Jim, Gwen and Mary Part 1

Jim is a very lucky man. He met and married Gwen many years ago and they are still together. Unknown to Gwen, Jim also has a lover, Mary. Jim has known Mary since they were young. Being roughly the same age and growing up under the same roof they were very close. Then one day in their teens after some sexual experimentation and taking each other’s virginity they became lovers and have remained secret lovers ever since.

Mary got married and was very happy. Jim and Gwen and Mary and her husband grew up, had families and were all good friends.

So Jim has been a lucky man. Happily married to Gwen a beautiful hot red head with massive breasts and an ample arse who has always been adventurous in the sex department, but also being able to have the occasional sex with Mary and equally beautiful lady with ample assets.

Gwen had known since the beginning that Jim and Mary were very close but she saw their relationship more like brother and sister so she never felt threatened by it. In fact she was always very supportive whenever Jim went to pay Mary a visit to help her with something. Little did she know that what Jim was probably helping out with was Mary’s need for an orgasm or perhaps her growing desire for a hard arse fucking!

This continued into their later years until Mary’s husband became very ill and sadly passed away. This coupled with COVID and other things out of their control meant that Jim and Mary had not been able to fuck for some time. Jim had become desperate for his oldest friend but respected her wishes to grieve for her recently departed husband.

Jim and Gwen had a holiday planned. Nothing fancy, just a week in a cottage by the sea. Out of the blue Gwen suggested that they should invite Mary to join them, saying it would be good for her to get away. Trying not to sound to enthusiastic Jim agreed, so they invited Mary and she accepted.

The trip to the cottage was uneventful, but there was a sexual tension in the air. Jim usually looked forward to his holidays with Gwen as she was normally a lot more up for it on holiday. Whether it was the strange bed or the sunshine he wasn’t sure but they definitely had more sex than at home. This week however, he didn’t know how it would work. Would Gwen be happy to fuck with Jim while Mary was in the same cottage and how would he feel fucking his wife while his lover was listening?

When they got to the cottage things got even more complicated for Jim. The first thing they noticed was that there was only one bedroom. It was too late to call the owner and complain. Gwen was sure she had booked a two bedroom place. They decided to make do and call the owner in the morning. Everyone was tired after the journey and so after a couple of drinks they decided to get some sleep. There was only a two seat sofa in the lounge which might have been okay if any of them was thirty years younger, but at their ages it was not an option. The bed was a super king size though, so big enough for three as long as everyone was happy with that.

For the purposes of decency Gwen decided she should sleep in the middle. Jim and Gwen got ready first and once in bed Mary joined them. Jim took a sneaky peek as Mary approached the bed. She was wearing a white nightdress that just about covered her arse. Her breasts were naked underneath and Jim watched as they swung from side to side under the loose garment. They all said goodnight and that was that. Jim struggled to get to sleep. He had never shared a bed with two ladies before and now here he was, but he couldn’t fuck either of them!

When Jim awoke in the morning the bedroom was bathed in the soft glow of sunlight coming in through the curtains. He could hear Gwen’s breathing next to him, still fast asleep. She was on her side facing away. Jim took the opportunity to raise his head and look over at Mary. She was also still asleep, but the bed clothes had been pushed down and not covering the top of her body. Her nightdress had twisted during the night and her breasts were exposed. Jim was enjoying the sight as he reached down to his cock. As he went to grab it his hand touched Gwen’s arse. She was so close that he couldn’t stroke his cock without touching his wife. He had an idea. He lifted his wife’s nightdress carefully until he had access to the ample bare flesh of her buttocks. He edged forwards until his cock was touching her flesh still looking at Mary’s tits. Gwen didn’t wake so Jim started moving his hips back and forth. His cock was now getting really hard as he fucked his wife’s buttocks, but then she stirred.

“Jim, what are you doing?”

“Nothing love”

Then she realised what was going on.

“Jim, stop it Now” Gwen whispered.

“Just a bit longer, please” Jim pleaded.

“No, not with Mary in the bed”

Then Mary stirred. Jim stopped, got up and went to use the bathroom. His cock pointing skyward and very frustrated.

The three of them went through their morning rituals. They called the landlord but had to leave a message. The ladies planned to go and do some shopping leaving Jim alone in the cottage. His first thought was to have a wank and relieve some frustration. He went and found Mary’s discarded knickers from yesterday and tried to log on to XHamster for a long wanking session. He already had Mary’s underwear ready to wrap around his cock. But Jim’s luck was definitely not in today, the internet was down!

