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Her First Time

"A hotwife finding her way."

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We had met for drinks and got on well. Some flirty banter, a laugh, some great wine and a frank discussion about what we each were after, boundaries and turn ons. I always find those discussions arousing and this time was no different, especially sitting across from a sexy professional couple. Her eyes ….

My cock was straining in my suit pants.  They were a few years younger than me, but we clicked, and Dan suggested we should definitely catch up the next time I was in town.  They got up to leave and before I could stand to say bye, Brooke leaned down and whispered in my ear, while cupping her hand firmly around my bulging crotch.  “Don’t stand on our account. This,” she said squeezing my crotch gently “is a bit obvious”. She giggled, removed her hand and kissed me on the lips sweetly, her tongue licking my top lip ever-so-slightly.

She turned and walked to Dan, who was smiling back at me, amused as much by my predicament, as my gaze following his wife’s gorgeous backside as she walked away from me. I’d seen pictures online and had a fair idea of her figure and the lingerie she might be wearing under her work wear. Thinking about it only made my cock swell more.

I finished my wine and picked up the wine list, considering another.  Seeing this, Jess, the bar manager, walked over to see what I wanted. She knew Dan and Brooke well as regulars and had been engaging in playful banter with us over the course of the evening.  I was probably smiling to myself, certainly thinking sexy thoughts, and Jess chuckled. “Well you seem pleased. I hope you don’t mind me saying,  but I think they liked you.” she teased. I’m sure I blushed.

Her mood seemed to change and she looked at me seriously, slightly nervously, then at her watch.  “Have this next wine on me, if you don’t mind waiting for me to finish my shift in half an hour, then you can buy me a drink if you like? I’d like to talk to you about something.” she blurted out, looking relieved to get it out, but then nervously waiting for my reaction.

“Absolutely. Sounds great”, I replied with a smile. Jess smiled back warmly and put her hand on my shoulder. “Great” she giggled a bit nervously, I’ll get you a glass of something interesting”. She returned with a glass of rich and aromatic, amber coloured wine, and left me to enjoy it as she finished her shift.

She disappeared out the back for a brief time, and returned, changed into dark jeans, high heels and a dark sheer sleeveless top. I'd certainly noticed she was attractive while she was working, but her outfit highlighted her shapely legs and ass, and toned figure. In her late thirties, her blonde hair was now loose around her shoulders. She looked fantastic and she beamed when I told her so. I'd already settled the tab, and we walked to a bar around the corner from her work. I joined her in her choice of a robust Syrah and we settled into a private booth away from the bar, sitting next to each other.

“So tell me about swinging” she blurted out, and then laughed nervously at her awkward directness. I must’ve looked confused and bit lost for words (where to start!) but she clearly knew Brooke and Dan played with other singles and couples.  She took a deep drink of her wine, building up courage, ordered another, and told me her story.

Her husband, Mike, had been talking to her about spicing up their sex life and in particular he wanted to watch her fuck another man “or a bunch of men” she added with her eyes wide open, incredulous. She absolutely ruled-out the idea of fucking anyone else in front of her husband, which was his ideal, but he liked the idea of her finding a man and fucking him - as long as she went home to her husband afterwards and told him all about it, ideally with pictures.

He would get super horny when they talked about it and they'd have some great sex afterwards. She was starting to wonder how good the sex would be if she actually did it. After almost a year of discussions she’d agreed to give it a go and it seems I was the lucky guy.  If I had Brooke and Dan’s approval it seems that counted for something.

Her hand was resting on my thigh and she leaned in to kiss me tentatively. As I touched her side, brushing her breast lightly with one hand, and held her face with the other hand she sighed into the kiss. I felt her body relax and the kiss became intense, almost rushed. She explored my mouth with her tongue and her hand moved to my crotch.

