I, 18[M], began a 4 year affair with my 36[F] dads girlfriend.

I have wanted to post something here for a long time but never knew what. So why not begin where it all started. Let me preface this by stating this is not a celebration of my actions but a cathartic exercise, nevertheless it is a Gone Wild story. 

I often see stories of this nature, or ‘my step mum is seducing me, posts here on Reddit. My advice is to run and don’t get involved. If you have already, I can’t help you other than I’m sorry. Although I did enjoy it at the time and thought it was two mature adults consenting I’m still dealing with the negative effects on my mental health and future relationships today. But I digress, this is not Gonewildandregreteditstories after all.
I was 18 and a virgin. Jenny was 36 and of Chinese heritage but not Chinese. While I was just a skinny kid, 6.2ft at about 79kg and pasty as fuck. She was beautiful. Dark skinned, depending on the season and tan. About 5.8ft, good size tits and had a figure and a great thick arse.

She had been with my dad for a few years at this stage. She was 10 years younger than him. For reasons that are probably obvious to me now but she hated my mum and sister. She drove a wedge between my sister and my dad that they have never recovered from. She was very kind and affectionate to me. So we got along.

To me, she was very sexual and was confident in her looks. She looked good in her bikini and loose-fitting clothes. Of course, I noticed. Casually, on the couch one day I looked over and her little shorts had ridden up exposing her vagina. Her bush beautifully framed by lighter tan lines. Her tan lines juxtaposited against the darker shade was sexy. When I would masturbate the image would involuntarily jump into my mind. Little did I know, years later my cock would be inside it. Further to this I occasionally heard her moan in bed. Almost like putting on a show…

Flash forward, I’m 18, fresh out of college and nowhere to go. She offered me a job with her. Why not? For convenience, as I didn’t drive at the time, I moved in with them both.

We began spending time together, after work, alone, drinking and socialising. She became a friend. We would talk the night away on all topics. I was young and had interests my dad never shared with either of Jenny and me. She was a drinker and he was not. He was happy at home and I was happy to keep Jenny company.

Fast forward to when it first happened – we had been drinking heavily at work with colleagues. What started as a casual drink turned into a big night resulting in us catching a taxi home at around 2 am. We were very drunk.

There was a 30-meter walk to contend with and we both had trouble walking straight, as you do when drunk. We were bouncing off one another as we staggered laughing. For a joke, I picked her up to carry her. After 10 metres or so I dropped her down and fell and she fell on top of me and more laughs were had.

She straddled my hips and leant in and kissed me. I kissed back, momentarily before I pushed her away. We locked eyes and we kissed again. The gravity of the situation hit me again and I pushed her away, “stop,” I said. “We can’t.”
“I know” she replied. “I’m sorry”
“Why?” I asked. “Why would you do that?” The seriousness of it all hitting me. I cupped my face. I would be lying if there wasn’t an attraction but we couldn’t. “We can’t,” I said, again.

Jenny was slowly grinding herself on me raising herself up and down of me along my legs and grinding my hard cock. “I know.”
The moment could be contained, not much harm was done after all and not much has happened. “Why did you have to do that?”
“I’m sorry.” She continued to grind, and moan.

“Let’s talk about this.” I shook her off of me and stood up. We held hands and walked out of the open to a secluded area on the garden. My brain was screaming let us discuss this and drop it. But the devil on my shoulder was my hard cock and the anticipation that this was as close as anyone had come to touching it. In a joint drunk and horny stupor, I convinced myself we could maybe fuck and it will be all okay.

We sat and “talked.” My hands cupped her tits as she moaned into my mouth as we kissed. Her hand rubbing my cock through my pants. My hand began to slip between her skin and waistband of her tights. I found her hairy pussy, wet, and my fingers hovered over it. She bit my lip and bucked her hips forward forcing her pussy onto my fingers. I slipped my middle finger inside.

She worked my cock out of my pants and stroked it. We continued to kiss only to come up for air and reassure each other “we shouldn’t.” The taboo nature of it all increased the excitement.

I found when I hooked my finger up against the front wall of her vagina she would let out a lustful moan and kiss me harder. She stopped wanking me and began to remove her tights. The cool air rushed over my wet hand. The warmth of her pussy and me fingering it doubled the sensation.

I removed my finger so she could hook the tights over her feet and completely off. She began to remove my pants. I wiggled my hips to help. Here I was, drunk on both with alcohol and virgin excitement. My cock stood tall against the cold air. My heart pounded, and my pants removed, the anticipation was high. My body tingled. She moved towards me and held my cock. Her touch warmed my cooling cock. She put it in her mouth – heaven.

