Tag: BJ

[MF] I (28M) let my fiancée (26F) dress me up in a Disney Princess costume and fuck me with a strapon. Part 3.

Continued from Part 2: https://www.reddit.com/r/gonewildstories/comments/71o6we/mf_i_28m_let_my_fiancée_26f_dress_me_up_in_a/

I had never sucked her strapon before. I was taken aback and buzzing with anticipation. “Hop on the bed and get on all fours,” she said. I quickly obliged. I heard her picking up the lube and putting on a latex glove. I knew what that meant. “Hike your dress up, *Princess*.” After hearing that nickname, with it’s simultaneous endearment and degradation,

She had gloved just the hand she intended to use and started caressing my butt cheeks with the other. She made downward strokes as if she were gauging how well a particular horse had been broken in. She began talking me through it. “We might as well make use of this time by getting your ass ready.” She gingerly inserted one lubed, latex-clad finger into my ass, moving it back and forth. When I had relaxed she stuck in a second and repeated the process. Once she felt no resistance against both of her fingers, she pulled them both out and readied the plug. Nothing special, just a medium, black latex piece that she used to dilate me. She began caressing my ass again as she pushed it in. There wasn’t much resistance by that point. “Good job,” she remarked. “Now get down and drop to your knees.” Read more »

An old friend of mine from high school [30F] coming to visit me[32m] [MF].

It all started back in high school, she used to date a friend of mine and I for whatever reason didn’t like her. one day we were all hanging out, she and I had a little time together to chat and found out she was actually a real person and fun to be around. Since then we have been good friends and with benefits.

She at some point broke it off with my friend and he moved away somewhere. for a couple of weeks she would seek me out and just chill with me, I would walk her home and shit like that. I wasn’t into her because at the time I didn’t know better and I totally judged her on being a bigger girl. Read more »

