My [F]irst time with a woman Part 2

This is the second part to [Part One](https://www.reddit.com/r/gonewildstories/comments/11gxkkn/first_time_with_a_woman/?utm_source=share&utm_medium=ios_app&utm_name=iossmf) so go check that out first!

Her hands ran up my sides and feeling my body, I relaxed at the sensation of her exploring me. I felt her hand on my neck before she forced me onto my back, her eyes watching my face for my reaction. She smiled at me, but this was no innocent smile, she had a plan of action. I try to sit up but she holds me down gently, leaving me feeling weak in comparison. Her free hand finds my breast and squeezes softly, making me moan with this new wave of pleasure, she grazes over my nipple and I explode with this new sensation, it was the most intense yet! I hear her laugh softly at my reaction, “you’re so sensitive” she says with that same smile. I can’t even think anymore, I just need her touch, nothing else matters right then.

[M]S, The Double Edged Sword

With a deep shuddering growl, I reluctantly unwrapped my slick, lube and juice covered hand from the swollen, throbbing shaft that currently had a mind of its own. Another unintentional edge. Cock twitching of its own accord, I played with the sticky fluids and moved my fingers to watch it web between them. Now if only I had a good, eager toy here to clean me between edges.

The latest flare up of my MS symptoms has made edging incredibly easy, but also infuriatingly unpredictable. I don’t know if that makes it all the more exciting, or frustrating when I finally decide to bring the edging to a nice, very messy, very loud, conclusion. The dulling of sensations has been a blessing and a curse. It has made for some of the best, longest edging sessions I’ve ever had. I almost crave the days where my sense of feel is dulled, knowing that I have a delicious evening ahead of myself…or morning….or afternoon. Really anytime my body decides it wants to fuck something.

Expanding Her Horizons [MFM][Group][Fiction]

It’s not required reading but I’ve been writing about these characters and will continue to do so:

Dad’s Friend Will Look After Her (Part One) [MF] [FF] [MFF] from Erotica

Dad’s Friend Will Look After Her (Part Two) [MF] [FF] [MFF] from Erotica

Two weeks ago Lucy had been a reluctant but perfectly happy virgin. Right now, she had two cocks inside her.

Before that night, when her more sexually adventurous and downright devious best friend Alice had coaxed a family friend into sleeping with her – to put it mildly – the sum total of her sexual experience in her twenty years had been getting fingered badly by two ex-boyfriends and an awkward attempt to give one of them a handjob.

She smiled at the memory of her recent naivete and the wild journey that had led her to this moment.

Of course, it had all started with Alice. The five-foot-nothing sex bomb, a whirlwind of punk hair and pouty lips who left a trail of broken hearts and exhausted men wherever she ventured, was excited by Lucy’s newfound enthusiasm for all things carnal. Finally, she had a friend with whom she could share stories, tips, and men.

And so it begins [Cuckold]

