Where do I start? This happened way back in 1987, I at the time I was a 19 year old with a high sex drive and reading more Playboy than actually getting laid. My mom's friend Gail, a 39-year-old sexy divorced woman with wild blonde hair and a big set of tits. Gail's nickname was Dolly because she had real long nails and always wore low cut tops showing off her big tits like Dolly Parton. She slightly resembled Dolly but I always called her Aunt Gail while growing up. Gail was wild and carefree and everyone loved her. She would always secretly flirt with me, as I got older especially when I turned 18. At 19 I was a big kid at an even 6 ft tall and possessed a near nine-inch cock, which I still pack today lol. Unfortunately at the time I turned 19 I hadn't had a girlfriend in almost a year so there was plenty of jerking off going on. My parents were divorced as well and Gail was over almost every weekend drinking and playing cards with my mom. Sometimes they would go out to a bar. Gail always asked me when I was going to have a few drinks with her and not being able to get in bars I told her she'd have to wait a couple of years. I noticed how since I had turned 19 she would flirt with me even more than before, getting more physical like pinching my butt or sometimes putting her hand up my shirt and scratching my back with those long nails which drove me nuts. She'd massage my shoulders sometimes and always kissed me on the lips to greet me where as before it was on the cheek. One weekend my mom had to take a short trip to Wisconsin for her job and I had plans so my mom asked Gail if she could watch my sister who was 11 at the time. It was just for Friday night and Gail asked me to cancel my plans and hang out with her. I found this a strange request at the time but she talked me into it. I was only going to a friend's party but the thought of spending time with Gail seemed like a good idea. She seemed real happy when I told her I'd hang out with her. I figured if my sis mentioned anything to my mom I'd just say I didn't feel good and came home early. I had to leave the house until my mom left and Gail was coming over at 7pm. My mom was leaving then, it was only a short drive to where she was going. I went and hung out at the record store until about 8 and then went back home. Gail greeted me with a big hug and was in a damn pair of silk pajamas, I remember they were pink and the top was unbuttoned showing her cleavage. She was playing a game with my sis and they were having a good time. Gail told me she was spending the night, which I didn't even know about. I took a shower and went to my room and listened to music and went back downstairs around 10. Gail was getting ready to put my sis to bed. It was around 10:30 when my sis finally went to bed and Gail seemed happy that we were alone. She went and poured herself some wine and asked if I wanted any, I preferred a beer so she brought me one in the living room. Before you know it, it was almost 12:30 and I had put down 5 beers and Gail a few large glasses of wine. That's when she moved over and sat real close to me on the couch. I just had some jogging shorts on and a t shirt, no underwear and Gail was talking to me real close making my cock start to get hard. She had her arm around me and told me how sexy I had become and all sorts of other drunken nonsense. I noticed somewhere along the way her top was now unbuttoned almost all the way, she obviously did it when I wasn't looking. I could see most of her tits and they were big. My cock was now getting very hard. Gail had her hand on my chest and glanced down at the bulge in my shorts. As she whispered in my ear she moved her hand to my cock. She rubbed it through my shorts and started licking my ear. That's when I turned to kiss her and our tongues met for the first time. We kissed as she gave my cock a good massage and I put my hand on her tits. Man they were big and soft. I took her top off all the way and began sucking them. I licked her nipples and squeezed them and she released my cock from my shorts. I slid them off and my full 9 inches was hard as a rock and standing straight up. Gail moved down instantly to my lap and sucked and licked it very eagerly. One thing when I was younger, when I drank I could stay hard for a long time. Seeing those long nails wrapped around my cock while watching it disappear between her painted lips was a real sight. She slipped out of her pajama bottoms and got on top of me so we were in a 69 position. Her pussy was shaved almost completely with just a little strip of hair above her lips. I lapped at her loose cunt lips like a starving animal. When I think about it now, she had probably had fucked several men. She had some big pussy lips that hung down. I gave her a good tongue fucking until she came. Her pussy got really wet and creamy and being young and eager I tried lapping it all down. She flipped around and sat on my cock and started riding me on the couch. I prayed my sis wouldn't walk in, we were lost in the heat of the moment. I didn't last long in her pussy and came so hard I thought I was going to pass out. She milked me for every drop and then dismounted me and cleaned my cock with her mouth. She kept right on sucking for another five minutes until I was rock hard again. She told me to fuck her again and she got on the couch on her hands and knees. I grabbed her hips and put my cock between those huge pussy lips and fucked her hard for a good ten minutes. I came hard again deep in her pussy. A little later I went to my room and Gail came in and spent another hour with me in there and I ended up eating her cunt for a good half hour and then fucked her again filling her pussy with another load of cum, although this one was not as powerful, I was tanked out. I really got an education that night and throughout the next 3 years I must have fucked Gail another 70 or 80 times and even got to pound her asshole a few dozen times. I see her now and then and as she gets close to 60 she still looks damn good although now being married all we can do is talk about "the good old days"