My cuckold journey from the very start

[wwtp747]

Hi all. I joined this site over a year ago but other than a few private message exchanges with 2 or 3 individuals, I've remained largely anonymous, instead choosing to visit the site every few days when horny to read what folk have been up to and to watch some media uploads.

I'm now at the stage where I feel comfortable sharing my particular gf/wife sharing journey (which includes some bi fun) from the very start back in 1999 through to current day. I promise that eveything I write is 100% factual and not just a fantasy.

A bit of background about me, I'm a white male in my mid 40's living in Central Scotland.

In the mid 1990's, I started seeing this girl (lets cal her Mel) shortly before her 18th birthday. I had had a few sexual partners by then but whilst she had experienced orgasms through self pleasure, she was still a virgin. She quickly became hooked on sex and was starting to enjoy things such as oral and in particular anal. She found it difficult to orgasm through standard penetration unless her clit was being stroked or her asshole was being played with.

We purchased a couple of vibrators and a butt plug. When masturbating alone she would often use the dildo in her ass, and when we had sex, she would want me to use the butt plug on her as I fucked her pussy. This then developed into me using the dildo instead as the girth was giving her more pleasure.

When I was using my fingers on her ass to get her warmed up, she would somtimes reach back and we'd both finger her ass at the same time. And if she was really horny, I would ask her to do it to herself as I stood over her and held her ass cheeks apart so I could watch up close. She'd sometime manage 4 fingers ploughing deep into her asshole. It was unbelievably sexy.

So here I was, a 20yo fucking my 18yo girlfriend in the pussy or ass, with a dildo in whatever hole I happened to not be inside at the time. At such a young age, she was already experiencing the feeling of 2 cocks and she loved it. However at this stage, the thought of another guy joing us hadn't even entered my mind. I don't think she had considered it either as she never brought it up. Or if she had, she certainly didn't mention it to me.

Fast forward a couple of years (she's now early 20's) and she gets a new job in a shopping centre store. It's quite a young crowd she works with including her manager (lets call him Tom) who was mid 20's. She was a friendly girl who got on with everyone but one day, she came home to say something odd happened. She said she was in the back storage room when her manager came in. The door was kept closed so nothing unusual about that but he was standing in a narrow walkway meaning when she walked past they both had to shuffle past each other sideways so she couldn't help but brush up aganst him. As she went past, he put his hand up to stop her then just stared at her a few inches from her face. He didn't touch her or anything like that but she did get the feeling he wanted to try something on but was maybe scared how she'd react.

When she came home and told me, I was fine with it as nothing happened. But I then found myself thinking about it when I was wanking alone. A week or so later, we were fucking missionary style and I was looking right into her eyes and blurted out "I bet Tom would love to be doing this to you right now". Her reaction was a bit shocked at first but I kept going with "have you thought about what could have happened" and she admitted yes as we both came hard.

This was the first time we had mentioned to each other the thought of another guy being part of our sex life.

I'll leave it here for now. There is lots more to write about assuming folk want to hear about it so let me know if thats the case and I'll come back with more.

Part 2 to follow shortly.

 

[wwtp747]

Part 2 - just a reminder that everything I write in this thread is 100% true and did happen as its written.

So now that the fantasy was out in the open, we started to openly discuss other guys when having sex which eventually led me to admitting that I would be ok with it if we did it for real and she agreed. I was honest that I had to be involved and didn't want her going behind my back which she respected. And when I suggested we place an online ad just to see what would happen, she said lets do it. By this time, she was about 20yo.

I placed an ad and got a few responses. I asked the guys to send a hard cock pic next to some paper which had our initials on it, just to get confidence they had what they said they had. One cock took her fancy and after he sent some face pics, we agreed to meet at a local pub just to see how we'd get in. Thankfully, that all went well and he was very pleasant so we arranged a date for him to visit our house.

When the date came, she made sure she had showered, shaved her legs and trimmed her bush ready for his arrival. She wore a lacy black bra and thong underneath a white dressing gown. I was so nervous when the doorbell rang, and that didn't go away when he came in. I suggested they both go upstairs just the 2 of them initially to get to know each other as I sat in the living room. 10 minutes went past, then 20, then 30, but everytime I went to stand up to walk upstairs, I couldn't do it as I was so nervous. By this point the noises coming from the bedroom were loud and I had to rely on my imagination. I ignored my weeping hard cock as wanted to wait until he had gone to find out all about it.