The relief of my cock getting sucked was better than the blow job itself. I lifted her head and kissed her. I lowered her down and kneeled between her legs. She reached for my cock and began to stroke it again. I watched her eyes flicker with lust. Her lips quivering as she traced her tongue around them. I knelt above her and turned my attention to her vagina. It looked the same as all those years before. Thick black bush sat on white tan lines that bleed into her darker tone. 

At the risk of repeating myself, my moistened cock was getting cold again. Our bare flesh exposed to the night time cold. This would make for what was to happen next that much more intense. I lowered my body down, resting on my elbows. My cock brushed up against her pussy. We kissed and we were ready. She guided my cock in and it hit me. We were fucking. The explosion of warmth swept from the tip of my cock, down the shaft and through my body. 

This was as close as two people could get. We kissed as I got comfortable on top of her. I got the courage to put more of my weight on top and out hips locked. She began to grind as she did earlier. My movements were clumsy but deliberate as my hips moved up and down. For what seemed an age we continued like this. 

I got more adventurous and explored her body further. I slid one hand under her and moved it down under her thigh. I lifted her leg to bend it towards me. I wanted to fuck her hard. She held my hips to encourage me to do so. She was hot, the wetness spilt out of her and covered my cock. We were creating our own ecosystem of heat and passion. It was ecstasy.

Her hands slipped up my shirt and rubbed my chest. She moaned. “Fuck me.” She called me by my name. “I’ve wanted this.”
I kissed her, “me too.”
“Don’t stop.” At that moment I never wanted to.

Unfortunately, there was no stopping point. I couldn’t cum. Whether this was nerves or alcohol. Maybe both. But time was passing and we were tiring. We would have to stop.

We put our pants back on but kept kissing. We had something and it was not finished. We had no sobering reality. I hadn’t cum and she hadn’t made me. Time and our energy was our enemy.

We kissed some more and started to walk. But I needed to touch her. I fingered her again while we kissed. “You’re so hot.” 
“Your mum is going to kill me,” she said.

I took pause…it wasn’t the first time she had said it tonight.

She worked my cock out again and got on her knees to suck. The passion she had for it overwhelmed me with flattery. I wanted to fuck her again…but it was late. Dawn was coming…and so would people.

We snuck inside and went to our separate beds. I laid down, my head span, my guilt rising. The burden of virginity lifted but the guilt of the cost grew.

The next morning I had a massive hangover. I was dry and sick from my actions. I got up for the bathroom and ran into Jenny in the hall. There was an awkward smile but we made no eye contact. I was embarrassed.
I called my mum to go home and took some days off work. I wasn’t sure what to do.

Eventually, I thought I could live with myself if it was a one-time thing. I would quit work eventually and I’ll get out of the situation. Jenny came to pick me up to take me to her place to work the next day. It was awkward and nothing was said for half the ride.
“So…” Jenny said. “About the other night. What do you think?”
“I don’t want to hurt anyone,” I said.
“I know.”
‘You?” I asked.
“I know I enjoyed it.”
“Me too.”
“So?”
“I don’t want anyone to find out.”
“They won’t. It’s only between us.”
I was relieved.
“I didn’t make you cum,” she continued.
“I couldn’t”
“I think I want to make you cum.”
“It’s okay. I still enjoyed it.”
Were we now discussing fucking again?
“We should do it sober,” She said. “It’ll be better.”

I remember the conversation clearly, although the exact words and order as they unfolded not as much, however, the following words I’ll remember forever.

“There’s something about you,” she said. You’ve gotten into my system and I can’t get you out. I want to have sex with you again and work you out of my system”

It made sense to me and to be honest. I wanted to keep fucking too. We discussed the rules and the situation. No one could find out. Only we were to get hurt. I wouldn’t fuck her on their shared bed. I wouldn’t fuck her if she fucked anyone else…including my dad.

We got home and agreed we would fuck a few more times to get over it…laughable I know.

Just a little caveat, dad was and still is on medication. It has made him impotent. They had not fucked for years…and I wasn’t interested in sharing.

The very next day, my dad left for work. Jenny comes into my room -sheepishly. My heart thumped my chest and my ears rang. I lifted the blanket and she slid in. It was happening. 

We kissed. 

So there it was. We were about to embark on what turned out to be a 4-year love affair. We would fuck most days. Of course, we would argue and fight like a couple and not have sex. Essentially we were. Sometimes I would be overwhelmed with guilt and leave for weeks. But for the most part, we fucked with passion then hate.

She was my first and she only had 3 guys before me. Some of the things we would do were the first for both of us. But that is for another time.

Source: reddit.com/r/gonewildstories/comments/hxsndb/i_18m_began_a_4_year_affair_with_my_36f_dads

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