So it all started when I was a young teenager (now 38m) and I had a very promiscuous and adventurous girlfriend. I’ve always been very open minded sexually, however I considered myself to be heterosexual. My girlfriend at the time seamed to be far more experimental and confident when it came to her sexuality than me. She was bisexual, into assplay, pegging and MMF, anything kinky really. So most times during sex together she would try “assplay” on me, however at that time I had never done it and I wasnt that comfortable with the idea, untill….
…One night we were at her house drinking and doing ecstasy together. We started some hot & heavy sex and next thing I know she had her vibrator inside me and she was really going for it lol. Woh, I wasn’t sure at first but I could see how much it was turning her on so I thought, fuck it! I completely surrendered and let her do what she wanted to me. Once I relaxed… omg I was in total HEAVEN!! I couldn’t believe that I’d been missing out on this feeling. Gosh, I wanted this feeling more and more. Obviously from this point onwards my views on assplay changed, we would do it all the time. I no longer felt any stigma towards it, I actually fell in love with the pleasure. And on-top of that I began to have other feelings, I felt that there could potentially be something else going on sexually with me, I didn’t know exactly what that was at the time, but I’m definitely excited and nervous to find out. This girl was my first love and I fell so deeply in love with her. But, unfortunately the relationship only lasted a few years. I didn’t know it yet but that relationship would kickstart the beginning of my sexual journey.
Tag: Group
Friday Night at the Purple House [FMMMMM]
It was a Friday night in 2007, there was a party at the Purple House and Amy was in her apartment getting ready.
She had moved off campus after sophomore year to Allston, a student neighborhood filled with battered apartment buildings and houses, hosting constantly changing configurations of students as they moved every year. On weekends it was chaotic no matter the season, with house parties, loud drunk students everywhere.
Amy finished her dark eyeliner, and examined her outfit in the mirror. Denim skirt, ripped lingerie tights, a black halter top showing a lot of boob, chuck taylors. Everything except for the chucks had come from the dollar a pound pile at the Garment District in Cambridge. Her mother had bought her the chucks before she left Los Angeles. Her mother definitely would not approve of the booby halter top, but her mother wasn’t there.
She grabbed a black hoodie, her bike helmet and purse and was out the door. Her bike was locked to the railing with about six other bikes, she unlocked it and carried it down the stairs and set off.
The Purple House was only a five minute ride away, through the streets of Allston. It was only 9pm, but sounds of college parties seemed to be coming from every other building she rode by. The buildings were familiar, she had definitely been to parties in most of them during her freshman and sophomore years.
Planning a STRIP SHOW for my TINDER date and her friends
“So, I’ve been thinking… and I think I can help you make your fantasy come true…” she said as her hand ran down my naked stomach, teasing me with her finger nails.
“Oh? Which fantasy is this…?” I asked.
She and I had met the night before on tinder and our heart-rates had just settled from round 3 in the morning. My arm was around her naked body, caressing her back.
We had matched on tinder and met at a bar the night before and got very flirty very quickly. I caught her peaking at the bulge in my pants, called her on it, to which she laughed. I took her hand and guided it to feel my semi-hard cock over my pants. Things progressed over the next 30min to the point where I’d taken my cock out under the table and she stroked it discreetly as we talked about our fantasies. Fuck tinder dates can be FUN!
The fantasy I shared with her was about stripping for a group of women. Years before I’d overheard two women in an airport discussing what the bride had done with the stripper at the bachelorette party they’d just attended. I was transfixed by the conversation occurring behind me. The conflicting emotions (that’s so wrong, but that’s soooo hot) was something that turned me on immediately.
Over the next few years, I couldn’t let go of the fantasy (and still haven’t really…). I thought about what I would want, and decided that a club setting wasn’t for me, that I would prefer a private party for a small group of women. I told my tinder date all of this as she stroked my cock.
