We were both startled when my phone rang. I immediately dropped my camera, my heart started beating a million beats per minutes and she quickly closed her legs. Was she aware of what she was doing? Was she doing that for me?
It was Cindy calling to check in on us. After assuring her that everything was fine on our end, we talked for a bit about her conference and then hung up.
After that, I went to the bathroom. The pictures of Olivia’s young ass and pussy had me cumming in 10 seconds. When zooming into the picture, I could swear her panties were wet at the crotch. Nonetheless, I avoided being in the same room with her the rest of day. I just couldn’t trust myself to not do anything that would ruin my relationship with Cindy. I ran a few errands, fixed the leaky shower head, did other small repairs around the house. Before I knew it, it was 6pm and our plan was to leave by 8pm with reservation for 9pm. Olivia announced she would be leaving to her room to get ready.
A few minutes after 8pm, she walked into the living room where I had been waiting for at least half an hour. If my life was a cartoon, I would be the wolf who’s jaw drops to the ground, his tongue rolls out and he bangs himself on the head with a mallet. She looks hot! Smoking hot! It was as though she had just stepped of the stage at a beauty contest during the evening gown event. She asked “How do I look” while she slowly turned around. Her hair and makeup looked professionally done, with succulent full red lips, gorgeous tits, and the bubble butt that had been driving me crazy for some time now, all while wearing one of her mother’s evening gowns. A backless red dress that went down to her ankles. She was slightly over-dressed for our dinner, but I was not about to say anything. She broke my stare by stating “I will assume you approve from the look on your face.” We were ready to go. I opened the front door and allowed her to go first, catching a glimps of her sweet caboose as she walked out. We walked to the car and I opened the door for her. The way she was looking made me want to treat her like a lady.
We pulled out of the driveway and we were soon on the freeway. “Do I really look nice? I wanted to look nice for you on our date” she said. I told her she looked great! She turned a bit to her left and smiled while asking me “Do I really look good?”
“Yes”
“Do I look sexy?”
“Uh…yes”
“Do I look hot?”
“Uh…maybe.” Was she trying to get me in trouble?
“If you weren’t with mom, would you want me as your girlfriend?”
“Uh…maybe” What was I supposed to say?
“Good!” she giggled “Tonight it is only Tom and Olivia, boyfriend and girlfriend…..Tonight, I’m yours.” She said the last three words in a very low, sexy tone. She turned to look forward while holding my hand and interlacing our fingers, same as she has seen her mother and I do many times in the past. After a few minutes I heard her say “Babe.”
I gave her a ‘are you talking to me’ look. Again, she says “Babe.” Oh, I guess we are going with the pretend boyfriend/girlfriend game. “Yes?” “Does my ass look good in this dress?” “Uh, uh…uh, uh…it looks very nice.” What I really wanted to say was ‘fuck yeah. I definitely wanna tap that ass.’
We soon arrived at the restaurant and pulled up to valet parking. They opened both our doors and she was helped by one of the attendants. The look on his face was priceless. She certainly did not look her age. As we walked to the front door, she grabbed my arm and wrapped it around her, with my hand landing around her waist. I was loving it! We checked in at the front desk and were informed our table would be ready in 15 to 20 minutes. After about half an hour, we were escorted to our table. The young man that seated us seemed new. He asked for our drink orders. I asked for my favorite, an old fashion and Olivia ordered a glass of white wine. I assumed with the kid being new, he was nervous and forgot to ask for ID. Plus, as I previously stated, she looked a older. When he left, I asked what she was doing. She said this was a date and besides, it wasn’t like she had never had wine before. Cindy, on a few occasions, had allowed her to have wine at dinner.
We were talking and laughing and having a great time at dinner, when I suddenly felt her playing footsies with me. I asked what she was doing and her response was “playing footsies with my boyfriend” I reminded her that I really wasn’t her boyfriend and her response was “Tonight you are.” We continued our dinner and conversation – she also continued playing with my foot. When the waiter brought us our receipt, he asked if we would be visiting the club next door, with Olivia quickly responding “Yes.” We were escorted to a special door that connected the restaurant to the club next door. We came to find out that they were owned by the same owner. With no bouncer at the special door, we got in very easily. We went to the bar and ordered another round and found a tall table to stand at; again, she grabbed my arm and put it around her back wit my hand on her waist. We were soon on the dance floor and I had the biggest hard-on of my life with Olivia dancing and grinding her ass on my crotch. With her outfit and dance moves, I am sure I was not the only one having trouble walking. It was soon followed by a slow song and I was feeling her tits pressing hard against my chest and her pelvis pushing against mine. How could she not feel rock hard cock in my pants? She tilted her head and put her lips on mine. Oh shit, I knew I was in trouble.
