[FM] I (28F) had my first hookup with a homeless man

To put things into context, my husband was the first and only man I’ve had sex with. I’ve known him since we were teens and we have been married for 5 years but recently we ran into marital troubles and we’re about to file a divorce soon. I haven’t had sex in half a year.

Last evening I met this homeless young man in a carpark. He hobbled over to me and asked if I could spare him some cigarettes. I lit one for him and he sat down on the curb and puffed away. I’m not sure what got into me as I hardly talk to strangers but I sat down next to him to smoke too and we started talking. I think I kind of broke down when I talked about my failed marriage. He hugged me, then he put his hands under my clothes. One thing led to another and we were in my car making out and it soon progressed to sex. I was so confused and overwhelmed I didn’t even think of stuff like protection.

Our First Time (M/F)

Our First Time (MxF Erotica) (Male POV) (1809 words)
“Hi baby!” Your girlfriend greets as she enters your bedroom. She is in her usual lounge clothes, a baggy shirt and a pair of your sweatpants. Upon her entrance, you can feel the energy of the room change. Is she…nervous? You watch her movements and confirm. She is fiddling with the edge of her shirt and rocking back and forth on her heels.
“I was wondering if we could talk about something,” she states. Your heart drops. It must have shown in your face because she immediately follows up her statement.
“No! Not like that! I mean…I just wanted to ask you something.”
You are so relieved by this. You love this girl with all your heart and even the idea of losing her stings. You nod and gesture to your bed, offering her to take a seat. She does so, sitting down slowly onto your covers. She crosses her legs and leans forward, still nervously biting her lip. You turn to her from your seat at your computer and give her your full attention.
“I was wondering…” she begins before trailing off, “…so, we’ve been together for a while, right?”
This question confuses you. You have been together for a while, four months, in fact. Not the longest amount of time but definitely enough to get to know each other and become close. She isn’t just your girlfriend; she’s your best friend and partner in crime.
“Yes, we have,” you answer finally.
“Okay, well…” she trails off again, seeming to be collecting her thoughts. Her brows furrow the tiniest bit as she focuses.
“Okay, I just wanted to tell you…I think I’m ready,” she finishes. You look at her with a baffled expression.
“To have sex.” She clarifies.
Your mind goes completely blank for a second. Of course, you had considered the option, imagined how she would feel, how beautiful she would look without her baggy shirt, but you hadn’t been dwelling on this. She means so much to you that this opportunity had yet to show itself and you were fine with that. However, watching her face turn from nervousness to worried brings you back to reality.
You finally process what she has said. She is ready…to have sex…with you. Holy shit.
“Holy shit,” you whisper, unable to keep the thought inside. Her face relaxes and she laughs quietly at your reaction. Soon after the laughter subsides, she looks at you, determined.
“I want you. I’ve wanted you for a long time.” She admits. “Will you let me?”
She does not have to ask you twice, your mind processing this admission much faster than the first. You nod quickly and she gets up from the bed and moves towards you. The air feels thick and warm. You watch her drop to her knees, glance up at you with soft eyes, as if asking for permission, and then her delicate hands go to undo your pants.
You feel like you’re in a dream-state. She’s ethereal and, somehow, she kneels before you. She pulls on the edge of your waistband, running a finger across your hip. You shiver at the small brush of skin; a taste of what’s to come.
Lifting your hips, you allow her to slide your pants down to your ankles. She looks at you and her eyes twinkle with determination. She reaches out a hand and wraps it around your cock.
Her hand is a little cold but feels like heaven. She gives a few experimental strokes before finding a rhythm. You cannot take your eyes away from her as she leans in and licks the side of your dick. You cannot help the groan that escapes.
You hadn’t realized how you’d been waiting for this. Longing for this. Sure, you’d been turned on by her before but this…this never seemed like something you could have. Something possible. Yet, here she is, now taking the head of your cock into her mouth and swirling her tongue in a circle. You watch her as she explores, discovering your most sensitive areas.
She takes your dick into her mouth and hollows out her cheeks, creating a seal. Where she had been focusing on the head, stroking the shaft with her hands, she now begins to lower her head, taking you into her mouth.
It is wet and hot, so hot its almost scalding but in the most fantastic way. You bite your lip as her nose touches your abdomen, your cock down her throat. Her eyes are closed and she seems to get lost in the movements, beginning to bob her head eagerly. You throw your head back against the headrest of your chair, unable to continue to watch her.
She experiments with her speed, angle, and pressure, all the while flicking her tongue against your skin. When she finds a spot that makes you twitch or groan, she focuses on it, almost overwhelming you, before pulling away. You could live forever in this ecstasy.
