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By (user no longer on site) OP
over a year ago
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The afternoon with Holly certainly satisfied an itch that had been waiting to be scratched for weeks. She promised she'd see me again soon, but with no end in sight for covid restrictions it seemed unlikely. Plus I had a nagging thought that it was HER itch that was being scratched rather than mine. Not that I was complaining out loud. Holly had an amazing body and she was an incredible shag. But I couldn't help feeling that despite her being the married woman, it was ME that was being used.
I was struggling with thoughts about Judy so sent her a quick text on Friday, just a check in. I still wasn't sure where we stood. Despite her confession over dinner and the very lovely BJ, it seemed that perhaps we were a bit of a mismatch. Cruel as it sounds, she struck me as the kind of woman who might be looking for love rather than thrills. I'm just not the marrying kind. And to be honest, I felt a bit shitty about chasing her, having just tumbled with my lover in a hotel bed for four hours.
No reply came back. Probably what I deserve, I thought. But it seemed odd. She didn't show at the gym and I gave it a couple more days but my curiosity got the better of me. I sent another text.
Are you OK? What happened to 'just the bad boy I'm looking for?'
Her reply was brief: I need some air. Can we go for a walk?
We met outside the gym and strolled along the footpath that leads out to the woods. It was cold, but bright and crisp, glimmers of sunshine peeping through the clouds. Judy seemed pensive.
"It's not good," she said eventually after about 10 minutes of small talk. "Heart irregularities. They want to monitor me for a few weeks."
"I'm so sorry. How are you feeling? Do you need anything?"
"Physically I'm fine, but obviously I'm worried."
My heart went out to her and I squeezed her hand and gently pulled her towards me for a hug. She lifted her head and our lips met. What started as a gentle kiss quickly deepened until our tongues meshed together. Her breath turned to whispers of vapour in the cold air and her nose was cold so I sucked on it for a second and she giggled.
We carried on into the woods where it was eerily quiet.
"I think maybe the wine went to my head the other week. I know you probably won't want to bother with me, with your fuckbuddy and all that."
I blushed momentarily but I don't think she noticed.
"I think you're gorgeous. I don't mind spending time with you," I said and immediately realised how lame that sounded. "Sorry, what I mean is..." I continued but she cut me off.
"Shush. You don't need to be nice," she murmured. "I know there's nothing, er, long term in this."
I was lost for words to be honest. I wanted to reassure, but she was right, of course. I wasn't looking for romance, or love, or a relationship.
Judy grinned, leading me into the woods. She leaned against a large Oak and pulled me into her body. She pulled at the tie around her coat and it fell open. We were pretty much out of sight of the path, although we hadn't seen a soul the whole time. Taking my hands she guided them under her sweater.
"Touch me," she whispered and then suddenly squealed as I found the flesh of her torso. "Fuck! That's cold!"
We giggled as we kissed and my hands slowly warmed as I rubbed her back and sides. I unclipped her bra and she moaned as I slid my hands around and cupped her breasts under her top.
"Have you ever...?" she whispered as she slid her hands down to my crotch. My cock was already straining in my jeans from her kisses and the feel of her soft, spongy boobs.
"Not since I was a teenager!" I laughed. "You?"
"Never," she replied meekly. Well, this is going to be interesting, I mused!
We fumbled for a bit, Judy unzipping and fishing out my cock, while I slid my fingers into her panties and found her vulva. Our lips mashed together, nibbling on lips, flicking tongues into each other's mouths lustily. Her pussy was already warm and wet and I had no trouble slipping my finger into her slit. She sighed as I stroked her clit with my thumb and I felt the walls of her vagina quiver. Her hands were gripping and tugging on my shaft, which twitched and shuddered.
"Do you want to...?" she asked nervously. I glanced through the trees to check the coast was clear and then gazed into her eyes. She was clearly unsure about it, biting her lip nervously. But her eyes sparkled with desire. I sensed she was waiting for me to take the lead.
"Turn around," I said firmly, standing back and twirling her around to face the tree. I lifted her coat, and gathered her skirt in my hands and wrapped it around her waist. She clasped the material with one hand and leaned against the trunk, parting her legs for me.
"Do you want me to take these off?" she whispered, nodding at her panties.
"No need, just...er...brace yourself!" I blurted and we giggled again.
Pulling her panties to one side I gave her a quick rub then pressed my body against hers. My cock found her crack and slid down towards her opening. She moaned lightly as I rubbed her pussy to lubricate my pole, then slipped inside.
"Oh, James!" she cried and I felt her contract around my shaft. Her bum cheeks were cold against my crotch but her pussy was deliciously warm and tight.
Our breathing became heavier as I fucked her from behind. Given that it was our first time, it felt wickedly filthy.
"You feel so good inside me," she moaned and I realised that, of course, this was her first time since her husband died. A knee trembler in the woods - hardly a romantic first shag! But she was sighing and moaning and I was loving it. She turned her head and I found her lips.
I reached around, fumbling under the layers of clothing until I reached her crotch and stroked her clit. She gasped as I rubbed it, increasing the tempo with her breathing and pumping her vigorously. She pushed her bum backwards, sucking me even deeper into her vagina.
"Oh dear, I'm feeling a little..." she whispered suddenly dropping her head against the tree. Oh shit! I thought, panicking.
"Are you OK? Are you going to faint?"
I slowed down a bit but she took a deep breath, lifted her head again and cooed, "No. Don't stop! I'm fine. Just fuck me, please!"
She kissed me again as I thrust, our bodies pressed together, and I exploded inside her, grunting with pleasure. Judy squealed in delight as she felt my cock throbbing and the flood of semen pour into her cunt.
"Oh God, that's so good, thank you," she moaned and I revelled at how delightfully polite she was.
We stood pressed together for a minute, calming ourselves. I slipped out and felt cum trickle down my shaft on to her thighs. Then we did that awkward wrestling of tissues out of pockets to clean up, fumbling of clothes and getting ourselves back together. I realised that throughout the whole lustful few minutes I hadn't checked the path once! Eventually we'd straightened ourselves out and hugged again, kissing gently.
"That was nice," she whispered. Bit of an understatement, I thought, grinning! |