I decided that was enough playing around, I wanted her to cum! I pressed my tongue to her clit and began licking fast and hard. She pulled my dick out. “Oh God yes, I’m gonna cum! Don’t stop!” And she shoved me back into her mouth. She was bobbing almost as fast as I was licking, and then she came. Her body flexed and she arched her back, pushing her pelvis into my face. She kept me in her mouth, but stopped moving her head. She just sucked on my cock head as tight as she could and let out a loud moan that vibrated down my shaft and into my balls. The pressure that had been building released, and I exploded into her mouth.
She quickly swallowed the first two shots, but then had to take me out of her mouth. Not expecting the next one, it hit her right in the eye. To my surprise, she kept her composure, took a breath, and shoved me back in her mouth. She started jerking off the shaft, hastening the rest of my load along. All the while I was still munching away at her snatch, which she still had pressed against my face. Finally, almost in unison, our orgasms finished and our tense bodies relaxed.
She swallowed what cum remained in her mouth, and took out my cock. She rolled off me and collapsed on the blanket, both of us panting. After a few minutes, I worked up the strength to move. I spun my body around, so that our heads were next to each other. We laid there naked, staring up at the night sky, still breathing heavily, for 10 minutes before I finally spoke.
“So how was that?”
“Are you kidding me?!” She sat up and turned to me, “other than cumming in my eye (which she had already wiped out) that was amazing! No guy has ever gone down on me that well before!”
“Really?”
“Really! Not even older men, who are, you know, more experienced and SHOULD be better.”
I was a little thrown off by hearing that she’s been with multiple older men, but I was also pretty proud of myself. We laid there, talking and laughing for another half hour before we finally got dressed, and she took me home. We made out in her car for a little bit in my driveway, I asked her if she’d want to go out again and she said yes. But she also said that next time she was going to Fuck my brains out, so I needed to ‘get over it’ and get ready to lose my virginity.
When I walked in, mom was sitting on the couch watching TV. It was 1145pm, and my curfew was midnight, so I wasn’t in trouble. I figured she must just want the details from my first date, and I was right.
“There’s my big boy! So tell me everything!” I sat down next to her and told her everything about doing the 69 with Danielle, she was surprised, and also happy for me. “So you probably don’t want a bedtime BJ then?”
“Well actually, we were making out pretty heavily when she dropped me off, and telling you everything that happened has gotten me kind of horny again…”
“OK sweetie” She said happily, “pull it out.”
She got up and dropped to her knees in front of me and I pulled my dick out. She dripped saliva onto the head and began stroking it. I closed my eyes and leaned my head back as she lowered hers, taking my cock into her mouth. As my mom gave me head on the sofa I thought about Danielle, I wanted to have sex with her, and I knew that if I kept refusing she’d get bored with me. But I also didn’t want to embarrass myself either. I pondered this awhile, until my body was ready to cum. I emptied my balls into my mother’s loving mouth. She was still the best cock sucker I’ve had. She sucked me clean as always, and put my prick away.
“Mom, will you have sex with me?”
“What?!” Her reaction was as expected.
She sat back on the sofa and I told her that I really liked Danielle, but she wanted to have sex. I reminded her of how awkward and nervous I was when she first started giving me hand jobs, and that I wouldn’t have been good at eating Danielle out tonight if she hadn’t taught me how to go down on her in the first place. She told me she’d think about it and we both went to bed.
Two weeks went by without a reply. She continued to give me my regular blow jobs, and she wasn’t upset, she just hadn’t come to a decision about letting me have sex with her. This was annoying because Danielle was bugging me about when we would go out again, and ultimately Fuck. I decided that I needed an answer, and if my mom said no, then I’d just take my chances of being bad in bed with Danielle. So one night after my mom finished swallowing my load, I planned to ask her, but she spoke first.
“So I’ve decided that I can’t have sex with you” She said, wiping my semen from her lips, “I’m your mother, and married, and it’s still something I can’t do. But… I’ve arranged for you to have sex with someone else.”
“What!? Who?!”
“My friend Lyla.” Lyla was my mom’s best friend, a couple years older than her and incredibly good looking. She had a very wealthy husband who paid for book jobs, butt jobs, tummy tucks, you name it, she looked like a porn star. She was recently divorced, and living off of the substantial alimony she had won when her husband cheated on her, then beat her when she confronted him about it. Due to this she was able to live in a nice house with her daughter, Shelby, that was the same age as me but went to a private school. As well as her twin boys who were a year or two younger.
“Wait, doesn’t she think it’s weird that you want her to have sex with your son?! Does she know what we’ve done together??”