[M]y first soft threesome with [M]y best friend and his new wi[F]e

A little background. I am 6 feet tall and a athletic build from playing a ton of soccer. Joe is about 5’9 from Thailand and really fit from doing a lot of martial arts. I met Joe when we were freshman in high school, I was new and we had a lot of the same classes and we quickly became friends. We hung out a lot and being teenagers our conversations always turned sexual. Whether we were discussing what girls we had crushes on to trying to figure out how different sex acts worked. I grew up in the age of dial up internet so answers were not as easily accessible as they are today. Shortly after high school we drifted a bit but one day he called me up to discuss his new wife. She was gorgeous and I’ll admit I was seriously jealous. She was about 5’2″ petite with freckles and bonds hair. (For those of you who need more of a picture think of the porn star Dakota Skye, with more freckles) After a bit of small talk he tells me that him and his wife Linda want to try some kinky things and he thinks a threesome is something I’d be up for. I must’ve asked 50 times if he was sure and he kept insisting they had talked about this for a while and it wasn’t just a spur of the moment thing but carefully thought out. We setup a time for them to come over to my house and after a bit of awkward small talk, we went over ground rules. Basically he didn’t want be to kiss her on the lips or have sex with her but anything with hands and oral was fair game. I was totally ok with that and understood my role here was to be an extra cock for her to play with while her husband fucked her. I took a passive role and followed their lead. This was everyone’s first threesome and I was afraid if I moved too quick I would spook them.
They started undressing and I followed making sure to mirror my friend Joe. Linda had stopped and sat back and watched us undress and admiring the view. Once we were down to just boxers (which was not doing anything to hide our excitement) she finished taking off her clothes. I could tell by the look in her eyes the extra attention was working for her. Once she was completely naked she laid back on the bed and started caressing her pussy with one hand while the other roamed up and down her body. I looked over at Joe who was smiling at me as if to say “yeah, I know. You’re welcome.” Linda directed us to pull off our boxers so she could finally get a good look. With all the anticipation and excitement I was already as hard as I could get. I look over at my buddy Joe and for the first time I see hesitation in his eyes. I’m not the longest guy, only about 7 inches, but I am very thick to where when I grab my dick my finger tips cannot touch. My buddy on the other hand is not as fortunate. His dick is nothing to be ashamed of but it was definitely smaller and I could see that he was having difficulty getting fully hard. Linda also notices so she crawls over and starts rubbing our cocks. First his then after a minute mine too, again I’m cool with this knowing I’m a supporting character for them. Joe is still struggling so she starts to suck his cock. Still no progress. I can see Joe getting more getting more frustrated and about to shut it down, so I tell them I’m going to go get some water and let them do their thing. I wasn’t going to get any but that doesn’t mean my buddy shouldn’t. They half protest as I walk out and go sit in my living room. About 10 minutes later Joe calls me back into the room, I figure they’re done. I walk in and he is in the middle of just railing her! I was relived my buddy could get it up again so I sit back in my desk chair and watch not wanting to disrupt his rhythm. After a minutes they move so she is on her back wth her head just hanging off the bed and she calls me over. I look to Joe for approval and he nods so I walk over. I was not hard anymore cuz I didn’t think it was gonna work out for me but she pulls me close and starts to gently kiss the tip of my cock and it jerks with excitement before she takes me into her mouth. I can feel myself getting harder inside her mouth and she is using Joe’s thrusting to suck me off. Joe says he is getting close to cumming but didn’t want it to end yet so he pulls out and we swap sides. I kneel between her legs and start teasing her with my tongue lightly licking her thighs and pubic bone. Anytime I get close to licking her pussy lips I stop and start over on the other side. I do this a few times and then I just barely touch her pussy with my tongue and she grabs my head and shoves my face deep into her pussy. My whole face is buried and I can’t really breathe but if this was how I died I was happy! She eventually let up and I was able to breathe again. Linda is sucking on Joe but stops long enough to tell me “I need you inside me!” It took every ounce of self control I had to not slide my dick inside her but those were the rules! I slid my two fingers inside her and went back to eating her out. Linda was absolutely loving everything we were doing to her. After a bit Joe says he’s ready to fuck her again so she complies and gets on all fours facing the side of the bed with me standing right in front of her. Joe starts off slow and Linda starts sucking my balls. I was decently experienced at this point but no one had ever sucked my balls before. It was amazing and now one of my favorite things! Joe’s pace starts to pick up so she moves back to wrapping her lips around my cock and letting her husband’s thrust dictate how far deep she went on me. It felt so good and Joe must’ve thought so too because soon after he pulled out and came on her asshole. Linda is able to steady herself more during my blowjob now that Joe wasn’t fucking her and Joe walked around and stood next to me to watch his wife suck my cock. Joe’s asks if I’m close and I tell him I am. I wasn’t, I just panicked because he had already finished and I wasn’t sure how much longer he’d let me throat fuck his wife if he wasn’t involved! He responds with “Good, I want you to cum allover my wife’s face.” I immediately lost it and started cumming rope after rope. It took us all by surprise how much cum I had and was shooting it all over his wife’s face. It was so dirty and so awesome. After I finished Linda licked the last drops of cum out of my dick and collapsed into a sex coma. Joe lays down next to her and I collapse into my desk chair.
After we regained our strength we cleaned up and jumped in a car and went to get something to eat. We finished up dinner and said goodbye talking about how this could be a regular thing. Unfortunately it wasn’t. I never knew exactly what happened but Joe and Linda split up later that year. Joe and I drifted again and even more so after I joined the military. After that I became something of a go to guy for threesomes and had several more since. It wasn’t the ending I really wanted but that was an incredible night.

[MF] [Cheating] [Anal] I wasn’t going to London (part 3)

**Previously:** I travelled to Sicily to meet a Snapchat hookup for some real life fun. I told my girlfriend I’d gone to London on business, but my phone’s GPS gave away where I was after I forgot to turn it off. My cover story proved ineffective, as a friend of ours had been able to prove my e-mail came from here too. Now, she wants answers…

**TL;WTS?** Not very far away. Just read on… ;)
___
As quickly as it had arrived, it was all about to be over. The third and final day of my illicit Sicilian adventure was upon us. This afternoon, I would have to fly home to face the very angry music.

I was woken from my sleep by the feeling of my cock being sucked into a warm, wet opening. I rubbed the sleep from my eyes as I sat up. To my left, her ass poked invitingly in the air. My eyes scanned slowly rightwards as her arched back disappeared under the covers, and finally to where the sheet moved up and down as her head bobbed beneath it. I wished I could have this kind of alarm every morning, and lay my head back onto the pillows, feeling my cock stiffen in her mouth as I enjoyed my wake up call. Read more »

Not how I imagined my first time [MM]

