My First Time Getting Fucked [MF] Finally Losing My Virginity!

Bear with me! This is the first time I’m writing about any experience I’ve had. I’ve had a prior experience 3 years ago but it never got this far before!

Sexy part —> *****

Short back story of me!

I am 21 years old, never had a boyfriend and never had sex. So essentially a 21 year old virgin. (Well not anymore XD) I am 5’5″, chubby, brown eyes and coloured hair. I have never been one to have body confidence and wanted to wait for the “right person” to lose my virginity. I had been offered to have it taken at the age of 18 but it was first year of college and I wasn’t ready. I have never liked the idea of hook up or FWB.

2 days ago my point of view changed! The last week I have been so fucking horny, and I had matched with this guy, let’s call him Tanner, he is 23, works from home and only sees his family throughout quarantine (disclaimer since there is still a pandemic happening.) He is about 5’7″, runner build and has some nice facial hair.

[MF] That one time I got punched in the naked dick by a crazy lady.

This story is absolutely true, and absolutely ridiculous.

I think the most awful random hookup I had occurred about 2 years back. I had broke up with a girl I’d been with for about 6 months one morning, and proceeded to go on my way and hook up with a few women to get my mind off the whole situation.

I slept with a girl that I met on tinder in the early afternoon, and almost immediately after this girl I used to party with got ahold of me on FB and wanted to hang out. I wound up picking her up and getting a room at a shitty motel 6 cause my ex was at our apartment.

Girl is sexy, but batshit insane. In the middle of casual conversation she decides to go completely rogue and go for my zipper. She winds up wrestling my pants off and gets my cock out, and it hits me that I didn’t even take a shower after the girl I had just left when she hit me up.

The time a blow job nearly cost me my life (i.e. Road Head) [FM]

Writing my last post brought to mind one of the other memorable encounters I had with that fuck buddy and I knew I had to share it.

He picked me up one night after work, and we were just driving around with no real plans. Both of us knew the night would end with us fucking, but the how and where had yet to be determined.

I was pretty horny so as he was driving I started to kiss him and nibble his ear. He reached over with his right hand under my skirt to push aside my underwear and lightly play with my clit. I took a break to enjoy but then it was back to the business of pleasuring my man.

Soon I made my way down to his already bulging zipper and unzipped him. His monster cock sprung out, rapidly getting harder.

Side note- I love going down on a guy before they are completely hard; it’s intoxicating physically feeling the effect I have on them.

The Pass (Sharing my GF) [MF] [Humiliation] [Cuck]

Can you make a mistake and feel good at the same time? I close my eyes in the shower with the water pressure relentlessly pouring on me. The vivid memories from yesterday haunt me and I realize that no amount of water can wash those memories from my brain. Here’s what happened.

My girlfriend Joanna is a stunner. She’s Persian; She’s about 5’4, 100 pounds with C cup boobs. She hasn’t had that many boyfriends and I was the first guy to actually go down on her. The sex was incredible and while she was conservative, she was very open to making me happy in any way sexually.

I have had a cuck fantasy for several years now and while she is still not completely to the idea, she plays into my fantasy. Before we were dating exclusively, she was dating her high school friend, Larry, a couple of times. Larry was white and taller than me (6’3 to my 5’10). The reason why I knew about Larry was that she told me that if we weren’t exclusive, she was going to date him. I ended up wanting to date her exclusively.

The only thing that’ll stop [M]e masturbating

Like most people who have an NSFW Reddit page I am constantly horny, and tend to make myself cum at least twice a day. At that stage, porn gets pretty boring and all feels the same so I was excited to see on the recommended page a video for “Hands free orgasm ASMR”. I was sceptical at first as anyone would be, but I thought I’d follow the instructions anyhow and see how it went. Some 10 minutes in, I was told that I was in a trance and if I continue will be able to orgasm without touching.

