Good things come to those who wait [MF], My [M25] first [Anal] experience with a Milf [F35]

This is a true story about the time I waited for what seemed to be an eternity before finally fucking a milf. This happened about 6 years ago (names have been changed for privacy reasons).

I remember it like it was yesterday, the air was crisp, the leaves were falling, and the shots were flowing as me, my friend Braden, and my friend Mitch were celebrating the end of a hard work week.

Every Friday we would meet at a pub in the city I lived and pre-game before heading next door to the local Nightclub. The women you’d meet there were young, mostly 18 – 22, with the occasional older women inside. I’m not going to lie, some of the girls there were pretty greasy, so you really had to work hard if you found one who was cute and not trashy.

After about 2 hours and 5 more drinks I had finally had enough and was ready to pack things up. Things just weren’t going well tonight and thought I’d cut my losses and take off. As with most people, a night of drinking and dancing can make you incredibly hungry. Normally there was a hot dog guy outside the club we were at but tonight he was located down the street at a different bar/pub. Braden and Mitch weren’t up for walking 2 blocks so I proceeded solo in hopes of finishing the night off with a dirty dog.

I’m not sure what it was, but by the time I got to the Hot Dog vendor my level of horniness had overtaken my level of hunger. At this point it was about 1 am, so I knew I had about an hour before the pub closed. I said fuck it and went inside, ready to get my wheels going. Whereas the nightclub was all young college girls, this place was definitely a more adult oriented bar. Most of the women were in their late 20’s to late 30’s. I got a rum and coke at the bar and did a quick scan of the room. After walking around a bit I finally locked eyes with a milfy looking woman.

Normally my response would have been to wait, but in this case my horniness/drunkenness was off the charts and I moved in shortly after locking eyes. I don’t have a picture but if I had to describe this woman I would say she looks very similar to Molly Parker (the Canadian Actress). She looked about 35 or so with beautiful blue eyes, dark hair, and a great body (this woman was a little more stacked though – which I wasn’t complaining about). We will call her Liz.

After talking and shooting the shit for about half an hour with Liz I suggested we get a cab. She countered with saying that we could walk, as she lived only about 3 blocks away. This was late October and like I said the air was crisp but whatever, I was getting laid. After about a 15 minute walk we arrived at her house. Shortly before entering she pulled me aside and said, “I think I should tell you but I have a male roommate.” I shrugged off her warning and thought to myself, what does it matter. It’s 2am and he’s most likely sleeping. Boy was I wrong.

We went inside the house and sure enough, he was there to greet us. After talking for about 15 minutes he pulled out a beer and suggested we all go have a drink in the living room. I thought Liz would decline but instead she was like “I’m game.” I was screaming on the inside. 1 beer soon turned into 2 and then 3 and then we began to smoke weed. At the same time, my patience was beginning to grow thin. I just wanted to have sex and this guy was being a huge cock block. I knew I had to play this smoothly or else I’d risk not getting anything. At about 4 am the guy went to the washroom and relief came over me. This was my chance to get Liz to bed. I stood up and as I was about to move in he came back with some more beer. FACK!!!!!! We proceeded to smoke, drink, and listen to music for another hour or so. At about 5am he went to the washroom again. This time was different though. Liz got up, came over to me and whispered to me “are you still horny?”

I replied “Yes, absolutely”

Whispering into my ear she replied “good, because once he goes to bed we are going to have some dirty, nasty sex”.

We smoked and drinked for another hour or so and then at 6am the guy finally declared he was going to bed. We said our goodnights and then Liz proceeded to take me into her bedroom.

After getting the bed ready she turned off the lights and that’s when my patience was rewarded. We began by kissing each other, slowly at first but then that turned into some intense making out. I proceeded to take her clothes off, starting with her top. Her boobs were even bigger than I expected, big but slightly saggy – they were definitely natural. After sucking on her nipples I began to move towards her panties, which at this time were completely soaked. After playing with her pussy for a bit she told me to lie down on the bed.

Liz began by kissing me, slowly at first on my lips before pulling out her tongue and proceeding to lick all over my body. At this point my cock was rock hard and oozing precum. She took me in her mouth and began to rotate between licking and sucking. The head she gave was amazing and I felt like I was going to explode after a few minutes. Before I could do that though Liz warned that she had a special treat for me and exclaimed she was going to “tongue fuck my asshole.” Boy was this woman dirty, and she did exactly that. She began to lick my ass and stroke my cock (guys if you’ve never had a woman lick your ass before I highly suggest finding one who will do it, you won’t regret it). After a few more minutes of this I finally couldn’t take it anymore and exploded inside her mouth. She swallowed every last drop of my cum, emptying me out completely.

Needing some recovery time, I switched to returning the favour. I began to suck on those titties again followed by moving my tongue up and down the rest of her body. At this point my senses seemed to be heightened (must of been all the weed) as I could taste her before my tongue got to her vulva. I began to slowly lick her pussy up and down before focusing on her clit. Fuck was this good, she had very sweet nectar and was creaming super hard. Like me, she could only last few minutes before creaming and came all over my face.

I was rock hard again. After grabbing a condom I proceeded to start fucking her in missionary. I don’t know if it was the weed or not but I fucked her for about 25 minutes before finally switching positions. Again, I felt like I could last forever and kept fucking her hard as she rode me. Finally, we switched to doggsytyle. Before putting my cock inside her I looked at her ass and wow was I impressed. Wanting to return the favor I began to lick her asshole, furiously tongue fucking her pecker while playing with her clit. From there, I licked my finger and began to finger her asshole while licking her up and down again. I began to feel her cream again, so I pulled my finger out and she excitedly sucked off my finger that was just in her asshole. We fucked in doggystyle for what seemed to be an eternity. I kept pounding her pussy until I finally got to.the point where I was going to explode. She screamed out how she wanted to taste my cum again. I happily obliged and quickly pulled out, removing the condom and cumming all over her face and inside her mouth.

At this point it was about 7:30 and and I thought we were done. While we were cuddling in bed she mentioned how she liked the taste of her asshole and wanted more. Normally after cumming twice I would be pretty spent but in this case I was able to get hard again (I think it was the weed). I mentioned that I didn’t have another condom and she also said she was out too. I was hesitant at first, but as I was super horny and hard I said fuck it. Liz proceeded to suck my dick again and finally I turned her over and started licking her ass again (she didn’t have any lube, but was still super wet plus all my saliva). I started slowly at first, putting the tip inside her ass. At the same time Liz pulled out her vibrator and began to use it on her clit while i began to pump away. After about 10 minutes I pulled out and she started sucking all her asscum off of my dick. From there we switched to missionary with her using her vibrator. After another 10 minutes I couldn’t take it anymore and began to cum inside her asshole, making sure to empty every single last drop inside her.

Shorlty thereafter it was about 8am and we both passed out. I woke up a few hours later and proceeded to get dressed and then left. Looking back I wished I had stayed to fuck her in the morning but in this case I realized I didn’t want any part of seeing the male roommate again. Unfortunately I never saw Liz again as I ended up moving about a month or so later. To this day I still jerk off to the the thought of the story. Besides a memorable experience, it taught me how good things really do come to those who wait. ?

Source: reddit.com/r/gonewildstories/comments/jlp84u/good_things_come_to_those_who_wait_mf_my_m25