After an hour or so, they both came downstairs and I explained why I didn't come up. They understood and as someone who has done this before, the guy said this sometimes does happen first time but said if he gets an invite back, he'll insist we all go upstairs together. So we said our goodbyes which involved my girlfriend openly french kissing him rght in front of me which was amazing to watch.

After he left we went upstairs, lay on the bed and I asked her every detail from the very start as I stroked my soaking wet cock. She described how she took his 8 inch and thick cock in her mouth, how he licked her pussy until she came, how she mounted him and slid down on his cock impaling her pussy on it, until she came a second time. As he could last a long time and hadn't cum yet, she took off the condom and sucked him until he exploded in her mouth. As soon as she said that, she asked if I wanted to taste him and leaned over and kissed me hard. The saltiness that met my tongue was unbelievable and led to me coming all over my hand and stomach. It was one of the most amazing orgasms I have ever had !

Part 3 coming up involves the 2nd time he visited us.....and not only was I in the room and participated, I video recorded the whole thing !

 

[wwtp747]

In hindsight, if I had actually thought about all the key things to mention on ths journey, then there was some stuff which happened in between Parts 1 & 2 which is below.

So this is technically Part 1.5 - This occurred in between us starting to discuss a 3rd person joining us and me placing an advert.

After we lived together for 6 months, she got a new job so we had to move closer to where out parents lived. Financially it made sense for us both to move back into our own parents house so we'd be living separately for a short time. She would regulary come over after I finished work and we'd spend most of the evening in my bedroom watching TV. I had a good friend who was single and lived nearby and he'd come over a few times a week and we'd all hang out in my bedroom.

Usually about 8pm, I'd say I was going for a shower to leave them alone for a bit. I would shave and take my time to increase the time they had together. After a while there would be casual flirting which led to tickling and at one time when she had loose fitting shorts on, he tickled the top of her thighs and went under her short. She said she was fine with that but she did warn him she had no underwear on. I think there was a light stroke over her pussy but then he backed out, probably for fear of what I would say. If only he knew !!

A short while later, we all stayed at a friends house the night before his wedding and the 3 of us were ...... on the floor of the lounge. The room temperature was really hot so about 1am when everyone upstairs was asleep, I made the excuse of having a sore stomach and went to the toilet upstairs. When I was gone, they started chatting and at some stage my girlfriend lifted up her top and pulled her pyjama bottoms down so he could see her tits and pussy hair from the street lights shining through the window. Again, he didnt take the brave next step.

So next night after the wedding, we were all staying overnight at the wedding hotel and we had a double room. He was late booking a room and couldn’t get his own so we had suggested a while before that he just sleeps in our room.

When we got back at night, she went into the bathroom and changed into her pyjamas and the 2 of us got into bed. He said he'd ...... on the floor but she insisted as the bed was big enough for 3 with her in the middle. I said good night and started to pretend I was ...... by breathing heavy. Thankfully, he couldnt resist any more !

I could hear them gently kissing and could tell from the movements of the sheets she was wanking him off and he was touching her pussy. My cock was so hard so I bravely made my move and turned around and went to also touch her pussy. When I got there, I could already feel his fingers inside her so I did the same thing. For a few short seconds, we were both fingering her pussy as she lay there with her legs apart. She was so wet !

Unfortunately, he then suspected what was going on and said "whose fingers is that ?" before quickly pulling them out. The whole event was too much for him and he started to cry. He asked if this was the plan all along and all we could do was apologise. Nothing else happened and we all went to ...... with him still in the bed next to her.

Next morning, I started to wake up early to the quiet noise of them doing stuff together. I was facing the other way from them and knew she had bent underneath the covers to suck his cock. I gently tapped the back of her leg to let her know I was awake and approved of what she was doing. He eventually came in her mouth and she swallowed as she likes to do. It was good to get all the gory details as we had sex over the next few weeks.

About a month after the wedding, the 3 of us decided to go away for the weekend and booked a 1 bedroom caravan. He said he'd ...... in the dining room area which converts to a double bed. We were all ...... and as usual, I made my excuse and went to bed before her leaving them the ideal opprtunity to go further. She had a free pass to do anything she wanted with no limits.