We continued dancing throughout the night and having a great time. She would kiss me here and there but never really a full make out kiss. I was loving it and started relaxing. I was enjoying our pretend date and started feeling like she really was my girlfriend. At one point during a slow dance, she once again started kissing me and soon we were making out like a couple of teenagers – if only the people around us knew that one of us really was. I was enjoying myself, she really is a great kisser. When I came back to reality, I pulled away. She brought her mouth to my ear and said “Tonight I am yours. Kiss me”. I surrendered to her request and continued kissing her. I am sure the alcohol played a part in me letting down my guard down. With the sensuous kissing, how was this night going to end?
It got late and I suggested we go home. She agreed and we were soon out the door, once again with my hand down and around her waist. Fuck she felt good! As we waited for the valet attendant to bring our car around, the kissing continued, with her always initiating the kiss. What was happening? How was I going to stop this? With a hot young lady all over you, would you want to stop it? I decided to enjoy what was happening and worry about it tomorrow morning. In the car, on the way home, she calmed down a bit and told me thank you for the date, telling she was having a great time. Arriving at home, we drove into the driveway and she did not get off the car until I came around and opened the door for her. She reminded me that the date was not over.
Entering the house, she asked if I could grab my camera. She wanted me to take a few pictures of her in her mother’s elegant dress. I walked to my bedroom and while I was grabbing my camera, she stepped into her bathroom to touch up her make-up. My god, she is fucking beautiful! She started posing in different places around the living room. She looked sexy and my cock was throbbing, begging to be free. She would sit at the couch with her legs crossed, looking very elegant. Nice, innocent looking poses – at first She then stood by the doorway leading to the hallway and stood sideways, with her face turned to me, with her side profile highlighting her succulent bubble butt. These poses were getting sexier by the minute, with her showing more of her beautiful legs through the slit on the side of her dress. By this point, I was done and needed some comfort. I excused myself to change into a t-shirt and shorts.
When I returned, I was definitely not expecting what I saw on the couch. Olivia was laying there on her tummy in her satin camisole and panties, identical to how she was dressed this morning. She asked if I was ready to continue and I told her I did not think it was a good idea for me to be taking pictures of her dressed that way. I was speechless when she answered “Isn’t this what I was wearing when you took pictures of me this morning? Don’t you like my ass in these panties, babe?” I hesitated for two seconds and then pointed my camera towards her and started clicking away. Again, she started spreading her legs, with me knowing that this time she was doing it for me! She kept looking at me while her left hand reached back and slowly started caressing her ass, while giving me bedroom eyes and slowly licking her lips asking “Is this what you wanted?” She then dropped to the floor, with her ass up in the air and her head on the floor turned to the side. Same as any girl would be while getting ready to be fucked from behind. “Babe, does my ass look good?,,,,,does it?” She was mesmerizing and I owed her the truth. “Oh yeah, your gorgeous ass looks very good.” She then asked “Don’t you wish Mom dressed like this for you?” I could only answer a simple “Uh huh.” Her response was “Well, that’s what you have me for, to wear these sexy panties for you.” By now she had turned around and was slowly crawling on all fours towards me with her top hanging, showing me most of her tits and part of her areolas. I felt like some sort of prey as she approached me. I was dumbfounded with nothing to say other than to enjoy her beauty. She approached me and slowly got up onto the sofa and straddled me.
We started kissing as she started grinding her sweet little pussy on my cock. The only thing separating our genitalia was her panties and my shorts. In the name of comfort, I had not bothered with any underwear when I changed. There is a kiss to say hello or goodbye and then there is a “I want to fuck you” full make-out kiss. That is what was happening between us. She was shoving her tongue in as far as it could go while grinding her pussy hard on my cock. I assumed this was as far as we would be going and I was more than happy with it. Her young, hard, smooth body felt amazing in my arms as I kept feeling her up and down from her flared hips to her waist and up to her shoulders.
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