My [M]26 last night with a Brazilian MILF [F]33, days before her wedding.

If you have read my earlier story, this is the finale of June and me. If you haven’t read the story, here is a quick recap. June and I met at college when I was 19, and she was 26. She was a sexually confident, gorgeously curvy Brazilian who loved practising yoga and tanning. She practically melted my mind with her intense sexual energy as a naive 19-year-old. I had never experienced anything like this before, and she introduced me to many sexual experiences, including anal (read more about that here).

While sex with June was unbelievable, some large cracks opened in our relationship. From early on, she would mention how she wished I was five years older so that she could have my children. The very thought of children at that age sent chills down my spine and made me want to run as far as possible. Besides this issue, there were many others that aren’t worth rehashing. During this period, we ended up hurting each other pretty badly. There are some things I did that I am not proud of, and there were some unforgivable things that she did. Despite that, whenever we were together in the same space, we had this animalistic attraction that, more often than not, led to us fucking. She loved greedily slurping on my cock, which was such a weakness of mine and would happily flash her neatly trimmed pussy when she knew I was the only one looking at her. As a thirsty 20-year-old, I struggled to say no to my sexual desires. Eventually, I met a partner whom I dated for much of my early to mid-twenties. Through our mutual university friends, I would still run into June at parties, and for the first year of my relationship, she would question me about my partner. Probing me with questions like ‘What was I even doing with her when June was available?’, ‘She couldn’t be better at sex than June?’ and her favourite, ‘Does she even let you in her arse as I would?’. I tried to ignore June and her questions during these years, plus I was in love, and yes, the sex was better with my partner due to this love.

Our circles drifted further apart as we finished university and moved into the workforce. I saw less and less of June to the point that we hadn’t seen each other in nearly a year. After four years, my early twenties relationship broke down. A few months after this, I took three months off and travelled overseas. This was such a fun time for me. Coming out of my relationship, I made the most of my freedom. Late one night in a European club, a familiar name popped up in my messages. I read this message from June ‘Hey, I just wanted to let you know that I am pregnant.’ in my drunken haze, a fear from my early twenties washed over me. My heart stopped briefly while I thought about the last time we had sex. Thankfully it had been well over four years since we had slept together. Once my heart rate settled, I wondered why she thought it was worth messaging me after all this time. My thoughts didn’t linger on this too long as the bright lights and sexy people surrounding me in the club were very distracting.

When I returned home, I quickly met a new FWB. On the odd occasion, June and I would share a message. She had her daughter and had gotten engaged to the father. They didn’t know each other well, but despite this, they decided to attempt to have a nuclear family. They were living on the other side of the country at this stage, and I was still enjoying my best single life in the city. That summer June and her family came to town for a few months to visit friends and family and to get married. We probably hadn’t spoken for three to four months when I met her with mutual friends. Post-pregnancy, she looked as sexy as ever. If anything, she was maybe even fitter than I remembered. I think she spent many long lonely yoga/pilates sessions isolated on the other side of the country, which had done her wonders. At these drinks, we barely talked. Things were still sensitive, and our last face-to-face conversation was unpleasant. Our friends happily chatted about the plans for June’s upcoming wedding, and she explained how she wasn’t sure about her future husband, but it seemed like the right thing to do for their daughter. As the night drew to a close and we said our goodbyes June pulled me to the side and asked if she could meet me one on one in the coming days as she wanted to catch up properly.

In my mind, I wrestled with the idea of meeting June one-on-one. The wounds we inflicted on each other took a long time to heal, and my life was in a great place plus, I had an amazing FWB, but ultimately I believe in forgiveness. So I organised to meet her at a little bar the following Friday, intending to have a platonic catch-up. Before we met, I had a few drinks with a good friend. By the time I met June outside the bar, I already had a little buzz. This would give me the confidence required to get through the evening. However, that little buzz softened some barriers that I hadn’t intended to lower that evening. As soon as I saw June walking along the street to meet me, I knew I was in trouble. She wore a short black dress that sat perfectly off her taut, sculpted booty. The heels she was wearing showed off her smooth calves, and it may have been the alcohol, but I swear she was putting a little extra emphasis into the sway of her hips. She was practically radiating as she kissed my cheek and exclaimed how good it was to finally see me again. I must admit I had probably lost 5-6kgs since I last saw her. Plus, now I had a job that paid enough to buy some decent clothes, this evening I was wearing some fitted blue chinos and a white shirt. Which was a far cry from some of the styles I had rocked during my university years. We sat in a little booth together, ordered a few drinks and chatted superficially about our lives.

