Tag: Straight

Hotel Sex After A Six Month Dry Spell. [m22/f20]

It’s been a while, so I thought I’d make another contribution. This one is about the time Rey and I fucked all night after not having sex for six months.

This is what Rey looks like, btw: http://i.imgur.com/D7RDLn0.jpg
(Not her, but really close)

As I’ve shown in my previous posts, Rey was a bit of a freak. Just before we started dating, she got out of a long term relationship that involved not having sex for the last several months, and having boring sex with only her ex’s kinks more or less forced on her. Terrible sport. By the time she met me, not only was she dying to try some of her own fantasies, she was desperate for sex in general. So naturally we had a lot of it.

Not long after that though, Rey got accepted to her first pick college. After calling in most of senior year and being too depressed about her past relationship to do anything in her first (and only) semester at community college, getting accepted to a private university was a huge opportunity for her. I might not have explained this with all of the fuckery before, but Rey was incredibly smart, and for the entire time I’ve known her incredibly driven. She said that my drive made her want to be better, so I guess we made each other more driven (?), but she was relentless in her pursuit of education. Again, big deal. Read more »

Tryst with the Cleaning Lady [M/F]

Greetings! This is a true story which got me banned from GoneWildStories as I was not explicit about the ages of those involved. I hope you all enjoy it. Additionally, I anticipate that you all will be able to surmise that everyone was over 18 as suggested by the facts that the involved parties were a senior in college and a graduate student, respectively, but just to be absolutely clear: we were both in our 20s.
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[Edit for tags and clarity] M/F, I was 26 at the time, she was 22, no cheating for the butthurt, everyone tested for STIs and birth control used for the health-minded, alcohol consumed for the abstainers…what else…Easter mentioned for the anti-religion/Jeebus crowd…higher education mentioned which may offend the dummies…okay I think that’s it. You’ve been warned. Proceed with caution. Lots of preamble. Skip to XXXXXX if so inclined.

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Worst Roommate Part 2 [MF, oral]

Recap from Part 1: Three guys live together as roommates in the area around a big US city. One, the main character Mike, ends up having a no-touching masturbation sessions with Elise, his friend/roommate’s (Sean) girlfriend. His smaller head did the thinking and let things progress until Elise got herself off then managed to surprise Mike by latching her lips around his dick and finishing him off. The no-touching masturbation session was a partial failure since lips met dick, but they both got off on it. Continue for Part 2. There will be more lips-meeting-dick action.

After Elise stopped me from frosting a napkin, not much happened in the living room. She giggled, said, “that was fun” and then danced upstairs while I simply stood there shell-shocked with my pants and boxers around my ankles. Half-hard dick just hanging out. Read more »

Detention

He was sitting in class looking at the board In front of him that day, he reads out the equations on it and in his head begins to work them out at a quick pace, on his notebook he is writing quickly and furiously and within minutes he is finished, he gets bored as he has worked these so called hard equations before the lesson is even over with.

His mind begins to wander and as it does he finds himself staring her, the only woman that has ever caught his eye.

She is an older lady he remembers her saying one day that her birthday had just passed and she had turned thirtyone, he finds himself looking her out, her long brown hair drapping over her shoulders and her pretty blue eyes looking down at her work, he finds himself thinking that she is the only woman I know that would be worth my time and my effort, he notices that she is wearing a white shirt and a black skirt that day. Read more »

That time I woke up with my friend sucking my dick and I didn’t stop him. (M/M)

So this happened a while ago but I’ve been thinking about it and I want to share this memory. I think of my self as straight and I have been in a long term relationship with a girl for 10 years now but before all of that there was this one guy…

We were friends in high school, we mostly just hung out with each other and played video games. We would spend the night over at one anothers house and play games all night. Well one night my friend (I’ll call him Carter) was sleeping over at my house. After a late night of gaming we finally called it quits and went to bed. My room had two twin beds in it. I can’t remember the dreams I had that night but I know I was getting very excited and horny until i realized that I wasn’t asleep any more. Read more »

Got stoned and fucked two dudes in one night (m/f)

This happened a little while ago now, and my memory is a bit fuzzy, but I thought it’d be a good story to post anyway. At this point in time I had a regular fuck buddy, and another dude who would hit me up for a booty call every so often. I’m very submissive when it comes to sex, and my fuck buddy and I had played around with it, but I was never really able to submit fully to him. I figured I needed to be in the right mood, and that night I was. Just not with him.