After about 30 mins or so, she opens the bedroom door and goes into our luggage to find a condom. She then whispered to me if I was really sure about this and I of course said I was. I soon heard them fucking just through the thin bedroom wall and after another 30 mins, she came to bed. She started to tell me everything they had done, how she sucked his wet cock, how he licked her pussy making her cum and finally how he fucked her with the condom on. My own cock was leaking precum like I had never seen before so she lay back and let me fuck her. Words can't describe that first feeling of sliding my cock into a very wet and very wide open pussy. It was simply amazing and I had an amazing orgasm as I pumped her full of my cum.

It was a bit awkward the next morning and after that weekend, nothing else happened between them. But she got the bug and knew she loved trying new cock so after we moved back into our own place, then came the discussion about placing an online advert for a guy to join us which is Part 2 above.

I hope you are enjoying what I'm writing about and it's not too long winded to read. My cock is hard and leaking so I'm now away to deal with that.

Let me know what you think so far. Part 3 to come hopefully soon.

 

[rifleman]

In hindsight, if I had actually thought about all the key things to mention on ths journey, then there was some stuff which happened in between Parts 1 & 2 which is below.

So this is technically Part 1.5 - This occurred in between us starting to discuss a 3rd person joining us and me placing an advert.

After we lived together for 6 months, she got a new job so we had to move closer to where out parents lived. Financially it made sense for us both to move back into our own parents house so we'd be living separately for a short time. She would regulary come over after I finished work and we'd spend most of the evening in my bedroom watching TV. I had a good friend who was single and lived nearby and he'd come over a few times a week and we'd all hang out in my bedroom.

Usually about 8pm, I'd say I was going for a shower to leave them alone for a bit. I would shave and take my time to increase the time they had together. After a while there would be casual flirting which led to tickling and at one time when she had loose fitting shorts on, he tickled the top of her thighs and went under her short. She said she was fine with that but she did warn him she had no underwear on. I think there was a light stroke over her pussy but then he backed out, probably for fear of what I would say. If only he knew !!

A short while later, we all stayed at a friends house the night before his wedding and the 3 of us were ...... on the floor of the lounge. The room temperature was really hot so about 1am when everyone upstairs was asleep, I made the excuse of having a sore stomach and went to the toilet upstairs. When I was gone, they started chatting and at some stage my girlfriend lifted up her top and pulled her pyjama bottoms down so he could see her tits and pussy hair from the street lights shining through the window. Again, he didnt take the brave next step.

So next night after the wedding, we were all staying overnight at the wedding hotel and we had a double room. He was late booking a room and couldn’t get his own so we had suggested a while before that he just sleeps in our room.

When we got back at night, she went into the bathroom and changed into her pyjamas and the 2 of us got into bed. He said he'd ...... on the floor but she insisted as the bed was big enough for 3 with her in the middle. I said good night and started to pretend I was ...... by breathing heavy. Thankfully, he couldnt resist any more !

I could hear them gently kissing and could tell from the movements of the sheets she was wanking him off and he was touching her pussy. My cock was so hard so I bravely made my move and turned around and went to also touch her pussy. When I got there, I could already feel his fingers inside her so I did the same thing. For a few short seconds, we were both fingering her pussy as she lay there with her legs apart. She was so wet !

Unfortunately, he then suspected what was going on and said "whose fingers is that ?" before quickly pulling them out. The whole event was too much for him and he started to cry. He asked if this was the plan all along and all we could do was apologise. Nothing else happened and we all went to ...... with him still in the bed next to her.

Next morning, I started to wake up early to the quiet noise of them doing stuff together. I was facing the other way from them and knew she had bent underneath the covers to suck his cock. I gently tapped the back of her leg to let her know I was awake and approved of what she was doing. He eventually came in her mouth and she swallowed as she likes to do. It was good to get all the gory details as we had sex over the next few weeks.

About a month after the wedding, the 3 of us decided to go away for the weekend and booked a 1 bedroom caravan. He said he'd ...... in the dining room area which converts to a double bed. We were all ...... and as usual, I made my excuse and went to bed before her leaving them the ideal opprtunity to go further. She had a free pass to do anything she wanted with no limits.

After about 30 mins or so, she opens the bedroom door and goes into our luggage to find a condom. She then whispered to me if I was really sure about this and I of course said I was. I soon heard them fucking just through the thin bedroom wall and after another 30 mins, she came to bed. She started to tell me everything they had done, how she sucked his wet cock, how he licked her pussy making her cum and finally how he fucked her with the condom on. My own cock was leaking precum like I had never seen before so she lay back and let me fuck her. Words can't describe that first feeling of sliding my cock into a very wet and very wide open pussy. It was simply amazing and I had an amazing orgasm as I pumped her full of my cum.

