First time being watched

Discussion in 'True Confessions' started by Dryad, Nov 25, 2025.

  1. Dryad

    Dryad Members

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    After my solo meeting with Neil, Jon and I spoke at length about what I had done with Neil and how much I had enjoyed it. Jon was a little jealous but also turned on when we discussed it. I was completely honest with him and I think that he realised this, so before long we decided that it would be good to both meet Neil again.

    We arranged with Neil to stay over at his for the night so that we didn’t have to rush home. This time Jon wanted to try dp again but he wanted Neil and him to use both holes to fuck me not just my pussy. I’d never tried that so was intrigued by the thought after having enjoyed everything else I’d tried.

    When we arrived, we sat chatting for a while discussing what we wanted to try. Neil obviously agreed and said that he was happy to do anything we wanted. I said that I liked the idea of being in complete darkness as they played with me so that I didn’t know who was doing what to me. Jon and Neil agreed that that could be fun too.

    So we started off getting undressed and things quickly progressed to the two of them taking turns to grope and fuck me. During this time, each would explore my arsehole with their fingers so that by the time we started to try dp I was ready. At first, I sat on top of Neil with his cock in my pussy. I leant forward and Jon slowly entered me from behind. The feeling of fullness was amazing and made me cum several times.

    Neil asked if he could swap with Jon but I said that I wanted Jon in my bum this time. We did however swap position with Jon on his back, me on top facing away from him so that Neil could thrust into my pussy. I had another orgasm like this and soon I heard Jon moaning as he filled my arse, swiftly followed by Neil cumming in my pussy.

    As Neil started to cum he stopped moving and I could feel his cock throbbing inside me. This must have been due to having Jon inside me too and I remember how rude it felt at the time.

    After he finished, Neil pulled out and I felt his cum dripping down onto my arse and Jon’s cock. He asked us if he could lick me with Jon still inside and he took time to lick every bit of me. As he did this I could feel Jon’s cock shrinking and eventually slip out of my arse. Neil continued to lick me, now exploring my arse with his tongue and occasionally straying onto Jon’s cock. The whole thing felt very exciting to me.

    After resting for a bit we decided to shower and have a drink. In the shower I asked Jon how he had felt about Neil licking his cock and he had said he was ok with it but at that point was not aroused after having just cum inside me.

    I said that the idea excited me and that if he wanted to do more I was ok with it. He wasn’t sure what he wanted but said that he didn’t want sex with Neil.

    When we had all recovered and had a drink, the conversation got onto seeing what happened with the lights out. I said that I was open to anything but that my arse was quite tender so to avoid that.

    So Neil shut the door to block the light and turned the lamps off. It was pretty much completely dark. We had to be careful not to hit each other. Jon and Neil had got partially dressed after showering but I just had a towel around me. I heard them both fumbling to undress and before long felt them both reaching for me in the dark. They pulled my towel away and I could feel hands all over me.

    They spent a long time touching me and kissing me. Sometimes I could tell who was doing what but there were moments when I didn’t know. I didn’t reach out to touch them but just let them enjoy me.

    As we all got more excited, I felt one of them roll me onto my side and cosy up behind me. I soon felt that this was Jon. He slid his cock into me from behind and I felt Neil move his head down between my legs from the front. I bent one leg and lifted it so that he could access everything. As Jon fucked me I felt Neil licking my clit and Jon’s cock. Then I felt Jon pull out of me but continue to push in and out of Neil’s mouth.

    Jon swapped between Neil’s mouth and my pussy a few times before I whispered to them both that I wondered if they wanted to swap places. Neither said a word but I felt Jon pull back and roll me onto my other side with my back to Neil. I lifted my other leg and felt Neil turn around and slide into me. Jon started licking me and after a couple of minutes I felt Neil pull out. Jon continued to lick but I could tell he was also letting Neil enter his mouth from time to time.