Throwaway account. This didnt happen today, but about a week ago. I put up an ad on Craigslist in the mfw section, hoping to finally lose my virginity. So this girl named “Sammi” responds. We talk for a bit, and she wants to make it a threesome with me, her, and a bi guy. I kind of wanted it to be just me and her, but I got the feeling she would say no if I said something. I’m almost 20 and still never got laid, so I was pretty desperate to the point it was taking over my thoughts and driving me insane. So I agreed. She sends a pic of herself and her brunette friend, and she is a blonde white woman. She says she is 20, but she looks older in the pic.
So she tells me to get hotel room about 20 minutes drive from NYC, which I do. I let her know she got the room, and she asked if I was alone in there and wanted a pic of me alone in there. I thought it was kind of shady, but I obliged and then questioned her about it. She said she didn’t think I would get the room by myself. So she asks for my number then sends my number to the bi guy who is supposed to come. She continues to communicate with me via email, even tho I just gave her my number, which I later considered a missed red flag. She describes the game plan, I was supppsed to put chocolate syrup in the dude’s asshole before I fuck him, thwn she would walk in, see it, then sit on my face. Then we would both fuck her. Little did I know it never ended up happening.
The dude texts me, and I give him the address and room number I gave Sammi. After he shows up a couple of hours later, we make small talk. Apparently she asked him on Craigslist for a bi 3way as well, and said she gave him a different pic of a blonde woman, but he had deleted the pic beforehand so he I couldn’t compare them. The dude wasn’t good looking, and he had a dad bod, but I wanted to get started, because Sammi said she would only come if things happened her way.
Now let me say that I am bi curious, but I lean heavily towards the straight side. He starts to suck me off, and I think it was pretty disappointing for my first blowjob and I was so turned off by him I couldn’t keep my erection up. He kisses my neck and leaves a small hickey sucks my nips, but the whole time his beard stubble was itching me. He wants to kiss my lips, but I was so turned off I decline. I offer to suck his cock and my god, he was big. He was maybe average in length, but his circumcised dick was thick. The tip was like a mushroom, and the whole thing was rock hard. I manage to get the big thing in my mouth, and immediately he starts to fuck my throat, and I start to gag. So he stops, and he wants yo fuck my virgin ass.
I’ve put fingers in there before, but never a thick cock. He fingers my ass to warm me up. He slips on a condom, lubes my asshole as I lay on my stomach, and he rubs his cock on my hole. He somewhat forcefully penetrates me, and I let out a whimper as I lost my anal virginity. He tells me it’s ok, it’s in, then immediately starts to fuck me. Not gently either. He fucks me roughly, and tells me to moan louder and like a girl. Eventually it’s too painful, so I ask him to stop. We both take a break and wonder why the girl hasn’t shown up yet. She said she would come shortly after she got a pic of us, which we sent, but neither of us wanted chocolate syrup in our ass. He suggests round two, but I mention I wanna bail if she doesn’t show up and after we both send her multiple messages that go unanswered, he leaves. I clean up and leave too after an hour, pissed after having caught on that she probably intended to flake from the start, leaving me to have my first time with a guy even though I said I preferred I wanted fuck her first before I do bi play. As i clean my body, I realize I am the hardest I have ever been in my life. My cock was harder than a rock. So of course I jack off, and it felt so good.
As i drive home in the rain, my ass is sore, and I’m pissed I blew $136 on a hotel room only to not get what I want. I could have just gotten a sex worker for just 14 dollars more and get exactly what I want. The next day I am incredibly horny throughout the day. I can’t get his cock off my mind, and I keep getting erections in class, to my horror. I was debating asking him to fuck me again and more gently this time, but I had work after class until night time. The next day, i had no sex drive at all. Nothing, nada.
I’m probably just going to pay to have sex with a girl at this point. I may be good looking, but I’m skinny and awkward so I doubt I’ll be able to land a girl outside of Craigslist. And somewhere out in “Suffern”, there is a girl telling her brunette friend how she got a guy to lose his virginity to another guy. Part of me wanted to curse her out, but I didn’t want to give her any potential satisfaction. Don’t be me, people. Watch for red flags and save yo money.

A Helping Hand From an Old Friend – Part 3 [MF] [Cheating]

**[Part 1] (https://www.reddit.com/r/gonewildstories/comments/6yv2e2/a_helping_hand_from_an_old_friend_mf_cheating/)**

**[Part 2](https://redd.it/70kvax)**

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Hardly believing my luck, I practically jumped out of my car, still struggling to wipe the expression that was somewhere between shock and smugness from my face. Lauren and I closed the car doors, and I somehow remembered that locking it would be advisable, before we made our way up to the house. I followed closely behind, not saying a word, but staring hungrily at her ass in those tight white jeans as she unlocked the door. It was the most perfect size and shape; accented by her slim waist and petite frame. She once told me she wished she had bigger breasts, but her ass… she loved her ass, and so did the guys she got with. I could see why.

