More with James

James and I pretended like nothing happened for a week or so. He did mention he wanted to have more sex with chicks. I figured the mutual oral while fun was a one time deal. One night finds us both off work and insanely bored. He invites me to his dorm to hang out and likely play some games. Im quite inebriated and horny when I make my way to his room. Hes laying on the bed in just shorts watching a movie. I sit in the desk chair. A very awkward 15 or so minutes go by. We both know we want to fool around. I decide to make the move first and lay down next to him in the bed. Im in shorts, tee, and socks. Within moments we are intertwined on the bed watching the movie. He takes it further and slides a hand under my shorts and boxers to slowly jerk my cock. Our shorts and boxers are both off shortly after that as we furiously kiss and our hands jerk each other. James climbs on top of me and starts thrusting his dick against mine. I get him to stop by motioning for him to bring his cock to my mouth. He slides it in and I start sucking him off. He really seems to be enjoying this. I start playing with his smooth nutsacks. He goes crazy for it so I decide to take it further. I suck on one ball before moving to the other as I stroke his cock. James really gets into it. Debating my next move, I decided to just get him to cum. He had other ideas. He moves off my chest and begins rubbing his hands around my crotch. He gets me even more turned on. He takes a lot of my cock at once into his mouth while staring into my eyes. I begin to fuck his mouth as he tries his hardest to do a lot better than his pretty good first time. This goes on for a few very passionate moments. He gives me a definate look. I stop. "Are you-" "Yes. Im sure." I had never done anal, either with a guy or girl. I had never recieved, either. Now, James wants me to do it to him? Or was he wanting to fuck me? James grabbed a box of condoms from his nightstand. He pulled one out. This was the moment of truth. He smiles as he opens it. He starts sucking my cock head again. I close my eyes to enjoy the moment more. I feel a rubbery finger at my hole. It presses in. He slowly gets his finger in and presses it in further. It feels so weird to me. James starts focusing on the anal pen and moves his finger in and out. He puts a second finger in the condom after about five minutes and gets it situated as well. Im not hating this nor loving it. Its ok. A few moments more sees a third finger. Then I feel him hit a great spot just right. I had heard of someone talk about the prostate before. Experience is much better. I let him know hes at a good spot. He keeps hitting it just right as I feel an intense orgasm brewing. James figured this out and stopped. Grabbing a new condom, he places it on his cock, lubes it, and pushes his head right against my hole. The angle is weird so I get on all fours. This works much better as I feel him enter me. It took about a minute for him to get in and start to pound away. It felt really weird to feel a cock in me but not bad. James goes wild and doesnt last overly long. He collapses on my back. I really want to fuck something and James seems out of it now. He falls onto the bed and passes out. I grab the nearest set of shorts and boxers and head towards this girls room. I obnoxiously knock on the door till she opens up. She refuses to let me in since her roommates hated me. I tell her I just want to fuck. Meg says fine lets go. I reach in the pocket to grab the room key. Its not in the right pocket. I find it in the left with James ID. She laughs as she figures out Im in his shorts somehow. We go to James room and start kissing and stripping. Hes passed out on the bed still naked. We wake him up and he just goes to chair. He watches as Meg starts blowing the same dick he had earlier. She gets me nice and hard then sits on my face. I loved her taste. Meg is the best tasting chick Ive ever been with. She slides onto my dick and we start fucking hard. Everytime she goes down I slam up. We go for a while until I flip her over and start fucking her doggy. For some reason having James as an audience made us really go at it. We switch to missionary when her knees started aching from the super uncomfy dorm bed. I didnt last long in the new position and cum hard. It was an amazing orgasm after the work up earlier and the amazing sex. Meg asks James if he wants a turn. He jumps at the chance almost literally. He hurries into the now crowded bed and slides his cock right in her. He looks estatic as he is in a vagina again but with no condom this time. He doesnt even seem bothered by the fact I dumped gallons of my own cum in her. I cheer him on as he fucks her missionary. He is still unpracticed and it shows as he goes for the gold in the fuck race. She tells him to calm down and focus on deep thrusts and not a lot of quick ones. He is in a different world as he keeps fucking her hard and quick. I had gotten her to a decent, not mindblowing, orgasm. James had no concern for her pleasure as he humped for his life. She gets him to lay down now next to me instead of her. She begins to ride him to her pace. She stops him from thrusting up with each down thrust on her part. Im rockhard again watching. Meg begins jerking me as she rides James. "Id love to see two guys kiss. Itd be like guys seeing lesbians kiss." This was beyond anything he and I had done and seemed like a weird barrier. We pressed in close towards each other. His blue eyes are inviting as our lips awkwardly touched. Soon we were kissing passionately. Meg is riding him with enthusiasm and cheering us on. "Oh fuck!" Shes really surprised by his joining in of jerking my cock. She watches and rides him as he and I kiss as he jerks me. Her face twists into an orgasm as she stops paying attention to anything but her pleasure. James groans as she cums. He also loses attention and once again seems board stiff. She lays on top of us smiling. "Both of you jizzed in me. Nasty boys." We all curl up and fall asleep.

