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LINKS
HOT LINKS     |
18/02/2021
A couple of days after that incredible night when my fiancee Emma had the most intense, passionate sex with my friend Steve, Emma and I talked about what else we would like to try and whether or not an open relationship was for us.
The experience had brought us closer together and injected some extra spice into our already fantastic sex life. Although we were only about 22 and 23 at the time, we'd both had a few other sexual partners before we got together two years before and had long since got past the point of being jealous of each others' past experience. And seeing your fiancee fucked hard by a good friend definitely extinguishes any remaining feelings of jealousy!
We decided to try an open relationship for a few months to see if it would work for us. There would be a couple of ground rules but otherwise we were free to explore our desires with other people. The first rule we agreed on was no secrecy. Both of us would tell the other who and what we planned to do, or tell straight after if it was unplanned. In any case we would come home and tell all during an intense sexual debriefing. Secondly, condoms were optional and we should use our judgement. Emma was on the pill but if she fell pregnant then we would cross that bridge when we got to it. Finally, we both had the right to veto in advance anyone we didn't want the other to sleep with. I wanted Emma to stay away from one of her exs who gave me really bad vibes and had cheated on his pregnant girlfriend with Emma. That didn't bother me much but I couldn't stand the guy. Emma didn't want me to have sex with her mother or sister and wanted advance notice if I planned to hit on two of her friends in particular. As neither of us at that point had experienced a threesome - and we both had bisexual tendencies - I tacked on a rule that said our first three-way of any combination had to include the other. She agreed that was a good idea and something we should experience together.
So the first few weeks of our new arrangement started slowly. Not a lot happened until one night Emma went out with some of the girls from work and ended up making out with one of them as well as two random guys, and eventually wound up in a cheap hotel room with a complete stranger. This was midweek so I was at home chilling and wondering what time Emma would get home. I got tired at around midnight and fell asleep on the couch. I was awoken by a call just after 2am.
"Hey babe, it's me." She sounded tipsy and I was already pretty sure I knew what she was about to tell me. "So I'm at the Travelodge in town..." She trailed off.
"And what have you been up to?" I asked.
"I've been naughty," she replied. "I might have fucked someone."
"Oh really?" I said, heart pounding with excitement. "Who might you have fucked?"
"Just some guy... a friend of Gemma's. He paid for a room. He fucked me then left. He's not coming back. I think you should come and sort me out." She told me where to find her and I drove at breakneck speed to the hotel.
Emma answered the door naked. She was bright red from the exertion and the two orgasms she'd had, and I noticed semen running down the inside of her thigh. She threw her arms around me and kissed me hard. She tasted like booze and cum. I'd had a semi since her call but now I was standing rigidly at attention, wet with precum.
I stripped off and we jumped into bed. The sheets were soaked with her juices. I slid my hard, thick cock into her wet and sticky pussy and came after about two strokes. I pulled out and went down on her, tasting her, eating her, licking her until she had her third orgasm of the night.
We stayed in the room for a couple of hours and went home sometime before 7am. I had to go to work and spend all day thinking about the night before while she slept it off. Even though Emma had fucked two guys within a few weeks, I wasn't feeling at all insecure. I bided my time until it would be my turn to have some fun.
Little did I know that the first opportunity I'd have would have me almost breaking one of our rules.
Emma's mum Michelle had gotten pregnant at 18 and was now a very cute, single 40-year old MILF. Although she'd had a hard life and struggled as a single parent, she looked good for her age and like most guys in their teens and twenties I had a crush on most of my girlfriends' mums and Michelle was no exception. On more than one occasion I joked to Emma that I'd be happy to grow old with her if she stayed as hot as her mum had. So Emma knew I had a thing for her, but it never came up in the bedroom. I suppose that's why Emma vetoed her mum and sister in advance, because she suspected it had crossed my mind (her sister was an 18-year old minx who never showed any interest in me).
Michelle sometimes called at our little house on her way to or from the town centre. Usually she wouldn't stay if Emma wasn't home, but sometimes she'd wait and we'd have coffee and chat. Sometimes there would be some very light flirting. One Saturday she called and Emma was out getting her hair done or something and for whatever reason she decided to stay, so I put the coffee pot on.
Emma and Michelle were quite close, and I know they talked about boyfriends and sex. I never asked what level of detail they went into, and I didn't know if Emma had told her mother about our new arrangement. Michelle was something of a cougar, often looking for a new squeeze and dressed to get male attention. This day she was wearing ankle boots with tights, a black skirt just above the knee and a leather jacket that she left half unzipped to show off her cleavage underneath. The boots and tights combo really highlighted her shapely legs.
