First time being watched

Discussion in 'True Confessions' started by Dryad, Nov 25, 2025 at 1:56 PM.

  1. Dryad

    Dryad Members

    Messages:
    9
    Likes Received:
    36
    My first experience with more than one guy was soon after a boyfriend (Jon) and I got together back in the mid 90s

    From the beginning, we were extremely open with each other and often shared our fantasies while in bed. We quickly learned that we both fantasised about being watched having sex.

    We decided to try to make it happen, so Jon found a local guy in a contact advert who wanted to watch a couple. He arranged to meet him for a drink in a pub nearby and came back with a big grin on his face. He said the guy was relaxed and friendly, in his early 60s and stressed that he would respect our boundaries and just watch if we felt ok. I’m going to call him Neil for the purposes of this confession. Jon said that he had a good feeling about the guy and said that he’d suggested we go to his place the following weekend if I was up for that.

    I was a bunch of nerves all week but when Saturday evening came along we decided to go and see how we felt. We agreed that if either of us was uncomfortable we would make our excuses and leave.

    We turned up at Neil’s house and he greeted us with a smile and welcomed us straight in. We introduced ourselves and followed him into his living room. We sat on his sofa and he took a comfortable chair on the other side of the room. He offered us both a drink and suggested we just chatted for a while to see how we all felt about the situation. He was clearly quite nervous too so we all ended up racing through one drink before he poured another.

    After about 30 minutes I could feel the effects of my wine starting and was more relaxed. Neil seemed like a genuinely nice guy and was putting no pressure on us to start anything. This put us at ease, so before long my fantasy became stronger than my initial nerves. I suggested that I might like to kiss my bf and asked the guy if he wanted to see that. Of course he said yes immediately! I said that we only wanted him to watch and he nodded saying he understood and was ok with that.

    We started kissing and quickly became quite passionate. After a while I could feel Jon’s hand rubbing my chest as we kissed. I leant back and turned to face Neil. He was watching intently and smiling. I asked if he wanted us to turn round a bit so that he could see where my bf had his hand. He nodded and kept watching quietly as we let him see. It didn’t take long for Jon to start lifting up my top more and more so my bra was clearly visible. At the time I had much smaller breasts so I wasn’t wearing anything fancy, just a simple cotton bra. My nipples were clearly poking through this as I was so excited.

    Jon whispered into my ear to ask if I was ok to carry on and I quickly said yes. He lifted my top over my head and straight away did the same thing with my bra. As he did this I was looking straight at Neil and he was fixated on me. It made me feel incredibly desired and I loved that feeling. I asked him what he wanted to see. He said whatever we were comfortable with, but he wanted to see everything.

    Jon had already started reaching up my skirt and as he did so my skirt was moving up my legs showing more and more. I made sure that Neil had a clear view from where he sat and opened my legs a little more. After a few minutes my knickers were getting very damp so a suggested that Jon pulled them off. He quickly did this, hitched my skirt right up and started sliding his fingers into me.

    I was getting more and more excited and wanted to fuck. I could feel that Jon wanted this too so I wriggled out of my skirt and suggested that he got naked too. As he did this I told him to sit on the sofa and I climbed on top of him. I was dripping wet at this point so I slid right onto his cock in one go. I heard Neil give a sigh at the sight of this and I looked over my shoulder at him as we started to fuck.

    He was rubbing a large bulge in his trousers. I asked him if he was enjoying what he was watching and he gave a big grin. Then I asked him if he wanted to see any other positions and he said he wanted to see me turn around so that he could see my tits as I bounced on Jon’s cock. I was happy to oblige as I was getting incredibly aroused by showing off to him.

    It was pretty clear that Jon was close to cumming at this point so I made sure that as I moved up and down, his cock was getting right inside me. I love cum anywhere but deep inside me is my favourite and I wanted to let Neil see me getting filled up. Before long I could feel Jon getting harder and he started pumping onto me. I could feel his throbbing as I held his balls.

    Neil was clearly close to bursting too so I leant back and let him see Jon’s cum slowly drip out of me as I rubbed my clit. He had a clear view as I began to orgasm and I could see that he was cumming in his pants as I did so.

    After we had all collapsed back in our seats for a while, we started to move and I got up to go and clean myself up. When I came back, Jon and Neil were getting dressed and were chatting. Jon suggested to me that we met again the following weekend to enjoy some more excitement. I agreed that this would be fun and that I had enjoyed the evening. Neil said thank you so many times. He was clearly very keen to meet and said that he was happy to respect our boundaries.

    We had a final drink then left. For the rest of the week we spoke of little else. We had both been very turned on by the whole experience and we agreed that we should go back to Neil’s. I asked Jon if he was comfortable if I let Neil sit a bit closer to us next time and maybe let him get undressed too. Jon agreed and when we met Neil again the following Saturday, it was another amazing experience - but that’s another story.
     
  2. 6Sailor9

    6Sailor9 Lifetime Supporter Lifetime Supporter

    Messages:
    7,729
    Likes Received:
    7,843
    Wonderful! Please share the continuation!! Thank you!! ;-)
     
    Joe90 and Dryad like this.
  3. sureño

    sureño Lifetime Supporter Lifetime Supporter

    Messages:
    210
    Likes Received:
    234
    I had a girlfriend who told me that she liked to be watched while she made love. Until then I hadn't even considered it. But on second thought, yes... I think it would be exciting for me as well. But I would prefer an audience of women.
     
    Dryad likes this.
  4. Like2share

    Like2share Members

    Messages:
    281
    Likes Received:
    494
    OMG! Your story is so hott! That is so awesome that you two did that to help fulfill your fantasy (and possibly his too) and I can not wait to read the next story you post!
     