This happened a week ago and even now I still can’t quite believe it. For a long time now I’ve had this cuck fetish. It all began years ago when I was working a campus job and working with beautiful women and cocky college guys around my own age. The ladies all seemed to have a thing towards this one particular guy, tall, tan and handsome. I am not a bad looking guy myself and prior to this experience was not used to having to compete for the attention of the ladies, but he was 6’5 to my 5’10- and tan to my pale. One day I was hanging with his roommates in their dorm when this ladykiller comes out of the shower toweling off his hair, and between his legs dangles a glorious cock. Completely flaccid he was at least 6 inches and thick. Meanwhile I’m 7 inches fully hard, and that day something just clicked inside of me. As highly as I thought of myself, there will always be guys out there who far out do me without even trying. From that day on I couldn’t get the idea of relinquishing the woman I love to a man so superior. My gf (now ex)at the time was not into it, but fast forward years down the line to last week.
My new girlfriend is a sexual force to be reckoned with to say the least. Our third date she jumped on my dick and rode me to nirvana in 2minutes flat. Her body count was 27 to my 2 (including her) and that turned me on like nothing else. She is a fit petite Latina, 5’2 perky bcup tits with tiny brown gumdrop nipples, a plump round ass, and an alternative vibe. As time went on and we got more comfortable together I’d ask her more and more about her sexual past. She’s bi so I’d get regaled with tales of her being a unicorn for a couple, the time she was in a lesbian 3some, the dude with the “elephant dick” who “fucked me hard without any regard for my pleasure and would leave me bleeding each time.”, and these tales titillated me to no end. But one thing was missing, all these experiences were before us, that secret ingredient of her being mine but still being used by other guys was absent. So I brought it up one day, 3months ago- how much I would love to see her get fucked my someone else. She was open to it but wanted us to be “really solid” before we did anything. Ours is a semi long distance relationship, we live about a 2hr drive apart so we mostly see each other on the weekends. Last week she came up mid week for us to go to a drag show and we stayed out late and had a good time. Both of us had work in the morning and that morning she woke up extremely horny, I was so tired and hungover I couldn’t oblige. I offered to get her off with my tongue and her toys but she said she didn’t “care about cumming I just want to take your dick.”. She left for work in a huff and I felt guilty for not giving her what she so clearly needed. That weekend I had to stay home to catch up on work and so we were apart. She decided she’d go on a solo trip and get a hotel in a beautiful place for the night.
I recognized the opportunity and decided to take it. I let her know that I was feeling bad for not taking care of her needs and that she had my blessing to seek out someone who could that weekend, since she is in a place where no one knows us and I knew she’d still be feeling that need. I wasn’t sure she would take me up on it, but after confirming I would be okay with it she asked for my permission to go on a dating app. I obliged and she sent me photos of her profile. Her caption was “One night only, DTF. Guys and girls welcome. I have a boyfriend, yes he knows.”
Barely able to contain my excitement I let the conversation rest a while before I asked if she had any matches. It wasn’t even 10 minutes after creating the profile that she was chatting with 2 different black guys. Both were down to come over but one got her approval first and so she told me he’d be over in two hours.
An hour and a half goes by and she texts me saying she thinks the guy is gonna flake cause he hadn’t messaged her back so she was gonna hit up the other guy. 10 minutes later she tells me the original guy hit her up and now she is double booked and doesn’t know what to do. I message her a cheeky “Why not both?” and to my shock, and the ever hardening of my dick, she says “Yeah I think I will do that.”. I tell her to have fun and be safe and the try in vain to get some work done. 20 minutes later my phone buzzes. It’s 3 video messages.
The first is from her point of view. The guy is in decent shape, shorter than me in height, dark chocolate skin. The camera sees his semi erect cock still in the condom wet with her juices. He has the four finger of one hand buried in my love tight pussy just beneath her well trimmed bush, while the other one is rubbing her clit as a disk jockey might scratch a record.
The next is from his point of view. He’s hitting her from behind, she sounds so wet as his black cock pumps in and out of her with speed. The wetness of that tight warm cunt I know so well is obvious as the noise is downright obscene. He slaps her ass harder than I’d ever dare, leaving a red hand print and producing the naughtiest little yelp from my beloved. This video he is fully hard and it’s when I notice he’s not quite as big as me, I probably have an inch on him in length and probably 2-3 inches in girth. Sounds of air being pushed out of and into her tell me he doesn’t fill her like I do.
Part of this kink for me stems from feelings of sexual inadequacy, as I’m inexperienced and definitely don’t match up to the guys in the porn I consume. These videos wouldn’t scratch that inadequacy itch for me but the possessiveness and sweet jealousy that come with it were firing on all cylinder. My stomach full of butterflies, my cock hard and leaking.
The third and final video from her new cock in our relationship and her first cock of the night is her point of view with him on top. Her legs wrapped around his waist as he fucks her in an elevated missionary. From this perspective the difference in our body mass is on full display. I’m a slim fit guy, chiseled but not super muscular. This man is thick bodied. Not fat, clearly muscular, but not super toned. He has the kind of mass to throw into her open legs that I simply don’t have and I wonder how different that is for her. He jackhammers away at her with furious pace, her moans harmonizing with the creaking of the bed and the wet slapping in a symphony of sex. That’s when the unexpected happened, he slows his pace down, leans in and kisses her. The kiss takes place off camera but the noise is unmistakable. Somehow in all this fantasizing I never factored in what it would feel like to see the bull kiss my girl, it makes me somewhat mad but incredibly horny at the same time.
I get her texts and she tells me he was “just okay”, “definitely not as big as you”, “he was good with his fingers” and somewhat disappointingly “neither of us came but I had to kick him out because the second guy is gonna be here shortly and I want to shower and clean up for him.”
My girlfriend, showering after being fucked by another man, so she can welcome the next guy nice and clean.
I can tell this second guy is the guy she’s really excited for, the first was just an appetizer. From the pics on his profile he’s a tall, ripped, light skin black guy. I thank her for the videos and ask her for vids of her blowing the next guy if she gets the chance. I tell her I love her and to be safe and have fun. Then I don’t hear back for 2hrs.
I try not to worry but my anxiety gets the best of me. So I text her “all good?” And next is the hottest text I’ve ever received, “Yup, he’s inside me rn.”
15 minutes later and in come the videos. This time the dude is hung. The first video is of her blowing him. He’s on his knees on the bed and she’s naked, cross cross applesauce below him. He’s a shower, something I always am jealous of in other guys cock, half mast he’s close to 6 inches. She lifts his heavy looking, uncircumcised cock off his balls and takes it in her lips. At first she sucks and bobs on the first quarter of it. As his cock stand to attention she takes him deeper and deeper. My girl is a proud cock sucker and I regularly face fuck her so I know what her limits are, she takes him as far in as she can, expertly doing that little side to side head motion to take in more, until she bottoms out. And that’s when the difference in our cocks fully hits me. He’s at the back of her throat with about an inch and a half to go, when I hit that point there’s maybe a half inch left. This dude is easily 8inches, and roughly the same thickness as me. She bobs up and down on him for about 90 seconds before I hear his voice order her to “turn around on all fours” and she happily obliged to which he gives her a snarky “look who’s all ready to go” she coos, asking him to put a condom on and he leans towards the nightstand cutting the video there.
The next video she is on top in reverse cowgirl. Her round and juicy ass perched up with just the tip of his cock inside. He orders her “twerk on it” and she does as she’s told. I’ve never had her in this position, the fact that the first time I’ve seen this view it’s on another guys cock drives me wild. Hearing him boss her around and my little sub obeying has my head spinning in all directions and the head of my cock leaking with precum.
The next video he’s behind her in doggy and she is throwing it back on him. I’m mesmerized as her ass jiggles as it bounces off his muscular thighs, an inch of his cock still visible as she bottoms herself out on his dick. I can hit her cervix but that’s when I give it all I got thrusting as far in as anatomy will allow.
She had much more to say about this guy, he was “hotter than the first guy, hung, and he was rough, you know how I like it rough” she said he “poked me in places that haven’t been poked in a while, he made her bleed a little but she liked it. They fucked 2.5 times, .5 because while going for round 3 she texted me and that seemed to kill the mood for him.
The following day her and I fucked like rabbits. I ate her out imagining that beautiful bbc that was there less than 24 hours ago had dropped its load deep inside her. I was determined to do my best to outdo her lovers, I made her cum 3 times,(she has a hard time cumming and didn’t get all the way there with either guy) , gave her four loads one night and 3 the next morning (she’s very goal oriented and loves to feel she’s completely drained me), the first load taking all of 45 seconds because I was so horned up. The sex was good and she was satisfied but I could tell how different she was looking at me. When she road me she stroked my chest and biceps almost longingly, her lover was pretty yolked after all. She normally likes positions where we’re f2f but all the positions she was proposing were facing away, and all the same positions she did with the second guy. She basically ordered me to be rougher with her, pinch her nipples harder, spank her, then spank her harder, my usual style up to this point is better categorized as love making but her wild weekend clearly awakened the need for her to be fucked fucked. She takes a little bit more of my cock in her throat now, as though she discovered her new limits with lover number 2.
She talks of doing a couple next, she wants me in the room watching. She said she watched the videos of herself and the second guy while using her vibrator and “had two orgasms in one”. She tells me I’m a good fuck, but she just ordered a cock ring for me on Amazon? I’ve awakened the slut in the woman I love and I couldn’t be more happy about it.

