[FM] So I had sex with Dawe while talking on Skype with my parents.

Public Service Announcement:

I and my boyfriend posted a few stories over the last days. One was about a threesome we had recently. Another one about my cousin. Then I posted a more simple one, but right after it happened. And this, is exactly what this story is. Nothing too kinky, but it just happened and I’m finding that sharing it on here it’s exciting for me and it turns me on. Also, I have to say that I’m loving all the PMs. Just please, do not send stuff like “that’s my dick, click on the link” or “I want to do this and that to you etc”. We are sharing our sexual life online and I consider myself to be an open minded person. However, we’re engaged and I would like you to be respectful. Apart for that, feel free to keep sending PMs if you like our stories or have comments or just want to chat etc. Nice PMs are always welcome by both guys and girls. A very last thing: apparently, neither I nor Dawe knew that engaged means being about to marry. A few asked about this so we’re going to clarify: we’re not marrying just yet. That’s a misunderstanding due to out poor English. We’ve been together for 7 years etc but for now, no weddings.

[M]et a total MIL[F] and 30 minutes later she swallowed my load

Still in shock as I write this. This literally happened 20 minutes ago this afternoon.

About me – I’m a 32 year old guy living in SF. Don’t have trouble meeting women, but every once in a while I want something anonymous and carnal. So I posted an ad on CL looking to see if any female out there wanted to play. Seems like a fool’s errand, no?

I did get responses – most of which were either fake, from prostitutes, or men. However, there was one response that I got from a MILF that seemed like it could be legit. Email just had a selfie and a phone number. So I texted, and what followed was the most unforeseen and awesome 15 minutes I’ve had in quite some time.

I work downtown and don’t have much time in the evenings, so we figured we’d meet up for coffee to see if we had a connection. Was waiting nervously outside of Starbucks, and in walks in a 40 year old smokeshow. About 5’6, blond hair, green eyes, and totally toned. Wearing a form fitting red dress that hugged her amazing figure. We chatted briefly for 15 minutes and make plans to meet up tomorrow.

Picked up at a bar (f21/m30s) with a special surprise

Who am I? I’m 21, 5″7 and I mostly wear a size 2 or 4. My bust size is 32C and I have brown almost black shoulder length hair and brown eyes on a wide friendly face.

I turned 21 a little over a month ago. Yay for me! Unfortunately, earlier in the summer I had made one of my usual not well thought out decisions and moved to a different city about an hour away from my hometown for a job that ended up falling through. Without the money to move all my shit back home (and nowhere specifically to go since I had given up my apartment), I was stuck looking for a new job in a new place and wasn’t find much luck. To make matters worse, all of my friends from home were too busy to visit me. With no car and very little money, it wasn’t easy finding places to party. Thankfully Reddit has been a godsend and I’ve met a lot of cool people who have given me advice and shit. One suggested I check out this great bar downtown. He said I probably have to buy myself max one drink before I had guys lining up to helping me get the libations I needed. So I decided to take his advice.

A night with an unforgettable older woman [M/F]

I am, all round, a pretty average guy – average looks, average cock. No pornstar pretensions. But a couple of experiences were anything but average, and one in particular is etched into memory. It happened a couple of years ago, in my final year of university.

I was at a gig in town and, as the band stopped and the DJs started, Mel caught my eye again. We’d met a weeks prior at a different show, and I’d thought about her on more than one lonely night since. She was much older than me, in her early forties, but oozed sex appeal. She wasn’t your standard-issue bombshell yummy mummy type. She was a normal woman with the natural appeal and easy confidence of someone comfortable purely in the company of good music and good friends, an appeal that slowly drove me to distraction as I snuck glance after glance. She was around 5’4” slim but curvy; a wonderful round ass, beautiful chest and a pretty face framed by medium length brown hair. Her smile intoxicated. I couldn’t decide whether I wanted to shower her body in kisses or bend her over and make her scream. By the end of the night, I’d done both.

Bedtime Story

It’s time to get ready for bed

and imagine I’m sucking your cock.

I’m going to tell you the whole story

about how much I want you deep in my throat.

A story of how I want to look at you from my knees,

and take you into my mouth slowly.

Playing with my tongue,

and sucking you into the back of my throat.

Are you ready for the story?

**Yes.**

Slowly, in and out, while your hips guide me,

my lips gliding along your hard cock.

Your hands in my hair,

making sure I’m a good girl
and take all of you with every thrust.

**I miss your blowjobs so much.**

My hands are behind my back, and my butt starts to wiggle.

There’s gonna be a wet spot on the floor from this one.

I close my eyes and enjoy the taste of

your pre-cum,

licking my lips and swallowing,

making sure I get every drop.

**You’re not allowed to get fucked tonight.**

My eyes flash open at those words.

