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#Incest #Mature #Teen 20 seconds ago
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By Neverender My first time with a woman that wasn’t my mother.
The morning after my mother had declared me the man of the house and taken my virginity was unlike anything I had ever experienced at home. I woke up still naked in my mother’s bed. She wasn’t lying next me though. I put on a pair of boxers and headed downstairs.
As soon as I entered the living room I could smell and hear my mom cooking in the kitchen. I stood and watched her as she made me breakfast. She had her bathrobe on and nothing else. When she noticed me standing there watching, she smiled and walked over towards me. Her robe was barely tied and her cleavage was very visible. She looked kind of sloppy but at the same time it was undeniably sexy.
“Breakfast will be ready in 5 minutes.” She said placing her hand on my cheek and kissing me quickly on the lips.
I sat at the table waiting and sure enough 5 minutes later she placed a big plate of bacon, eggs and toast in front of me. She kissed me on the top of my head and headed upstairs to get ready for work. I was shocked at how there was no awkwardness between us.
For the next month I slept in her bed with her every night. Each night we would have sex, except when she was on her period. Those nights I received oral sex. Each night I got a little better at it. Afterwards we’d lay in bed cuddled up next to each other and she would tell me what I was doing right and what I was doing wrong. By the end of that first month I was lasting longer and learning more than I ever could’ve from an inexperienced high school girl. I was getting an education in how to pleasure a woman but also she regularly reminded me that this was how a woman should treat her man and that I should never settle for anything less.
My mother’s best friend was an account named Janet. They had been best friends since high school and she was a regular at our house. Especially in the last few years.
When I was 12 Janet’s husband divorced her and left her for another woman. Janet was unable to have children because of an issue with her uterus and when her husband found out that they were not able to have children, he started looking for a replacement for Janet.
Not long after that I started helping around her house as well. Mowing the lawn, shoveling snow in the winter. Stuff like that. Janet was always super nice to me and always paid me for my help despite my mom telling her not to.
Honestly, her husband made a huge mistake. Janet was the nicest chick I had ever met and she was pretty hot. She was really into yoga and outdoor activities, and because of that she was in very good shape. She was petite to begin with and all her exercise really kept her thin. She was an accountant so she had to dress business-like. She was always wearing women’s suits and above the knee skirts with stockings and high heels. Then on weekends she’d have yoga pants and a t shirts that were too small even for her frame. Her breasts were small enough that she rarely wore a bra from what I could tell.
One Friday night Janet had come over to hangout with my mom. They were going to get drunk and watch movies together. I usually stayed in my room as they were loud and obnoxious. Like a couple of gossiping school girls.
I answered the door when Janet arrived and sure enough she had her work attire on. She had a black suit and skirt on with a white blouse. Black stocking and heels as well. She looked incredible!
I stayed in my room for the next 3 hours as they made stayed in the living room. My only trip downstairs was to grab a glass of water from the kitchen. In order to do so I had to walk past them. I was wearing a pair of shorts and a tank top. As I passed them and went into the kitchen both of them were drunk and both of them were hooting and hollering at me joking about how good I looked. Not going to lie.. I did look good and I knew it. I was 15, puberty was treating me well, I was athletic and played multiple sports and to be honest… since my mother started treating me like the man of the house, I had been lifting weights in every spare moment I had.
As I passed them a second time on my way back to my room, the howling continued.
“Damn, let’s see those guns!” Janet said reaching forward and squeezing my arm.
In the time my mother had been teaching me about sex, she also taught me a lot about women. Normally I was very shy but I was damn proud of the work I had put in to get my physique, so when the drunk ladies asked.. I flexed. Janet and my mom both giggled but we’re also very complimentary and continued to make cat calls at me all the way up the stairs.
Not long after my mom yelled for me to come down and say goodbye to Janet, which was odd but I figured it was because they were drunk. When I got downstairs Janet was standing in the doorway with a big smile and she gave my mom a hug and then signaled for me to come over for a hug as well. I had given her hundreds of hugs before this, I mean I had been calling her aunt Janet since I was a toddler. This hug was a little different. She pulled me close. So close that if I had an erection she sure as hell would’ve known. Her perfume smelled nice and as the big ended she put her hands on my biceps and squeezed them once more.
