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Click hereJenny and I have been friends since we were at school together 25 years ago.
We did nearly get together around the time we left college together but I always assumed that from Jenny's perspective it was a drunken kiss between two platonic friends that got a little out of hand. Nothing more than a kiss and some mutual fondling on a night out that was never mentioned again and then she went off to uni in a city 300 miles away.
We always kept in touch and Jenny loved her university city so much that she set up a new life there and never came home. She'd always tell me about new developments in her life. Straight after university she got a job with a major bank in their human resources section.
In Jenny's absence I began dating a girl called Emma who was a close friend of both of us, we just naturally gravitated towards each other now that Jenny was no longer around.
Following a series of boyfriends Jenny found "the one", a guy called Jack and she and her man moved into a home together. She often came back to visit and seemed to love the fact that Emma and I had gotten together and loved a double date during her visits.
I really did enjoy my time with Emma but always knew she'd never match up to Jenny. It wasn't fair on Emma and though I knew I'd never get Jenny, Emma and I drifted apart after 3 years and broke up.
Literally a few weeks after our split, Jenny and Jack got engaged and 8 months later I duly turned up at their wedding, sadly dateless. Thankfully the wedding finally helped me give up on Jenny. I'd always think fondly of her over the years but I moved on.
About 2 years later I got a serious girlfriend Lara and during that relationship we both went to visit Jenny and Jack on a few occasions as well as having them visit us, including meeting their two children who came along in 2014 and 2016.
Jenny progressed in her career and became head of human resources for her bank, which is known internationally. I was proud of my old friend. One Christmas she came back and we all met up. She didn't seem herself and seemed embarrassed and keen to let us know that work had been very stressful and she thought we might think she was behaving oddly but we really didn't and assured her that there was nothing to worry about.
I didn't see or hear from Jenny for the whole of the next year and most of the year after that. I messaged her at birthday and Christmas but got nothing back.
Out of the blue, just after new year in 2020, Jenny messaged to ask how I was doing. I told her that I was good though I didn't tell her that Lara was probably expecting an engagement ring for Christmas that wasn't coming. She'd been hinting because we'd been together properly for more than seven years now.
Jenny then told me her big news, after ten years she and Jack were getting divorced. Over a series of messages she told me that following their marriage and the rise of her career things between them had slowly gone wrong and continued to get worse pretty much constantly.
Things had been great at first but as she became busier and more important, their sex life had petered out and they hadn't even really been friends with each other for years. Things had briefly sparked back up when they were trying for children but after that Jack had completely lost interest in her. It turns out that this was the reason she'd behaved oddly that Christmas we'd all met up.
I felt awful for my old friend and told her that I just wished she'd said something. I had no idea her marriage had been so unhappy. We agreed to plan a meet up for all of us the following Easter when we next had free time.
They say that God laughs when you make plans. Within a few weeks COVID happened. More than COVID though, 2020 began to appear as the worst year I'd ever had. Firstly, the company I worked for went bust after only a few weeks of the pandemic and life often kicks you when you're down and Lara decided to leave me. Apparently the lack of an engagement ring had hit hard and now I was jobless I was no longer worth the effort. The only problem was that the pandemic rules meant we couldn't really get away from each other.
During this really depressing time I got another message from Jenny asking how we were coping. I gave her the news. Jenny was immediately sympathetic, she was sorry we'd split up and knew exactly how it felt to be trapped in a house with someone when the relationship was dead. Thankfully for her, Jack had moved out in January so she wasn't trapped with him.
Then Jenny made a suggestion. We were allowed social bubbles and if you needed to be re-homed, that could count as essential travel. Since I currently had no job and she had two spare rooms, why didn't I come to stay with her for a while?
Thinking little else other than my deeply uncomfortable home situation, I jumped at the chance. I packed a case and told Lara I was giving her some space and got in the car to head off down the country to see my old friend. I arrived at Jenny's and was delighted to see my old friend, my saviour at this point!
Jenny gave me a huge hug and it honestly felt like I was being welcomed home. It was great. Jenny's children Zack and Sara welcomed me too and showed me to my new room. Jenny was obviously doing well. Her spare room was bigger than my own room at home.
This felt good. I laid down to relax after my journey. Jenny popped her head round the door and asked if I'd like anything.
"Just a nap after the drive, if that's ok?"
" No probs," Jenny replied, "I'll keep the kids quiet, you just have a nice rest." She closed the door as I relaxed and drifted off.
I remember starting to wake a little as the doorbell rang and I had some excited voices, then after a few moments a car engine started and the door seemed to close again. I was still pretty tired so drifted back to sleep.
The next thing that woke me was the sound of my bedroom door opening and the door skimming the carpet as it opened more fully.
"Hey sleepyhead," came Jenny's voice in the darkness, "you've been out for hours."
"Hey," I replied, "I'm sorry, I guess the driving just tired me out."
"No probs," she replied, "I just didn't want you to oversleep. I've put you some things in the bathroom if you need them."
"Actually, I do yeah. I really need a pee right now. I'm only in my boxers so leave that light off and I'll nip in there."
"Haha ok, scared to let me see you in your boxers eh? Gonna be tricky now you're living here." came her chuckled reply.
I fumbled out of the room and used the bathroom Conscious I'd been sleeping and knowing I'd be chatting with Jenny I gave my teeth a brush and had a swill with some mouthwash before going back to get dressed.
I could see across the landing that Jenny had thoughtfully left on my bedroom light, so I went in to get dressed.
Only I couldn't. Jenny was still in the room and she was lying on the bed, naked. I was astounded. A dream I'd held for over 20 years was right in front of me and I didn't know what to say. After a few seconds I managed:
"Erm... Zak and Sara?"
"Are with Jack," Jenny replied, "he picked them up while you were sleeping."
