So I had this all over the place experience with my online dating. I still had this black out area of women my own age. It was so strange. Then came the young ones. Being in my mid-40s I had a little trepidation about how young is too young?
A recent conversation with a friend put my hard cap at 25. This made sense this is typically when people’s brains are fully developed we thought. lol. So I set my low parameter on 27. I pretty much ignore any profiles of women under 35 but occasionally will swipe on someone young. Someone who gives me a mature or old soul energy.
I swiped on this one girl. She was clearly a Latin American woman all of 29. Which is an adult by any stretch but still feels young to me. Her eyes were gorgeous and had curves or hips like I have never seen before. She was small but had this amazing shape. I thought she could be a catfish. We spoke and she quickly liked me. We exchanged texts for a couple days and I still felt funny asking her out. Then suddenly. She says “can we get dinner this weekend?” I responded. “I would love too!”
We made a plan and went to meet her at her place. It wasn’t easy to park, so I went to her door to meet her and texted her I was there. She had me waiting for 5-10 minutes. And I was thinking I am on candid camera. So I texted again just letting her know I was at the door. A few moments later she came to meet me. Holy Shit! She was as cute in person as she was in her pictures. But felt more petite. We drove to the restaurant and it’s funny when there is someone that seems a hard get I relax even more. “What do I have to lose?” No nerves just be myself.
We arrived at the restaurant and parking wasn’t close enough. I told her I would let her out and park. She appreciated that. I asked her to wait inside and would be in momentarily. I parked and went in told the waiter about our reservation and we sat down. She didn’t know what she wanted so I talked her through some things I thought would be good. And some others if she would like to share. I even ordered her wine for her based on what her preference was. Because she was unsure.
The dinner was great. We had amazing conversation, lots of flirting and flirty eye contact. Her eyes… I swear they were sooooo amazing. She was sweet and a little sophisticated as well. She was really impressive. At one point she reached out to break the touch barrier. And she was enamored with my skin. She wanted to touch my face. I said by all means. Please do.
Towards the end of dinner she did what I didn’t expect. She said “I would like to see your place.” It was interesting because she just told me about how she hadn’t slept with anyone since she moved to the area and had a boyfriend for a while and didn’t sleep with him either. So this was a big surprise. I still wasn’t sure sex was on the table but it sure looked possible.
I don’t think “check please” could have come out of my mouth fast enough. I ran, not walked, ran to the car to bring it around to grab her at the door. She got in the car and was tipsy. She wanted a night, I could tell now. We spent most of the ride listening to her music and her kissing my neck and grabbing my pants, but more like what was in them. The drive felt 40 minutes even thought it was 20.
We got to my place and went upstairs to my apartment. It didn’t take long one drink and she was in my lap. Kissing me on my couch. And she said “can we go to your bedroom?” I didn’t say anything I just grabbed her ass wrapped her legs around me and carried her to the bedroom. I laid her on the bed and watched her get undressed. She was near perfect. Smallish breasts that suited her well very kissable all over. I took off my clothes as I looked at her in the eyes. She said “can I call you daddy?” I hesitated for a second. Is it part of her culture? Or is it because I was almost old enough to be her father? But what the fuck do I care. I said “please do.”
We went straight to it, she wanted to be fucked. While not the shortest girl I have been with she was petite. And had the added bonus of making my cock look kind of huge. I don’t say that often but it worked this time. I pulled her towards the end of the bed and donned my condom and started to push myself in. Took a moment even with her being wet. This was nice. I laid on top of her continuing to give her every inch. Then when I was deep and had stretched her enough to slide in and out. I stood back up. “I said you are beautiful.” And she said “Fuck me daddy.” So I did. It was what she wanted. She was fairly orgasmic but held back. I think she was a little shy which is weird to say seeing is we just had dinner and here we were. But I think that makes sense, women have told me they feel very vulnerable when they are cumming.
She wanted to change positions so I laid down and she showed my the most amazing ass I have ever seen. Wow! If it weren’t creepy I would have taken a picture. No one would believe it. She had just a wow ass! I can’t begin to explain it. And she knew enough to wave it at me. She said “can I suck your dick daddy.” I just shook my head as I looked at her. She took off my condom and wiped me off and started to take me in her mouth. Still waving that delicious ass in my face. I had to do something. So I start to play with her pussy. Inserting a finger and playing with her clit with my thumb.
This was pretty awesome was all I could think. I put on another condom and she climbed on me reverse cowgirl. She took my cock down but the last inch hurt her which was not great for her but certainly made my ego feel good. I thought to myself “From now on petite women only. lol.” I gave her about a dozen or so smacks on her ass. That she loved. I came hard. She laid down next to me. And said “Do you like the way I fuck you Daddy.” I smiled ear to ear.
This went on for about 2 weeks we kind of saw each other quite a bit in that time. Then one night after sex she asked about Hailey. I had only mentioned her once as she talked about her recent boyfriend she asked me about my recent relationship. Nothing big. But that night she asked if she was pretty. I said “very”. Then asked if she was heavy because of the kids. I said “no, not at all.” You would never know. Then she asked how big her boobs were… I just answered “pretty big, they are also implants.”
She got up went to the bathroom and came back crying and said “I want to go home… you men are all the same. You just want a fake big tits girl.” I was stunned. What did I miss? I tried to reassure her that I was just answering her questions honestly. There was no talking to her. I felt awful. I am sure there was a way to address her questions more sensitively. The whole ride home I felt bad. I think she even said “what if I told you that my ex had a much bigger dick?” Honestly then I realized the different sensibilities. It wouldn’t have bothered me. But I got the message.
I tried to apologize a few times and then again over text without harassing her. She wasn’t having it. We both knew she could be back on the apps and would have plenty of offers.
Thanks Hailey! For two things… 1. fucking me over in order to have this experience. 2. Sarcastically, fucking me over in this experience. But me and my big mouth. Also this moved fast and I obviously didn’t know her super well. Lesson learned! But man what a couple weeks. 🙂