This is where the juicy bits began, and after a bit of ASMR dirty talk I find myself rock hard, resisting the urge to touch myself. The time came where I was instructed to cum, and I tried with all the power in my mind but it wasn’t to be. I was so close to the edge though that all it took was a couple of strokes to make myself cum.

I just [M]et my previous hookup in a [F]irst Baptist parking lot

Not much to this story, but super hot.

It’s 3:00 today, and I am texting back and forth with my hookup buddy who’s an employee at my child’s school. He said he hasn’t had any since our last session 3 weeks ago, but he hasn’t came in months.

I told him I had time to spare, and he told me where to meet him at. I met him in a First Baptist parking lot in broad daylight. I got out of my car, and walked over to his truck. He opened his door and he was already hard, cause I sent him a picture of me in lingerie as I was on my way. So, he opened the door and I stood there sucking his cock for him as cars were passing by.

He grabbed my hair and told me what a good girl I was. “That’s it baby, suck that dick!!” “Good girl, you’ve made me a happy master.” “Oh fuck, baby. I’m about to cum.” So, he pushed my head down and I swallowed up every last drop of his cum. I love the way his tastes. It feels so good sliding down my throat.

27 [M] with 32 [F] married coworker

So I just started this job. I had to share an office with her, but didn’t meet her for a couple months due to her and I being at different sites on different days. One day in October I had a meeting that she attended. Honestly I thought she was the most attractive girl I had ever seen. Blonde hair, about 5’6, 120 lbs. Since this was the first time we had actually met (she had left me notes about general stuff around the office before this), we ended up hanging out in our shared office and talking the rest of the day after the meeting. She was really easy to talk to. We start to see each other a little more at work and start communicating through email about work related topics. Until one day the tone of her message changed, teasing me about something and saying she was bored so was going to continue our emails but started talking about and asking about things outside of work. In my head I was really excited because I had come to really like her, but also thought well she’s married, this means nothing. This constant emailing every day turned into messages on Facebook daily as well, which turned into us playing games against each other on our phones. Since I was new to the area, she offered to meet me for dinner at this one place she liked. Afterwards, she gave me a hug when we were leaving and then right after emailed me saying how much fun she had. I was in the phone with a friend while driving home and he was like, well if she messages you after this “date” then you know she’s into you. I was like, no, it wasn’t like that, etc, but then stopped him in the middle of our conversation when I got the email from her. He told me she wanted me, but I still didn’t believe it. We continued this once a week dinner meet up after that. A couple weeks into our “dates” she messages me that she thinks the loser of our game (that we were playing on our phone) should be forced to do something. I was like, what are you thinking? She says to me, I really don’t want to say, but it’s what I think about doing all the time when I’m around you. So I was like, kiss? Hoping that was it myself. She said yes, that the loser should have to give the winner a kiss. Now keep in mind, I was beating her at least 8-9 times out of every 10 games. Next “date night” she had 3 games lost to me, so kissed me three times on the cheek. The next week I had one to owe her and she had 8 to owe me, so I went first and kissed her cheek. She then held my face and kissed around my face 7 times, then asked me how many that was, like she didn’t know. I told her I thought 7, she said ok then close your eyes. Next thing I know she kisses me on my lips. I remember smiling so much and she laughed and pushed me away, as she got into her car to leave. The next week we owed each other about the same amount of kisses, so decided to kiss each other on the lips. This progressed to days later, she’s over at my house and we are watching a movie, then we start making out. Our time is always limited though because she has to go home, I find out she’s saying she’s at happy hour with her friends to avoid suspicion. We continue to talk in messages throughout this, saying we know we can’t go further, etc. We are making out almost every day at this point. One day she comes in from the kitchen after refilling her wine glass and she straddles me as we start to make out. Because of her being on top of me, I try to sneakily slide my hands up her shirt, thinking she’d stop me, but she doesn’t. Next thing I know I’m unhooking her bra and teasing her nipples with my fingers while we make out. After, she tells me how much she loves that, so obviously now every make out session includes me playing with her tits, just a few days later not just with my hands but getting my mouth on them. She’s always grinding on me, moaning, telling me it’s not fair and she wants to go further but we don’t. About a month straight of this kind of making out, I buy a new couch. She jokes that it’s deep enough for us to both lay on and it could lead to trouble. Sure enough it did haha. 3 days into owning my new couch, we are making out, her hand down my pants, my hand for the first time between her legs. She flips over top of me and we continue making out. My pants and underwear are down near my knees. Her shirt is off, her shorts are off, but her panties are still on. Her hand is stroking me as she’s over top and we are kissing, my hands on her nipples feeling how hard they are. Next thing I know, both her hands are up near my shoulders but I still feel pressure on my cock. Then I realize what’s happening. I honestly thought to myself, I can’t believe I’m actually getting to have sex with her?. Not only did I think she was the hottest girl I’ve ever met, but I was in love with her by this point. She rides me for a few minutes then gets off. I’m thinking she must’ve realized what she was doing, so think we are done. Nope, her hand is holding my hard cock while she’s sliding her panties off with her other hand, telling me “this will make it easier.” Then she hopes back on for a while, then I pick her up and lay her on her back and fuck her until I cum. She joked afterward that she decided she wasn’t going to tell me because didn’t want me to say we shouldn’t, which is why she put me in while she had her panties still on. We had sex several more times after this, but this was just the first time we hooked up and it was one of the best experiences I can remember. Maybe some day I’ll tell about the other times we ended up having sex, with more detail about the actual act.

