I was on Tinder 3-4 years ago, and had the time of my life. I’m a good looking successful guy, late 20s at the time, so it was easy for me to get laid. Always had a thing for older women, and matched with one on Tinder. She was 46, short black hair, tan and fit. First thing I typed was “After I’ve given you a back and thigh massage, I’d perform oral sex until you tell me to stop ha! I love to please. Nothing’s a bigger turn on than watching you have multiple orgasms when I’m kissing, licking, and sucking on your clit, all while I use a vibrator inside you at the same time. Mmm I love it!!
OR I’d start by oiling up your back butt thighs and legs. Then I’d explore every bit of your pussy with my tongue until you’re ready for me to work that clit with my tongue. Then climb on top of you and make out as I ease inside you. Bend you over and go hard hard hard from the back then pull you to the edge of the bed while I stand and fuck while holding a vibrator on your clit until I cum. Then you’d hop on my face until I recover. Repeat
Category: gonewildstories
24 year dry spell finally broken [MF]
Ok, the title was click batey, I should say I was a virgin until about 14 hours ago.
About two months ago I posted on /r/VirginityExchange with an add saying I’d like to lose my V card. I got a few messages but they never continues past the first one.
about 3 weeks after I had made the post I got a message from who we will call Nicole. (not her real name, she’s very private and I don’t want to give her account name away.) Nicole was a virgin as well similar in age and a body type that I liked so we decided to meet up for dinner to get to know each other because we were super nervous.
The first meeting was crazy from our nerves. but we agreed we should meet up a couple times before we actually have sex. We saw the new transformers movie, went on a couple of hikes acted like a couple in public the whole 9 yards to help us get used to being with each other.
What happens on a Blowup Couch [MF]
This all started sophomore year in college, I was 19 and had been looking around on tinder for a bit, nothing serious had happened, but along the way I had become good friends with a girl(19) I knew from classes the previous year. We will call her W for privacies sake. W was 5’4” white, skinny, 34DD, and short brown hair. She wasn’t what I would consider my type, but that will come in time.
We had been hanging out after class, and on weekends for a while. I started noticing her sitting closer to me when we were playing video games, or watching movies; in groups or alone. My better judgement told me to play it down and try to stay friends, and this went on for about a month or so. Offhand glances, touches, and a seeming drive from her to see me as much as possible. Not sure how this came up, but we ended up watching an anime my friend from home had recommended for me, wasn’t sure at the time why she would want to watch some weird 90’s anime with me, and weirder that she would want to do it alone (oblivious I know). We get through a couple episodes over a week, and Halloween rolls around. My school goes all out for Halloween, big concert, drinking, late night parties.
I planned on going out with W and a few of our friends, we made the rounds, and drank a bit. The bands started to get boring, so I asked her if she wanted to go back and hang out at her place, it was drizzling and cold. We set up in her room, on her very high class blowup couch, laptop on a chair in front of us and commence nerdy watching of this anime. If you’ve ever sat on a blowup anything with someone else, you know that eventually you drift into each other. We’re sitting there, shoulders touching, and a malleable tension in the air mixed with the alcohol I had earlier. She had put her hand on my leg, and was drawing circles with her small hand over my thigh. I noticed her giving me side glances, watching me while I looked at the screen… I had two choices now, make a move or solidify that I wasn’t interested. (this is posted in this sub, what do you think I did) I waited for her to look at me again, and leaned in to kiss her. Our lips met, and after a second of what I can only imagine was shock, she took my head in her hands and pulled my lips into hers. My tongue found its way into her mouth, and she pulled me on top of her, wrapping her legs around my back, and running her hands over my body. I found her body below me, feeling her breasts through her shirt, and running my hands down to her firm ass. As she ground her radiating pussy into my cock, I started getting hard under my pants. I start rubbing myself into her now very wet cunt, hearing her moan in pleasure under me. I slip my hand under her shirt and take a handful of her left breast in my hand, pulling her face up to mine with the other. She pulled me against her as if she never wanted to let me go, grinding her pussy into my cock with a force that made me forget the rest of the world.
