The night before, I had met up with a high school friend Maria, which ended up in the pool, then in bed fucking each other good. If you remember in Part 2, my friend's mom, Debbie, had peeked in through the door to watch me slide my thick cock in and out of Maria. Luckily she left the doorway without being seen by Maria.
The next morning, waking up with a smile at the time I had with Maria, also reminded me of what Debbie had witnessed. I was losing control of the situation. As much as I loved looking, fantasizing, and jerking off to the hot, beautiful, busty blonde, I was also feeling guilty about it.
I threw on my shorts and tee, and went to the kitchen to get some juice. My friend's dad, Roger, said a quick good morning, seeming more chipper than usual, lifted his hand for a "high-five" and gave me a "Good job champ," and left for work.
Oh crap, they both knew what was going on last night. Did she tell him? It was confirmed with, "Looks like you enjoyed yourself last night Ricky," with a big grin from Debbie.
"Ah yea, it was fun. Did you tell him?"
"Oh no sweetie. He woke up when he heard the splashes in the pool. Which was actually a good thing for me, I finally got some too," she said, looking up at me from her coffee cup with a smile. "Your little friend with the big boobs must have turned him on, because after watching you two in the pool he was hard enough to turn his attention to me. So thank you! Of course he didn't last long, bastard, so I brought myself downstairs. I hope you're not mad at me for wanting to see you in real action?"
"Um nah, its OK. She didn't notice you."
Oh my god, she is wearing just a tank top and shorts today, was all I could think looking at her across the table. Her cleavage on display, her nipples hard, poking through the thin material of her tank top.
"Oh good. She is beautiful. I think her tits are bigger than mine even. Watching her little body take your big dick was amazing! How many times did she orgasm?"
"Um, don't know. Twice I think."
"Oh my god, that was so erotic to see. Well, I talked to Roger, and we want to take you out to a nice dinner before you leave. We want to take you to Ruth's Chris Steakhouse, and you can have whatever you want. But on one condition, you wear your uniform to dinner?" she gives me her big mischievous smile.
"Sorry, I didn't bring it. I rarely wear my dress uniform."
"Ahh", she whines with big full pouty pink lips. "Well then, I am taking you shopping for a new suit then! Get dressed, and we can go today. The sitter was coming to watch the baby while I went to the store anyway. And I already got a new dress just perfect for the occasion. You will love it."
"Um well okay then, I will go get ready. Do I have time to eat something?"
"Oh sure, take your time, I still have to get ready to. I don't want to look like the old frumpy mom taking her stud son shopping!" And she bounced up to go upstairs, I couldn't help but stare at her ass in the tight shorts, her big boobs giving a slight jiggle.
I showered and changed to start the day with Debbie. Wondering how this would be and how I would contain myself being so close to her in the car, in the stores, without getting turned on. Focus!
The sitter was a close friend, because she let herself in, and immediately took over with the baby.
Debbie came downstairs wearing a little summer dress, that showed off every curve of her body. It was tight on top, with the help of her bra, that held her boobs up and high on her chest. It was short, but flowing around her ass, and she was wearing boots. Her makeup and hair were done simply, that gave the sexy "next door neighbor MILF" look.
We spent what seemed like hours in various stores. She would pick out a shirt, suit slacks and jacket and then proceed to pick everything else out that matched perfectly. She made me try on various slacks and coats and insisted I come out of dressing room to show her. She was finally satisfied how it looked on me with some slight altering.
On the way home, she felt the need to tell me about the red dress she bought earlier in the week just for the occasion. How she is looking forward to me seeing her in it, and thinks I will definitely like it. Then she made me choke on my coke when she asked me if I would like her to wear a thong, go bare, or would I like to know she is wearing stockings and a garter belt. But then admitted how the stockings wouldn't look right with this dress, but would try if I wanted her to.
"Um, I really don't know. Surprise me I guess?"
"Oh sweetie, you are getting a surprise then!"
I spent the rest of the day, calculating how much time I had left of freedom to myself before going back to base. I figured I would make the most of it by the pool, and in the water. I guess she figured the same, because she came out in the same red bikini she wore the first day I saw her in one. She was laying under the umbrella, talking on the phone, and playing with the baby, and once feeding the baby in front of me. I tried not to look, and stayed under the water, or my back to her, but watching the baby suck on her big boobs and stiff nipples was just to tempting not to look and admire.