An hour later I was doing my best to strip for her in the clothing store she own. Unfortunately I hadn’t worn underwear that night, so my options for removing clothing were more limited that I would have liked. Plus, she was very eager, and so my “strip show” was reduced to me doing a good job teasing my shirt coming off and her hands over my chest, a decent job of my belt coming off and button being undone… but once my cock was visible she was reaching into my pants to try to suck me. I’m proud of the fact that I had the will power to pin her arms to the armrests as I straddled her body, my cock teasing her just below mouth level. But once I’d released her arms she had me in her mouth within seconds and I was powerless to resist. We ended up fucking all over her store.
But back to the morning…
“I was thinking this morning… I could plan a little party for some of my friends, we have wine, and I let them know there will be special entertainment…” she said as her fingers caressed my lower stomach.
My cock jumped realizing what she was suggesting. She looked down at it, then up at me with a smile.
“Are you serious?” I asked.
“Totally. We’ve had birthday parties and bachelorette parties with strippers, and we always had fun. But most of us are married now and we haven’t done it in ages. I think if I suggest it, and let everyone know that you are doing it for fun and you aren’t a professional, there would be a few of us that would love to watch. We’d just need to talk about what might happen…”
My cock was rising quickly now, and she again looked down at it, then up at me, then wrapped her hand around it.
“I’d fucking love to do that… what do you think we need to discuss…?”
Her hand started to slowly stroke my cock, almost like she wasn’t aware. I leak a lot of precum under normal circumstances, and given the topic of conversation was so close to my heart (or should I say, close to my cock) I was already leaking.
“Well, I think we should start with rules. I think most of my friends will be open to having fun, but you just never know how far each person is willing to go…”
“So what do you think…?” I asked, with my head slightly spinning at the possibilities.
“I think you should just let women know you are here for their enjoyment, but if they don’t want any more attention to just say ‘I’m done’ in your ear, and you’ll move on to the next…”
“That makes sense” I said, acutely aware of her hand teasing the head of my cock now. “I always planned to have fun explaining my rules…”
Her eyes lit up… “Oh? Do tell!! You tell me what you had always pictured doing and I’ll let you know what you should adjust…”
“Well, I always thought I should start by explaining my rules. And that first off everyone should have fun. But then I want to go up to one woman that was seated, take her hands and run them over my chest and tell them ‘it’s ok to touch me here.'”
“Oh, I like the audience participation” she says, lazily stroking my cock.
“And then go to another woman, straddle her legs, run her hands over my ass and tell them ‘it’s ok to touch me here too’. And then come to you, stand you up, trace your hands over my chest, down my stomach, and over the bulge in my pants, and say ‘and of course it’s ok to touch me here…'”
“I know my friends would love that. I just need to make sure they’ve had a few glasses of wine…”
“So then I think my plan is to take laps of the room. Spend a few seconds with the woman that seem into the show, interact and tease, and with each lap I’d up the ante. The first lap would start with just dancing with them. I’d go to the first woman, pick someone that seems to be having a good time, motion for her to stand with me, and pull her in to dance hip to hip, slightly grinding on her. Then the next woman, do the same thing, but then turn her around so we are more grinding ass to hips.”
“That’s so hot. And I like the playful icebreaker aspect of it” my new friend said, teasing the head of my cock with her fingers. “If you spend about 15 seconds with each woman, they are all going to want their attention. They won’t want to be left out. Most of my friends are married, and I think they are wanting to let loose a little.”
“Sounds perfect” I reply, trying not to be turned on by the married woman aspect that I KNOW is so wrong, but at the same time is SO hot to me. I’m certain she felt me cock get a little harder in her hand as she said that. “So then the next lap will be my shirt coming off. I think I’d start with one of the more shy women there, and run her hands over my chest to the first button and motion for her to undo it. Do you think even the shy friend would do that?”
“Oh yeah, that’s nothing but fun.” she said as her hand was working my cock. The contrast of discussing this seemingly life-long fantasy while a near stranger is stroking my cock was incredibly surreal. It was like the most delicious ‘out of body’ experience, but happening very much ‘on my body’.
