Where it happened: best freind's mother's bedroom
Langauge: English
Sex: Male
Rating: 5
Category: Straight
My first time was a surprise. I used to hang around my best friend’s house a lot during the summer. His mom married young, 20 I think so even though he was 17, she was still good looking at 37 or 38. On the hot summer days she used to like walking around the house and yard in nothing but a T-shirt and bikini bottoms. She had nice. medium length brown hair and needless to say, I used to think she was really hot, with her boobs pointing out of the t-shirt and her nice ass in the swimsuit. I’d try to come by dressed the same as she was, with a tight tshirt and a swimsuit that gave her a look a my goods. Sometimes, when she didn’t think my friend noticed, she’d grab my ass and give it a little squeeze. After that, I hung around as often as I could and tried to look for a time when I could be alone with her. The time arrived when one day I was in the house to sneak a beer for my buddy and I when I heard her come into the house and say she had to change before she went shopping. I quietly crept into her bedroom closet and propped the door open slightly so I could see her change. As she came in, she started to lift her t-shirt off and I let out gasp. She heard me! When she opened the door I was so ashamed, but all I could think of was that tight little bikini bottom and the t-shirt that was clinging to her tits. My penis was already at half mast when she saw it poking at her. I thought she’d get mad and throw me out, but instaed she She said, “I wondered if it would come to this”. “Rick’s Dad is lousy in bed, so I don’t do it very often. He just jumps on me, and cums so fast I hardly know he’s been in me”. “I knew you were watching me when you came around and I knew what you were thinking”. When I asked her how she knew, she pointed to my penis and said “it never lies…when you’re thinking about sex and wearing a swim suit like yours, it’s easy to tell what’s on your mind” . She then started to touch the end of my quickly swelling organ, and let me rub her vagina through the bikini. I didn’t take long for her to get really wet and I began to finger her while she started to slowly caress by penis. She asked me if it was my first time, and I said yes. She then pulled down my swim suit and her bikini bottoms and started to rub herself against the tip of my rockhard penis. She then led me to her bed and said pulled me down on her, saying “this will be one you’ll remember”. She then pulled back her t-shirt and I saw the nicest looking tits, better than any porno mag model. She started to pull my t-shirt off. She then arched her hips and slowly let me enter her vagina. It was the first time I felt the inside of a woman and it was like I was tingling all over as we began to move together, even though I was as nervous as hell! She pushed herself against me and said “you’re all inside me now”, then pushed her hips a little. She was so wet and slippery inside and that was all I needed to start my rhythym and I began to move inside her. It was a few minutes and as I began moving faster and faster inside her she began heavy breathing and I was getting really hard. I could feel my balls pull tight against my body and suddenly I felt a huge pain in my penis that made me scream. I could hardly breath as I began to cum and I lost track of the number of contractions as I felt my semen spurt inside her. In ten or so seconds it was over, and as my breathing returned to normal she looked up at me, smiled and said “you’ll have lots more women in your future, but you’ll never forget your first one…me”. As I started to move off her I saw that I had cum so much a little of it spilled out of her onto the bed. She told me that that was the most any man had ever came in side her, and that because of Rick’s Dad she occasionally looked for someone to satisfy her sexually. It was then that I saw my best friend at the door. He had been peeking through the bedroom doors and saw the whole thing. He had his penis in his hand and I saw he had cum inside his swimsuit while watching us. He said he didn’t mind me doing his mom, because his Dad was so bad in bed. “It’s better you than some guy she meets on the beach or something”. I used to get together together with her from time to time, but eventually she said it had to find girls my own age. But I’ll never forget my first time.
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