“Lyla has been enjoying the single life, and that means sleeping around, especially with cute younger guys, including some of her former students. A few of them your age, maybe younger.” Mom said bluntly. Lyla had been a high school teacher, and took a leave of absence during the divorce. Then after the settlement, she decided that she didn’t need to work any more, and had taken up fucking all the teenage boys who used to have crushes on her. “And yes, she’s my best friend, I told her what we’ve done, and she understood” she continued, “so I told your father that Friday night I’m going out with Lyla for a girls night, and that you’re going to spend the night at Mike’s, but in actuality we are going to stay the night at Lyla’s house, and she’s agreed to help you have sex for the first time.”
“Um, ok” I just sat there, unable to think of anything else.
“Now goodnight, sweetheart.” She kissed my forehead and left the room.
On Thursday I was over at Mariola’s house. I helped her carry in a bunch of groceries, and in return she had just made me shoot a gallon of jizz all over her rack. I told her that I was going to lose my virginity this weekend, I left out the details and had her assume it was going to be with some girl from school. She was excited for me. Man tomorrow night couldn’t come fast enough!
All day Friday at school I was thinking about getting to have sex that night. I couldn’t tell what I was most excited about, getting laid for the first time, that it was with a total MILF, or that I was one step closer to having sex with Danielle. Thinking about it all day had me way more excited than usual.
When I got home, I came in mom’s mouth in literal SECONDS, and was still hard so I had her blow me again, Then once again in the car on the way to Lyla’s house! I did NOT want to blow my load too soon during sex.
Lyla opened the door to her house wearing shorts and a tank top and laughed. Mom on the other hand was wearing a very tight strapless dress that showed great cleavage and only went just past her ass. She had to leave the house looking as though she was going dancing for the night.
“Hey guys, come on in. Shelby just left for the night, and took the boys to their dad’s.” Lyla greeted us. “Well damn Michelle, don’t you look hot!” Michelle was my mom’s name, Lyla poked fun at her outfit.
“Hey, I had to look the part!” Mom scoffed back.
“Hi Adam.” She gave me a knowing smile that made me blush.
“Hi.” I stared down at my feet. We went in and sat on the couch. It was big and deep and very nice. The room was dark except for lit candles around the place. Lyla and my mom drank some wine and caught up a bit. Then their conversation turned to me.
“So Adam, are you nervous at all?” Lyla asked me. I nodded. “What exactly are you nervous about? Being naked in front of a girl?”
“No, that’s not a problem… I’m nervous about not lasting long enough for her to cum, and also, I’m just nervous that I won’t be able to make her cum, I don’t really know what to do during sex.”
“Well as far as cumming too fast, the only thing you can do about that is to take care of yourself before, or get a blow job first.”
“Oh he has, I made him cum in the car on the way over here.” Mom interjected, quite proudly. Lyla raised her eyebrows and grinned, I blushed and looked down again. It was strange to hear her admit to someone that she was sucking her son’s cock.
“Well in that case”, Lyla continued, “being able to control how fast you cum during sex just comes with practice, as does being able to make the girl cum. Hopefully you’ll get that practice tonight.” She smiled right at me. “Well I’m going to go change into something a little more comfortable.” Lyla got up and gave me another smile, teasing me.
“Ya I suppose I should get out of this ridiculous dress.” Replied my mom.
“Are you kidding!? You look gorgeous! But, I do have something you might like to wear for the occasion.” Lyla suggested. I had to agree, mom looked amazing.
“Really?” Mom seemed unsure, she looked at each of us and we both smiled and nodded.
Mom and Lyla both left and headed to the bedroom. I stayed sitting on the sofa, my stomach was in knots and I was trembling a little. Partly because I was nervous, but also due to adrenaline from being excited. Several minutes later, my mom came back to the living room. She told me to get undressed then left again. I went ahead and got completely naked and sat back down on the couch. I wasn’t fully erect yet, but I wasn’t completely flaccid either. I sat there, playing with my semi-hard penis out of nervous boredom.
I heard a door open upstairs. Mom and Lyla came downstairs and walked into the dimly lit living room where I sat. My dick swelled up completely hard instantly. Lyla was wearing a very hot white – lace lingerie number. It consisted of a white garter belt connected to white thigh high stockings. It would’ve shown her pussy except for a thin white – lacy thong. To top off the outfit, she was wearing a matching white open-cup bra, that was just the underwire with no fabric covering her perfect, albeit fake, 36D breasts. Right next to her was my mother, wearing the exact same outfit in black! It was a stunning image. My mom on the left with dark brown hair wearing black and Lyla with blonde hair wearing white.
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