I started the night smoking weed with my fuck buddy, and he and I normally get a bit horny when we’re high. After a couple of cones it didn’t take long for his hand to be up my skirt and playing with my already wet pussy. I cum very easily, and it’s even easier when I’ve been smoking, so it took less than a minute of his fingers rubbing my gspot before I orgasmed loudly. At this point I was lying on his couch, so he quickly stripped off my panties and slid his hard cock into me. We fucked like that for a bit, until he got up and lead me to the bed, so he could bend me over and fuck me standing. That’s one of my favorite positions, and I came again while he continued to pound me. With my pussy tightening and my loud moans, he came inside me soon after. Read more »

My first experience with a crossdresser [M18, T25]

For this story, I’m returning right back to the beginning. This was about ten years ago, but as with first experiences for many people, the vivid details have stayed with me to this day. I was 18, and at the time had begun partying. I live in a jurisdiction where the drinking age is 18, so as you can imagine, we liked to let loose at the weekends. I don’t drink now, and drank very little alcohol at the time, so my partying usually consisted of me driving my friends to a club, dancing a bit, try to get a girl and then head home. Obviously being relatively sober around drunk girls had its advantages, and many times I had girls hanging over me because I could make them laugh. Or more properly, I could speak coherently, while they couldn’t.

I’d already been into crossdressing porn for a few years. This was 2005, YouTube had only just started, and streaming video was very much in its infancy. In fairness, we already had broadband Internet, so it wasn’t terribly slow, I think in or around 2mbps. Despite that, streaming porn had barely taken off. I constantly fantasised about crossdressers, but usually I could only get that fix by images. Hardcore porn movies mostly featured so-called “shemales” in those days, which weren’t then and to this day aren’t my thing. The odd crossdressing video I could find left me cumming for days. I fucking loved it. Read more »