We went inside, everything was turned off and it was almost pitch black; Lauren stumbled around in the dark searching for a light. She shared the place with another girl from her work, but luckily for us, she was nowhere to be seen. The fewer people who knew about our arrangement the better, even if Kate and this other girl would never even meet. The lights flickered to life as Lauren found the switch and the house lit up; we were stood in the foyer, which gave way to an open plan living and kitchen area. I hardly knew what to do with myself, standing there like an awkward teenager, hands by my side. and nothing smart to say. Read more »

Finally fucked My crush from freshman year of high-school and it only took me eight years. [MF]

This is a repost from ~two years ago. Deleted my old account. But, I have new stories so I’d thought I’d make a new account.

So this story begins back during my freshman year of high school, eight years ago. Shit, it does not seem like it’s been that long… Anyways, I had gym class with this girl named Christina. She had long dark hair, olive skin, and lovely brown eyes. Of course, we were in gym together so I also saw that she had a wonderful looking ass and long thin legs to go with it. Her breasts were small, but we were freshmen, so it would have been unusual for them to have been otherwise. She was a soccer player. For some unknown reason, she seemed to like talking to me. I was more than happy to oblige.

I fell for her, managed to get her number, and we started texting and became close friends. Needless to say, I didn’t make a move. After all, what if she rejected me? About a year passed and I finally decided to ask her out but got denied. She had wanted to date me earlier on, but had lost interest when I failed to make any move for so long. Read more »

Alison The Amazon Continued [mF]

Alison the Amazon continued: My stepmother finds out.

Me: Julie? As in my stepmother, Julie? Why are you sending pictures of yourself filled with my cum to my stepmother?

Ms. S: Because I always do. She kind of lives vicariously through me. She occasionally does the same. Here look at this one. I believe that is a picture from the night your father returned from his business trip.

With a few taps of her fingers, I am looking at the cum covered face and tits of my stepmother. I was a bit shocked but mostly turned on.

Me: Fuck me! Look at those tits. Don’t get me wrong, your’s are beyond extraordinary but I never thought that her’s could possibly be that nice. I mean you seen the way she dresses and those swimsuits of her’s don’t show off a damn thing. She’s the oldest 41 year old I know. Shit, when you two are standing next to each other, it hard to imagine you two belong to the same species. I have to say she’s a total hottie and apparently a total cum sult. Read more »

[MF] Our first hotwife experience (pictures in comments)

So was mentioned in yesterday’s post, every time we got drunk together I would “confess” to Amber that although I knew it was unusual, I couldn’t stop thinking about how hot it would be to watch her blow another guy. After many months of chipping away Amber still hadn’t agreed to anything, but she was starting to sound more open minded and ask questions. Sensing my opportunity, I suggested that we post an ad on Craigslist and just see what sort of response we got. She agreed. So we posted a short description of what we were looking for (males in the NJ area, 18-50 years old, must not be camera shy) and a few pictures of Amber’s naked body in various poses. Within minutes the e-mails started coming in! After 3 days we must have had close to 500 responses. We really took our time going through them. I say “we”, but actually I was the one who screened them. I narrowed it down to a dozen or so guys and then showed them to her. She gave her thoughts but basically said if/when she does agree to make a video, she’d want me to make the final choice. Read more »

[MF] My short sexcapade with a woman who has a Mommy fetish [Only slightly crazy but still kind of crazy]

I’ve stumbled upon a wide variety of fetishes during my history of fucking. I’ve played both the dominant and the submissive role. I’ve degraded women with horrendous insults when they’ve asked me to. I’ve had more than a finger in my ass. I once pretended I was Batman and it wasn’t *my* idea to do so.

I’m saying I’ve had some interesting sex, basically.

Generally speaking, I don’t feel a lot of shame for trying new stuff. I might think it’s sort of funny sometimes, and I might decide afterwards that it isn’t my proverbial *jam*, but overall I’m not going to shit on somebody’s sex parade. If you like it when I call you a kitty princess and stroke your fake cat ears while you blow me – well, that’s fucking weird, but it’s not like it hurts me to entertain the thing that helps get you off. Call me a pathetic loser with a tiny dick and laugh at me while you put your feet up on me like an ottoman – whatever, as long as we both orgasm at some point in this process. This ain’t my first rodeo…I’ve been tied up before. Read more »