"You're looking good today Michelle, who's the lucky guy?" I asked, somewhat lamely.
"No-one specific," she replied. "You never know who you might run into."
I poured the coffee. "Uh huh. I like the boots," was all I could think to say.
She sat next to me on the couch and crossed her leg. Then, almost as an afterthought, she took off her jacket and threw it on the chair. Now I had an even better view of her ample breasts. "That's better," she said.
We talked a while about the usual crap: work, weather, traffic, general gossip. Eventually she steered the conversation onto mine and Emma's new relationship status.
"Em said she's been with two other men recently, and you're in an open relationship now," she said.
Nice to know our business is public knowledge, I thought. "Yeah, we talked about it for a while and we love each other enough to give it a try and not get jealous."
She seemed to consider this for a moment, then took my hand and placed it on her thigh. Forgetting the rules for a moment, I leaned in and kissed her. She tasted like cigarettes and coffee.
We kissed for maybe a couple of minutes before I pulled away and explained that our deal meant I couldn't have sex with her even though I had a major crush on her.
"Well, we don't have to have sex. Stand up," she said.
I stood up and she unzipped my pants. She pulled out my cock which wasn't fully erect yet but was about to be. Michelle leaned down and just gently kissed the tip of my penis. Almost immediately I was hard.
I stood there while she masturbated me. She kept looking up at me and making eye contact and biting her bottom lip and I knew there and then that this woman would be amazing in bed, just like her daughter. I really wanted her to suck me but I was already bending the rules to breaking point. But I was too caught up in the moment to stop.
My leg began to shake and Michelle leaned forward, pushing her breasts toward me. She jerked me faster until I came all over her tits, calling out her name as I ejaculated. She slowed down and finished pumping me until my hot semen stopped oozing onto her hand. Her breasts and white strappy top were covered in cum. I could barely stand.
Michelle went to clean herself up while I sank into the couch and contemplated what had just happened. It was another fantasy come true, too good to be real, yet I felt bad for breaking the spirit of the agreement even if we had stopped short of full sex. Not for the first time, I'd been thinking with my dick instead of my head. I'd have to tell Emma.
Michelle re-appeared having cleaned most of the cum off her top. It was wet and I could just about see one of her nipples through the damp material. She made a show of rearranging herself as she put on her jacket. She soon went home, and I was glad because I had no idea what we would talk about after that and I didn't trust myself to be alone with her any longer.
Later on, I told Emma what happened. I could tell straight away she wasn't happy.
"I had a feeling something might happen," she admitted. "I knew she'd try something as soon as she realised we were experimenting. That's why I asked you not to fuck her." Emma went on to tell me that she'd spoken to her mum on the phone and she hadn't mentioned anything or even that she'd called round. Usually whenever she had a new conquest she made sure everyone knew. Emma seemed to be more pissed off with her mother than me. I thought that was maybe unfair but I wasn't going to argue.
We talked it over and, incredible woman that she is, Emma understood and was very forgiving. We might have been young but we were very close and mature beyond our years in some ways, and I don't think there was much either of us could have done to really damage our relationship. To my unending surprise, a couple of days later she even suggested a compromise.
She would consent to me having sex with her mum on four conditions. First of all, it was to be a one-off so I could get her out of my system. One night only, no repeats, and not in our bed. Secondly, I couldn't cum inside her. Either I would wear a condom or pull out. Thirdly, Emma didn't want to hear the details afterwards, from either of us - that would be too much. And finally, Emma would get a wildcard to play with no expiry date. That meant she could override my veto once at any time in the future. (It wasn't until months later that I realised Emma had planned to give Michelle a taste of her own medicine by sleeping with her next boyfriend). Emma suggested that I do it in a couple of weeks time when she was going to be away for two nights on a spa weekend with the girls; she would distract herself with a cute pool lifeguard or personal trainer from the hotel.
Well the appointed day came and after Emma left for the hotel with her friends, I went round to her mum's house. We hadn't exactly planned it, but I called Michelle two days earlier and asked if she wanted some company for dinner. She seemed to know what was on the cards and agreed. Emma's sister Lisa had been convinced to stay elsewhere for the night so we had the house to ourselves.
Because of the compromise deal, I can't repeat here exactly what happened that night except to say it was incredible to have several fantasies come true all at once. Michelle was insatiable and knew exactly how to please a man. Her body was amazing and I often think about she felt inside. And knowing that Emma was enjoying herself in a luxury hotel at the same time eliminated any guilt. I kept my end of the bargain and haven't done anything with Michelle since except the odd kiss or two, which is allowed. She was my first MILF and introduced me to the wonders of sex with a more mature woman, and soon both Emma and I would enjoy a married MILF together.