    This continued for a few minutes but Neil was getting close and I whispered again that I wanted their cum. Jon returned to licking me and before long Neil was filling me up. When he finished I rolled straight over and let Jon do the same.

    I felt excited but still hadn’t cum myself. After a short while, I suggested that they turn a light on to see what a mess they had made. They both sat on the end of the bed watching me make myself cum while their spunk dripped out of my pussy.

    We didn’t play again that night as we were all exhausted and in the morning we just chatted. It was a slightly awkward atmosphere and I think none of us really knew what to say in the light of the morning.

    Jon and I left after breakfast and chatted about what had happened. He had enjoyed it (as had I) but it had changed how he thought about things and we ended up not meeting Neil again together. I was a bit disappointed that it turned out that way but it was all really intense. I did see Neil again without Jon but that was a few months later.
     
  2. Curiouscouple2469

    Curiouscouple2469 Members

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    Thanks once again for offering us the chance to share this amazing adventure with the three of you.
    I think I am safe to say those of us following along have found it intriguing, exciting and very arousing to hear your detailed recollections.

    It offers me (us) a chance to join in the excitement to a degree and imagine the thrill you all felt in the moment. Being swept up in the unknown but willing to explore it freely. It takes courage. Amazing story and well told and I can’t wait to hear of your next visit.

    (Redacted for fear of overthinking and or overstepping).
     
    Last edited: Dec 13, 2025
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  3. 6Sailor9

    6Sailor9 Lifetime Supporter Lifetime Supporter

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    Thank you!!
     
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  4. Dryad

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    By the time I met Neil again Jon and I had tried another threesome with a girlfriend of mine. We both wanted to try this combination but at the time we were all a a bit too drunk to really enjoy it. I did like watching him fuck her and she and I licked each other while he watched us. I definitely like exploring my bi side and have done many times since but I was craving the excitement I felt from seeing Neil. I think it was the age gap that turned me on most. It was a kind of forbidden feeling and the idea how excited he was too.

    Without telling Jon, I contacted Neil and asked if I could see him. We spoke on the phone and he could immediately tell that I was keeping this from Jon. He asked if I was sure and said that he didn’t want to be part of any kind of break up. I told him that it wasn’t about that and that I just wanted to feel the same excitement again. He agreed to see me and invited me over the next weekend.

    I made an excuse to Jon that I had some study to do for a test so I couldn’t see him that weekend. He didn’t question this although it made me feel quite guilty as I’d never hidden anything from him before. In part this guilt just added to the thrill though so that when I arrived at Neil’s I was shaking with nerves.

    Neil invited me in and I soon was more relaxed. We had a drink and while chatting he asked me what I wanted to do. I said that I didn’t mind but liked the idea of doing anything he wanted. He raised an eyebrow at this comment and said he did have something in mind. This made me a bit nervous again so I asked him what it was.

    He said that he had told a friend of his what he had been up to and that the friend was clearly very excited about that. He’d said how lucky Neil was and that he was really jealous. Neil said that he liked the idea of showing me off to the friend and letting him watch us fuck.

    I asked who the friend was and what he was like. I could tell that Neil was excited that I might be considering letting the friend watch. Neil said he was an older guy that he’d known for years. He was kind and considerate but a bit of a perv. He said that he was married though so would probably be quite nervous. Neil asked if I would be comfortable with this and I eventually agreed as long as the friend didn’t do anything I was not ok with.

    Neil called him and I could tell that this made him excited. He asked if I would wait in the bedroom while he was downstairs. 20 minutes later there was a knock on the door and the friend came in. I could hear them chatting downstairs and it was clear that Neil hadn’t said I was there. Neil poured a drink and I heard him say that he had something upstairs to show him.

    By this point I was naked on the bed and when the friend came in to the room he saw me with my legs apart and fingers inside. He was visibly shocked and gave a gasp as he walked in. I smiled and carried on playing with myself as the two of them stood and watched me.