“Then I move to another woman, and have her undo the next button. And so on until my shirt is open. I think with each woman I’d either be straddling their legs in their chair, or sitting on their lap facing away, or inviting them to stand with me… is that too much?”
“No, no. That’s perfect. It’s all still innocent, and sexy fun. No one is doing too much, but everyone will be enjoying it.” she said, kissing my chest.
“The last woman I’ll have to pick one of the women that seems to be the most into it, and she’s the one that is going to either stand with me as I take my shirt fully off, or she’s going to take it off for me.”
“I’ll be curious to see which one happens. I can see it going either way, depending on the woman. It would be really sexy to touch your chest while you take your shirt off, but it would also be really sexy to be the one to take it off…” she replied.
“Oh, I know, right?” I laughed. The sheer volume of sexy ideas in this scenario was blowing my mind. “Then I think once I’m shirtless I’ll do another lap of just dancing, but this time get a little more naughty with the dancing…”
“What do you plan on doing?” She asked, her hand picking up the tempo for a second.
“Nothing too much more… Just letting them get comfortable touching me, and hopefully enjoy feeling how hard I’ll be against their legs or asses. Maybe let my hands explore them a little more, like lifting their arms up over their heads and tracing them down their sides and over hips. Stuff like that…”
“That’s so hot. I think they are going to love that. You’ll have to read the room as to who wants what, but I think this all sounds so fun so far…”
“And this is where I think it gets a little more fun…” I said with a wink. “The next lap is going to be taking off my belt and pants. I think I’d do the same thing as the shirt, and just let each woman do a little bit. One undoes my belt, the next takes it off. Maybe I give her a little spanking with it. The next I get to undo the button of my pants, and then you slide them down my hips and I step out of them. Obviously I would encourage a little touching along the way. Letting them run their hands wherever they wanted.”
“Yeah, this will be the turning point…” she said. “Some women will be getting all worked up, and some will opt out around here. But when in doubt, keep coming back to me… I’ll push the limits!”
“oh yeah? What would you do?” I asked with a new spark in my eye.
“Well I think its pretty clear I like to touch your cock. So once I take your pants off all the women are going to be enjoying the bulge in your shorts. I’ll give it a playful rub so they know it’s ok. Maybe I’ll even suck it over your shorts…”
With that, she pulled my cock towards her mouth and slowly sucked the head between her lips. “Go on, don’t stop telling me now…” she said with a smile.
“Fuuuuuck” I sighed as she worked my cock. “Now I’d go back to a lap of interaction, but focussing more on the women that have been a little more open to this point, and getting a little more hands-on with them.”
She swirled her tongue around the head of my cock and looked up at me. “Oh, tell me more?” she said before taking me back in her mouth.
“I think I’d stand the first woman up, and everyone would be expecting me to dance with her like I have before… but this time, I’ll turn her around and put my hand on her back and bend her over as I’m behind her. Playfully grind my bulge on her ass…”
“Oh, that’s hot. She’ll be embarrassed but also so turned on…” my friend said before taking me deeper back in her mouth.
“Then the next woman I might crawl up between her legs, lift a leg and kiss up it. I’ll have to pay attention to see how she reacts before deciding how high to kiss…”
“Oh, I was at a bachelorette party once and the stripper did that with a few women, and would bury his face between their legs. I’m pretty sure that he was teasing them with his tongue either over their pants or panties. And because it was over clothing and just for a few seconds it seemed to be ‘innocent fun’ but we were all wanting so much more by then!”
My new friend started to sit up now, still lazily stroking my cock, but moving into position straddling my legs. She was stroking my cock in front of her pussy, and starting to slowly grind her hips. My senses were on overload.
“So do you think I should do the ‘reveal’ in front of the group, or do the towel thing that you see in porn and give everyone the option for a private reveal?” I asked.