An hour or so later and a few negronis down, June had moved to sit next to me, ostensibly to show me some pictures on her phone. As her body nestled closer to mine and her hand casually dropped onto my thigh, she had other intentions. While she was ‘showing me pictures’ on her phone, a message popped up from her partner ‘Kids in bed, just wondering what time you think you will be home?’. June quickly closed this message and began talking about something else. Soon our drunken conversation moved to how I used to make her feel. Stupidly, and by now only thinking with my cock, I asked if I still made her feel like that? What do you think she retorted with a sultry smirk on her face. Acting even stupider, I shrugged and said, ‘I don’t know, that is why I was asking?’. June lowered her lips next to mine and whispered, ‘Let me show you then’. With that, she guided my hand under her dress, moving it slowly along her inner thigh till she pulled it into her crotch. I’m not sure when but at some stage, without me noticing, she had slipped her thong to the side, so my hand was now touching her recently waxed [pussy](https://imgur.com/a/l7of0zF). ‘Can you feel how wet I am?’ June purred in my ear. I have always had a weakness for these sorts of overt sexual advances, and feeling her wet waxed pussy under the bar table sent a jolt of lust sparking through my body. ’Shall we go home to mine?’ June nodded.

June rejected a phone call in the Uber home as our drunken fingers crossed our familiar bodies. When we hopped out at my place, she got another phone call and whispered an apology, ‘I have to take this’. I left her out the front of the house with the door open and headed to my room. Through the open window, I heard June lie on the phone that she might not get home that evening because June and one of our mutual friends had got quite drunk, so now June was helping her home and wanted to look after her to make sure she didn’t vomit in her sleep. June waltzed into my room, apologised for having to take the call, then stood against the back wall and gazed around my room. Standing there, she slipped her thong off while still in her heels and put it in her handbag. The sight of June, now a MILF, acting with such sexual confidence in front of me drove me wild, and I dropped to my knees in front of her, lifted her dress and began greedily eating her pussy. She was already so wet, and with my tongue flicking across her clit it wasn’t long until her juices were running down my chin. While I was eating her out, she somehow pulled the dress off over her head and slipped out of her bra, exposing her beautiful tan lines. I love giving head, and I gained much practical knowledge in the years since I had last been with June. Soon June’s legs began to tremble, and she momentarily seemed unable to hold her weight as she let out a large sigh ‘Fuck! You make me feel so incredible.’

As we regained our breath, June turned her attention to me and rhetorically asked, ‘Why are you still dressed?’ My white shirt was half unbuttoned, and my cock was bulging against my chinos, but she was right, I was overdressed for the moment. June pushed me backwards onto my bed, quickly pulling my pants and shirt off me. I lay there with my legs dangling off the edge of the bed as she knelt to wrap her lips around my cock. Her mouth felt sublime as her warm salivating lips engulfed my hard cock. Soon my cock was straining against the back of her throat as she went to work deep-throating me. The sight of June, the MILF with my cock in her mouth while her fiancé was at home with their child, was almost too much for me. I had to break off her giving me head a little earlier than I would have liked as she had me so close to exploding in her mouth when it felt like we had just started. I grabbed a condom and lay June down on the bed. With her legs resting on my shoulders, I thrust deep inside her. It was exhilarating as she moaned, ‘Fuck, I have missed this. Your cock feels so good.’ I grabbed her cheeks with my right hand as I began to fuck her harder and tilted her head towards me so that our eyes met, asking her, ‘You like that!’ She moaned in agreement. We shuffled around so that I was fucking June doggy style. This gave me such an incredible view of her arse, and I enjoyed slapping it while I ploughed her from behind. After a while, I ran my hand through June’s hair and gently pushed her head down to the mattress so that her back arched as I was fucking her. With my other hand, I played with her clit. She came again while we were like this, and while she lay there moaning in pleasure, she murmured, ‘Do you want to fuck my arse.’

Instantaneously I began searching for the lube. Once I found it, I went back to fucking June, but this time I started working my lubed fingers into her tight butt. Soon she whispered that she was ready, but it had been a while, so be gentle. I gave a generous squeeze of lube over my condom-sheathed cock, and with her hand clasping onto my thigh for guidance, I began gently easing my way into her. After some minutes of adjustment, June said she was ready to get fucked. While we were fucking, the condom kept slipping halfway off me. After the third time, June said fuck it ripped it off my cock and guided me back into her arse. The feeling of being inside June’s arse raw was too much, and it didn’t take long before I came. After a short breather, we fucked some more this point of the night gets pretty hazy due to alcohol consumption and sleep deprivation, but I remember June sucking me off again and cumming in her mouth this time. When I released, she rolled my cum around her tongue and swallowed it all while smiling at me. Around 4 am, she called an Uber as she had to get home to her daughter. I’m unsure how she managed to disguise the bangover or the heavy scent of sex when she got home that morning. But she must have, as she married her partner two weeks after this, and we haven’t spoken since.

Source: reddit.com/r/gonewildstories/comments/12b8ud8/my_m26_last_night_with_a_brazilian_milf_f33_days

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