What seems like far too soon, she’s pulling off, running her hand through her own hair to get it out of her face. You look at her and cannot believe it was you who has her like this. Her chin covered in drool and her lips glistening with her own spit. She looks up and makes eye contact, smiling.
“Come here,” she says, her voice soft and intense. She stands and you follow her. She climbs up onto the bed and lies back. Suddenly, you’re over her, arms holding you aloft, and your lips are pressed together. Your tongue slides into her mouth and you hear her exhale and hum. Her hands wander across your arms and chest as you grind down onto her. She makes an appreciative noise before matching your movements.
Once you cannot gasp in any more air, you come up to breathe and examine her face. She’s flushed and smiling, taking in your features as well. When your lips touch again, it’s slower and more purposeful.
She pushes on your chest, signaling you to pull back.
“You have no idea how many times I’ve thought about this,” she whispers, trailing her hands over your arms and chest, watching their motions. “Thought of you and me. And this.”
She tugs on the edge of your shirt.
“I want this off,” she murmurs and you are happy to oblige. Straddling her, you push up onto your knees and pull your shirt over your head. Now shirtless, you help her sit up.
“Arms up,” you state and she smiles, putting her hands above her head. You pull her shirt off quickly and you two examine each other’s bodies. Her skin looks soft. Her chest is as perfect as you had imagined it would be. You lay her back down and kiss her once again, softly.
“You’re beautiful,” you whisper onto her lips, taking one of her breasts into your palm. It’s warm and soft, shaping to your hand as you squeeze lightly. You trace the curve to her nipple, pinching slightly. She closes her eyes and puts her head back against the pillows. Between kisses, you alternate breasts, pinching and squeezing, slowly wandering down towards her stomach and hips. By the time you’re done, she’s panting as she watches you.
“Please,” a small plea leaves her lips, “I need you inside me.”
You nod, unable to form words, and kiss down her chest to her hips. There, you help her take her pants off, licking the V above her panties.
“May I?” You ask, hand hovering above the fabric. She nods and you pull her panties down to reveal her pussy. You spread her legs with your hands. Between her folds is wet and inviting, begging you to taste. You lick a long stripe from the bottom to the top and hear her bite back a moan. You repeat the motion, this time, moving your tongue slower. She holds her breath.
Once you find the clit amongst her folds, you focus on it, curling your tongue. She gasps above you, and you feel her legs begin to shake against your hands. You suck slightly and she moans, deep and blissful.
Licking her pussy fully again, you pull back, leaving her gasping.
“I want you,” she pants, meeting your eyes. Her eyes are dark and desperate, pupils blown wide. You get off her for a moment to grab a condom and roll it on, watching her watch your hands.
“I love you,” she states in a rush, like she said the phrase she had been holding up in her mind.
“I love you too,” you respond truthfully, kneeling over her once more. She lies back on the bed, legs spread, waiting. You line up your cock against her warm entrance and slowly push your hips forward.
The heat is almost overwhelming as it is euphoric. You slowly press in and watch her push her head back against the pillows, a whine on her lips. Once you are fully seated, you wait for her to adjust. You can feel her clench around you, desperate.
“Move,” she whines, “please.”
You pull back and thrust forward with intention, each thrust feeling better than the last. You adopt a rhythm of your hips, entering that heat over and over. Your girlfriend has her eyes squeezed shut, mouth open and gasping. Her hands grip at the sheets, clasping and unclasping on the fabric.
“You feel so good,” you groan, feeling her clench around you.
“I love you,” she begs, breathless, “I love you so much.”
You speed up the rhythm and she sighs. You arch over her, bringing her lips to your own. Sweat beads down your back. You bite her lips and she licks at yours. This feels so perfect it’s almost unreal.
She pants little “ah”s, matching your inward thrusts. You sit back up and grab her hips in your hands. They fit perfectly.
“Ah, ah, I’m close,” she groans, hands gripping impossibly tight on the sheets of the bed. You speed up the rhythm and thrust harder into her. Her mouth hangs open, moans pouring out. You can feel your climax approaching too, begging to spill over.
“Ah, fuck, ah” she moans before she clenches tight around you, her pussy seizing. You continue to fuck her through her climax, now chasing your own release. You feel the string pull tighter until it finally snaps and your vision goes blurry. You cum into the condom before collapsing beside her. You both lay there, panting, before looking into each other’s eyes.
“Oh my god, we just did that,” she giggles, still trying to catch her breath. You laugh as well. It must feel almost unreal to her too. You both laugh and catch your breath, stealing a soft kiss before cleaning up and taking a well-deserved nap.

