The Wine Festival : Part 1

It all started with my plans for the weekend blowing up in my face. On Friday morning everything I had been looking forward to was shot in the ass either by being cancelled or postponed so I was left with a boring weekend in site. I grabbed the paper and tried to find something, anything to do. It was so lean that the best I could find was a wine festival in the mountains. Me, at a fucking wine festival. Shit I don’t even like wine but oh well, might as well make the best of it so Sat morning off I went to “wine country”. “You’ve got to be kidding me” I thought as I watched all of these pretentious bastards roaming around sipping wine as though they were some expert.

Hell I could have pissed in one of those bottles and one of them would say, “what an exquisite bouquet”. The only thing this place had going for it was some pretty good food. As I was grabbing a snack I heard a female voice behind me say, “I don’t believe my eyes. Jake, what in the hell are you doing here?” It was Jill a woman who had worked with me a number of years ago. She had moved west when she got married and I had not heard much about her since then. “Me, what about you? I didn’t know you were back in the area. How are you?” She went on to explain how she and her husband split up and she had come back to visit family and they thought she should come to this festival to “meet some interesting rich men”. She joined me and we caught up on the last few years. Jill is a couple of years younger than me, (I am 55) and on the short side and when we worked together she was pretty hot and wore tight clothes, and liked to show off her body, especially her boobs.

She had put on a few pounds since them, (haven’t we all) but was still pretty good looking and still proud of her chest. There was plenty of cleavage and of course as she was short it was easy to see. As we walked around the festival she caught me on more than one occasion looking down her top. She looked up at me finally and whispered, “you are still a tit man aren’t you?” I nodded agreement and off we went. We must have made the loop around the festival 3 or 4 times and finally we had to decide what to do next. I knew what I wanted to do. I had wanted to fuck her all the time we worked together but the opportunity never came up and soon she was off to get married, and even though there were a few extra pounds, she was still pretty hot. I was trying to figure out a way to get to the subject of an afternoon of sex when out of the blue Jill said, “Hey, I have an idea. You’ve been wanting to get into my pants for years, what do you say we go for it this afternoon?”

I was a bit flustered and mumbled something like “OK”. (What a smooth dude I am.) Jill then said, “I don’t suppose my sister will appreciate me bringing a guy home and fucking his brains out in front of her and the kids and if I remember you have that sexy corvette and that doesn’t provide much room does it?” Finally I regained my composure and said, “well that’s what hotel rooms were invented for.”

In less than half an hour we were unlocking the door to our room. Because of the festival there weren’t many rooms available so we ended up with a suite. A three room 3 bed suite for an afternoon fuck session. Little did I know we would be glad we had the room.

In no time she had her top off and her shorts down to the floor and there she stood, in a very sexy purple bra which barely held her boobs and a matching thong that barely covered her pussy. She walked up to me and grabbed my belt buckle and in one motion had my pants to the floor. My dick was already at attention and she grabbed it on the outside of my shorts and purred like a kitten. “mmmmmmm she said, you are ready aren’t you?” I removed my shirt as she let my cock free from the tighty whities. A couple of strokes and I was ready to go. I leaned over and kissed her and I forgot how short she was. I practically fell over. It was like kissing a kid except for the incredible tits. She laughed and fell to the bed on her back. She grabbed her boobs and pulled the bra away from them and they sprang out. She rubbed them and pinched her nipples and then pulled one to her lips and licked her nipples, one then the other. Then she let her hands go between her legs and one hand inside her panties and one on the outside rubber herself, moaning as she rubbed. I took my cock in my hand and stroked it.

She was so hot and sexy laying there playing with herself. “This is about all of have been getting for the last year or so”, she said. I stood over her as she reached under her back and unclasped her bra and then slid out of her panties. She spread her legs and reached down and spread her pussy lips with 2 fingers of her left hand. The tiny bit of dark hair on her pussy made the moist pink lips even more pronounced. I was positioning myself between her legs to fuck her when she grabbed my cock and pulled it towards her face. “A little lubricant might be in order here”, she purred. Then she raised her head and took my cock into her mouth. I was trying to go slow but in no time she had me all the way into her mouth as far as I could go. She grabbed me by the ass and tried to pull me in deeper and them she looked up at me and began to move my ass back & forth in a fucking motion. After 3 or 4 thrusts she pulled off and out my cock popped. “Fuck its been a long time since I got to do that. “. My cock was still right at her lips so she spit a big wad on the tip of my cock. I sort of sat there like a big wad of cum and she said, “now you can fuck me.” I gladly obliged slid down and entered her.