First time with a shemale

she-male experience
I have alway had a fantasy with being with a she male for years I find them beautiful , exotic and until recently I found out its something straight men are naturally attracted due to them being so fem. Its the fact there are woman with penis with is the holy grail.
One day I am looking at she porn at shamble gods.com and I decided to look on craigslist and just look if there any in my area. I find one and answer to an add to a woman called she-male jem, she is looking for a bottom boy for the night. I send her a pic and responds to me back with her number and we talk for a little about what we want to do. This is a pic of what she looks likehttp://img.adultsearch.com/classifieds/798345_0uiaw18lT0oOKudJtFT.jpg and this is a pic of her cock http://img.adultsearch.com/classifieds/798345_74OFetCTBEJlzYLz2CtU.jpg
it looks nice and big and like the previous story that I want a prostate orgasm and experience a beautiful woman with a cock =). She instructs me to go buy condoms and she has lube. So on my way to go see her I stop at a gas station again but this time a chicken out because I didn’t want to be judged buying condoms. =(
Once I arrive it looks like a really bad area and i start to get scared. I was about to leave but she came out greeted me while I am in my car and told me to come and fallow her into her apartment. Her apartment is really small and by the looks of it she lives by her self. I laugh a bit because there is porn on when I enter the living room and we talk about ps3 and how she knows how to fix them.
When I first saw her with my eyes I realized she is really tall and she is beautiful and the pics she sent me do no justice, she looked way better in person and even better than her porn videos. We talked and she told me, she was a porn star for a while for she-male strokers and she told me stories how men with there wives would recognize her at the stores.
After a while she asks me what turns me on?
I reply “I love thongs”! like from my first experience with popping my cherry I lost control of my self when I saw the skater girl in just a thong.
She tells me is a sarcastic way “I am not wearing any underwear” and I look down and she was just wearing a skirt and I see her beautiful cock hard and it puts my 5 and half cock to shame. it looks huge and tasty and warm.
I am dumbfounded and with my jaw open I ask her if I can suck on it and she replies “yes with a giggle”. Know this is my very first time sucking on a cock at all and especially at this size its huge. I lick the head gently like ice cream hoping to get that cream filling at the center.
Then I finally put it in my mouth and I am moaning with so much excitement. I am kissing her cock, smelling it, rubbing it and trying to take as much as I can in my mouth. I can tell she is getting really Horney.
She asks me did you bring the condoms? I reply no because I become scared and she looks at me, with so much disappointment. she just tells me to keep sucking and finally I pull my pants down and I grab our cocks together like I am stroking just my own up and down together. it really feels nice to rub a cock on another cock.
She asks me “is there anything you want to do?” I reply I have always wanted to 69 and we do just that. With me on bottom of course =) and her cock and ass in such perfect view I start sucking and at the same time she is sucking me good. like omg !!!!
Then finally I hear her say “screw it I can’t take it anymore” and puts me an my all fours on the coach and asks me if I have ever had sex with a guy before and I lied and said no ,because The other story with the guy.
She puts lube on her finger and goes in me it felt so good entering my tight little boy pussy and then puts some lube on her cock before entering me. Now this cock was way better than that guys cock before. I felt so much and she was way better in every way. She tells me that I am so tight =). She is really making my ass stretch to its limits. After going in slowly she finally all the way in me. Then here comes the best anal sex I have ever had in my life.
She pounds me at a long slow pace at first it feels so good I can feel it through my whole body. my ass is being dominated by the hung shemale and I love it so much. and at the same time she reaches for my cocks and is jerking me off with her in my boy pussy taking in her cock.
It gets bad to the point I am moaning so loud I wonder if the next room hears me getting fucked by this beautiful woman. She is sending me shockwaves through my body aching for my prostate fun.After a while she asks me where does she wants me to cum? I tell her to cum in me because I want to feel her load in me and wanted to see how it felt. Her cock starts to throb in contractions and She cums right in me with her perfect load in me and my ass is eating every last drop. She is moaning in excitement and her cock is drained from my ass =)
Next she tells me its my turn and I tell her I have never gave anyone anal before and she smiles and says “nice this is going to be your first time.”
She tells me sit on the coach and I do so and she is standing over me with her ass at my face level and slowly puts her ass hole right on my cock. She starts to put her body weight on my cock. She starts and slow adjusting her pro ass on my cock then She is bouncing my cock and I feel the warmness tingles sensation of me cumin and I ask her the same question right before I let go of my seed “where do you want me to cum” and “she replies in my ass and I my cock shoots my load up her dominate ass. =)
When she gets off my lap my dick pulls out with such force it hurts and she giggles. At this point my cock is to senstive.
When I am leaving she is naked telling me goodbye with her door wide open and she told me “you are going to see me again”. =) Which I still crave that dick sadly. And before I leave I hug her naked body next to my own with clothes and tell her goodbye and I secretly wanted to suck her goodbye and taste my own ass of her cock. but I left to crave her cock once again.
I went to sleep with cum in my ass dripping till morning and I loved it. =) Yes I do love shemale and still want to get dominated by a strap on.

28(M)/19(F) – she had her own idea of how the party would end…

shared this with someone recently, figured y’all may enjoy it too:

i was at a house party, with a bunch of friends and friends of friends. i was single at the time, 28 years old, but wasn’t on the hunt that night, just enjoying myself. an acquaintance of mine (he was mid 20’s) had come to the party with a girl i knew. they weren’t together but i knew for sure he liked her. she was 19, fairly petite, maybe 5’3″ slender figure, but armed with a quick wit. i chatted with both of them for a while, then wandered to others. later this gal comes to me, with somewhat of a serious face and says “can i talk to you out front, i’m not feeling well.” so i said sure, lets take a walk. Read more »

A Proper Goodbye [M/F] – Update

The summer before my Freshman year of college was full of memories. I had a girlfriend that understood we weren’t exclusive in our dating, I was really enjoying time with my FWB, and there was also the challenge of the chase after a couple other girls that summer as well.

Part of this summer was spending a week with a couple of buddies on a canoe trip in the wilderness. I was working the evening before that trip, and knew I had to be up early the next morning for us guys to hit the trail. Before heading out of town, I wanted to stop in and say goodbye to my girlfriend (Kristi) as well as my FWB (Andi), even though I had already told each of them the that I wouldn’t be able to see them this evening.

*******If you’ve read this part before, and just want the update, scroll down to ******* Read more »