The experience had brought us closer together and injected some extra spice into our already fantastic sex life. Although we were only about 22 and 23 at the time, we'd both had a few other sexual partners before we got together two years before and had long since got past the point of being jealous of each others' past experience. And seeing your fiancee fucked hard by a good friend definitely extinguishes any remaining feelings of jealousy!
We decided to try an open relationship for a few months to see if it would work for us. There would be a couple of ground rules but otherwise we were free to explore our desires with other people. The first rule we agreed on was no secrecy. Both of us would tell the other who and what we planned to do, or tell straight after if it was unplanned. In any case we would come home and tell all during an intense sexual debriefing. Secondly, condoms were optional and we should use our judgement. Emma was on the pill but if she fell pregnant then we would cross that bridge when we got to it. Finally, we both had the right to veto in advance anyone we didn't want the other to sleep with. I wanted Emma to stay away from one of her exs who gave me really bad vibes and had cheated on his pregnant girlfriend with Emma. That didn't bother me much but I couldn't stand the guy. Emma didn't want me to have sex with her mother or sister and wanted advance notice if I planned to hit on two of her friends in particular. As neither of us at that point had experienced a threesome - and we both had bisexual tendencies - I tacked on a rule that said our first three-way of any combination had to include the other. She agreed that was a good idea and something we should experience together.
So the first few weeks of our new arrangement started slowly. Not a lot happened until one night Emma went out with some of the girls from work and ended up making out with one of them as well as two random guys, and eventually wound up in a cheap hotel room with a complete stranger. This was midweek so I was at home chilling and wondering what time Emma would get home. I got tired at around midnight and fell asleep on the couch. I was awoken by a call just after 2am.
"Hey babe, it's me." She sounded tipsy and I was already pretty sure I knew what she was about to tell me. "So I'm at the Travelodge in town..." She trailed off.
"And what have you been up to?" I asked.
"I've been naughty," she replied. "I might have fucked someone."
"Oh really?" I said, heart pounding with excitement. "Who might you have fucked?"
"Just some guy... a friend of Gemma's. He paid for a room. He fucked me then left. He's not coming back. I think you should come and sort me out." She told me where to find her and I drove at breakneck speed to the hotel.
Emma answered the door naked. She was bright red from the exertion and the two orgasms she'd had, and I noticed semen running down the inside of her thigh. She threw her arms around me and kissed me hard. She tasted like booze and cum. I'd had a semi since her call but now I was standing rigidly at attention, wet with precum.
I stripped off and we jumped into bed. The sheets were soaked with her juices. I slid my hard, thick cock into her wet and sticky pussy and came after about two strokes. I pulled out and went down on her, tasting her, eating her, licking her until she had her third orgasm of the night.
We stayed in the room for a couple of hours and went home sometime before 7am. I had to go to work and spend all day thinking about the night before while she slept it off. Even though Emma had fucked two guys within a few weeks, I wasn't feeling at all insecure. I bided my time until it would be my turn to have some fun.
Little did I know that the first opportunity I'd have would have me almost breaking one of our rules.
Emma's mum Michelle had gotten pregnant at 18 and was now a very cute, single 40-year old MILF. Although she'd had a hard life and struggled as a single parent, she looked good for her age and like most guys in their teens and twenties I had a crush on most of my girlfriends' mums and Michelle was no exception. On more than one occasion I joked to Emma that I'd be happy to grow old with her if she stayed as hot as her mum had. So Emma knew I had a thing for her, but it never came up in the bedroom. I suppose that's why Emma vetoed her mum and sister in advance, because she suspected it had crossed my mind (her sister was an 18-year old minx who never showed any interest in me).
Michelle sometimes called at our little house on her way to or from the town centre. Usually she wouldn't stay if Emma wasn't home, but sometimes she'd wait and we'd have coffee and chat. Sometimes there would be some very light flirting. One Saturday she called and Emma was out getting her hair done or something and for whatever reason she decided to stay, so I put the coffee pot on.
Emma and Michelle were quite close, and I know they talked about boyfriends and sex. I never asked what level of detail they went into, and I didn't know if Emma had told her mother about our new arrangement. Michelle was something of a cougar, often looking for a new squeeze and dressed to get male attention. This day she was wearing ankle boots with tights, a black skirt just above the knee and a leather jacket that she left half unzipped to show off her cleavage underneath. The boots and tights combo really highlighted her shapely legs.
"You're looking good today Michelle, who's the lucky guy?" I asked, somewhat lamely.