“For sure the towel thing…” she answered, raising her hips up and guiding the head of my cock to her pussy. “Remember, most will be married and will want to have plausibly deniability that they did anything, but most will want to have at least a little moment where they stroke your cock. You’ve got a great cock.” She then sat down, slowly taking my hard cock inside her. We both allowed ourselves a moment to enjoy me being inside her before settling into the slowest of fucks while continuing the conversation.
“And so then after the towel I do the reveal?” I asked.
“I know that’s your biggest fantasy, but in all honesty, with my friends I would recommend you stop at your shorts and then offer private dances. I get the sense you want this to go as far as possible, and I think you’ll have way more success if you just tease the hell out of them in front of the group, and then take the eager ones in private. I’ll even go first to break the ice.”
“That’s really fucking hot. I mean, I’d always pictured everything happening in front of the whole group, but I guess the reality is I just want a fun experience and would be thrilled to do whatever leads to the most fun. What do you think will happen in private?” I asked as she continued to slowly ride the full length of my cock.
“Well, you can pretty much be assured they are going to want you naked there. There is no sense in going in private unless they are going to take it to the next level. So that is where you should probably do a little tease, but then lose the shorts. You can do the private dances in the change room of my store…” My brain flashed to the night before when we’d moved to the bench in the change room and I was fucking her hard as she sat on the bench with her legs up over my shoulders. “I know for me personally I’m going to suck your cock when you pull it out.”
“That sounds like heaven” I replied as I started to push up into her pussy with more intensity, but still very slowly.
“You just have to either not cum or be able to get hard again quickly. You’ve got a lot of women potentially.”
“This isn’t the sexiest question… but how do I manage that?” I asked, acutely aware of the difference between this frank, casual discussion of a very sexy topic, while fucking a stranger. It was a subtly sexy moment.
“If you want to give dances to as many women as possible… I’d recommend you do one song for each woman, get naked almost right away, and just kind of follow their lead. I would guess most women are going to suck you. Your cock head is so suckable that I’m not sure anyone will be able to resist that. And I can see how some of my friends might want you to go down on them, and I can see how some might want you to fuck them…” She started to pick up her tempo without a word. I didn’t even realize it at first as I was still trying to wrap my brain around the possibilities.
“You think it’s realistic that some women will want to fuck?” I asked as my hands made their way to her breasts.
“It totally depends on the woman. But I know a lot of my married friends are bored in their marriages and missing some excitement. Plus, as I’ve said, you have a very pretty cock. The second I saw it last night it was like an instinct to want it in my mouth. Your cock head is so hot. So, yeah, I can see a couple of my friends wanting to push it a little once they get behind closed doors. I think a couple of them are already playing on the side here and there, but I’m not certain.”
My cock swelled at the idea… She felt it too. She started to ride me with more intensity.
“And then you have to decide…” she continued. “Do you want to cum, when do you want to cum, and with who? I mean, you might have the woman that is most into it as the first private. You might be most attracted to the last one. You might have 2 people that want dances, or 5 people.”
“I didn’t really think about that…” I said, sitting up. She got into position on her back and I crawled up between her legs, pushing back inside her wet pussy. “I mean, I’d love to experience ‘servicing’ a few woman, even if that’s just a dance and a quick stroke. But it would be hot to have multiple women suck my cock.”
“And it will be so hot for us on the outside of the change room too…” she said with a sly smile.
“How so…?” I asked.
She started to move her hips underneath me as she explained. “Well, remember, the change room isn’t a room with permanent walls. It’s just a curtain. And it’s just around the corner. So we might be able to see your feet, clothes on the floor, and we will definitely be able to hear some of what’s going on.”
I stopped and looked at her. The idea was so hot to my exhibitionist side.
“Should I be quiet then?’ I asked.
“Oh hell no.” she laughed. “I mean, don’t ham it up and be over the top, but give us a show on the outside. I think we’d all go silent and listening if we heard you moaning, or skin slapping together, and it would be really hot to hear you cum.”
The idea was too much for me to take. I muttered something about how hot the whole idea was but my attention turned to fucking the gorgeous woman underneath me. I hooked my arms under her legs to spread her wide and started to fuck her hard.