My Landlord Part VII [M34/F29] [Vanilla] [Breeding]

*I really advice you to read the previous parts first.* [*The parts I-III are over there*](https://www.reddit.com/r/dirty_boy96/comments/xut9ur/my_landlord/?utm_source=share&utm_medium=web2x&context=3)*,* [*parts IV-VI are over there*](https://www.reddit.com/r/dirty_boy96/comments/xuwm4g/my_landlord_ii/?utm_source=share&utm_medium=web2x&context=3)*. Enjoy your read.*

On the next morning, it was a Sunday morning, I woke next to my damn hot girlfriend, the daughter of my landlord. She was still snoring next to me when I opened my eyes. The second thing I realized after waking up – my girlfriend is always number one, or at least in most cases – was the perfect example of morning wood between my legs.

A boner that was hard enough to drive nails into walls. A boner that I didn’t wanted to go to waste. At fist I was thinking about jerking off, but then I turned myself around. I spooned the woman next to me. I gave her some gentle kisses on her neck. I pocked her with my hard one. To wake her up, and hopefully to fuck her.

Not even a minute later she opened her eyes. Without turning around, without even looking at me, she said the following, still half asleep: “Pull down my panties. Stick it in. Dump your load inside. And make my body tremble, make me moan out loud while doing so.”

My[M] ex[F] invited her masseuse friend[F] to visit for the weekend… [FMF]

I don’t really know how to do the whole “To make a long story short” thing… So buckle up. This is quite a ride.

My ex, Lisa, had a good friend called Elsa who was a professional masseuse. She was also married but, apparently, very unhappily. Elsa was absolutely stunning. 5ft8″ with long dark blonde hair, blue eyes, a bubble butt and fantastic tits. Lisa had told me about a time they’d flirted and briefly kissed on a night out so when they arranged for Elsa to come and visit for a weekend I let my hopes for some fun rise to the surface. Lisa played the chances down as she wasn’t sure Elsa would be up for anything, mainly due to her husband, but I remained hopeful.

The night finally arrived. Lisa and Elsa went out for dinner and had a few drinks while I stayed home to let them have some girly time. I’d made sure the fridge was well stocked with wine for when they got home and enjoyed a glass or three to myself while they were out.

They returned home at around 10pm. The three of us sat in the front room chatting shit and taking it in turns to choose the music. The wine flowed steadily.

Married man twice my age devours my young body

My dads wedding was beautiful. My step mom was stunning and they looked so happy. I’m so glad he left my mother, he deserved so much more and I’m glad he found it in her.

The photos on the beach took just over an hour, I have sand all over my legs and I just need a drink and something to eat. The sun is setting as we get into the car to go back to the venue. I head straight to the bathroom to wash my feet and put my black heels back on. I fluff my hair in the mirror and walk out. My long black dress has a slit all the way up the side, showing most of my leg and just enough of my ass.

My First Threesome [MMF]

I was 17 when I first started dabbling in drugs and alcohol. Within a year I had completely alienated my friends and family and was kicked out of my home. The people who’d got me started on drugs weren’t quick to help and I found myself at a real loss and unsure where to go next.