    Joe90 and Dryad like this.
  5. Dryad

    Dryad Members

    Messages:
    9
    Likes Received:
    36
    Second meeting - a bit more than watching

    The week since we met Neil first went by fast and by Saturday morning I was feeling nervous again even though I knew he was a nice guy. This time I thinking about what we might do to push the boundaries a bit.

    I’d already agreed with Jon that we’d let it go a bit further but I had it in my mind that in the moment I could get carried away. This time I dressed up a bit more and wore a tight dress with stockings and heels.

    We turned up at his place and he was waiting for us by the door. We went straight into the living room again and had a couple of drinks as previously. The conversation quickly got onto how much each of us had enjoyed last week. Jon told Neil that we were comfortable doing something similar but that he could get closer as long as he didn’t touch. Neil said he was happy with that and asked if we minded if he got his cock out while watching. We had already discussed this and said it was ok.

    After that, things moved straight onto us kissing and Neil watching. He pulled up another chair so he could sit right next to the sofa. He was already stroking his cock through his trousers.

    Jon was working his hands up my thighs and Neil leaned in to see up my dress. I just lay back and enjoyed being the centre of attention. Neil asked if he could watch me undress and with a quick glance at Jon for approval, I stood up and took everything off. I tried to do this slowly but remember rushing a bit and before long I was standing in front of Neil completely naked. He was gazing at me while telling Jon how lucky he was!

    I asked Neil what he wanted to see and he asked if I would bend over so he could see me from behind. I turned round and bent down to start unzipping Jon’s trousers while my bottom faced directly towards Neil - just a few feet away.

    I quickly got Jon’s cock out and started sucking him. As I did this I heard Neil pulling his trousers off behind me. I felt a slight sense of panic as I wondered what he was going to do but I just carried on and told myself that I wanted to just go with the flow. Neil stuck to his word though and didn’t touch but he kept saying how much he was enjoying the view of my bum.

    Before long I could feel that Jon wouldn’t last long if I kept sucking him, so I sat down and told Jon to lick me while Neil watched. As Jon buried his head into me, I could see Neil wanking slowly. He had a nice looking cock I thought. Similar length to Jon but a bit thicker with a slightly upward curve. I started to tell him how good it felt to let him watch us. He smiled and said that we looked beautiful. He asked if he could watch us fuck again and I quickly said yes. I pulled Jon’s head up and whispered really quietly in his ear to ask if he would be ok with me helping Neil to cum. He gave a little nod. Neil couldn’t hear but obviously saw that I’d asked something. He looked quite curious but politely didn’t ask.

    I got Jon to sit on the sofa and like last time sat on top facing Neil. Jon had his legs together so mine were spread and Neil could see everything. I was rubbing my clit and was really wet. Jon’s cock was nice and hard inside me. After a minute or two I asked Neil if he was enjoying the view. He quickly said yes, but before he could elaborate I asked if he wanted to have a closer look. He stood up and stepped towards us. He was now right in front of me as I bounced on Jon’s cock. I told him not to touch but that he could get as close as he wanted. He knelt down so his face was just inches from me as I rubbed myself. I could hear and see him smelling my juices.

    After a couple more minutes, Jon said that he was close to cumming. I told Neil to pull his chair up and sit and watch. As he did this I leaned forward and gently took hold of his cock with my wet hand. This made him open him mouth in surprise. I told Jon that I was going to help Neil cum. This pushed Jon over the edge and I felt him shooting his cum into me. I continued to stroke Neil and saw that he was now leaking a lot of precum. His cock was slippery with a mix of this and my juices off my hand.

    Neil was getting close now and I asked if he would like to cum on my tits. He stood back up and I used both hands to wank him until he spurted cum all over my chest. I was surprised how much there was. After he had finished he sat back down and I rubbed myself in front of him until I came too. I could feel his spunk dripping down as I did this and some definitely reached my clit before I finished. The idea of this really excited me in that moment.

    Once I had cum, we all just laid around for ages. Completely exhausted and buzzing at what had just happened.

    After a while we all started moving and cleaning up. We got dressed and had a glass of water and all had big grins on our faces. Neil asked if he could see us again and we both had a quick look to check before saying yes. Jon said that we should plan another day soon and that he and I would chat about what else we could do if ok with Neil. He obviously was ok with that idea!

    So that was the end of our second get together. We met Neil three more times afterwards, but I also met him on my own a few times over the next 18 months. I’m happy to tell more if anyone wants to know. This is all a very exciting memory for me and it keeps coming back to me, especially recently for some reason.
     
  6. Like2share

    Like2share Members

    Messages:
    281
    Likes Received:
    494
    OMFG!! That story was just as hott at the first!!
    And I'm going to go way out on a limb here but I'm going to assume that everyone... Including me... Would absolutely love to hear more!
     
    Joe90 likes this.
  7. Joe90

    Joe90 Supporters HipForums Supporter

    Messages:
    2,068
    Likes Received:
    2,022
    I can't wait I hope you don't leve us all, sitting on the edge off are sets and find it in you to tell us more. I for one will be joining in with you and the spirit of the occasion, if you know what I mean :smilingimp::blush:;).
     
  8. Mountain Valley Wolf

    Mountain Valley Wolf Senior Member

    Messages:
    2,939
    Likes Received:
    1,401

    Yes! that is a very hot story! Please continue!
     
    Joe90 likes this.
  9. sureño

    sureño Lifetime Supporter Lifetime Supporter

    Messages:
    210
    Likes Received:
    234
    You know how to tell your story to makes it exciting. Please go ahead.
     
  1. This site uses cookies to help personalise content, tailor your experience and to keep you logged in if you register.
    By continuing to use this site, you are consenting to our use of cookies.
    Dismiss Notice