Feeling pissed off and frustrated he decided to get some fresh air. A good walk was as good as a cold shower. It was a warm and sunny day and Jim thought that maybe he could glimpse some ladies in short skirts and tight tops. He thought his luck must be changing as he passed a secondary school. Who doesn’t love a school uniform he thought to himself. Beyond the school was a small public park area. A playing green surrounded by some wooded areas. Jim decided to rest on a bench and take in the scenery. After five minutes or so some school kids came out of the school and went off in different directions around the playing field in front of Jim. He spotted three kids coming across the field in his general direction. Two boys and a girl who were certainly at the older end of the school system. As they got closer Jim got a better look at the girl. Her skirt was ridiculously short and showed off her creamy thighs. On her upper half she had on a blouse that looked a couple of sizes too small. Her breasts weren’t big but she was making the most of them as they pushed against the tight blouse.

One of the boys had his arm around the girls waist as they walked over and then sat on a bench about 30 yards down from Jim. Another five minutes went by before the girl and her apparent boyfriend got up. They glanced around and then headed into the woods behind the bench. The other guy remained on the bench looking a bit fed up.

It was fairly obvious to Jim what was transpiring and he wasn’t going to miss out on the chance of some voyeurism. So he waited until the remaining boy was looking away and darted into the woods. Keeping as quiet as he could he made his way to where he assumed the two young love birds had headed. Eventually he heard some voices, mostly female giggling. Jim slowed down and crept silently towards the sound. Then he saw them. There were a few trees between him and a small clearing. He stood still not making a sound as he watched the young couple. They were lying on the ground kissing. Her blouse was undone and his hand was inside youching her young breasts though her bra. They had their feet pointing towards where Jim was so he had a great view of the girls legs all the way up, under her skirt. Her legs were closed but Jim could still see she was wearing white panties. What a view!

Jim unzipped his shorts, pulled out his stiffening cock and started wanking. The lad was trying to get inside her bra but was a failing, so she took control. She sat up, lifted her blouse at the back and undid her bra for him. He was soon back inside, now fondling her bare breasts as if it was his first time, or close to it. Then he put his mouth down to her breasts and started sucking on her young tits. With his now free hand he reached down and slid it between her legs. No gentle caressing on inner thigh for this young stud, he went straight for the prize. She jumped as his hand touched her pantie covered pussy. He whispered something to her and she relaxed a bit, allowing him to rub against her panties. She opened her legs slightly allowing him more access and also giving Jim a better view. The young lad whispered something else into her ear and she reached down, lifted her hips and pulled her panties down and off, placing them on the ground beside her. She opened her legs wider as she lay back down. Jim now had a perfect view of naked hairless pussy. He pumped his cock harder as he watched the lad get up on his knees. He was staring at her snatch as he got his own cock out. Then he started to wank as her fingered his girlfriend. She was simply lying back with her eyes closed. It was hard to tell if she was enjoying the experience or just keeping her boyfriend happy. Anyway after a very short time the lad ejaculated, his cum splattering on her legs.

Almost immediately there was a rustling from the other side of the clearing. The girl panicked, jumped up, pulled her blouse across her tits and left the clearing in a hurry. The boy followed after her, shoving his softening cock into his trousers.

Jim then realised they had left her panties behind. He wanted to go and retrieve them but wasn’t sure who or what had made the rustling sound and were they still there? A few moments passed and he decided to go for it. He entered the clearing, cock still in hand and headed for the panties. Simultaneously somebody else entered from the other side. It was the other young lad, the one left on the bench. He also had his cock in his hand and it was big. In fact it was very big. The two guys froze and just stared at each other. Jim decided to break the deadlock. He reached down and picked up the panties. He held them to his nose and sniffed. Oh, fuck. It had been too long since his last whiff of teen pussy! He then offered them to the lad, who took them after some hesitation. He followed suit and took a good smell of the gusset. As he did so his hand started stroking his big cock. The sight made Jim do likewise. He thought he would take a chance.

“Do you want some help with that?” He asked.

The lad hesitated for a while before nodding. Jim approached and took the lad’s cock in his hand. It was very warm and very big, possibly the biggest he had handled so far. The lad still had his friend’s panties held to his face as he started to enjoy the attention Jim was giving his cock. Jim looked down at the monster in his hand and couldn’t resist. He dropped to his knees and took the schoolboy’s cock in his mouth. He loved sucking cock and it had been much too long since the last time. Unfortunately it was over all too soon as the lad came, shooting a massive load into the back of Jim’s throat. Just about managing not to gag, Jim swallowed every drop, savouring the familiar salty taste.

Jim looked up at the schoolboy. He couldn’t decide whether the look on his face was one of surprise, shame or maybe disgust. Possibly all three, but in any case he rapidly tucked his cock away and disappeared. He had dropped the schoolgirl’s panties so Jim picked them up. He decided he had been there far too long and headed back to the cottage. Hopefully the internet was now working, but if not he would have a nice wank anyway with the panties that were tucked into his trouser pocket.