She broke away from the kiss with a sexy smile. “Fuck, we're doing this aren’t we?”. She continued to rub my cock through my jeans and with her other hand she grabbed her phone and put it on the table between us.  My hand slipped between her thighs and she opened her legs slightly to give me access and then closed them again and I felt her push herself against my fingers, the seam of her jeans just right for the friction she craved.

Jess moaned slightly and bit her lip before leaning back to me for a deep kiss,  pushing her crotch firmly against my fingers. She tapped on her phone on the table in front of us.

(J) That guy I told you about at work has taken me next door for a drink. It’s not too late. You sure you want this?

The reply came back almost immediately.

(M) Hell yes. But I want you to want it. As long as it’s only sex.

(J) We kissed. I’m so wet. He's touching me through my jeans. I do want it.

(M) Fuck. That’s so hot. Go and play. Then come home to me. x

Jess picked up the phone and took a picture of my hand between her legs and pushed send. Putting the phone down, she leaned back into me and kissed me deeply, slowly and sensually, no longer rushed.

Breaking away from the kiss she smiled warmly at me. “I just want you to fuck me. Just physical fun ok? I'm not sure exactly what I want, but I know I want to be fucked and then go home to have mind-blowing sex with Mike.” I nodded but it almost felt like she was setting her own boundaries, as well as for me.

We finished our drinks and the short walk to my hotel felt like an eternity. The elevator up to my room was crowded but that didn’t stop me. Standing behind her and at the back of the lift with 2 other couples I reached around her with one hand caressing her tits and slipped my other hand behind her legs from behind, rubbing her through jeans, feeling the warmth there.

No sooner had we stepped into my room, Jess had kicked off her shoes and was feverishly tearing at my shirt and jeans. I grabbed her wrists together in one hand and held them above her head, pushing her back against the wall. I kissed her deeply and with the other hand undid her jeans. Still kissing her, I pushed her jeans down, helped with a few wriggles of her hips. Feeling the absence of panties, and a perfectly smooth shaved pussy as I pushed her jeans down heightened my excitement.  Soon the jeans were around her ankles and her my fingers were sliding up and down the length of her very wet pussy, circling her hard clit at the top and only slightly entering her warm and slick opening at the bottom.

Still kissing, Jess's hips started bucking and I slipped two fingers inside her, pumping straight up into her first, and then with my fingers curling back towards myself. Her juices were flowing down her legs and the sounds were amazing. Kissing her and fingering her, she came in a deep release with a guttural moan and trembling legs.

“Holy fuck, that was good.” she said slightly breathlessly, smiling. I released her hands and she lifted off her top and unclasped her bra before kicking off her jeans and kneeling down to pull down my jeans and boxers. As my cock sprang free she took the tip in her mouth, moaning. She stopped briefly to rifle through her jeans looking for her phone and handed it to me with a naughty grin.  I took some pictures and a bit of video as she sucked and licked my cock enthusiastically. I flipped the camera so she could see herself which excited her even more. Gripping the back of my thighs she encouraged me to fuck her mouth, as she looked directly into the camera.

As she pulled me towards her I slid into her mouth along her tongue and as she moved be back she would tighten her mouth around my cock,  sucking as I withdrew. It was exquisite and made for a great video, but as much as I was enjoying it, I pulled away after a few minutes.

I pulled Jess up to stand and kissed her, tasting myself in her mouth, while walking her backwards to the bed. At the bedside I lowered her onto her back and used my legs to push hers apart. It made a great photo, her pussy glistening and flushed, and looked even hotter when Jess moved her hand down and started to play with herself.

“I’ve never done this in front of Mike” she said coyly. She closed her eyes and moaned as she continued pleasuring herself. I started filming, knowing Mike would appreciate it, and started stroking myself.  It was so hot watching her, and before long she was pumping her fingers from one hand into her pussy while rubbing her clit with the other.