It was a bit awkward the next morning and after that weekend, nothing else happened between them. But she got the bug and knew she loved trying new cock so after we moved back into our own place, then came the discussion about placing an online advert for a guy to join us which is Part 2 above.

I hope you are enjoying what I'm writing about and it's not too long winded to read. My cock is hard and leaking so I'm now away to deal with that.

Let me know what you think so far. Part 3 to come hopefully soon.

Great so far, looking forward to the next installment.

 

[wwtp747]

Part 3 - Time for me to join in !

So following the earlier visit from our internet friend, we arranged for him to come visit us again. My girlfriend insisted I join in this time and when he arrived, he said the same. They even made me go upstairs to the bedroom first so I couldn't stay behind. This was approx late 90's so I borrowed an old style video recorder from a friend having made up some BS as to why I needed it. When we were all in the bedroom, I asked if he minded I record it and thankfully he said no. I stood in the corner and started recording. I've watched this so many times since that the following is etched in my memory.

They were both standing at the bottom of the bed. He slipped off her dressing gown to reveal a nice black and red bra and panties set. They started kissing passionately still standing. His hand moved down to cup one of her breasts before continuinng downwards where he slid it inside her pussy and started stroking and fingering her. Her breathing started to increase so I knew she was soaking wet and loving it.

She then dropped to her knees and started to undress him removing his trousers and underwear. When his cock was released, I was in awe of how it looked. Much bigger and thicker than mines so no wonder she was into him. She soon took him in her mouth and started sucking him. After a few minutes, he pulled her up, removed her bra then pushed her back down onto the bed and removed her panties before eating her pussy.

She signalled for me to come over so I put the camera on a tall chest of drawers so it could capture everything going on. I took off my clothes and kneeled up beside her where she started to suck me. She almost drowned on the amount of pre-cum which had already leaked out. She soon came from the tongue workout her pussy was getting and after that, he came up and knelt on the other side of her face so she could do a cock switch when sucking both of us. At one stage she did try and put both in her mouth at the same time so the tips of our cocks were touching each others.

She then got on all fours so he put on a condom then slid his cock into her wet pussy from behind so we could spit-roast her for a little bit. We swapped places and I got to experience how much a pussy can get stretched from a long and wide cock. I barely touched the sides but I still exploded in her pussy without a condom on, something he was ok with.

She then wanted to straddle him as he lay on his back so I backed off for a bit to let her enjoy that as I focused on the camera work. I then suggested she experiences DP for real so while on top of him, she leanded forward exposing her asshole to me as I kneeled behind her. However despite several efforts to get it in, I just couldn't as his cock was to big and was taking up her internal space.

So we changed positions with me on my back and her on top of me facing the other way. She lowered her asshole onto my cock so I was in her first and then she leaned way back giving him clear access to her soaking pussy. He was able to easily slide in allowing her to experience 2 real cocks inside her holes for the first time ever. The noises of pleasure coming from my early 20's girlfriend was simply amazing. She would lean back and kiss me then kiss him. I could feel every thrust of his huge cock as there was only that thin membrane of skin between us. It was pure passion.

After a while the movements started to become laboured as it wasn't the most natural position to be in so she said she wanted to be on top of him again as she was close to cumming. So they did that and she had an amazing orgasm. He still hadn't came so she took the condom off and slid down to suck him. I was in close withe the camera and I wanted to kiss her so leaned in. She took his cock out of her mouth and kissed me and asked how it tasted. I said amazing....so she then said why dont you taste it for real as she pointed his cock towards me. Having had a previous chat about whether he was bi or not, I knew he would be ok with it so I nervously opened my mouth and sucked a cock for the very first time. The taste and sensation was beyond great.

She clearly enjoyed watching this as she started to touch herself while she watched me. She would also come back in for a slopy kiss with me with his wet cock sliding between both our lips. He was close to cumming so she took over for the main event and swallowed. I gave her one last big kiss to taste his cum.

He then got ready and left while we both lay in bed discussing what just happened and how it made us both felt. My hard cock answered that so because she was a bit tender down below, she gave me an handjob to finish me off before we showered and went to ....... After that, we both watched the video lots of times as we had sex, and I would often watch it on my own.

This was the one and only time I have been involved in a threesome but she did have a couple of other threesomes with a female work colleague of mines and her husband....but I'll save that for another time.

Hope you enjoyed !