Two girls, one night. (FMF)

I was a freshman in college and recently lost my virginity. I was horny as hell and wanted to make up for lost time. During that first semester (4 months long), I fucked 8 different girls, and kept a couple as fuck buddies. One of them, Kelsey, was average-looking red-head at best. Near my height, near my weight. But she was always down. One weekend, her friend, Lauren, was visiting. Her friend was a cute, blonde, skinner and shorter than me.

After a frat party, the three of us went back to Kelsey's room. The dorm room had two lofted, twin beds on opposite walls. Kelsey's roommate was gone for the weekend so Lauren took her bed as Kelsey and I went to Kelsey's. We were falling asleep when Lauren suddenly blurted out, “I better not hear any noises.” Well of course that ignited some fires, and Kelsey and I started making sex noises and semi-playing with one another. Lauren fought back, masturbating in her own bed. With all 3 of us drunk, making loud sex noises, and playing with ourselves, Kelsey and I convinced Lauren to come sleep with us. This is when I learned 3 people to a twin bed is an uncomfortably hot experience. However, I was sandwiched between my fuck buddy Kelsey, and her attractive friend Lauren. So I did the only reasonable thing a guy would do in such a situation. “You two should kiss.” They wouldn't, claiming they were too close to do that. “It would be like committing incest,” one girl said. Fine.

Black man and white woman

What's up my Gs, a friend of mine told me she sees nothing wrong with it. I'd like to see a back dude bang a white woman in person, I'm curious if I will actually throw up unprompted. I got zero sexual interest in it.

When I see a white girl with a black guy I feel mildly ill and at the same time amused, at clubs when I see them dancing, I get close and watch. It's like a lion attacking a gazelle. I keep thinking "what if your dad saw this?

A buddy of mine gets black prostitutes and degrades them, calls them slaves, cotton pickers, monkeys. I think it's hilarious

Do any of yiu guys get the same feelings on interracial couples

Having fun with my [18F] first boyfriend [18M]

I know I don’t have as much sexual experience as the other people on this subreddit. In fact, I am still a virgin. Still that doesn’t stop me and my boyfriend from having a lot of fun. A little info on both of us: We are both 18, and we’ve been dating for 6 months. I was his first kiss, and he was only the third guy I’ve ever hooked up with. We kissed a few times when we were drunk even though we still told everyone that we were just friends. Those first few times were sweet and romantic, even a bit boring for me. As I said, I was a bit more experienced than him, I had been groped and touched before so I naturally wanted those things to happen with him, plus more.

This changed when we started dating officially. He slowly started to get more confident. As time went by his kisses became more passionate, leaving each of us breathless at the end of every make out session. Then gradually he started moving downwards. First a few shy kisses on my neck, then a few polite bites, then strong sucking and finally one day he got to my boobs. Now, he is definitely a boob guy. The first time he touched my tits he was like a child getting the toy he wanted for Christmas. Soon he was kissing and sucking my nipples as if he had been doing that his whole life.

Back to work at [M]y old part time job (M/F)

This happened last weekend and i'm writing it down to get advice for this weekend, as well as share something cool. Obviously a throw away.

Several years ago while I was in college, I applied for a part time retail sales job to help pay my way. I went through the usual interview process and was handled by the assistant manager and department manager. The assistant manager Kaylee was a typical cute short haired blonde with very striking grey-ish eyes, and my guess was she was early 20s at the time. She has wide hips and is smaller chested, but absolutely hot. She is someone whom I instantly thought was sexy. The department manager Laura was a shorter redhead sporting glasses, had the slim athlete's body, and was in her late 20s at the time. I could tell she had meat on her as her arms and neck were toned. At the time I never payed mind to her as my sexual energy was directed at others.

If anyone cares, I go to the gym so I know I look good in slacks and dress shirt and tie. And the work environment demands a clean cut look.

Had One Last Single Run… The Hairdresser Pt.3 [MFF]

So about two years ago I ended a 5 year relationship and had a 4 month period on Christian Mingle that to my surprise ended up as one of the best runs of my life. Since that single run has now ended figured I would share the highlights for your consideration. Here is the last (and in my opinion my favorite) from #5. First Conquest: http://www.reddit.com/r/gonewildstories/comments/2x0mv8/had_one_last_single_run_the_24_year_old_milf_mf/ 2nd Conquest http://www.reddit.com/r/gonewildstories/comments/2x49vk/had_one_last_single_run_the_exs_former_best/ 3rd Conquest: http://www.reddit.com/r/gonewildstories/comments/2x8h5b/had_one_last_single_run_the_40_year_old_blowjob_mf/ 4th Conquest: http://www.reddit.com/r/gonewildstories/comments/2xcvn1/had_one_last_single_run_volleyball_girl_mf/ 5th Conquest (Hairdresser Pt. 1) http://www.reddit.com/r/gonewildstories/comments/2xxjuc/had_one_last_single_run_the_hairdresser_mf/ (Pt. 2) http://www.reddit.com/r/gonewildstories/comments/2yg2eb/had_one_last_single_run_the_hairdresser_pt_2/ ++++++++++++++++++++++++++++++++++++++++++