I dropped the phone on the bed and moved down between her legs, pushing her fingers aside with my mouth, licking them as I went. I licked the length of her pussy a few times, pushing my tongue inside her, and sucked on her plush lips, before focussing my tongue on her clit.  I eased one then two fingers inside her. I was conscious of her sitting up slightly, and I looked up to see her taking pictures. Looking at the pictures later I wasn’t surprised to see I had a smile in my eyes peering up at her from between her legs.

With the photos done, Jess lay back and enjoyed what my tongue and fingers were doing to her and before long I felt her give in to the pleasure of another long orgasm. I felt her pussy pulse around my fingers as I watched her abs tremble and she let out a deep groan as she clenched her legs around my head, holding the back of my head hard in place.

When her orgasm subsided, I moved up onto the bed laying along side her, licking and sucking her nipples and enjoying playing with the warm slickness of her pussy.  She reached down and grabbed my hard cock and rolled herself on her side, lifting her top leg over me. She pushed my cock down between her legs, rubbing the tip the length of her pussy and then rubbing the tip hard against her clit. It was exquisite torture. I wanted to push into her so badly, but safe sex was the plan.

Sensing my frustration, Jess giggled as she moved away, reaching to grab a condom off the bedside table.  She rolled back to me and moved over me in a 69, grinding her pussy on my mouth.  She sucked me before rolling the condom on, as I licked her pussy. If it had to be safe sex, this was definitely the best way to get a condom applied! Jess took a quick picture in the mirror of us in the 69, before turning around to face me. She handed me the phone as she moved my cock to her pussy and eased herself down on me with a deep moan. I was pleased I was videoing. The sounds would be as much a turn-on for Mike as the images.

Jess rode me that way for a few minutes, before I rolled us both over and I lay between her legs. I pulled her to the edge of the bed and held her legs up high and wide, with my sheathed cock at the entrance to her pussy. She reached down between her legs and rubbed her pussy and rubbed my cock against her clit. She handed me the phone again and I filmed as I pushed my cock into her and fucked her hard for a few minutes while she played with her clit.

I was getting close to coming, and wasn’t ready for that yet. I pulled out and rolled Jess over onto her front. I pushed her legs apart and brought her hands back onto her ass cheeks. She lay that way, holding herself open and exposed to me as I filmed myself fucking her pussy with my fingers, and then using one wet finger to gently circle around her asshole. When I couldn’t stand it anymore I lifted her onto her knees and fucked her from behind. I dropped the phone under us to use both hands - holding Jess's hips and fucking her hard. She was moaning loudly, and calling out for me to fuck her, which spurred me on more.

The phone under us caught the action better than I expected - I’d given up caring at that point, focussing on giving Jess the fucking she and Mike wanted. But Mike told me later that it was his favourite footage. As I neared my orgasm, I slowed my pace and pushed as deep as I could into Jess, focusing on the pleasure. I came with a deep groan and even though I was wearing a condom Mike said it was hot watching my cock pulse, knowing I was coming in his wife.

Jess rolled away from me, wearing the most beautiful smile. She kissed me deeply. “That was so fucking good, but I can’t believe it” she said. “I feel even hornier now. I need to get home to Mike”. She apologised for rushing away but I told her I knew that was the deal. Pulling on her jeans she paused and took her phone out - “I’ve just air-dropped you some pictures” she said with a cheeky grin.

I picked up my phone to check out the pictures but was surprised to see a missed call and a text message from Brooke. “Why wait till next visit? Come over tonight?”

“What’s up?” Jess asked, pulling on her top. “Brooke and Dan” I muttered. “They’re keen to meet tonight”.

Jess laughed, moving over to me. She took my phone and took a selfie of us - me clearly undressed, her dressed but with a ruffled just-fucked look. Before I knew it she’d sent the picture with a quick accompanying txt. “Just finishing up with Jess. See you soon. x”

“Fuck, I wish I could see their faces” she said, giving me a deep kiss and then walking to the door.  “Maybe we should all catch up some time.” she said, without so much as looking back.

Published 
Written by MattyMaybe

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