[M]y [F]irst lover was my friend’s mother

So for those that asked me, I decided to make an account dedicated to my conquests and exploits throughout my life. This will be my first, and at the end, is enough evidence why I’d rather not post these on my main account. My name does refer to the length and girth of my cock, a hereditary gift that I’ll always be thankful for.

My first few stories will need some backstory. Growing up, I didn’t have the best childhood. I lived with retiree extended family that were both heavily religious and strict. My only refuge was to stay away from home as much as possible. School, sports, part time jobs, anything to get away. I luckily had a close friend from school that I would stay nearly every weekend, vacations, etc with. I was so embarrassed of my life that I refused to date. This story starts in the second half of my senior year in High school (18) and I hadn’t ever even kissed a girl.

About myself, I’m no 10/10. However, I’ve always had to reject multiple girls every year to dances, dates, etc. In college, as girls pursued me specifically for another reason, I hit the gym hard. I’m just an average guy to most people, but I get laid frequently.

So like I said, I stayed over at my friend’s house as much as I could. I’ll call my friend Pete, his mother Sarah, and his father David. His parents were the closest thing I ever felt to having a family, and so I never really thought of Sarah sexually, until one night. Well, not entirely. I did masturbate to thoughts of Sarah, but always had the clarity of guilt afterward. However, my raging virgin hormones would masturbate to practically any female I had recently came across. Sarah was your typical blonde milf. She did and still does yoga and often goes on runs, giving her a nice lean and mix of soft and toned body. She’s 5’6, bronzed skin from tanning, blonde shoulder length hair, blue eyes, a bit of a plump butt, and a 34d cup that I would learn later. She was pregnant with Pete the summer she graduated High School, and roughly 37 at the time of this story.

After Pete and I played tennis getting ready for the upcoming season, he drove me back to his house to stay the night. When we arrived, his dad’s car was home, so Pete called and looked for him, to no avail. Apparently his dad occasionally carpooled with a friend from work. With the house to ourselves, we blared some music in his room but both agreed we should shower. Rather than taking turns, Pete offered me a few towels and to go shower in the master bedroom’s bathroom. He laughed about how I couldn’t use his dad’s expensive products, and would have to use his mom’s feminine smelling products instead. Looking back, I’m amazed how one little joke changed my life forever.

Right around getting into the shower, Sarah came home. She noticed David’s car and assumed her husband was home. Myself, while in the shower started thinking about a crush at school, and the dress she wore that day that showed off her long legs. Sure, I felt bad, but I figured I would “paint the shower white.” So as I’m stroking my cock under the hot steaming water, Sarah (told from her viewpoint sometime after) hears Pete showering. She did assume that I could be in her house, but if I was, I was listening to the music in Pete’s bedroom. Or vice versa with Pete there and me showering. She walks to her bedroom and hears her shower running, and completely assumed her husband was inside.

Deciding to be kinky, she locks the bedroom door and strips naked before heading into the bathroom. She tells me she still can’t believe that she didn’t pay attention to my bundle of clothes, nor my gym bag on the ground. Then the moment that changed our lives happens as she opens the glass shower door while saying, “Who wants a quickie…..oh.” Ever become frightened enough that your lungs don’t work and you can’t even speak? That’s what happened as my eyes went wide, my mouth hung open as I see Sarah’s naked body and realizing that I was just caught masturbating. Quickly, I try to cover up, but that’s a tall order for my cock. I noticed Sarah’s eyes were looking downward at my crotch while she closed her legs together and covered her breasts with an arm as she slammed the door closed. “I need to get dressed.” She spoke in a rarely angered tone. “You shouldn’t be using our shower without notice.” I wanted to apologize, but couldn’t mutter anything out. I waited as I turned the shower off and just listened. When I heard what sounded like the bedroom door close, I stepped out of the shower, got dried and dressed.

I never told Pete what happened, and tried to avoid his parents the entire night. I was in fear that when his dad came home, Sarah would tell him. However, nothing out of the ordinary happened. When we ate dinner, I made sure to keep my head down. Sarah seemed to make sure our paths didn’t cross much. After I went home the next day, I wasn’t sure what to do. I was so embarrassed about the masturbating, that I didn’t stay at Pete’s for weeks. I did think about Sarah differently though from that point on though. I jerked off numerous times thinking about her busty chest.

It wasn’t until one weekend that Pete said his parents were asking if I was okay, that I decided to spend the night again. That day, Sarah was her usual self, smiling and nice. David showed no inclination of wanting to kill me, and best of all no one mentioned what happened. It was roughly 1:00 am when I woke up and decided I wanted to get a glass of water. I tried my best to silently head down the carpeted stairway and to the kitchen where I poured some water. It was then that I noticed Sarah wearing a white bath robe walking towards me. “Oh,” she said as she paused in her tracks before smiling. “I guess we both had the same idea.” I didn’t speak out, instead just smiling back as she walked by me and grabbed a glass from a cupboard and poured some water for herself. “You know, you didn’t have to avoid staying here after…that time.” She put the pitcher of water away, but I was paralyzed as I could barely speak up. “I’m just sorry, I didn’t mean to.” A hand landed on my shoulder as she shushed me. “I think we need to clear the air, but let’s talk some where more privately. We both drank some water and then she led me down into the basement. It was basically David’s rec room. There was a pool table, couch, television, bar setup. A few extra rooms in the basement were for his office, and small bathroom and laundry room. We sat down on the couch, me pointed straight outward as she leaned towards myself.

