[FM] My Foray into Anal, and the Men who are my Kryptonite- an Overseas Adventure

I should disclose up front that for a semi-tall, green eyed blonde like me, handsome Italian men in particular have always been my kryptonite. I can offer little resistance and if they are also assertive men who can be a little dominant and insistent in the bedroom, well, forget about it… I could offer about as much resistance as if someone with stubble was nuzzling my highly ticklish neck. Wet putty.

In my late 20s early 30s I took a rather unconventional professional job overseas that had me working alongside mostly Italian men, where me, being a female with same credentials was both a definite minority as well as highly unusual amongst what are slightly chauvinist, traditional Italian colleagues. To add to that, I consider myself highly intelligent, with a very sharp wit and love of mirth and bawdiness where I can get away with it. A most unexpected combination if you factor in my typical blonde reputation. Being striking and physically attractive only added to my female advantage, and in this particular role I’m not ashamed to say that I milked my femininity for all it was worth to assist where necessary in my male-dominated workplace. Sometimes my role involved taking apart complex electronics and subsequently transporting them off for further repair or back to our US home-base, so heavy boxes. This is an example where I would make the initial effort but gladly hand off said heavy box to whatever gentlemanly, strapping Italian offered to do so. Usually I’d just have to pick it up to put it on a trolley and one would come running, “Ciao bella!” Like clockwork. *smirk* Wearing somewhat mandated short skirts, having well groomed and toned legs that I often clad in heels didn’t hurt either. I have a flair for style and definitely dressed and smelled better than the job required, I am quite appearance conscious. But I digress!

[MFM] Watched my FWB as she had sex with another man

So over the thanksgiving weekend my fwb Kate called me later at night and told me she was coming over with our friend John. She came in my house with John and told me they were having a few drinks and wanted to stay at my place. She was obviously tipsy and she thanked me and kissed me in front of John when I told her I had no problem with her staying and went upstairs. Me and John hung out for a bit and had a few beers. Kate came about halfway down the stairs and asked us drunkenly “are you two coming up here or what?” We both got up and I opened the door to my bedroom. She stood in the doorway naked and pressed herself against me and started kissing me violently. I started grabbing at her ass and she moved my hand up to her back and walked away. She grabbed my computer chair and turned it towards me and just told me “sit down” I sat down in the chair and she leaned in with her hands on my knees and said in a whisper “I want you to watch” and kissed me again. She sat down on the end of the bed and told John to come over. She immediately began pulling his pants down and started jacking him off. Once he was hard she started sucking him slow and looked up at him. She took him out of her mouth and looked at me and licked all the way up the shaft of his cock and then sucked him again when she got to the top and went faster. She sucked him for several minutes and then she turned to look back at me. She jacked off John and asked me if I was hard and I told her yes. “Do you like seeing me suck cock?” I said yes again. “I wanna see your cock baby.” I pulled out my cock “mmmm I can’t believe you get that hard just watching me like this.” She looked up to John “I love fucking you in front of him. Are you close yet?” He told her yes he was close and she started sucking him again. He pulled his dick out of her mouth and began jacking off. “You want him to cum all over me baby?” She asked while his cock was next to her face. I told that yes I wanted him to cover her face with his cum. She sat there looking at me and back at him, biting her lip and touching herself. Finally he came on the side of her face and she leaned into it and rubbed his cock on her face for a little. She came over to me and started sucking me off while John got her a towel to clean up. John came back and she cleaned up. She told me to go ahead and lay on the bed. I got on the bed and leaned up against the wall and pillows, she between my legs and started sucking me off. After a few minutes she got back in face and kissed and whispered in my ear “I want a second round with John” she got off the bed and went over to John who was sitting in the chair that I was previously. She jacked him off and sucked him and started riding him reverse cowgirl. She looked at me laying on the bed and slid up and down his cock quickly and asked “you like the way my tits move while I bounce up and down his big cock?” I nodded yes. She turned her head back to John and said “fuck me harder baby” he started thrusting himself up into her while she synchronized and pushed her hips into him. She gasped deeply with each thrust and clenched the sides of the computer chair hard. He started fucking her faster and she fell back onto him, he grabbed her around the stomach with both arms and started fucking her harder and harder. She opened her eyes and looked at me and began yelling “I’m cumming!” Over and over until her legs crossed and she shook and jumped off him. She laid on the bed again and turned her head back and looked at me and told John to give her a minute. She asked him if I’m ready to cum for her and I told her I’ve been waiting. She rolled over with a smile and got on all fours. She instructed John to fuck her doggystyle now. He started fucking her again and she layed down on her stomach and held my cock in her hand “his cock is really deep in me baby, I’m gonna cum again” she grabbed my hands and pulled me close to her. She put her hands on my thighs and reached up and started making out with me as John thrust into her. She kissed me harder and harder while John fucked her from behind. She started gasping and looked at me. Her mouth was open and her eyes made her look like she was desperately trying to speak. She laid down with her head down on my stomach and her tits pushing onto my hard cock. Every thrust of John pushed her tits against me and I had been edging for quite awhile. I came on her between her tits and she didn’t even seem to notice until she exclaimed “oh my god baby yes! Your warm cum is all over me and about to cum on johns big dick again. I’m so lucky baby.” She gasped and moaned and finally in an exasperated almost guttural voice she barely got out “I’m cumming” she rolled over again after pausing to enjoy the waves of her orgasm. She had my cum on her breasts and now she got what was on my groin area all over her back. John started fucking her missionary and again I could feel every thrust as her back pressed against my cock which was already semi hard again. John pulled out and came all over her stomach and she leaned up and kissed John after he came. She got cleaned up yet again and I cleaned myself off. She laid in bed sideways next to me and kissed me again and John was behind her kissing her neck. After that John had left and she stayed with me. We ended fucking again that night and falling asleep together. More to come hopefully!

