What ended up being a wild summer started out normally. My bff from high school, Casey, and I hung out. She lives with her mom in a nice house with a pool, and we lay out, shopped and went to parties where we talked about our year with old friends from high school.
One afternoon in mid-June, I went over to Casey’s to get some pool time. Her mom, Jayne, answered and told me Casey’s dad had called earlier and she had gone with him to spend the day on his boat. Casey’s parents had been divorced for as long as I can remember, but Jayne had never remarried which has always surprised me because she is beautiful. I apologized for bothering her and turned to leave. Jayne said she was about to lay out and would love the company.
I set up on a lounge and had just laid back when Jayne appeared with a pitcher of Margaritas. I happily accepted as laying out is more fun when booze is involved. Jayne removed her wrap and revealed the tiniest thong bikini I have ever seen, and my eyes nearly popped out of my head. Like I said, she is beautiful and has a super toned body and big breasts. She owns a gym and is a personal trainer, and at 40 looks better than a lot of girls I know. I’ve had a crush on her for years, but never thought it prudent to hit on my best friends mom. But now the sight of her had my pussy tingling.
We laid out, talked and drank for a while. I kept sneaking peeks of her breasts trying to burst out from under the little triangles, just getting myself more worked up. She finally turned onto her stomach, giving me a great view of her perfect butt. She undid her top then asked me to put lotion on her back. I could the heat between my legs as I massaged the lotion into her back. I couldn’t resist rubbing down her sides, and the sides of her boobs which were pushed out. When I finished, she asked me to do the rest of because she was too comfortable to move. I started at her ankles and worked up. I got nervous and excited as I got to her upper thighs. I was unsure whether I should do her butt since she was in a thong. She spread her legs a little allowing me access to her inner thighs. I could clearly see her pussy lips outlined by the thin material. I was so hot I thought I would come right there. I did her thighs coming as close to her pussy as possible without touching it, then went for broke and massaged the lotion into her butt cheeks. They were so tight and firm and I probably spent too much time there. I even slid my slick hands down the crack of her butt.
I laid back down on my back. My pussy was soaked from the experience. She started asking me my sex life at school….and I was buzzed enough to talk about some of the boys I had been with. After 10 or 15 minutes I turned over onto my tummy and kept up the conversation. She asked if I’d like lotion and I said yes. She sat up and leaned over me, untying my top and giving me a wonderful massage with the lotion. It was so relaxing I almost dozed. Midway through I turned my head to face her only to see her breasts swaying inches fro my face. She hadn’t put her top back on, and I was face to face with the nicest set of breasts, with big, dark areola and bullet sized nipples that jutted out. When she finished my back she started up my legs, only from her same position. She then asked me about the girls I had hooked-up with at school. I tried to act surprised, but she cut me off, telling me Casey had told her of my sexual preference years ago. By now her hands were on my inner thighs, and she rubbed up until the edges of her hands were rubbing my pussy lips through my suit. I tried to talk, but couldn’t as long as she kept doing that.
Finally, she finished. I was a wreck and had soaked my bikini bottoms, which I was sure she must have felt. She told me relax, that she had been with girls as well and there was nothing wrong with it. After 15 minutes of awkward conversation on the matter, she said she was hot and needed a dip in the pool. I agreed as I was hot too, just not from the sun. I started to reach for my bikini top strings, but she was already off the chair and told me not to worry about. The house was very secluded but I was still nervous. We cooled off for a few minutes in the water. Then she asked if Casey and I had ever been together. I told her no, and that’s why we were such good friends. She said that was good because she would hate to seduce her daughter’s lover. Then she reached out and cupped my left tittie with her hand. She looked me in the eyes, then cupped the other breast as she moved her mouth over my left nipple. I instinctively pushed my chest, and the rest of me, into her. She sucked and flicked at the nipple until it was rock hard, then moved her mouth to the other one. As she sucked the right nipple, I felt her hand slide down my stomach to my pussy which she began to rub through my bikini. After a few seconds, she slid her figer under the fabric and straight up my soaked hole. She fingered me for a moment then said we needed to head inside to take care of my “problem”.
She took my hand and led inside and up to her bedroom. She pushed me onto my back on the bed and crawled up my body. I felt her heavy breast drag up my body then plant firmly on my own little boobies as she sank her tongue into my mouth and we kissed for the longest while. Her hands were all over me while we kissed and all I could do was lay back and enjoy. She finally broke the kiss and licked her way back to my boobies. She gave them a good work over with her mouth and one hand, while her other hand found its way under my bottoms and began to finger me. Eventually, she kissed her way down to my pussy. She repositioned herself between my legs, looked up at me with a sly smile and asked if I was okay. I Nodded. She then made a production of undoing the strings on my bikini bottom and pulled the fabric down revealing my bald pussy and swollen lips. I lifted my hips so she could the bottoms aside. She kissed and licked my pubic area before finally slipping her tongue down between my lips. My back arched instantly as she drove her tongue up into my pussy and then back out and over my clit. I had my first orgasm within 30 seconds, but she didn’t let up.
She fucked my pussy with her tongue for a long while, then slipped 2, then 3 fingers into me as she sucked on my clit. I came again in no time. She then went back to fucking me with her tongue. I felt her fingers spreading my wetness to my butt hole, and then a finger sliding in. I love anal sex, so I was now in heaven. Soon she had 2 fingers pumping in and out of my ass while her mouth worked my pussy over. I don’t know how long it lasted, but I had to push her off after my third orgasm. We lay together for a few moments….I was literally panting in a state of bliss. She told me to lay back and let her do all the work. She pulled herself up and fed one of her big boobs to my mouth. I grabbed it with both hands and sucked the nipple in, nibbling and flicking my tongue over it. One hand slid to her other boob and massaged it until it was its turn. Once she was satisfied with that, she drug herself up over me and I let my tongue slide over her tummy as she stradled my chest. I was staring at her pussy, clearly defined through her thong. She undid the strings and pulled it away, revealing a beautiful pussy with the smallest of “V”’s shaved into it. She scooted up over me and planted her pussy right on my mouth. I grabbed her ass cheeks and proceeded to fuck her pussy and clit with my tongue. She ground herself down into my mouth hard as her first orgasm hit. Her cum soaked my face, but she begged me not to stop. I slid my hands further around her ass and pushed a finger into her asshole. She moaned loudly and came again.
She fell forward for a moment to catch her breath. She then pushed herself back up, swiveled her hips and positioned her asshole over my mouth. I eagerly licked her tight hole and pushed my tongue in as far as I could. She was rubbing her clit like a madwoman, and I felt her tensing up again. Her 3rd O was shattering, leaving her cum all over my face. She finally fell off of me. Her pussy was still in my face though, so I kept flicking my tongue into her slit just to get that aftershock. We rested awhile, and she told me how much she enjoyed my body and how refreshing it was to have sex with someone with so much passion. I admitted my long-time crush on her, and she laughed, saying it had been mutual. We never left her bed and went at it a couple more times into the early evening when I had to go because Casey would be home soon. We explored each others bodies with our fingers, mouths, and even a few toys Jayne had stashed.
Casey never did find out. But that was just the first time Jayne and I hooked-up. She became a teacher to me in the ways of sex over the course of the summer. She introduced me to things I had never considered, and coaxed me into doing things I hadn’t dared before. But that’s another blog…or 3!
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- harleyrider69