Luckily a friend of my older sister who I knew for a number of years had moved out to London and offered me an escape. He was in his late twenties and had experienced similar issues to myself at a younger age and was always there to offer support.

For two reasons I didn’t think twice, obviously I was now homeless and needed somewhere to stay but he was also doing very well for himself financially and I hoped this would be my chance to turn shit around.

We arrived at his apartment and within a few days he’d helped me land a job with a friend of his just doing some painting and decorating but it kept me busy and got some money in my pocket.

They clearly planned this!! [FF]+[F] (cause FFF isn’t an accepted yeah)

A friend (f21) of mine (f28) from work was a slim and hawwwwt dyke. She and I hung out and got on well. We had no real sexual chemistry, which meant we could build a nice workbuddy relationship. Often we’d go out for drinks after work, mostly with others from the office.

One Friday evening we were all out, but the numbers dwindled fast on this particular night. My friend said she was going to head off too, she was meeting her girlfriend (f19) at a bar across town, something she’d done many a time after we’d had a drink. This time, however, she invited me along. It was still reasonably early so off we both went.

When we got to the bar I was introduced to her gf, she was beautiful and had amazing curves, wearing a tight and incredibly sexy dress, I remember being instantly jelous of how her boobs looked in it. It was clear she’d been drinking too, she came straight in and have me a huge hug, something my friend and I didn’t really do. I did enjoy feeling her body against mine though. Shaking off the twinge of attraction I felt, we all sat down for a couple more drinks.

sucked off my professor to get an A [FM]

Now me and this professor already have some history (he knows my Reddit profile). So as we are in exams period now, I thought I should put in some extra work to make sure I get an A. I went to school wearing a half top and shorts, I went to his office and bluntly asked to blow him, he denied at first but after some teasing and begging, he agreed!

After school I came to his car(which wasn’t parked on campus) and two mins later I was choking on his cock. I came in with a pretty face full of makeup and walked out with a messy face and a well used throat.

The results still aren’t out, but I’m sure I’ll be getting an A 🥰🥰

“Stay.”

“I’d be happy to show you some nudes,” she said, rising to close the gap between them. She moves slowly, intentionally, watching his eyes widen as her fingertips trace the hem of her skirt, lifting demurely as she slides onto his lap. This is not the response he expected. His hands rest against the sides of his dark jeans, fingers aimless fluttering, eager to connect but afraid to touch. He is reminded of lustful moments under dim lights, observing the feminine forms whose love and attention he could purchase for three minutes at a time. Beautiful vixens he wasn’t allowed to feel.

He draws a quick breath as she leans her back against his chest, and he is returned to the present moment. He peers over her shoulder, watching her thumb flick through streaks of pale skin under colored lights until she finds the image she’s looking for. His chest flutters as he makes eye contact with this digital fantasy. Laying on her side and staged seductively facing away from the camera, the static woman looks back at him over her shoulder, tousled hair falling around her face. Her mouth slightly agape with a hint of a knowing smile; “You want to fuck me,” it speaks wordlessly. His eyes trace the curve of her body as it dives from her shoulder to her waist before rising up to her hip. Her bare ass is a fucking tease. He imagines being off-camera so he can see her pussy, instantly jealous of non-existent on-lookers.

I gave my buddy the pleasure of sucking my tits while he jerked off [23F] [25M] [F/M] [tits] [orgasm] [oral] [teasing]

I gave my buddy the pleasure of sucking my tits while he jerked off [23F] [25M] [F/M] [tits] [orgasm]

[oral] [teasing]

We ended up spending the early morning hours in my car after a long, enjoyable night of drinking. We somehow ended up talking about his dick. I informed him that much like your hands and cheeks, guys’ dicks turn pink after drinking. He claimed that was untrue. I remarked, “Well, see, I know I’m correct. He then took his pants off and revealed his stiff cock. He claimed that it was unjust because he was hard, so its pink.

Right there in front of me, he began to stroke it. I was so horny watching his foreskin go over the pointy end of his cock. I showed him a little by taking off my coat and tank top while gradually lowering the bra straps until my small tits were exposed. My firm nipples were being flicked by him as he reached across.

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