So for the 5 second run down Deena was a Hairdresser and Owner of her own salon who was a slow burn that turned into a little nympho. We hooked up numerous times and she broadened my sexual horizons beyond what they already were. She loved telling the other girls at her salon about her sexcapades. I later found out she had even hooked up with some of the girls at her salon. When we left off she had introduced me to Lynzee who she had a crush on and I convinced her to masturbate thinking about. They were attending a wedding together while I was out of town.

[m/f] Had sex with my best friends VERY hot mom.

So this is my throwaway account since my friends know my main one. Im 21 and have been friends with Ryan since early high school. All through high school everyone always joked about how hot Ryan's mom was. She was in her early 40s, about 5'6, and in great shape. (she was a runner) All 4 years of high school I was best friends with Ryan and spent almost every week at his house. His mom was always extremely nice and friendly, but never gave off any vibe that she would do anything wrong (they were a church going family). We were close enough where we would talk anytime we were together, but it was never anything inappropriate.

Fast Forward to 3 years after high school. In those 3 years I was going to college 2 hours away, so I only saw her maybe 10 times in that time span and they were all very brief hellos. Ryan and I were still really good friends and we planned to meet up and go on a trip over spring break. Me and 2 other friends went to pick him up at his parents house. We got there, and while he was loading up I had a brief catch up with his mom. Again, nothing unusual. Just the expected, "oh, we've missed seeing you around, etc. etc.". So we pack up and head out to camp for a few days.

My [F]riend’s first gangbang [MMMMMMMM] during spring break as told to me.

This was told to me by a lover of a gangbang she had when she was younger. Please take into account this was told to me about 10 yrs ago of an event that happened 10 years previously. I'm straining my excellent memory to remember the details and questions I asked about that day. For science of course.

where did this conversation take place? our first meeting at a gangbang i was hosting from Craigslist. go fig.

my friend at the time was a fairly curvy 19 yr old of Philippino decent with big, DD tits and was mentioned prominently in an entry on my blog.

she went on spring break with a few friends and somehow got separated at a hotel they were staying at. From what she told me she was perpetually horny at this age and was basically a slut in college, and obviously later in life.

Anyway, she wound up in a room with about 8 guys or so playing drinking games. The conversation eventually turned towards sex and there were a number of guys she was interested in, and considering she didn't like to drink much, she was quite sober in her decisions, but drank just enough to blame it on being drunk.

My very own MILF (M/F) (long)

I enjoyed writing about my 1st m/m experience yesterday, but here's something more recent with a MILF that is definitely one of the sexiest life experiences I've had the joy of taking part in.

This story took place late last June. I work in a pretty typical office, a 9-5 job, but on this particular Friday evening last June I was working a bit late. We had a fairly large project that needed to be wrapped up, and it was almost 7pm by the time my workday ended. My friend Tom also works there, and after we finished up for the day we decided to head down the street to our regular pub to wind down.

The pub isn't anything fancy, but is where those that enjoy a pint or 2 in my office go to get their fill. It has barstools, tables along the wall, and a fair sized open floor that is either filled with tables or cleared as a dance floor. There are also some dart boards along one wall, and a back patio. On a typical Friday evening it would be half full, mostly filled with locals that live or work nearby. On this particular night, though, it was packed and the place was hopping! Tom and I arrived around 7pm expecting it to be a typical evening, but it turned out to be anything but.

Cock blocked by a cop, followed by [m]y [f]irst time receiving a great blow job and some other fun stuff

When I was a junior in high school I was seeing this girl named Miranda. Miranda was a "scene kid," each week her hair was a different color, she had three piercings in on ear, and she was always either wearing the t-shirt for some band or some obscure 90s cartoon character. She had gorgeous dark blue eyes which usually popped thanks to the bizarre colors of her hair, stood about 5'7 with long legs and wide hips. She was also just always fun to be around, had a fantastic sense of humor and a way of making others around her feel comfortable.

We were making out in my car when she groped me over the fabric of my jeans. "Someone's eager," she laughed, leaning in to whisper in my ear "want some head, Gulp?" Gulp, short for "Big Gulp," was her nickname for me, because I worked part time at the 7/11 nearby. Among other reasons, I guess. I apologetically explained that I wasn't the world's biggest fan of blowjobs, I'd actually never come from one.