W’s moaning was getting louder, her motions were less intentional and I could see in her face that she was getting close. I was making her cum through her panties, and it couldn’t have made me hornier. I picked up my pace, and rubbed her nipples under her shirt, kissing her neck and listening to her moans, trying to get her there once before I took her clothes off. W started breathing fast and moaning louder, telling me to go faster, that she wanted to cum for me. She came with more gusto than I had experienced up to this point, arching her back and pushing that soaking wet cunt against me, letting the whole dorm know what was happening. And then she wanted me, she wanted my length inside her dripping pussy.
We moved to her bed, pulling each other’s clothes off as we moved, only parting lips to take off our shirts. I took a step back to see her for the first time without clothing, and it was amazing. Seeing someone who you spent so much time fantasizing about, even if involuntarily, naked for the first time. I took her in my arms and picked her up, easy at her small 110lbs, and kiss her onto her bed, leaning over the edge and grinding my now exposed cock into her soaking wet pussy. The feeling of her pushing herself into my cock, her small, tight body under me, and those sizeable tits in my hands… it was almost enough to make me bust right there. That would have been too soon though, I needed to see her with my cock inside her. I wanted to feel what that wet pussy could do. She was begging for me to put it into her, but I wanted to tease her. I pushed my tip into her as I rubbed and licked her hard nipples. Just pushing myself in enough for her to gasp, and then pulling back out; Making her writhe below me in pleasure and denial. When I thought she had taken enough, I slowly slid my length into her and let myself stay deep in her for a couple seconds, taking her in, feeling her warm, wet pussy on me. She gasped and pulled me closer to her, but I could tell what she wanted, she needed to cum again.
I started fucking her pussy, her on the bed and me standing off of it, her legs in my hands, running my hands up and down her soft legs. I propped her ankles onto my shoulders, held onto her thighs and started to pound her. Listening to our bodies hitting each other, the wet slap of her juices flowing into my cock. She leaned her head back in ecstasy and came again, her pussy clenching down on my cock, bringing me over the edge as well. I came hard, as only months of suppressed sexual tension can do.
We both lied down on the bed, her leg over my body, panting from the activities. We would have to change the sheets to sleep that night. Twice.
[M]y [F]irst booty call, Ashley part 2…
I just realized I never got around to telling this half of the story
After being interrupted by her friend, things between Ashley and me cooled off. I think we both realized that we’d never really said anything to each other. At that point it was getting late for a weeknight so I asked her if she needed a ride home
“I’ve got a ride, but my mom works nights. Can I call you when she leaves for work?”
Fuckin right you can!
Biff and Becky came downstairs moments later. They looked like they’d been argueing (more on that later). The girls left. I floated home on cloud 9.
On the way home I bought and drank a red bull. By the time my phone rang at 1130 my heart was racing. I sped across the city and was at her place in minutes
She answered the door with a smile and pulled me inside without saying anything. Things between us were no less awkward. She led me in, “This is – uh – my moms place.”
[FM]The time I fucked my married client twice in one business meeting
*resubmission, first time it didn’t work or something*
He and I fooled around before but hadn’t fucked yet at this point.
—
F 30s, 54kg, 5’4, very large tits.
I hadn’t been laid for a while, I don’t think I was going cock crazy but I did miss it. When I saw he had booked a long meeting with me, I knew he was going to fuck me. I was dripping wet before I even got there.
He let me into his office and locked the door behind me. Bummer, I wanted us to have the risk of getting caught. I sat on the edge of his desk and pulled my skirt up around my waist so he could finger me while I undid his fly and reached in to stroke his cock. I’d unbuttoned my shirt and pulled my tits out so he could grope them while he fingerfucked. He was working in a 2nd finger and I felt stretched at this point and just wanted his cock. I laid back on his desk, making sure my head was next to the picture of his wife and told him to put his cock in me.
Cumming on her tits [MF]
I opened the door to our bedroom, and laid my eyes on our plans for the evening. About ten minutes before, she made me leave so she could have time to set the scene. She’s one of those people who loves the buildup more than the sex itself.
She had lit candles and strewn them around the room for just the right amount of lighting. It was dark, but seeing the details was easy. She had pulled off her clothing and left them in a heap in one corner. I could see her laying coyly under the blanket, trying to keep the suspense up for as long as she could.