“I can’t believe how much you’ve grown up. You’re a man now.” She said just before she turned and headed out.
Janet was really drunk and I took everything she said with a grain of salt because I was very used to their drunk behavior.
I locked the door behind her and turned to face my mother. She was very intoxicated.
“Let’s go upstairs.” She said with a grin on her face
She took my hand and lead the way up to what was now becoming our bedroom. We both took our clothes off and climbed into bed together and proceeded to have sex.
The next morning was a Saturday and I had to work at the grocery store. While I was working Janet came in to get a few things. When she saw me she asked if I was able to come over and help with some things around the house the next day. I agreed as I always did.
I got home and told my mom that I was going to be at Janet’s the next day and she seemed relieved as if she knew Janet was going to come by and ask me. After dinner that night, mom and I went to bed and had our usual sex/education together.
The next day I went over to Janet’s house which was only a block away. When I got there she was wearing yoga pants and a t shirt with her belly button exposed. Her hair was in a ponytail and she was ready to get to work. We did a few things in her yard, mowing, picking up sticks, sweeping debris from her driveway and such. When we were done we both agreed that going inside to cool off and get some water was a great idea. As we each crushed a bottle of water in the kitchen I noticed Janet had a grin on her face. I recognized it because it was the same grin my mother had when she was wanting to go upstairs with me.
I set the empty bottle down and quickly Janet took two steps towards me and leaned on the counter. She reached out and once again grabbed and squeezed my bicep.
“I can’t believe how tall and handsome you’re becoming.” She said in a soft tone.
“Well I have been putting in a lot of work lately.” I responded
“That’s what your mom tells me.” She said with that same grin
It was at this point I got an erection. The way she was dressed, the way she was looking at me, the way she was touching me, the way the sweat glistening down her face and neck looked.. I was rock hard! I tried my best to hide it but Janet wasn’t an idiot, she knew. Of course she knew. It was her intention to get me turned on.
“Your mom has told me all about what’s going on with you two by the way.” She said
The mood in the room quickly shifted for a brief moment before Janet got things back on track.
“It’s ok, it’s not something to be ashamed of. She’s teaching how to be a man the best way she can. The thing is, I’d like to help if that’s ok with you…” she went on to say.
“What? How?” Is all I could mumble out
“We’re both pretty sweaty and dirty, why don’t you come join me in the shower.” Janet said taking my hand and leading the way without waiting for me to respond
As we entered her bathroom I closed the door and she turned on the water. As she stood back up, she turned to me and pulled her shirt up over her head and dropped it on the floor. Her tits were so small but they were so unbelievably perky. She immediately pulled her pants down and kicked them in the now growing pile of clothes. She turned and got into the shower. As she stood there the water began to cascade down her petite body and I found myself staring at her perfectly trimmed patch of red pubic hair.
“You gonna stare all day or join me?” She said with a seductive smile.
As I started to pull my shirt up over my head I felt Janet’s wet hands reach out and grab my belt buckle and pull me towards her. She unbuttoned my jeans and reached her hand down the front of my pants. She grabbed the base of my shaft which was rock hard!
“Oh wow!” Janet said pleasantly surprised
My head fell back and my shoulders dropped as if all the world’s problems had disappeared. I had never been more relaxed than when her hand touched my cock for the first time.
“You gonna take your pants off and join me or not?” She said firmly giving my dick a tight squeeze
“Yeah, sorry you’re distracting me.” I said with a chuckle dropping my pants to the bathroom floor.
I stepped inside the shower with her and closed the glass door. Instantly Janet pressed her wet body against me, put her arms around my neck and shoved her tongue in my mouth. My mother had kissed me on the lips millions of times prior to our relationship but when we started our sexual relationship she didn’t tongue kiss me ever. Fortunately for me I had a girl cousin that was the same age as me and when we were 13 we would make out all the time. We called it “practice kissing” but it was two hormonal teens that wanted to make out. Honestly I’m surprised that we never went further than making out and a little heavy petting.