The Professor’s Tease [slow burn] [fm] [ff] [age 20’s – 40’s] [straight] [bi] [College girl, professor, and her roommate]

It was a continuous pattern with me, I had a hunger to be educated after such a long holiday.
Although, by second semester that hunger exchanged, and I longed for a holiday.
My mind is like that, I ebb and flow between all and nothing.
For instance, I used to read often, but now the motivation isn’t there as much after reading research papers so often.
Now when I do read for leisure, it’s something from under my bed after my roommate goes out for a date or some party.
Though I don’t think it would constitutes reading to most people.

Usually, every semester my mind picks a professor that I’m going to crush over. Last semester’s wasn’t that good, but he had his moments with poor dad jokes in the middle of class.
My online perusing and stalking led me to deduce he was a family man, and he had a nice jawline, well at least if you didn’t look too close.
But his ‘almost’ strong jaw muscles certainly came in handy in my imagination. If I’m being honest, his personality was pulling most of the weight though.

[FM] I got drawn like a French girl then fucked like a …

I didn’t think I’d be writing up another encounter so soon after my last escapade, but who can keep away from a little excitement when the opportunity presents itself?

It started when I responded to a post on someone looking for a nude model for him to draw. I sent a chat expressing interest. [1] The only time that we were both free for the next few days was later that evening, so we made plans and met up at a brewery that night. I wore a sweater dress and my tall black boots. He was almost a foot taller than me and maybe also >100 lb heavier so definitely could overpower me easily. But he seemed normal and after about an hour we headed back to his place.

We started with the drawing. We did a total of six poses, ranging from my being fully clothed sitting on the bed to topless lying down. I actually was getting turned on feeling his hands on me as he positioned me into different poses. After he showed me the last drawing, he set his sketch pad down and lightly ran his hands over my body. He slid my panties down (everything else was already off besides the boots) and I was super wet. He went down on me for a while before we started to fuck. Started in missionary, then had my legs on his shoulder, then there was also my riding him, doggy, and prone. [2]

Cock-Curious Lesbian [MF] [Fiction]

“Who needs girlfriends anyway?” Rachel raised her glass and bumped it against Daniel’s, making a satisfying “clink” sound. “To friends!”