    Neil asked the friend to sit on a chair and Neil sat on the end of the bed. He said that I was very submissive and that I had agreed to do what Neil wanted. The friend smiled at this but asked how old I was as he was concerned that I looked under 18. Neil said that I was over 18 so there was nothing to worry about. He asked me if I was happy to be here and I nodded.

    As I continued to touch myself Neil and the friend chatted about me. They discussed what I looked like and what they liked about what they saw. The friend said that I looked quite like his niece. Neil laughed and called him a dirty pervert.

    Neil started talking about each part of my body. He started with my feet and as he did so he began to touch them. I felt his hands move up my legs avoiding my pussy and onto my hips. He kept saying how small and smooth I felt in his hands.

    He continued to describe me and his hands moved around. He worked up my sides onto my shoulders. He touched my mouth and neck. He hands then slowly moved down to my chest. As he stroked my boobs he described how they felt firm and smooth. He gently rubbed my nipples and commented on how they felt between his fingers. This was sending tingling sensations through my body.

    Neil carried on touching my boobs for ages and I could tell he was resisting going too quickly. I was getting more excited and began biting my lip. Neil noticed and smiled at me. He asked the friend if he wanted to feel my little tits. The friend stood up and asked me if that was ok. I just nodded at him.

    He came and sat in the other side of me and nervously reached out to touch my chest. I remember his hands were warm but rougher than Neil’s. He must have had a physical job but by now was clearly retired. I could feel how strong his hands were but he was very gentle with me. Neil asked him if he liked how I felt and he just nodded. He asked if he imagined that I felt like his niece too and the friend blushed before saying he didn’t know. Neil said that he should enjoy the feeling and let his imagination run wild.

    Being compared to the friend’s niece like this was quite an interesting feeling. I had no idea who she was or how old but I could tell this thought excited the friend. He was clearly enjoying me too though and I was loving the attention. As the friend rubbed my nipples between his fingers, Neil’s hands wandered down to my stomach and into my groin. He moved my hands away and took over stroking my clit and fingering me. Again he commented on how smooth I felt as he did this and he asked the friend if he could imagine how tight I felt around his fingers.

    The friend was clearly very turned on by this thought and asked me if I would like him he to find out for himself. For the first time I spoke to him and simply said yes please.

    His hands slid down and started stroking my pussy. By this time it was quite slippery with my juices and his fingers slipped back and forth between my lips easily. Neil moved his hands away at let the friend take over. He was firmer than Neil but not rough. He began rhythmically curling his fingers inside me, rubbing the front of my pussy from the inside. Within a minute I was squirming around as he made me cum. It went on and on and he slowed down and sped up several times. I continued cumming and began to shake uncontrollably all over. I couldn’t keep quiet and the next time he eased off a little I felt a rush of my juices leak out onto his hand. I had never cum like that before and he just kept going. I had waves of orgasms that went on for what felt like an age. Eventually I managed to ask him to stop and he slowed down. He kept his fingers inside me as I relaxed the slowed slid them out.

    I couldn’t believe how excited I had felt. I could feel juices running down my thighs and how flushed my face was. My chest was covered in sweat. The friend licked his fingers and smiled at me.

    He said that he should phone his wife to say that he would be staying over if that was ok. Neil agreed and I wondered what they each had in mind for the rest of the night.
     
    Last edited: Dec 14, 2025
  5. jimandjan

    jimandjan Member

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    Dryad, Thanks for the great stories.
     
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  6. Joe90

    Joe90 Supporters HipForums Supporter

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    I love your ability to put pen to paper and help us to envision it for are selves Dryad, thank you.
     
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  7. Dryad

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    I’ll try to finish writing about that night soon
     
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  8. 6Sailor9

    6Sailor9 Lifetime Supporter Lifetime Supporter

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    Continuation? Wonderful! I can only guess next I FMMM? ;-)
     
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  9. Little Old Wine Drinker

    Little Old Wine Drinker Senior Member

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    My wife and I told some friends that this was our fantasy. They said they'd be more than happy to make it a reality for us. Sadly, it never happened. Maybe, there's still time before we get too old.
     