“Listen, I know I sounded angry, but I was just in shock. I’m not mad you saw me naked, and I don’t care that you were…taking care of yourself. I’m definitely not going to tell Pete or David. It’s just a little secret between us.” I was feeling like a weight was being lifted off of me, but even so, I couldn’t help but sneak peeks over at Sarah. I was looking at her bare legs extending out from her bath robe, and the swell of cleavage I could see from the gaps in both the robe and her nightie. Still, I couldn’t really think of what to say in this situation. I was okay with just sitting in the silence until she spoke out. “I know you don’t want to date, but you wouldn’t have to take care of yourself so much if you did.” The change of topic was a godsend and I started to loosen up. “I know, but I don’t want anything serious right now, and I’m so inexperienced I’m afraid to even just hookup. “Who cares, you’re young. I know High School seems like everything right now, but you’re going to be amazed at just how big the world is in a few years.” I looked back at her, and replied, “I know, I know. But even at parties, I freeze up around girls.” She went on to talk about Pete and his likely sex life, while I held back laughing as I knew more about it than she did.

Sarah gave a big yawn, and I took the opportunity to stare at her body. Even a few “innocent” stares at her feet began to have an effect as I could feel myself getting aroused. I assumed she was going to go back to bed, but instead she asked me, “So what experience do you have?” It sounded innocent enough, to which I replied that I had none at all. “I’ve never even kissed a girl before.” I swore Sarah glanced down to my gym shorts, before she turned her head to the stairway that leads to the basement. After a few seconds, she turned back to me and leaned in closer. “Want to finally kiss a girl?” My heart felt like it was skipping a beat as I breathed hard. “You mean with you?” I asked back in a whisper. “Yeah, but you can’t tell anyone…ever.” I replied by nodding my head up and down and Sarah moved in planting her lips on mine. “See, now you can’t say you never kissed a girl before.” Her face was right next to mine as she smiled widely, taking a moment to look back at the stairs. “Thank you, Sarah.” I simply replied while blushing hard. “That was easier and better than I ever imagined.”

“Okay, follow my lead.” With that Sarah just unexpectedly kissed me again but held her lips against mine. “My lips, follow my lips.” She whispered as she kissed again. She held her lips against mine like before but then started to open hers. I got the idea and opened mine, and before I knew it, we were making out. Her tongue entered my mouth and danced with mine, mine would do the same to hers as I learned. All while kissing, my hands were directly on my legs, afraid to ruin the moment by pulling her head in with my hand, or touching her body that I wished so much to do. When our passionate kiss broke, she was breathing fast, her arms wrapped around my neck. “No one can know, no one.” I looked into her eyes, and promised her repeatedly that I would never tell anyone.

Her forehead pressed against mine as I was still in disbelief over what just happened. However, Sarah was looking down, watching my cock throb against my shorts as it pitched a tent. Moments later, I felt it. Her hand palmed over my shorts, gripping the outline of my cock. “I can’t believe how thick it is.” She said as she began to rub up and down the length of my shaft before slipping her hand beneath my shorts and boxers. I huffed out a breath from the pleasure that was so immensely better than my own hand. She did her best to pump my cock against the restraint of the clothing and the girth that I have. Then, just like that her hand left and I felt a wave of disappointment. Sarah moved away and stood up off of the couch while I thought the fun was over. Instead, she untied the bath robe and dropped it to the floor. Now in only a pink nightie and panty, she asked me to take my bottoms off. I lifted myself off the couch and threw them away as fast as I could. Sarah’s eye were full of lust as my cock stood up and outright. She bit her thumb and looked over to the basement stairs again, listening for any sound of steps from above. Then she positioned me so I was lengthwise on the couch, one leg on, the other on the floor, as she laid down. Her head was past my cock as she starting gripping it with her hand and playing with it. She had her feet in the air, bent back, which visually was amazing for me. Her nightie rode up, revealing the hipster panties she was wearing. Still I kept my hands at my side.

