I lied to you guys.. I’m sorry. I was a bit reluctant to tell you all, not because I didn’t want you all to know but because I’m a little embarrassed about it. Remember date night a couple of weeks ago with my parents? Where this older gentleman offered me what I guessed was his number or contact details.. well I actually did take it.
The night happened just as I said it did but I took it instead of walking out. I guess it was the fact that he reminded me of my dad that made me do it, I don’t think I would have ever taken it in the past but after what has been going on with my dad I couldn’t say no.
I loved the fact that he didn’t seem overly excited to take the card, he gave me a quick grin then looked away, almost dismissing me. I get tons of attention, from men of all ages, so when I don’t get that attention something in me craves for it.
We talked for a couple of days, mostly texting but we did have a couple of phone calls here and there. About the fourth or fifth day in he suggested we meet up and have dinner to get to know each other a little better, so that’s what we did.
I asked my mom if I could borrow one of her dresses and I chose a dark blue dress that was pretty tight on me and paired that with a thong and some heels. I was actually feeling a little nervous about it, something I hardly ever feel. I may sound a little stuck up but I’m a prize, and when I go out, I feel that whoever I’m with should be nervous about being with me, not the other way around. Before I left she gave me a big kiss and told me to “have fun”.
It felt different being nervous for once, I’m sure it was because of the huge age difference, maybe it was because he looked so much like my dad that it psyched me out, I’m not sure. He offered to pick me up but I wanted to hide him from my parents, I was/am a bit embarrassed about his age.
We met up at that same restaurant and while we ate I couldn’t help but think about that night I met him while with my parents. Thoughts flooded back in on how that night went, what I did with my dad in the car, what we did when we got back, and most importantly what I did to him while we sat at the table.
I could feel myself getting aroused and that dull achy feeling between my legs was only growing. He helped with this by being such an interesting person. We got to know each other a bit and he turned out to be such an interesting person, which made me want him even more. He reminded me of my dad in many ways, he carried himself as my dad does, he spoke like my dad, and.. he looked like my dad.
Our conversation was endless, I’ve been on so many first dates where guys just ask simple questions that require a yes or no answer and it feels more like a 21 questions game rather than a date. This was not like that, he asked few questions and instead talked so I’d be able to input something if I could. Idk it’s hard to describe but it felt so effortless to keep the conversation going. Not once did he pause to think of what to say, and not once did I pause and hold an awkward silence while trying to think of something to say.
I guess this just felt like a more grown-up date, something I have never done. It’s always been movies, bars, and casual restaurants. This was more, I was dressed up, he was dressed up, we were at a fancy restaurant, it was all great. He wore a light grey button-up long sleeve with black pants and dress shoes. He had rolled them up to his elbows and that was a cherry on top, I love when guy’s do that, and now I love it even more when an older man does that.
Eventually, we began to flirt and his constant compliments that weren’t just, “you’re so beautiful”, “love your eyes”, were making me melt. He complimented my ability to speak and be open, the way I pronounce certain words, how I pull my hair back when certain topics come back. He was so observant. At some point when we got on the topic of sex, I said something along the line of, “I don’t know, I kinda just like being told what to do” and he seemed to like that.
Eventually my foot found its way to his leg and I began caressing it, similarly to how I did with my dad the other night. I felt so bad, in a good way, while I did it. From where we were sitting I could see the table I sat with my dad and did this exact same thing with. I loved the memory and I loved what it was doing to me.
Unlike my dad, he paid absolutely no attention to what I did, and that just caused me to get a little bolder. I slid my foot up until it was at his crotch and although I was unable to feel him I pressed into him, which finally got a reaction out of him.
He looked at me and gave me a wicked smile, he then asked for the check and we got going. Unlike on the way in, he held my hand and I had to urge to lean into his arms so I did that. He told me to get in his car and not to worry about mine, “I’ll take care of it” is all he said.
I loved that he sort of told me to get in his car rather than ask, and on the way there he held his hand on my thigh, sliding it up and down, going higher every so often. By the time we got to his place he had pushed my dress up and his hand was as high up as he could get. He walked over to my door and opened it for me, then held my hand and led me inside.
Once inside he led me to his room and shut the door behind us. Without waiting or gauging if I’d be okay with it, he grabbed onto my ass with one hand and the back of my head with the other and pulled me in. He kissed me and held me there so I wouldn’t move while he squeezed and massaged my ass with his other hand.
He then started guiding me to the bed while we kissed, and when he got close enough he turned me around and pushed me down onto the bed. I was on all fours and felt my dress get pulled upwards and my thong pulled downwards.
“I knew you wanted this,” he told me as he saw how wet I was.
I felt his tongue run up and down my pussy, he licked away as his hands spread my ass for better access. I felt his tongue push deep into me and circle around me, I moaned out and as I did, he stopped.
I was a little disappointed that he did, I was close to cumming; now that I think of it he probably knew that. He reached over my back and grabbed a fistful of my hair and yanked me back. He pulled me close to his face as I crawled and turned over to face him.
“Is this the type of girl you are? The type that wears skimpy little dresses to tease older men”
“Even your dad, I saw him checking you out every chance he got while you weren’t looking,” if only he knew, I thought to myself
“And now you’re here, about to suck my cock as a teasing little whore should,” he said to me.