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  10. Dryad

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    When the friend came back upstairs after phoning to say he was staying night at Neil’s, he sat straight back down next to me. He asked me if I wanted to see his cock and I nodded.

    I sat up and started undoing his belt. As I did this Neil lifted me into a kneeling position and started groping my pussy. I pulled the friend’s trousers down and saw he had quite a nice cock. He said that I should see how it felt in my little hands. I remember he kept referring to how small I was. I think this was part of his fantasy.

    I took his cock in both hands and felt it grow. I was quite surprised how much bigger it was getting and it ended up being bigger than Neil’s or Jon’s. In fact it was the biggest cock I had seen at that point. Probably about 8 inches I would say. As I stroked him, Neil had positioned his head under me and pulled my hips down so I sat on his face.

    The friend said that he wanted to feel my mouth on his cock, so I leant forward and started taking the top couple of inches inside. I had my hands around the base as I was a bit afraid of gagging. As I sucked him, I felt his hands move down my back and onto my bottom. He began spreading my cheeks and letting his fingers explore around my arsehole.

    Neil was poking his tongue as deep as he could in my pussy and the friend started to slowly push against my arsehole with his fingers. With a cock in my mouth I felt quite out of control and this made me cum again on Neil’s face.

    The friend said that he wanted to taste but that I should keep sucking him. We moved around so that I was on top of the friend in a 69 position with my bottom in the air. The friend licked my pussy and Neil began to lick my arse.

    After quite a while like that, The friend shifted underneath me and slid out to the side. He turned me round on all fours and pushed my face towards Neil’s cock. Neil was lying on his back on the bed. I was kneeling at the edge and the friend was moving around behind me. I felt his cock sliding between my pussy and arse as he held my hips. Eventually he settled on pushing slowly into my pussy and he took ages to get deeper inside. I could feel him stretching me and wasn’t sure how much more of his cock I could take.

    As he felt me tense he stopped and let me relax before pushing a little more. He steadily worked his way right into me. He kept saying I was a good girl. I felt his balls touching my thighs and pussy and he started to shift his hips side to side. As he did this I felt his cock stretching me inside and rubbing against the front of my pussy where he had used his fingers earlier. This made me cum and start sucking Neil faster and faster.

    The friend said that if I was a very good girl, I should let Neil cum in my throat while I was being fucked. At this point I was just doing as I was told. Neil began to push upwards into my mouth and I soon felt his balls tighten and shaft begin to throb. He came straight down my throat and I just let him.

    By now the friend was fucking me hard and after Neil had finished I took my mouth off his cock to take a breath. The friend told me to turn my head to watch him as he fucked me. He got faster and asked me if I wanted his cum inside me. I said yes please as I knew that this was what he wanted to hear. He said that he was going to fill my smooth little ****.

    He soon began grunting and pushing harder as he came right up inside me. I kept looking at him the whole time.

    When he was done he pulled out and I felt his cum dripping down my thighs. He rubbed it around and then put his fingers in my mouth. I could taste him and feel the rough skin on his fingers with my tongue. Then he told me to turn around and lick him clean. His cock was softening but still quite big. I took time to lick all the cum and my juices off him and felt Neil begin to finger my pussy from behind.

    They began discussing me almost as if I wasn’t there. The friend said that Neil was right about how good my tight pussy felt. Neil said that he had enjoyed fucking my arse a few weeks before and that it was even tighter. They agreed that they should have a drink then take turns to fuck me in the arse. I had enjoyed this with Neil and Jon before but was nervous of the friend’s big cock. He seemed to sense this and he said that if I was a good girl he would be gentle. Neil asked the friend how old he thought I looked but I can’t really talk about that here.