"Have you given this proper thought?" I asked.
"It's all I've thought about since you said Lara was out of the picture," she answered, "I'm hoping you still have that old flame for me. I know I've had two kids but they were both caesarian so I'm still pretty tight if that's a concern?"
"My god, Jenny, this better not be a prank"
"A prank!?" She laughed. "Fucking risky getting yourself naked in front of your oldest friend and asking him to fuck you."
" I want to, Jenny," I said trying to calm myself. "I've wanted to fuck you for about 20 years."
"Well now's your chance, get over here."
I didn't need to be told twice. My hard-on was already evident inside my boxers and Jenny was acutely aware of it. Positioning herself at the edge of the bed she put her fingers inside the waistband and lowered the pants.
Once the elastic had gone far enough my rock hard cock bobbed out fully to attention. Jenny looked at me and smiled. Looking back down, she took the boxers to the floor and I stepped out of them. Almost immediately her mouth devoured the head of my penis. Her tongue swirled around the tip and then began to caress the underside of my shaft.
I moaned with delight, this was like a dream. Maybe I was really still asleep, I thought. Jenny very gently dragged her teeth across the underside of my circumcised cock, teasing the sensitive skin below the head. My knees nearly buckled.
"Fucking hell Jenny, I'm going to blow quickly if you keep that up."
Removing her beautiful mouth from my cock and using a hand to swing her hair over her shoulder she looked up at me and said:
"Well in that case you'd better start fucking me and don't take your time, as you can see, I'm already dripping wet."
And she was, her beautiful pussy was surrounded by neatly trimmed hair that was glistening with her juices, she was obviously excited. I began to kneel as I wanted to taste her, as I'd desired for years but she stopped me.
"There's time for that later, right now I want your cock in me, immediately."
I didn't need further persuasion. I lay Jenny back and took hold of her legs, lifting them a slightly bending her knees. At the same time I slightly lowered myself and pressed the head of my dick against her wet cunt. I could feel the radiating heat of her sex and watched the smile playing on her face as it changed to a deep inhalation as I entered her fully in one thrust.
Oh my god, she wasn't kidding. Lucky she'd been so wet, Jenny was closing in on 40 now but this was the tightest cunt I'd ever experienced. She let out long slow moan as I pulled back out followed by a whimper as I ground myself back in deep.
"Ohhhh fuuuuuuckkkkk," she said, exhaling as I pulled back again. "Keep fucking me slowly, just like that," she gasped.
I noticed that as I thrust in each time she took a deep breath and exhaled as I withdrew. Her breasts heaved as she did it and it was intensely erotic. Tucking her legs behind me, she realised what I was doing and she wrapped her legs around my back. This freed up my hands and I grabbed her wrists, pinning them to the bed about level with her head, and lowered myself to her gorgeous tits and began sucking her nipple as I fucked her.
"Bite it." she hoarsely whispered
I gently played with the nipple between my teeth.
"No, bite it," she said more forcefully.
I applied as much pressure as I dared and she moaned more as I continued to move inside her.
"BITE IT!" She almost barked at me.
So I did. A harsh sharp nip that I was convinced was too much, she screamed but at the same time her cunt pulsed around my hard cock and I definitely felt an additional flood of wetness.
"Yessssss!!" She wailed. "I want you to cum in me, put a hot load deep inside me right now."
Just hearing Jenny say this was almost enough to turn on the flood. My cock was raging and almost ready to blow.
Having been given the command I let go of Jenny's wrists and grabbed her knees. Bending her fully in half and using her knees for support I tilted her back so that her pussy was raised up higher, exactly the right height for me to thrust in as deeply as I could, as hard as I could.
My pace changed and a primal growl came out of me along with hard barking grunts as I forced my cock deeply and hard into her.
At the same time her breathing became far less controlled- sucking in air desperately between whimpers, yelps and screams of "fuck," "yes" and "oh, oh, ooo, oh fuuuccckk!"
Her sounds and the grip of her tight pussy combined with the vibrations as her insides spasmed in climax were so intense that even unexpectedly to me, I blew a huge load deep inside my dear friend.
Her eyes opened wide with lust and surprise.
"Oh fuck I can feel it," she screamed out, "yes fill me up with cum, fill my fucking cunt."
By new my hips were locked and my cock was buried deep inside her as jet after jet of hot spunk fired out of me, flooding into Jenny. I'd cum many times before during sex but I almost thought I was going to pass out from the intensity of this orgasm.
Eventually I was empty. I leant in again as Jenny parted her legs with me still inside and she dangled them off the bed. We kissed so passionately. If I wasn't completely empty I'd have fucked her again during that kiss.
Feeling my erection dwindle I pulled out and it was like I'd removed a stopper, as my cum flooded out and down her beautiful pussy lips.
"Oh I'm sorry," I began to say, looking around for tissues or something to stop it going onto the bed.
"It's ok," Jenny gently replied with a lusty look on her face.
Reaching over she scooped some of the cum onto her fingers but not enough to prevent some dripping onto the bed. It was only then I noticed the puddle beneath her.
"Oh well," she said looking down and then back at me, "looks like the guest bed is unavailable tonight, guess you'll have to bunk in with me."
And still looking in my eyes, she slightly turned her head, stuck out her tongue and began to lick up the cum from her fingers.
Who'd have known that the break up of a marriage and a long term relationship and a pandemic would be the start of the best time of my life?!
If I only have to read one more pandemic story, it'll be 5000 too many in my lifetime.
I enjoyed your story. You have some storytelling talent but need a firm hand in your English and sentence structure. You may find that if you re-read your story aloud to yourself, this may help. You'll catch what needs to be fixed because you will hear it.
There are several third-party programs and apps (Grammarly comes to mind) that may also help.