Between her wet pussy and her spit on my cock I went in easily and happily. It felt so good but thankfully I wasn’t ready to cum. I fucked away and we both were making noises that were sure to make the neighbors aware of what we were doing. Good thing they were at the festival. I pulled out after a few minutes and rolled her over and started fucking her from behind. I felt her hand make its way to her pussy and in no time she was rubbing her clit as I fucked her pussy. She looked over her shoulder and said “ I need to cum before I dry out baby, you cum too, ok?” I was eager to oblige. I always cum quicker when doing a woman from behind. Jill was hitting all of her good spots and in no time she was crying out, “oh I’m cumming, ooooooooh yes” and she slammed her ass into me several times and I could feel her pussy grab my cock tightly. After a few of those thrusts from her she reached back and grabbed my hip in order to keep my in her as far as I could go. She was still rubbing her clit and I could feel little shutters as or orgasm wound down. “Give me a minute baby” she sighed and she fell face down on the bed. She rolled over on to her back and then pulled me on top of her. “its been a while old friend, I really needed that. I leaned down and kissed her and started to re-enter her. I felt her tense up and I was not sliding in near as easy as before. “I don’t stay wet like I used to darling, mind if I finish you like I started you?”

Before I could answer she had pushed me over to my back and was sucking my cock. Watching her head attack my cock and hearing her moans, groans and slurps I was ready to cum in no time. “You keep that up you will get a mouthful very soon, its been a while for me too”, I said. I heard what I thought was a gurgled “good” from her as she sucked and sucked my cock. Now I was ready so I gave her one more “warning” but she never moved and before long my first load of cum streamed out of my cock and into her mouth, she then removed her mouth just in time for the second to squirt her on the forehead and across her eye. There was a third mini squirt which gave her a dribble on her chin. She sat up next to me holding my cock tight in her hand. A bit more dripped out on to her hand. She smiled and as she did so cum ran out of her mouth and down on to her chin.

Then it dripped from her chin to her boobs. Little drops of cum now dotted her chest as she swallowed the remaining cum. She took a deep breath and knelt here beside me, the sun shining on her from the window. Her reddish brown hair looked so sexy and her cum soaked chin and drops on her tits looked like cake icing on her. She took her finger and wiped away the cum from her face and then licked it off. “I do make a mess when I eat don’t I”? She laid on top of me and I could feel the cum on her as she found a comfortable position on me. I happened to notice the clock next to the bed and laughed out loud. “What’s so funny?” she asked. “Well for an afternoon fuck session as you called it we didn’t take too much time did we?” It had been just over 20 minutes since we started. “Hey, who said we were finished?” Up she sprang and I heard the shower start.

Come on and lets rinse this jizz off of us. Sweetie, I am going to need some non natural lubricant if you know what I mean. “ I need to call my sister and tell her not to look for me for a while either. She grabbed my hand and pulled me into the shower and she washed us both off. I started to get a bit hard again and Jill said, “down boy, wait till we go to the store won’t you?” In no time we were off to a drug store. We found the area with condoms and lubricant. It was a little bit late to worry about condoms but I figured we should get some anyway and a couple of different lubricants. As we checked out the girl behind the counter smiled and said, “looks like I know someone who is going to have a good time tonight.” Jill laughed and grabbed me by the waist and said, “oh honey we started over an hour ago, just stocking up for the weekend.” Becky (that’s what was on her name tag) laughed and asked if we were here for the wine festival.

I told her sort of and that we were not really wine types but the food was good so here we are. “So is the sex kiddo, so is the sex”, Jill added. “Where you guys staying”, Becky asked. I told her the Sheraton and she smiled and said, “nice place, maybe I’ll see you at the festival tonight, I thought I might see what it’s like.” Jill grinned and said “we might be there, as you can see our festival is sort of somewhere else.” Becky grinned an evil smile. It was hard to tell how she looked under that smock she had to wear at the store. She was blonde and had a sort of plain face, (not much reason to wear makeup at this store I guess). I was guessing she was about 20-24. Jill looked up at me and smiled with an equally evil grin and took the credit card receipt and turned it over and wrote our room number on the back and handed it back to Becky. She looked at it smiled and said, “Thanks for shopping with us”. I noticed she took a second look at the back of the credit card receipt.

Jill handed me the bag with our goodies in it and said, “I can’t believe I just did that. You are a bad influence on me mister, a real bad influence, and I love it. Think she will show up?” I said I doubted it, it’s a small town and if she was seen going into a hotel room the whole town would likely know by the next morning. “You’re probably right, but hey, you never know. And to answer your next question, no I have never done anything like that, but there is a first time for everything. It just looked like sweet Becky needed it as bad as I did earlier. A woman can tell you know. Now lets go get something to eat so we have energy for later.

Off we went, a box of 12 condoms and 4 tubes of various lubricants. My boring weekend had finally begun.

To be continued…….