“Oh fuck, your cock feels so good, just like that.” she muttered in my ear.
It was only a minute until my cock throbbed and then pulsed cum inside her as she came on my dick. Once our orgasms subsided we looked at each other with me still inside her. “Are you serious about this?” I asked.
“oh yeah, I can make it happen.” she replied.
Unfortunately a couple of weeks later she started seriously seeing a guy, and the dream died. I still haven’t acted out the fantasy, but still hope to one day.
32f I am a bad feminist [FM]
I know the guys I should like, because they’re the kind of guys my friends date. I date them too of course: they’re smart, well read, politically progressive, maybe a little nerdy, but conscientious and caring. But then there is the other type. The ones I can’t help myself with. You know the type I’m talking about: cocky, arrogant, maybe misogynistic too. The ones that every feminist fiber of your being hates.
And yet I find myself going weak around them all too often. The guy in the office who said women should look pretty and stay quiet in meetings? Yep, I’ve fucked him. The man who loudly defended everything Trump doed and says? Yes, him too.
The side of me that my family and friends see feels increasingly fake. To them I’m an ardent feminist who doesn’t give the time of day to any non-progressive men and is the first to slap down a sexist. I’d be humiliated if they knew that I didn’t just date academic allies, but increasingly regularly begged to be roughly plowed by the kind of asshole who bullied them back at school.
Surprising My Boyfriend at His Work Conference [mff] [anal] [piss] [facefuck] [squirt]
My boyfriend took off for a full week for a work conference. He was bored and lonely and every night, he’d Facetime me when he was in bed and we’d catch up. He’d go on and on about how stupid everyone was at the conference and how boring everyone was.
“At least the weekend stuff won’t be so bad. They scheduled the conference and meetings in the morning and afternoon so we could have the early evening off to hang out. Great.”
He rolled his eyes.
“I have an idea,” I said. “Go to the front desk and add my name to the reservation. And I’ll come out on Friday!”
“Really?” He asked. He was already smiling. “Wait can I do that?”
“Sure you can,” I said. “The room is already paid for. I’ll just get a flight and if anyone asks, I’ll just say I got my own room.”
“Fuck yeah!” He said. “I’m gonna call the front desk right now. Hold on.”
He dropped the phone on the bed and grabbed the landline. It rang.
“Front desk,” a sultry sounding woman said.
New Neighbours – Part 2. The Family Barbecue [M39/F18] [cheating] [age difference] [age gap] [teen] [older man] [younger woman] [risky]
Part 1 is here: [https://www.reddit.com/r/eroticliterature/comments/x1egtq/new_neighbours_part_1_the_bike_ride_m39f18/](https://www.reddit.com/r/eroticliterature/comments/x1egtq/new_neighbours_part_1_the_bike_ride_m39f18/)
When Mikey got home, Sarah was in the kitchen making dinner.
“You were gone a long time,” she said.
“Yes. Lauren’s bike broke so we had to fix it by the road. It took ages so we didn’t get many miles in,” Mikey replied.
“Then why do you look such a mess? You look exhausted.” Sarah leaned over to kiss Mikey on the cheek. “Oh my god, you stink too. Go and get in that shower.”
“It’s hot out. Good idea.” Mikey went for the shower, hopeful that Sarah didn’t suspect anything.
“Oh. By the way, David and Anne have invited the whole street for a barbecue at their house tomorrow. I said we’d go,” Sarah shouted from downstairs.
“Sounds great, hunny,” replied Mikey, suddenly nervous about seeing Lauren again.
***
The next day, the three of them walked over to the Smiths’ house.
“Hi,” said David. “Lauren was just telling me how good the bike ride was yesterday. She was exhausted when she got home!”
“That’s funny,” said Sarah. “I thought Lauren’s bike broke and you didn’t get many miles in?”
I Sucked My Dad’s Friend While He Played with my Butt Plug at a Family Holiday Party [24F]
We can blame it all on the alcohol but I’m just a slut deep down in my heart.
