My [M] second night with the widow [F]

Due to the popularity of my first post, I’ll follow it up with one more. If you’re interested in hearing (reading) more, I can tell you about other girls I’ve been with, but I’m just following up with this one because people really seemed to get off over my first post.

So, my girlfriend (the widow), Anne, she invited me back over. I pretty much knew what was going to happen – but she didn’t. Back in my youth (15-25), I was addicted to sex. I started fairly young. I learned how to pleasure a woman so I wanted to give Anne a sneak preview of what lays in store if she stays in a relationship with me.

So I’ll cut to the chase. We ended up in the bedroom. She took all her clothes off – I didn’t mention, but she’s Asian. So just imagine a tight Asian body – perfect skin – no fat – just a flat stomach, small but perky breasts, which don’t sag – I’m just trying to describe her perfectly. Now not to sound racist (I can’t be can I, I only really date Asian women), but some Asians don’t have a big booty – and my girlfriend doesn’t have a huge ass, but she’s shapely. When she turns to the side, her curves are undeniable.

Should I tell stories from [M]y point of view only?

I have been really enjoying many of the stories posted here. Time to give back and tell some true stories of my own. Should I tell all of them form [M]y point of view? Some of them might look more interesting when told from the point of view of my partner. That would be a narrator’s expedient; not planning to try to pass as a female.

What do you think?

Fun afternoon for Mom. [MFM]

I had Jill’s birthday party today which went great. After the party, the kids went to my parents and John was still working. It was a beautiful day as I was enjoying the quiet and cleaning up. I was lost in my thoughts when I suddenly noticed a young guy walking up to my door. I just assumed that he works for John and came out all friendly and chatty. Then he said he was talking to all the parents and teachers in the area and do I have a few minutes. Well at that point I was completely lost in his beautiful eyes and said yes before I even thought about it.

Anyway, so of course he is on summer break from college and selling educational books for kids. The books were pretty cool, actually, but yeah, I don’t really need any books…. But honestly this company is GENIUS for sending hot young guys to knock on the doors of SAHMs all summer long. He was so ADORABLE and hot and to top it off, he was super duper sweet and from Missouri so had this lil twangy accent. OMG. He must have played sports of some kind because I could tell he was in amazing shape.

How I went from busboy to boytoy for the MILF waitress [MF]

A few months ago I [20M] got a job washing dishes at a small local Thai restaurant. I’m in college, and after being unemployed for a few months before, I was grateful to get this job because I could continue paying my bills without taking out more student loans. One thing that made this job different from previous ones is that I’m the youngest employee by far and the only American. All of my coworkers are in their 40s or older and mostly women. I actually liked this because there’s little/no drama, everyone works hard, and I’m starting to pick up the Thai language. I didn’t mind being the “resident young person”. Little did I know however that I would come to enjoy it for a surprising reason.

I never thought I was into older women, but the women I work with are truly beautiful, and as I spent more time getting to know their unique personalities I developed little crushes on a few of them. Most are married and so I never overtly flirt with them, but I’d give them little complements here and there and they’d tell me that I am hardworking and a handsome young man. However, one started to take a particular interest in me.

[MODPOST] January 2020 Contest

[Some information on the Monthly Story Challenge.](https://www.reddit.com/r/gonewildstories/comments/d0ni0f/modpost_monthly_theme_contest/)

Congrats to [u/sweetasianfaye](https://www.reddit.com/user/sweetasianfaye/) for winning December’s 2019’s Naughty and nice theme. The winning post is stickied and can be found [here](https://www.reddit.com/r/gonewildstories/comments/edcp9j/i_f_squirted_into_my_panties_at_the_office/). Use flair:November in the search field, to search for the November contest submissions

**January 2020: Best blowjob!**

Describe the best blowjob you ever had/gave. Where were you, who was your partner(s)? What’s your technique? Givers: describe in detail your technique. Were you on your knees? Lying down? Receivers: What’s your preference in receiving? Was it your first time? Perhaps it was out in public? Be vivid, detailed, paint a picture so readers can picture it for themselves!

The contest will run from 1/1/20 and will end on 1/23/20. We’ll announce the winner shortly thereafter. So start writing! Remember proper formatting (please no walls of text) and grammar go a long way to telling a good story.

[F] on a family holiday when I was younger

My bf stayed while I went on a vacation with my family in America. We stayed at this resort and I’ll be honest, never cheated and didn’t even think about cheating before.