"No-one specific," she replied. "You never know who you might run into."
I poured the coffee. "Uh huh. I like the boots," was all I could think to say.
She sat next to me on the couch and crossed her leg. Then, almost as an afterthought, she took off her jacket and threw it on the chair. Now I had an even better view of her ample breasts. "That's better," she said.
We talked a while about the usual crap: work, weather, traffic, general gossip. Eventually she steered the conversation onto mine and Emma's new relationship status.
"Em said she's been with two other men recently, and you're in an open relationship now," she said.
Nice to know our business is public knowledge, I thought. "Yeah, we talked about it for a while and we love each other enough to give it a try and not get jealous."
She seemed to consider this for a moment, then took my hand and placed it on her thigh. Forgetting the rules for a moment, I leaned in and kissed her. She tasted like cigarettes and coffee.
We kissed for maybe a couple of minutes before I pulled away and explained that our deal meant I couldn't have sex with her even though I had a major crush on her.
"Well, we don't have to have sex. Stand up," she said.
I stood up and she unzipped my pants. She pulled out my cock which wasn't fully erect yet but was about to be. Michelle leaned down and just gently kissed the tip of my penis. Almost immediately I was hard.
I stood there while she masturbated me. She kept looking up at me and making eye contact and biting her bottom lip and I knew there and then that this woman would be amazing in bed, just like her daughter. I really wanted her to suck me but I was already bending the rules to breaking point. But I was too caught up in the moment to stop.
My leg began to shake and Michelle leaned forward, pushing her breasts toward me. She jerked me faster until I came all over her tits, calling out her name as I ejaculated. She slowed down and finished pumping me until my hot semen stopped oozing onto her hand. Her breasts and white strappy top were covered in cum. I could barely stand.
Michelle went to clean herself up while I sank into the couch and contemplated what had just happened. It was another fantasy come true, too good to be real, yet I felt bad for breaking the spirit of the agreement even if we had stopped short of full sex. Not for the first time, I'd been thinking with my dick instead of my head. I'd have to tell Emma.
Michelle re-appeared having cleaned most of the cum off her top. It was wet and I could just about see one of her nipples through the damp material. She made a show of rearranging herself as she put on her jacket. She soon went home, and I was glad because I had no idea what we would talk about after that and I didn't trust myself to be alone with her any longer.
Later on, I told Emma what happened. I could tell straight away she wasn't happy.
"I had a feeling something might happen," she admitted. "I knew she'd try something as soon as she realised we were experimenting. That's why I asked you not to fuck her." Emma went on to tell me that she'd spoken to her mum on the phone and she hadn't mentioned anything or even that she'd called round. Usually whenever she had a new conquest she made sure everyone knew. Emma seemed to be more pissed off with her mother than me. I thought that was maybe unfair but I wasn't going to argue.
We talked it over and, incredible woman that she is, Emma understood and was very forgiving. We might have been young but we were very close and mature beyond our years in some ways, and I don't think there was much either of us could have done to really damage our relationship. To my unending surprise, a couple of days later she even suggested a compromise.
She would consent to me having sex with her mum on four conditions. First of all, it was to be a one-off so I could get her out of my system. One night only, no repeats, and not in our bed. Secondly, I couldn't cum inside her. Either I would wear a condom or pull out. Thirdly, Emma didn't want to hear the details afterwards, from either of us - that would be too much. And finally, Emma would get a wildcard to play with no expiry date. That meant she could override my veto once at any time in the future. (It wasn't until months later that I realised Emma had planned to give Michelle a taste of her own medicine by sleeping with her next boyfriend). Emma suggested that I do it in a couple of weeks time when she was going to be away for two nights on a spa weekend with the girls; she would distract herself with a cute pool lifeguard or personal trainer from the hotel.
Well the appointed day came and after Emma left for the hotel with her friends, I went round to her mum's house. We hadn't exactly planned it, but I called Michelle two days earlier and asked if she wanted some company for dinner. She seemed to know what was on the cards and agreed. Emma's sister Lisa had been convinced to stay elsewhere for the night so we had the house to ourselves.
Because of the compromise deal, I can't repeat here exactly what happened that night except to say it was incredible to have several fantasies come true all at once. Michelle was insatiable and knew exactly how to please a man. Her body was amazing and I often think about she felt inside. And knowing that Emma was enjoying herself in a luxury hotel at the same time eliminated any guilt. I kept my end of the bargain and haven't done anything with Michelle since except the odd kiss or two, which is allowed. She was my first MILF and introduced me to the wonders of sex with a more mature woman, and soon both Emma and I would enjoy a married MILF together.
Poster:
Chris F