“To friends,” Daniel replied. “And also whiskey.”

They knocked back the bourbon, neat, and Daniel laughed as Rachel clenched her teeth, wincing.

“Bit of a burn on this one eh?”

“Nothing I can’t handle,” Rachel replied. “Anyway, I need the burn to distract me.”

The two friends had been out for hours, Rachel drowning her sorrows following her breakup. She’d thought Georgia was The One; unfortunately Rachel had been just One of many, having caught her ex cheating. With two women.

Daniel and Rachel had an uncomplicated relationship; although Rachel was very pretty in a girl-next-door way, with doe eyes, pale skin and dark hair, Daniel had stopped noticing. He was straight, but she was a ‘gold-star’ lesbian. It kept things easy. They’d meet up and talk about everything – relationships, feminism, politics, Marvel movies – but usually end up thirstily showing each other the female celebrities they were attracted to.

“I have to say, I prefer it when you’re saying unrepeatable things about Aubrey Plaza, but given the circumstances I’ll give you a pass.”

The Friend/Benefit Escalation [M/M]

[Part 1](https://www.reddit.com/user/kentkaron323/comments/11abdr1/finally_getting_him_inside_of_me_repost/)[Part 2](https://www.reddit.com/user/kentkaron323/comments/11abdww/the_morning_after_repost/)

All characters depicted are over 18. More stories on my [Patreon](https://patreon.com/kentkaron?utm_medium=clipboard_copy&utm_source=copyLink&utm_campaign=creatorshare_creator&utm_content=join_link)

After a shower full of making out, touching, and lingering hands with soap and cloths, we got dressed and headed out the door. Calvin had parked down the street, but I offered to show him one of my favorite brunch places, which was only a couple blocks away. As we walked, we talked about our various holiday breaks. I was keenly aware of the distance between our shoulders, feeling an odd thrill each time they brushed against each other.

As we sat down and ordered, I told myself that I had to pump the brakes quick. I could not be falling for this guy. No, this was the start of a good fuck buddy situation, but it couldn’t be more than that. He had made his intentions very clear in our rounds of texts, and I didn’t really have the bandwidth for anything more right now.

Published
Categorized as Erotica

Flipping the Switch and Receiving My First Facial from Him [FM]

It was one of those nights that I felt that I was just going through the motions. It was great to connect with friends, but the drinks, dinner, drinks routine has run its course and I just wanted to head back to my place and hang out.

I was out with friends and he was out with his friends. We had made plans to meet up later in the evening, so I texted him and mapped out how I was going to “Irish Goodbye” my friends. He told me to text him when I was on my way home and he’d do the same.

Luckily, the bar was crowded enough that I left unnoticed and made my way back to my place. I smoked a little on my way home and fortunately didn’t run into anyone when I entered my building.

I got into my place and all of the curtains were open and decided to walk around in the winter illuminated dark. I changed into sweats and zip up hoodie and put on some music and texted him. He texted back that he was leaving in a few and would text me when he was on his way.

[MF] – Morning fuck in the office (part 3 with Brittany)

This has turned into a bit more of a saga than I anticipated/expected. But, the first two parts got enough interest that I felt compelled to add one more recent encounter with Brittany before moving on. This time around, I figured I’d add a visual for those interested. I did some *ahem* research to find the closest possible resemblance to [Brittany](https://imgur.com/a/3XNsIuk). You can find some photos of me in my profile.

[Part 1](https://www.reddit.com/r/gonewildstories/comments/zlxu3q/mf_some_work_christmas_parties_are_worth_going_to/?utm_source=share&utm_medium=web2x&context=3)

[Part 2](https://www.reddit.com/r/gonewildstories/comments/11a3jav/mf_turns_out_she_didnt_fuck_me_for_her_job/?utm_source=share&utm_medium=web2x&context=3)

My office is set up in such a way that no one would know I was in my office unless the lights were turned on. When my assistant works from home (most Fridays), I intentionally leave all the lights off to avoid having to deal with others. Of course, that also means anyone could sneak up to my office door without me knowing.

“So you are here!” I almost fell out of my chair hearing someone just outside my door.

“Jesus christ you scared the shit out of me!” I gave a small, relieved smile at the sight of Brittany leaning against the door frame. My smile grew wider as I eyed her stunning body. She was in a dark gray pencil skirt that perfectly framed her ass along with a matching jacket with a black top underneath. She finished the look with a pair of black heels – slightly different than the ones from my prior story.