Adventures with Grace: our first [MFF] (long)

I was seeing Grace for a few months in the spring. We met in February with an instant attraction that was undeniable. At 22 she wasn’t my normal type, I’d describe her as tall (5’10”), willowy, long brunette hair, dazzling smile, amazing blue eyes that suck you in if you stare into them. Her chest was on the smaller size, but her ass made up for it. Round, firm, solid from years of swimming in high school, gorgeous. I still dream about her ass. Objectively speaking, she’d easily be a 7 out of 10.. Maybe an 8 if you’re into women like her…. Personally, I thought she was off the charts gorgeous. I look at her pictures now and wonder how such an amazing, smart, funny, brilliant, and beautiful woman was into me. I learned a long time ago not to ask too many questions, and just go with it. ;-)  

Me? I’m 49, tall, heavy where I used to be athletic, more gray in my beard than I like to see, a thinning bald spot in the back that seems a little larger every time I look. I’m the funny Dad next door type.  

Does she want me or is it all my imagination [M] 19 [F] 32

Yes… I finally had sex with her I just wanted day that.. It’s been 2 hours since then and I just can’t sleep with the excitement.. I can’t even look at her I’m so fucking scared right now… My body temperature is so fucking high.. I don’t even know what I’m typing.. I’m so fucking happy and satisfied… Thinking about what’s gonna happen next gets me excited

Part 2: Surprise threesome [FFM]

This is part 2, the first part of the story (the night before) can be found here

[part 1](https://www.reddit.com/r/gonewildstories/comments/i90c4k/surprise_threesome_ffm/?utm_source=share&utm_medium=ios_app&utm_name=iossmf))

As an aside, before I posted part 1, I showed it to my wife (Katie) for her to read and check over. We had talked for a while about writing and posting some of our stories (her reaction to reading part 1 and the hot sex we had a few nights ago for a couple of hours is worth it’s own story!).

The thing is, her perspective on the night was a bit different to mine. She remembered a bunch of stuff we did that I’d forgotten. She reminded me of the daisy chain, which I’d no recollection of. She tells me that we all lay on the bed, my cock was in Katie’s mouth, my tongue was licking Cassie’s pussy while she caressed and fingered Katie. Katie reckoned it was the hottest part of the night. Perhaps a part 3 written by Katie is in order? Anyway part 2 the morning after the night before.