I went home to my parents house for Thanksgiving. As is tradition we all went to a party the next day that’s comprised of a few different families. A sort of giant Friendsgiving among close family friends. I wasn’t too excited to go but I had my vibrating butt plug to keep it a little bit interesting for me.
It wasn’t too much out of the ordinary. Four families getting together at a house to drink and share leftovers and stuff like that. I wasn’t expecting much and was just really looking for a quiet little corner to go and drink and at least be a little sociable by making an appearance.
One of my dad’s good friends was there. Recently divorced and a late addition to the party. He and I found ourselves as the sort of outsiders of the group, not wanting to be there but being there for appearances sake. I was flirting with him a bit and he was politely indulging it. I could tell he wasn’t really sure how to react and that made it pretty fun for me with that.
A viral Threesome Interview turned me into a Campus Slut [FM]
out with my girlfriends drinking at the bars. We’re all dressed pretty slutty, and I’m dressed the sluttiest by far. Anyways, we’re bar hopping, and we’re outside the bar. There’s a ton of people out on streets, and we notice that there’s this makeshift camera crew filming. Like camera, lighting and all. Somehow, my girlfriends and I get pulled into the filming. This girl hottie host then starts an impromtu interview with us. Sure, why the fuck not.
The host begins, and the topic is all about threesomes. Have you ever had one? would you do one? Boy girl girl, boy boy girl? Stuff like that. Now we’re a bunch of semi drunk college girls, so we’re just answering honestly and embarassilly. And I guess the camera guy is focusing on me, I guess because I’m a tall skinny blonde, dressed in a skimpy dress, and my tits were just out there. Anyways, the host knows what she’s doing and is asking me leading questions. “Well, what about if it was you (pointing to me), me (the host), and a really hot guy?” And I just blurt out, “Yeah, fuck yeah” And the host replies “Well I think you should meet one of my friends”
Bite-Sized Morsels: One Big Step, Chapter 2 [fm] [Step] [Incest] [Brother/Sister]
[Chapter 1](https://www.reddit.com/r/Erotica/comments/1111zft/bitesized_morsels_one_big_step_fm_step_incest/)
***CHERRY***
“Have a good day at school, princess,” dad said, giving me a peck on the forehead. I managed a half-smile as he eagerly got in the car with Drew’s mom and they drove off to work together.
Drew came up from behind, towering over me as he leaned an arm against the door frame. “Wait, they’re gone already? We haven’t even had breakfast yet!” he scoffed.
“It’s on the table,” I replied, ducking past him and heading back inside. He closed the door and followed. “Why are they in such a hurry?” I added, grumbling.
“They want some alone time at the office before everybody else shows up for work,” he said simply as we sat down to eat.
“I know that. But what’s the excuse they’re gonna give?”
He shrugged as he bit down on some toast, talking around it. “They could just make up some random work thing. We don’t know shit about that, so we can’t say anything.” He chewed loudly, and when I looked up at him he bounced his eyebrows and took another bite, gnashing the toast obnoxiously. He was doing it on purpose to piss me off, and it was working. “You ever think about breaking them up?”
He had a fetish for dominating successful women [FM]
When I turn to look at him from the bar, I realize what I like about him.
There’s something liberating about being with him. I don’t have to make myself smaller, stupider, or less threatening the way I do with other men. He likes it when I work the room, when I have everyone’s attention.
We’re at a bar with his friends. I’m meeting them for the first time and I can tell most of them want to fuck me.
He’s giving me the run down of the group when he leans in a little and says, “you’ll like this story.”
I’m immediately intrigued.
“You see that girl,” he motions to a hot, brown chick on the dance floor dancing with some white guy.
“Her and I used to fuck around, and now she’s engaged to this guy and he has no idea.”
“And you guys are all in the same friend group?”
“Yes, everyone else knows except him.”
I love drama like this and he knows it. I also love hearing about what people are like in bed (one of the main reasons I post and read stories on this sub.)