. He licked it all off me too.
We sat there for a bit, and he says he needs to get going. "I know you're not ready to come home with me, so I'll take you back to your street. I have an appointment tomorrow so I won't be around." I gave him my number and said "Let me know when we can talk again." He dropped me off and said "I love you" and left.
Part 3 is another post, and for another time. And it doesn't end like you think it will...
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