Happy Endings [M] in Kuala Lumpur

It’s that time of the month again.

Maybe I’ve been having a good week and want to top it off. Maybe I’ve been having a bad week and need to help myself relax. Maybe I just got waxed and am feeling extra sensitive.

Either way, I’m parked right outside the venue with my engine off; my car lit up by the flashing neon sign in the shape of a foot mounted on the side of the building.

I walk a straight line from my car to the staircase and then knock on the locked glass door so that the boss will buzz me in. Once inside, I ask if “X” is available; X being whoever my favourite masseuse of the moment is. Having been coming to this place for almost the past ten years, I’ve had many different favourites. Sometimes they quit the life, sometimes they move away to other branches, or sometimes I just discover someone I like more; someone who ends up being my new favourite.

A public masturbator [M] masturbated behind me [F] at a library in college

I was a 19 year old sophomore in college when this happened. It was 5 years ago, but I remember it so clearly. The university I attended was in a city and the university library was shared with the city. There were always interesting characters there and the library was always packed. I avoided it when I could, but I had gone there to concentrate. It was spring break and most students had better things to do. I felt cooped up in my studio apartment smaller than a 2 car garage. I was pleasantly surprised when I walked the 3 blocks to the libraray and there weren’t that many people there. I always thought that each level had less people than the floor beneath. I decided to go straight to the 7th floor, which was almost the top floor. I had hoped that I would get the opportunity to get a view of the university and downtown area. I did. I remember being happy to finally having a decent place to study in the library. I sat at the outer edge of the floor, facing the large windows and I had no one even near me. I loved the view.

[M]4[F] I was 17, she was 33 and married…First time I fucked my GF’s mom

I’ve never told anyone this story, but when I was 17, my ex-GF’s mom seduced me.

It started on a ski trip with her family. She had been a cheerleader in high school, and was a tall, voluptuous blonde and I was a straight A student athlete, with a ripped body and huge mane of hair. stayed up late watching a movie, and everyone including my GF went to sleep early. We drank wine together and sat close to each other on the bed, and I’ll admit that I had a hard on all night long. I was so naive that I figured she wouldn’t notice it if I kept my shorts covered up under the blanket, but a few times I had to use the bathroom, and it just wouldn’t go down.

That first night, we sat next to each other for several hours, and in spite of her finishing off a good portion of a bottle of wine, we never touched. We just talked, pretended to watch a movie and talked some more.

I was a kid from a large family, starving for attention, and she showered it on me.

Asian Hookers [MF]

During my time in the military I got to travel all over Asia. I banged a lot of hookers as it’s pretty common in most countries there. I’m a decent looking guy and had no problem getting regular girls too, but the whole sex trade is shoved in your face in some these places. It’s easy to indulge, especially after a few drinks. Thought I’d highlight 3 of my most memorable experiences from some different countries.