I walked to the bed and peeled back the blanket. Even in the dimly lit room, it was easy to see the details of her pale skin contrasted on the dark red sheet. She was wearing a see through robe and a checkered black and white thong. I could see her pink nipples were erect through the robe. Reaching down, I slowly ran my hand from the base of her neck, down her stomach, and let it brush her clit as it slid down her thighs. She squirmed at the sensation. Sitting up, she reached over and started unbuttoning my shirt. Sliding it off, she undid my belt, slid my pants off, and sat me down on the bed.
[FF]isting.
I’ve been with my fiancee, Eli, now since 2015 (which is my longest relationship by far). Eli lived 4 hours away at the time and would come up to see me on weekends and we would get drunk and fuck all the time. We were always kinky, but we didn’t really try new things that often.
Skip forward to last Tuesday when she comes onto me. We were sitting on the couch smoking a bowl when she leaned in to kiss me. I immediately catch the hint that she wants to fuck, so I grab her hand and bring her to the bedroom. After shutting the door (we have a dog), I roughly push her down onto the bed and start spanking her.
I know what she likes and I know she likes bruises, so after a little bit if a warm up for my arm and her ass, I grab a studded belt we keep for just an occasion.
Hearing the sound of a studded belt on the ass is so satisfying. Like a *thwack* of pleasure that has an echo of a moan. I continue to paddle her with the belt until her cheeks are beet red.
[mf] I got to fuck my co-worker!!! A lot!! Part 3
Hey guys!!! I hope to have this wrapped up… I will leave links for parts 1 & 2 in the comments… And awayyyyy we goooo…
So, I spent most of Friday night and Saturday morning getting my place ready!! My roommate was at work, so I had the place to myself until 6pm, and Chris had just texted me that she was on her way…
She knocks and I let her in… I offer her something to drink and introduce her to my cats… Then she asks, “so you think I forgot about yesterday?” and playing the fool I respond, “I know…. I need to finish your massage”. And, I lead her over to a spot on the carpet I made up for this purpose and begin the massage… It goes well, but not without a graze of her Pussy here and there…
Once I finished, she asked if she could take a nap… (She had been with her kids all morning so I actually thought she might want to sleep a bit and I was okay with that)
[M]orning sex with my ex-girl[f]riend
I’ve been busy the last few weeks, but I wanted to sit down and share another story about my ex-girlfriend Hannah. You can find the story of our first time here : https://www.reddit.com/r/gonewildstories/comments/6eqe10/first_time_with_the_girl_i_was_seeing/
Just a reminder, this was a few years back and I have an average dad-bod type body. Hannah (24 at the time) had the body I could only dream about. C-cup tits, perky little nipples, a tight body, and a bubble butt. She was maybe a little more athletic than some men like but I was into it.
This particular morning, I didn’t have to wake up for a few hours after Hannah. I travel a lot for my job and didn’t need to be at the airport until about 10am. Hannah’s alarm started ringing and she rolled over to turn it off. She got out of bed wearing one of my old flannels, and I laid in bed staring at the ceiling for a while. I rolled over to go back to sleep but instead I was just so drawn to her as she was getting ready for her day. As she leaned toward the mirror to put on her mascara on, my shirt she was wearing slid up just enough so I could see the fullness of her round ass. Knowing she was clueless that I was watching her, I felt my cock start to grow under the covers and I started stroking just a bit.
All’s Well That Ends Well [MFF]
It’s been a while since I posted here, but something happened that is actually worthy of a post.
On Friday night I got a call from my friend Andy. You might have a friend like Andy – he never seems to pay for his own drinks, he’s only ever got a card with him if you go out for food and, despite being a generally helpless mooch, he gets invited to all the best parties and has all the best fun.
If he wasn’t a steady source of amusing stories I’d have released him back into the wild years ago.
Andy calls because he’s been invited to a party out of town and, surprise surprise, he wants me to drive him there. He claims I can be his “plus one”, which he’s graciously granting me because there’s a woman at the part he wants to sleep with. I’m not nearly as grumpy about being his wingman as I should be – I’ve got no plans and I’m not drinking at the moment, so it’s no big deal to go and stay sober. Since I’m not doing anything else on that Friday night, I agree.