That night, as I got out of the shower, I noticed no bikini or bra for me to enjoy. That was interesting. First time since she caught me stroking myself into her bikini she didn't left me one to cum all over. I realized it was alright, I didn't seem to be as horny tonight. Maybe it was because I would be leaving soon.
The next day, I slept in really late, which is not like me to do. I got up and went for a run. I needed to burn some of this depression I was feeling about going back to base after having such a nice vacation. I ran about seven miles and came in through the back yard to my side bedroom door dripping with sweat. I heard what sounded like the TV coming from open window in the upstairs master bedroom. But this wasn't the TV, because I soon heard a couple "F" bombs, and then what sounded like moaning, but couldn't quite hear it all. I slowly opened the screen door and made my way through the house.
It was obviously coming from upstairs, but couldn't make out the voices clearly. I silently made my way down the hall to their bedroom and heard it clearly. It was a porno playing on the TV. Without opening the door I looked through the crack to see the TV, a older woman taking a much younger guy from behind. She was moaning about how good it felt, and he was pounding into her at a good pace, mixed in with a few slaps on her ass.
"You like this big dick don't you slut," from the guy.
Some, "Oh my god yes. Fuck my married pussy hard" from her.
I was wondering, but soon realized, what Debbie must be doing. But I couldn't see her. I looked at different angles, pushing the door open just an inch more. Then I got a shock when I heard her scream out, "Give me that big dick now! Ooh yes, that's it. Make me cum!" And I saw her, sitting up on her bed, and a big white dildo she was holding in her hand, thrusting up into her smooth swollen pink pussy. She was bucking her hips against it. It must have been 10" long, and as thick as mine, ramming her beautiful pussy. She pulled it out, rubbing the head of it up and down on her clit.
"Yes, that's it," she said, as she watched the young guy fuck the older woman hard, "fuck her with that big dick."
She watched the scene on the TV, as I watched her, rubbing my hard cock in my shorts. Her pussy was so wet. She must have been waxed, it was so smooth and shiny. Her lips were folded back, pink and swollen. She must have been getting close. She closed her eyes as she moaned through her orgasm for what seemed like several minutes. My hand was pumping away on my cock as she shoved the dildo deep into her pussy and let out a little scream. I silently made my way downstairs and into my bathroom to shower and finish what I started.
The day went by quickly, and soon it was time to get dressed for dinner. She yelled from downstairs, wearing only a towel around her body, that we had better start changing. Roger and I had both got dressed in our suits, sitting in the living room, waiting for Debbie to finish getting ready.
Debbie announced from the top of the stairs she would be down in a minute. When she walked down the stairs, I couldn't pull my eyes away from what I saw. This is my best friend's mom dammit! What am I thinking? Her hair was done up perfectly, down, with the front in curls, draping her face. She was wearing an incredibly hot little red dress. It was halter style, so the shoulder straps helped her bra hold her big boobs up and on display. A sexy necklace sat perfectly on her big boobs, bringing more attention to them. They gave a slight jiggle as she took each step down the stairs in her high heels. The dress was short, so immediately I wondered if she was wearing panties. Her legs silky smooth, with red high heels that made her ass look incredible.
"Honey, why don't you pull the car out of the garage for us."
As Roger jumped up and headed for the garage, Debbie made her way closer to me, spun around, and asked, "What do you think?"
"Um, well. Um wow, you look amazing."
"My tits look hot in this don't they?" she asked, as she cupped them in her hands to almost let her nipples show.
"They sure do."
"What do you think of my ass? Is it to tight on my ass?"
"Um, not at all. Really." I couldn't tell if she was wearing panties or not, but it sure was tight. My cock started to stir, and she noticed me adjusting myself.
"Wondering if I am wearing anything underneath aren't you?" as she walked out the door and rubbed her hand on my cock as she moved by me.
Dinner was torture. She would flirt and tease me every chance she got. It felt more like dinner with woman I wanted to have in my bed than dinner with my best friend's mom n dad. I also noticed Roger drinking more than usual, and Debbie encouraging it. All through dinner her tits were staring at me, almost begging to be touched as she would squeeze them in her arms, or lean over the table when she spoke to me.
As we finished dinner, and stood to leave, Roger had more to drink that he realized when he fell back into his chair.