**Thailand**

Having two cute, petite Thai girls take turns sucking my dick. All the while they would be making out with each other and switching between licking, deepthroating, jerking me off, and sucking my balls. Very sloppy and deep. They were an amazing team. **I came in one of their mouths, which she swallowed. The other one sucked it for a little while after I came and then they both cleaned me off with a hot towel and we all fell asleep.** This was part of a multi day bender, where me and my friends had a hotel suite and would spend most of the days drinking, and most of the nights fucking hookers. I had 2 threesomes and the double BJ with those 2 girls in one night. You can live like a king in Thailand for cheap.

How I [23M] got into a sexual relationship with my roommate [28F] [MF]

Before we get into the story, a little bit about myself – I am 23 and recently moved to Chicago from New York.
Now since i just moved to Chicago, I found this okay-ish apartment in my budget . But the reason i chose this was because of the people that lived in it . I met them and we felt connected vibe instantly. I live with one girl, who is 28 year old and she has a boyfriend who comes over regularly and another 23 year old guy.
So this story starts a month and a half into after I moved in.
The girl, lets call her Amber, and her boyfriend – lets call him Sam – they both share an open relationship. But its different from the actual open relationship, and by different i mean they only sleep with someone else when one of them is out of town or is going to be busy for a few days or weeks. A fact which i learned in a very awakening moment. In the most literal sense.
So one night I wake up to take a piss and i come out of the room to go to the washroom which comes after the living room – while my room opens directly into a part of the living room. And as i open, i see Amber naked on the coffee table with a guy on top of her , who is not fully naked, he is though only wearing a T-shirt. Since our house is out on the main street, the street lights come in through the window and just lit up enough of the room to be partially visible.
Amber has always been a moaner, and someone who talks a lot of dirty while moaning. I could always hear her demanding Sam to fuck her harder and demanding him to fuck her pussy in a sentence such as “fuck that pussy hard. Make that pussy squirt”
She is also loud during that, and unapologetic about it. During the first day we met, while i was still prospecting about it , she said,
“Before we go forward, i should tell you me and Sam have a lot of sex – and by lot of sex i mean pretty much every night. And i am a moaner . So hope that not disturbing for you.”
I thought how loud or how much sex would they have honestly. But spending the first night itself, i was proven wrong. Now probably my other roommate probably doesn’t get her moans that much, cause his room is farther away from her, but for me she is right next to me – sharing a wall.
The first night I unpacked and slept on the bed thinking I’ll finally catch on some sleep with a full day of moving, and as i lie down on my bed, i start hearing the dirty talk of how she wants to suck the life out of his dick and the slurping noises begin followed by loud gag reflexes and his moans.
Now i wont lie, the fact that i am so near to someone having sex, with every sound being very audible, it made me feel as if I was part of a threesome where i am only watching them get down and dirty.
But i am still prioritising on my sleep even though at this point my dick is slowly getting hard. But then i reach the point of no return. And that is when he starts going down on her and she starts moaning.
Now i have heard my fair share of girls moaning . But this was something different. It was almost like i was listening to a porn movie . The moans were amazing. It only took me a second after the first moan i heard to get rock hard.
She kept saying “lick that pussy lick that pussy good. Put all your tongue in it”
And before i knew it , i was holding my 8 inch rock hard dick in my hands. Hearing her moans put me into a place where i did not realise when i had started jacking off. But she wasn’t done, this moaning went on for another solid 15 minutes before she exclaimed, “i am gonna fucking cum!! Open your mouth!! drink that fucking cum”
At this point even I noticed my pre-cum to ooze out now. I was really turned on. I wanted to cum. And i did pretty quickly once he started fucking her. And her moans and dirty talk reached to another level.
Now they must have had a good solid 40 mins of fucking before he came on her boobs (she kept repeating that for the last 5 mins when he exclaimed ‘i am gonna cum’)
And it got really hardcore in those 40 mins .. the bed was shaking she was moaning a lot- the pace never got slow, he only kept going faster and only stopping (i am guessing) to change positions.
I remember i came twice that night . Once when they were having sex and one after they were done and they slept but i was still very hard as i w take out to moans from my head . So i jacked off again – and that was the first time I fantasised of how her body would be . I did notice the hourglass figure when i came the house first time , and i also noticed the noticeably bigger than average boobs she had and the tight round ass she walked with. And this night was first of many (and by many i mean every night) that i jacked off her moaning first and then second time fantasising that i was the one fucking her.
Before moving here, i hardly masturbated once or twice a week, but now a month into living here, i was masturbating twice every night.
So now when i saw her on that coffee table with her legs wide open and her hands holding her boobs and playing her nipples with one hand while rubbing her clit with the other while the guy fucked her as hard as he can, i got an instant boner. While i am a guy who loves to sleep naked, i wore a pair of boxers when i got out of the room to take a leak. And as i saw her boobs, and her hard nipples, there was a huge tent formed on my crotch and as she noticed me and my tent, while i noticed her big , 34D full boobs jiggle up and down with the motion of the thrusts, i quickly noticed she saw me enjoying the view, so i quickly went to take a leak and once i took a leak i noticed to hear the moans again. Till now she wasnt moaning, which cleared a confusion that i had over the month that maybe she is faking it with her boyfriend of how big he was and how hard he was all the time, and that how much cum he was shoot. But now i realised that she was faking it in this moment and not before .
And now that i had seen her boobs and she was moaning, i was rock hard again, and i felt that i had to jack off . So did, i couldn’t hold my cum too much this time, the image of her boobs moving up and down and the fact that she was looking at my boner was too much for me.
While i walked back, i noticed he was done and he was lying on top of her and she moved her to see me as i was walking back to my room. I noticed her eyes went down to my half hard boner as i walked to my room and gave her a smile before going in, and she did the same.