Janet’s tongue swirled around mine perfectly as she pressed her wet body as close to mine as possible. She began to grind on my leg and my throbbing erection pushed firmly into her stomach. Being she was so petite she didn’t have an ass either but I still reached around and gave it a good squeeze.
We aggressively made out for a few more minutes before she guided my hand onto her hairy muff. I slid two fingers inside her and was shocked at how wet she was! She immediately gasped and started moaning uncontrollably. My mom had given me a lesson or two about fingering so I just did what she taught me and within 30 seconds or so Janet was panting and crying out in pleasure. She urged me to keep going and so I did. She had 4 consecutive orgasms just from my fingers in a matter or 2 or 3 minutes.
Janet finally pushed my hand away from her pussy and returned to kissing me. Then she turned around and placed her hands on the wall.
“It’s your turn.” She said out of breath
I was so surprised I hadn’t exploded already! I pressed my cock against her furry, drenched pussy and pushed my cock inside her. She was so fucking tight! I couldn’t believe it! To this day I haven’t been inside a woman that tight!
She let out a loud scream as my cock slid inside her. I put my hands on her hips and began thrusting into her.
“Oh god fuck me!” She cried
I continued to keep my pace trying so hard not to cum! I knew I wasn’t going to last long. Janet reached back and grabbed one of my hands and placed it on her perky little titty. I began playing with it and pinching her nipple. Then she grabbed my other hand and placed it on her throat.
“Choke me!” She moaned.
Her taking control and telling me what to do was enough of a distraction that I lasted a little bit longer.
“Harder! Choke me harder goddammit!” She screamed
My grip on her throat tightened to the point I was worried I was hurting her but she just kept on screaming and giving me instructions.
“Fuck me! Harder! Come on, fuck me harder! I want you to cum as deep inside of me as you can!” She cried
I began to thrust as hard as I could. Holding her throat and pressing my face against her ear. I could hear her struggling to breathe but she was enjoying it so much!
“I’m gonna cum again!” She screamed
“Me too!” I grunted in her ear
“Cum with me! Oh Goooooooood Yeeeeesssss!” She screamed.
The bathroom echo made it so much louder than it probably was. As she screamed I finally exploded inside of her! I gave her one last thrust and plunged my dick as deep as I could.
“Oh fuck that’s so deep!” She moaned
All I could do was let out a tapestry of primal grunts. As I released my grip on her throat and pulled out of her pussy, she immediately turned around and started sucking on my cock. It was still incredibly sensitive but it felt and looked amazing.
As she finished sucking the last few drops of cum I had inside me, she finally looked up and made eye contact with me. Both of us were out of breath and the hot shower made it very warm inside the bathroom.
“Holy shit!” Janet muttered running her fingers through her hair.
Once we caught our breath we started cleaning each other. We soaped each other’s body’s and it lead to us kissing and fondling some more. As soon as we dried off we made our way to Janet’s bedroom and had sex a second time. This time was completely different than the first. In the shower it was like two people fucking like animals. There was a lot of grunting and rough play. However, when we were in her bed it was all missionary position and a lot of eye contact. That was the first time I felt like I was making love to a woman.
Afterwards, we finally got dressed. Janet and I made plans to get together again the next night. I had to work at the grocery store that night. Janet picked me up when my shift was over and we went back to her house and had sex once again. This became a regular thing between Janet and me.
I was absolutely terrified that my mom would find out about us but to my surprise it was her that had told Janet about us, and had encouraged and set up the two of us. My mom wanted me to try out what she had been teaching me on a real woman.
My relationship with my mother didn’t change when I started having sex with Janet. I still slept in the bed with her and we still had sex regularly. Janet and I went on to have sex once or twice a month until I was 18. My mom and I would continue our relationship until I was 27! I had girlfriends and a couple boyfriends, yes I’m bisexual, all the while having these secret relationships with my mom and her best friend. I got married when I was 24, and still continued secretly with my mom for 3 years.
Janet met a man and remarried effectively ending our thing and my mom got sick and passed away when I was 28.
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By Neverender #Incest #Mature #Teen