    Neil went to get drinks and the friend sat with me stroking my body all over. His fingers were getting everywhere I did nothing to resist. After a drink Neil said I should lie back and lift my legs up. He had brought some lube into the room and he began dripping it between my legs. He pushed it into my bum and soon I saw his cock beginning to stiffen. The friend was groping my chest as Neil started to push his cock against my bumhole. Slowly he slid inside me and began fucking my arse while my legs were over his shoulders. The friend was squeezing my boobs and telling me that I was a good girl. He again said that I looked just like his niece.

    After a few minutes Neil said that he was close to cumming and asked the friend if he wanted to take a turn before he came in me. The friend casually said why not, and they swapped positions. As the friend pushed into my arse I could feel the size difference. I had to tell him to stop before he got right inside. Neil began fingering my pussy as the friend fucked my arse.

    Once more they swapped round and the friend suggested that Neil should cum in me first to make it even more slippery. Neil didn’t take long to start cumming. As he did this he slid right in and right out of my bum so that some of his cum was inside and some covered my pussy and arsehole. As soon as he finished, they swapped places and the friend got straight into me. He fucked me firmly but not too deep or fast. I could feel him edging deeper and could feel Neil’s cum dripping out of me as the friend slid in and out.

    Before long the friend started cumming in he. He kept his cock inside as he did this and he looked into my eyes. As he was cumming he again told me that I was a good little girl. I said thank you.

    I collapsed on the bed afterwards and felt cum dripping out of me. Neil and the friend went to wash before coming back with more drinks. I was thirsty so had a long drink before collapsing again. They lay either side of me and said that they wanted to use me all night.

    Throughout the rest of the night I got fucked by each of them and sometimes both. They made me suck them and they licked me. I fell asleep for a while only to be woken up again with one of them touching me. By the morning I was exhausted and sore and felt that I couldn’t possibly take any more. The friend insisted on one more fuck before he left. It was quite painful but I let him do it. After he went, Neil thanked me for letting the friend join in. He said that he (Neil) wanted to see me again.

    I agreed but said it would have to be secret as Jon didn’t want to. We agreed to keep it secret and I went on seeing Neil for nearly two years. I only saw the friend again once and he fucked me while Neil watched.
     
  11. jimandjan

    jimandjan Member

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    Dryad, another good story, they keep getting better.
     
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  12. 6Sailor9

    6Sailor9 Lifetime Supporter Lifetime Supporter

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    Yes they do! Waiting to hear about her girlfriend joining her, Jon, Neil and friend! MFMFM! ;-)
     
    Last edited: Dec 15, 2025
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  13. 6Sailor9

    6Sailor9 Lifetime Supporter Lifetime Supporter

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    My, MY! Mmmmm! Waiting to hear about you, and your girlfriend joining Jon, Neil and friend! MFMFM!
    ;-)
     
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  14. Dryad

    Dryad Members

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    That would have been interesting!
     
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  15. Dryad

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    If anyone wants to discuss any of the details please let me know. I went on to meet Neil quite a few more times as well as having other similar encounters over the years since.
     
  16. Joe90

    Joe90 Supporters HipForums Supporter

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    It would be most interesting and helpful if you, could continue.

    I for one thoroughly enjoy the storyline and wish you would continue with them. As you keep my brain active and young.
     
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  17. Bazz888

    Bazz888 Lifetime Supporter Lifetime Supporter

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    I'd love to know more but if it's not for public consumption, and you want to tell me all about it, you're welcome to message me privately.
     
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  18. Dryad

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    During my subsequent secret meetings with Neil, we tried a wide variety of different kinks. He liked to tie me up sometimes. When he did this he would get very excited. I liked the loss of control I felt and was happy to let him do whatever he wanted. I remember one time he spent a long time penetrating me with a bottle before cumming on my face.