[M]y [F]irst escapade with my boss – part 2

[Here](https://www.reddit.com/r/gonewildstories/comments/a1liij/my_first_escapade_with_my_boss/?st=JP36BZSY&sh=33ce3d2c)’s the beginning of this story.

_________________

I was growing impatient and after what seemed like forever I heard a voice saying “push the button”. I was stomping my feet like a spoiled child waiting for the elevator to stop on our floor.

“So eager for what’s to come, are we?” I could sense the smile on his face as he said that.

“And what would that be?” I asked in a mocking tone trying to act casual after my feet gave my excitement away.

“We’ll see when we get to my car. If we even make it there.”

Fuck. I knew he said that on purpose just to get my heart pumping.

We stepped inside the elevator and he walked behind me. As the doors shut I froze. I was prey.
He leaned over smelling my hair and then my neck. I shut my eyes trying to contain myself and breath normally.

I [F] took one of the biggest dicks I’ve ever had [M] 2 nights in a row

Met up for drinks at the bar next to his office and we hit it off immediately. Great conversation, tons in common, just having a fantastic time. Next thing I know, we’re in his office making out then I’m sitting on his desk getting my pussy sucked. Definitely a bucket list item crossed off there. He stands back up and we start making out again while he fingers me and I’m just gushing all over his desk.

I’m a generous lover so I decide it’s my turn and I get on my knees. I pull his boxers down and this dick so so big I gasped. He was kinda shy about it and I would have NEVER guessed it was so big. He was humble as hell. Well, I’m in awe but I’m gonna give it a go so I take the already-rock hard dick and work my mouth onto it. I could barely get my mouth around it and I definitely could not take it to the the balls. I was proud of how far down the shaft I could go, though. Every time I try to deep throat it, he grunts and gets extra hard. Apparently he doesn’t get it sucked a lot. I understand why.

The Drive [MF]

One of the problems with living in a small town is that everyone knows what you’re up to. It makes it kind of hard if you want to maintain a “good reputation” but also have a wild side. Good thing though about a small town, is there is usually lots of space to sneak away to and not be caught.

It was one of those summer days that you just don’t want to end. We had been out just enjoying the warm sunshine. A little hiking, some ice cream, some swimming and now we were driving home to our little subdivision. I decided to take the long way home because it’s a scenic drive and I just wanted some more time in the sun.

When you’re driving country back roads, there’s only one way to do it – windows down and music up. We keep going down all these curvy back roads and are enjoying the scenery and the breeze. My wife looks at me and says, “It’s a little warm”. I thought she meant she was hot, not just stating that it was too early in the year to be that warm.