He then pushed me down and held me there while his other hand fumbled with his pants. Somehow I knew he was going to be big, and when he pulled it out I knew I was right. It was a bit longer than my dad’s but much thicker. My first instinct was to reach for it with my mouth and suck, as I place my lips around him he immediately pulled away, and slapped me across the face.
“I did not tell you to do that, did I?”
“N-no..” I replied.
“I love how eager you are, those girls are my favorite,” he told me as he guided his cock into my mouth.
It took all I had to keep my mouth open, he was just so thick. There was no way I could deep throat him, so he just rammed into the back of my throat until he did. Is it bad I imagined my dad? Is it bad I wanted my dad to treat me this way, the way I love to be treated, because that’s what I imagined, and that’s what I wanted. He fucked my mouth and I tried to be as good as possible. I love that he held onto my hair and pulled me back as he thrust in. I never wanted a bigger throat in my life as I did at that moment.
He stopped when he noticed that my hand was in between my legs and playing with myself. I think my moans gave it away as they got much louder when I started. He pulled out of my mouth and as I sat there catching my breath he let go of my hair and picked the hand that was in my pussy up, he grabbed me by the wrist and pulled it close to my face.
“You just don’t learn do you.”
He highered his grip, squeezed my four fingers together, and then pushed them into my mouth. I then felt him place his cock on my pussy, and I involuntarily thrust my hips upwards towards him. I didn’t want him to tease me, I didn’t want him to feel me up with his cock, I wanted him to ram it into me and stretch me out. I wanted him to give me the fucking that I needed.
He brushed his cock over my pussy a few times and when I felt him push in I whimpered out in pain. He was much bigger than anyone I’ve been with before, he was just so thick. I heard him groan as he pushed a little further into me, I watched him clench his jaw and close his eyes as he penetrated me, and I felt him start to stretch me out.
“I knew you. You. We’re going. To be tight.” He said brokenly as he groaned in pleasure.
As he pushed in my whimpers became cries and my hips swayed trying to escape, as good as it felt I wanted him to slow down and let me adjust. A part of me knew he wasn’t going to and a part of me loved that he wasn’t going to wait for me.
When he was fully in me he held his cock there for a few seconds then pulled out and went right back in, then out, then in.. and before I knew it he was slamming his cock into me. Spit was now dripping down my cheek, my fingers were covered in it and he was pushing harder against me as he fucked me so my teeth were digging into my fingers. Although I felt pain in my fingers and pussy, feeling him slam into me with no regard for my well-being was driving me wild.
He was slipping in and out of me with ease, my pussy was soaked, but that didn’t mean I was adjusted. I felt each thrust and every inch stretch me open. At some point, the pain was dulled with pleasure, and it didn’t take long for me to cum after that.
My muffled moans got louder and louder, and when he realized I was close he let go of my hand and removed it from my mouth. I felt such relief, I was able to breathe properly and my fingers felt relief from my teeth. He then moved my hand upwards so it was stretched out and held it there while he kissed my neck moving upwards to my lips. We kissed for a bit before he broke it off to say,
“You’re going to cum on my cock, but only when and if I say it’s okay, understand.”
“Mhmm..” I replied.
He then stood up and began to fuck me at a much faster pace, I thought he would fuck me and tell me to cum when he heard me get close, but I was wrong. He slowed down when I got close, then picked up and slowed down again, he did this several times. Near the end, my body was writhing in pleasure and torture.
“That’s it baby.. cum for me. Cum for me,” he told me as he slammed into me, not stopping this time.
I must have woken up the whole block with my moans. As my body convulsed he slowed down and let me enjoy it, which I loved.
“Gooood girl,” he told me as I came on his cock.
This snapped me back into thinking of my dad. Thinking of how he’s going to fuck me this way sooner or later.. maybe not exactly like this but something similar I imagine. Thinking of him only made me more aroused and crave another orgasm. My hips started thrusting upwards into him again and he came down for another kiss. We kissed heavily and I broke it off this time.
“Fuck me daddy.. please..”
I heard him exhale loudly, and groan out.
“You dirty girl.. is that what you want? You want daddy to fuck you?”
“Please..” I moaned out.
“Is that why you dressed like your mom the other night? You want him to notice you. You want him to give you the attention he gives her”
“Yes.. yess..” I moaned back.
It’s all it took for him to sit up and slam my pussy again. This time he didn’t stop until he was ready to cum. Throughout it I was moaning out to him, calling him daddy, calling myself his, telling him to take what belongs to him. He told me I was good, he told me I was his, he told me “this” was his as he touched my pussy.
When he was ready he pulled out of me and yanked me down to suck his cock. I didn’t do much sucking though, I just held my mouth open as wide as I could as he fucked it.
I was rewarded with a thick and creamy load in my mouth. I swapped it as it came out and began to suck the rest out when he finished.
He left me there to sleep and in the morning we fucked again before breakfast. He had gotten my car there sometime when I was asleep and when we finished eating he walked me to my car and kissed me goodbye.
I’ve been thinking of that night almost every night. He never said to text him or call him or anything. He hasn’t contacted me at all. I was thinking this was going to be a one-time thing but him ignoring me is making me want to reach out more and more.
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