At this resort there was this black guy, 6’2ish and I’m 4’9. Very toned and deep voice. Never knew I was into it until I met him and he made his intentions very VERY clear. Flirting joking around.

One night my parents went out for the night and he saw them leave, before I knew it he was knocking. As soon as I opened the door he grabbed me and kissed me deep while closing the door behind, lifting me up easily squeezing my ass. I was so confused and excited at the same time. Before I knew it he put me on my knees and pulled out the 9 inch thick cock. I was seriously shocked! I started slow just with the nob, working down and then he just grabbed my hair and begins facefucking me hard!! Another thing I learnt that night, I love getting treated rough.

[Group] 3rd time’s the charm: I finally take Marcus’ cock and him and my boyfriend fill Anna every which way

Well, hello again! Thanks so much for all your encouragement and support! I’m still honestly so blown away and flattered!

By request from your comments and looots of DMs, here is the next [story](https://reddit.com/r/gonewildstories/comments/e9nrdb/group_just_the_story_of_a_normal_night_with_my/) in the [saga](https://reddit.com/r/gonewildstories/comments/eahmmy/ffm_the_saga_continuesepisode_two_from_the_molly/), haha—this happened about two months after the last story (check previous stories for descriptions of our friends):

It was a Friday night and my boyfriend and I were home alone (our housemates were out of town). Anna was supposed to be coming to town to stay with us for the weekend but apparently after the first story she also texted Marcus asking what he was up to, so around when she was supposed to be getting into town I got a text from her saying she was actually going to be meeting Marcus out at a bar before coming to our place and said we should come hang out with them.

My boyfriend (now husband!) and I just honestly weren’t really down to go out—we both worked hard all week and were happy to just be chilling at home—so I told her that and said to have fun and they could come hang out whenever and we’d have some drunk food ready lol.

Empty Apart[M]ent with my boy[F]riend, part 2.

Dear Reddit,

This is part two and my contest entry for December’s theme of naughty and nice. I’m a good lil’ girl who gets good grades and been in a monogamous, committed relationship with my man for over two years; and I love making you cum when you read about my sexpeditions. Is that naughty enough for you?

By request, here’s the rest of the tale from the Empty Apartment.

As you watched me fuck you back, body tender and flushed with the orgasm you just gave me, the smile on your face was one of triumph and pride- amused but not surprised. You knew you owned me, you knew my sick fuckslut ways, and you loved all of it. You told me you loved watching me bounce on you, and that you loved me so hard. You pulled out and turned me around to face you; kissing me violently and hungrily, your lust manifesting in that cum-drenched hard cock.

Our topless waitress with a [M]arvelous booty!

My dad and I were catching up at dinner tonight and decide to get a drink to continue the conversation. I find this place on Yelp that has some good reviews and the tag line “Eats, Drinks, Scenic Views.” We walk in and the whole waitstaff is in their underwear. Oops! In retrospect, I should’ve realized there was something off about “scenic views.” We had a good laugh about it, but decided to stay.

Our waitress was this super cute, young girl in a red, lacy bra and tiny black panties. She reminded me a lot of an ex-girlfriend of mine, actually! She was super flirtatious too, leaded against the table with her tits right in our faces as we decided what to drink. Best part was she knew absolutely nothing about beer, but still tried to engage in a conversation with us as we were decided. Bless her heart ?

She kept checking up on us, but with my dad there, I couldn’t really flirt with her or check her out as she walked away from the table. I would’ve given anything to sneak her into the bathroom with me. Her ass was so cute, I just wanted to bite it!! ?

The ti[m] I lost my virginity to my friends G[F] pt 2

See my profile for part one, writing on mobile so it’s hard to link.

So after the disappointment that was my first go, Lisa and I were both still drunk, and at this point tired so we decided it was time for bed and since her roommate, and her boyfriend were out of town we decided to stay naked and just sleep next to each other.

I don’t know how long we were asleep, but the feeling of her bare skin pressed against mine must have triggered something because I was having some great sex dreams. It was around that time that I started to wake up. The room was still dark, and I was still half asleep, all I knew is that I felt like I was going to cum again.

That’s when I realized that Lisa had her hand around my cock and was jerking me off. I woke up pretty quickly at this point, and told her that I was close to cumming. She said that she didn’t want that yet, and asked if I wanted round 2. Never one to complain I said hell yeah, and she hopped off the bed to grab another condom.