I look up to you, pleading with my gaze,

First time with a transgender woman from tinder (Cis M/Trans W)

Sorry if writing is bad. Doing it from my phone.

So little about me, I’m 25 and straight my whole life. Never even thought about being with a guy or Transgender. Got out of a shitty relationship and was swiping on tinder one night. There was this sexy 45 year old woman who looked like a sexy soccer mom with a boob job. She was about 5’9″, red hair, nice big round ass, and big breasts. We matched and began chatting with her. We exchanged numbers and texted for the next week. I was going out of town that week so we made plans to grab dinner when I got back.

We finally got out to dinner and she was super nice and funny. We were clicking, and as we go out to leave, we begin to make out in the parking lot. She propositions I come back to her place, and I quickly agree. When we get to her place she pours us a drink and puts on a movie. She then goes back into her room for a while to change. When she finally comes back she’s wearing just a sexy black bra and black panties, but to my surprise there was a 7″ thick Cock in her panties. She saw I was quite surprised by it, but she strolled confidently to the couch and began to unzip my pants. I was so turned on at this point I knew there was no going back.

[M/F] Our first night of swapping with 3 other couples, Part 2 – My wife and my friend

I had previously posted a story about how my wife and I and 6 of our friends (3 other couples), had gotten started with swapping. That story is [here]( https://www.reddit.com/r/gonewildstories/comments/509ln3/the_first_night_of_six_months_of_swapping_with_my/). Where that one left off, we had just swapped for the first time, and the next morning, over breakfast, my wife Kristin had told me all about her night, in as many details as she could. A couple days later, my friend Scott, who had slept with my wife that first night (as I was sleeping with his), and I grabbed beers, and he also talked up their fun together, so I feel like I have enough of a basis to piece together this retelling of their experience. The background from the first story is good to understand how we got here, and how the whole thing worked that first night. I won’t belabor this story with all of those details.

[F]elations and [M]oans with my girlfriend *verylong*

To say this from the very beginning, when this story happened both me and my girldriend were 17, that’s last christmas. I’ve been lurking this subreddit for a while and decided to share one of the many stories I have. Sadly, we’re both still virgins(2+yr old relationship) since we never actually managed to do it .

So it’s 23 December, and my girlfriend is at her godmother’s place (they’re REALLY close since she is also her aunt I believe), and it’s only her in her house. I was at home playing on my PC when she tells me to come over and help her for christmas decorations at her grandmother’s house (thats the reason she was there in the first place). I hesitate at first, but I finally agree and in one hour I’m there. I walk in, we kiss for a short time and then we finally start with the decorations. We both lay on the ground and try to get the tree out of the box(its one of these artificial trees), and each part of the tree is labeled by size, so there is the base of the tree which has the biggest branches and it just decreases in size until the top of the tree. What we were trying to do was arrange these branches ascending. Fast-forward 20 minutes , I get bored and turn around to her, push her on her back, on the floor, and get on top of her, kissing her passionately(as a description, she is a short girl, white, brown-black hair, big beautiful brown eyes and the cutest smile I’ve seen), and we kiss for a bit, while rubbing our genitals and occasionally moaning in-between kisses while trying to catch a breath.

Late night creampie while her family slept next door [M29/F39]

I’ve been seeing my FWB I met through [reddit](https://www.reddit.com/r/gonewildstories/comments/4e535s/my_first_r4r_success_from_reddit_m28f38/) on and off whenever she visits since the year prior.

This time, however, it had been several months since I had last seen her, so the anticipation was absolutely driving me insane.

She was quite busy on her visit this time around, but we agreed to meet late at night. The only catch was that her family staying with her at the place she rented would be sleeping next door.

I’ll admit, the idea of fucking her while trying to keep quiet turned me on quite a bit. I haven’t really had to do that since I was in high school, so here we were, grown adults having to do that once again.

She had given me a heads up that her family had a box fan in their room that would help on our end, but we would still have to try our best. We would only have less than three hours, so we had to make the most out of it.

As soon as my shift was over, I rushed to get myself ready, and practically sped my way there.

Christiana and Kade [MMF] [Bisexual] [Yoga Pants] [Fit] [Handjob] [Bromance] [Passionate]

Christiana and Kade were good friends. The kind of friends that would let you crash on their couch if you were too drunk or high and cover you with a blanket and put a pillow under your head, and have a glass of water and an aspirin on the coffee table when you woke up. Both of them were working full time and were saving up to move out of their shared apartment with three other males who were all friends.

Kade was the first guy I ever really had any kind of a bromance with. We started by jokingly hitting on each other in front of others and then in private. Then we began to give each other increasingly sincere compliments about each other’s appearance and clothing. Then we started playing a little rough and wrestling jokingly sometimes, which was new to me but I went along as if it was perfectly normal for me. I had never really come that close to any guy before, truth be told.