    Another time he asked me to go into his spare room and get into bed and wait for him. He said that it was the room his daughter slept in when she used to stay with him. He turned off the lights and left me in the dark for ages before quietly coming in and silently kneeling beside the bed. He reached under the duvet and groped me all over before climbing in and fucking me from behind.

    After this meeting he often asked me to dress in particular clothes he chose for me. He then asked me to get ready for bed while he watched me and repeated the silent groping and fucking in the spare room. He started fucking me from behind but would often end with me on top bouncing on him while he squeezed my boobs. He frequently mentioned how young I looked while we did this.

    After this had gone on for about 6 months Neil and I had chatted about quite a lot and he asked if I’d like to go out for lunch one day and invite my sisters along. I have two younger sisters and had mentioned them to him a couple of times when we chatted. At first I was very nervous about this idea but he insisted that he wanted to meet them so I eventually agreed.

    Neil took the three of us out and he was a real gentleman to all of us. Both my sisters are younger than me and I’ve always been very protective of them. He said that if any of us ever had any trouble or needed any help that we should ask him. He gave his number to both of them and that was the end of a really nice day.

    A few weeks later I discovered that my youngest sister had contacted Neil to ask if he could help her find some work experience. I was a bit surprised that she had done this directly with him rather than mentioning it to me. He had agreed and had put her in touch with someone at a fashion company. It was really kind of him and she had a great time there.

    It was quite a long time later that I found out from her that she had kept in touch with Neil and that she had seen him again. In fact it turned out that she had let him fuck her and by the time I found out, she had seen him several times. My middle sister knew nothing of this. I was really shocked to find this out but when I confronted Neil about it he was totally relaxed and said that it was just a bit of fun like it was for him and me. I’m not really sure why I reacted as I did but the effect it had on me was to want even more to submit to Neil.

    That night I let him fuck me several times and I kept asking him if I was better than my sister. He just kept saying we were both different and that he enjoyed being with each of us. I had a mixture of jealousy, anger and excitement but all this just made me want to please him more. I kept seeing him for another few months and I knew that he was also seeing her.

    I asked her to tell me what she was doing with him but she said she didn’t want to talk about it but that he was kind to her so I shouldn’t worry. When I asked him what they were doing he said he would tell me if I promised to copy what he told me about but not to tell my sister that he had told me. I could tell that the idea of this got him excited so I agreed. It turned out that according to him she enjoyed swallowing his cum and that she liked to kneel down and suck him while he looked at porn magazines. He also said that he had got her to bend over the sofa and pull her knickers aside while he fucked her from behind. Another thing he said was that he got her to undress in front of him, sit on his face, and make herself cum with her fingers while he licked her.

    I did all of this while he told me what he had done with her. He kept saying how much he enjoyed both of us. We went on like this with him telling me things they had done while I copied it. It began to feel more strange to me until in the end I decided that I was going to stop seeing him and to tell my sister what I had been doing.

    It felt quite weird telling her and at first she denied doing what he had said. Eventually though she admitted most of it but I suspected that both she and he had not said everything. I was torn between wanting to know and trying to keep a good relationship with my sister so I decided to stick with her and tell Neil it was over. I suggested that she made up her own mind but that I felt he was using us.

    It took her a couple of weeks more and I suspect she saw him again but she then told me that she had ended it too. After all this time I was still with Jon and it was actually quite a relief to just be able to focus on that relationship without having to hide anything.

    My sister and I still get on well but in honesty I’m not sure we have as good a relationship now as we might have done. I think there was a break in trust between us that has never fully healed.
     
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  19. 6Sailor9

    6Sailor9 Lifetime Supporter Lifetime Supporter

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    So sorry it turn out this way. :-(
     
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  20. Dryad

    Dryad Members

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    No it’s really ok. All part of life’s experiences. I now look back on that time and remember how much I enjoyed it. I don’t have any bad feelings towards Neil as he never committed to a relationship or anything like that. It was just a fun time for him and for me too.
     
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