“Can I taste it?” She asked as she kissed my cock. She wasn’t waiting for an answer as she planted more kisses and licked the mushroom head. Her hand held my cock at the base, angling it towards her mouth as she continued to lick and kiss. “I don’t even know if I can take it.” She started opening her mouth wide a few times before she placed the head of my cock inside. The wet and warm mouth made her hand feel dull in comparison as I started to receive my first blow job. She took the head in, and then an inch beyond it and started to gag. “My god.” She whispered before diving back in. My feet were clenched from the pleasure, my legs stiff. My hands were still never moving away from myself as I watched, closing my eyes briefly from the ecstasy of her mouth. Sarah’s eyes were tearing up as she gagged trying to take more, but still she wasn’t even halfway down my shaft. “I’m going to need a lot of practice.” She said before impaling her mouth again. As if reading my thoughts, Sarah broke up and lifted upwards as she took off her nightie, revealing to me her naked breasts again. It wasn’t long though, before they were obscured between her head, hands, and laying down. However, I felt a hand of hers on mine as it dragged it to become outstretched enough to grab a breast. And grab I did, softly, but finally feeling up a girl for the first time. I still remember the feeling of rolling her nipples between my fingers. We continued on like that for minutes as Sarah practically worshiped my cock, until she stopped and looked at me. “I can’t believe you haven’t cum yet.” I was in agreement as I replied the same. “Maybe I’m just too nervous.”

Sarah worked her body up mine until she whispered in my ear. “I can’t believe what I’ve done tonight. But, if I’m going to want to kill myself later, I have to at least know what it feels like to have that inside of me.” I was taken back, as hints of guilt started to grow. I pictured Pete and David momentarily, but didn’t react at all as Sarah made me sit normally in the middle of the couch. Nor did I care as she straddled me. Instead as she hovered above my cock and gripped it with her hand, I dove in and started to suck on her breasts. I was wild, switching from breast to breast, suckling on each nipple, licking back and forth with my tongue. Sarah had started to rub the head of my cock against her lips. Back and forth, over and over, adding more pressure as she shivered. I could feel the dampness turn wet as the head of my cock was then positioned at her entrance.

Sarah started breathing harder as she pushed me back and against the couch. She closed her eyes and started to lower her hips as I felt my cock feel nearly strangled to death. “Oh fuck, oh fuck, oh fuck.” She whispered repeatedly as her head tilted toward the ceiling. Then, the head of my cock pushed in completely as I felt the warmth that can best be described as the gates of heaven. She held still as her mouth hung open, small moans escaping here and there. My hands rose to her hips but neither pulling or pushing in any way. She started to lower on my shaft, taking an inch when I started to feel the death grip of her walls loosen or adjust to accommodate my girth. Sarah felt it even more intensely as she covered her mouth with her hand and nearly screamed out. I felt her legs quiver and shake until she went limp on top of my body, save for her legs keeping herself propped up on my cock. She was breathing fast until she came down from her high and looked at me. “I came from…only…fuck!” Slowly, she started to lower until eventually every inch was inside of her. I wrapped my arms around her body as I pulled her into an open kiss. As she started to ride my cock, we made out intensely. She told me that we would stick with cowgirl, that she needed to be in control until she got used to it. I was happy as can be as she was alluding to having sex in the future.

I wish I could say I power fucked her all night long, but she came once again and then I came right after. Nothing in life compared up until that moment as rope after rope shot out. I groaned loudly and hissed, without a care that I wasn’t wearing any protection. We collapsed and rested together before she raised off of me and we got dressed. “How much fucking cum was that?” She asked as she complained about how much was leaking out. We joked around before she kissed me again. “Make sure to spend the night next week, I think I’ll be done being sore by then. But remember, you’ll never ever get this again if you tell anyone.” I wasn’t fucking dumb enough to, so I agreed.

We got more water and went back to bed. Pete was asleep, and to this day has never hinted that he knows about me and his mother. Sarah said David is a heavy sleeper and was snoring as usual when she got in bed after cleaning up in the bathroom.

Sarah and I fucked again the next time I stayed over, as the basement became our usual meeting spot. While I never told anyone, we were both stupid and grew to love risk. One time we fucked in the laundry room, and hid there as David came down into the basement to grab something. During a long tennis match, David and Pete went home while Sarah offered to stay and wait for my match to end. She drove us to an abandoned building and we fucked in her car. I didn’t go to my prom. Instead, I took the pictures of Pete and his date after he brought her back for Sarah to see. David was away on business for the weekend. Sarah and I went to a nearby town and got dinner, while she dressed up in a brand new little black dress. We had fun in the car, but that night I fucked her repeatedly in her own marriage bed for the first time. While Pete and David were fishing, I had Sarah bent against a tree in the woods. There’s a lot of stories I could tell just about her, luckily I had a great mentor. Our affair didn’t slow down until I left for college. It was there that she had sent me a text that she was pregnant. After testing, I found out the baby is mine. Since I’m similar in genetics to David, we decided to keep her marriage together and let him raise the child. To this day, neither of us have any desire to change that scenario. We still hook up when we can.

Well thank you for reading if you did. I’m sorry for how long it is and for so much backstory, but there’s a lot to get through for this and my next story. This story was only written after permission from Sarah. Although, I didn’t mention it, there were more reasons for Sarah hooking up with me, than just lusting after seeing my cock. Personal details I won’t go over.

Source: reddit.com/r/gonewildstories/comments/b57yzh/my_first_lover_was_my_friends_mother