This is the 3rd part of my series of diary entries. Please read other 2 first for context. Open to suggestions for where things go next.
16th March 2002
Soo...I ended up sending Paul (Dan's dad) some pics. It was nothing too bad but we'd been messaging each other all day, just some fun flirty stuff, and he kept telling me the pics I'd uploaded to Insta were boring. So, while in my bedroom I put on a much skimpier bikini that Dan hadn't even let me take on holiday and took some pics of myself in it and sent them to him. Told him that's what he's have seen on holiday if his son wasn't so boring! He absolutely loved them. They were kinda naughty -- nothing naked though. It felt sexy to send them and he was so complimentary. He told me we'll have to go on holiday alone sometime if that's how I'm gonna dress. Haa I told him as fun as I'm sure that would be, I'm not sure Dan and Tina (Dan's mum) would agree to it!
Separately, I've been having a lot of messages with Lisa (who is dating Dans dad's friend and who I met on holiday). We get on so well, feel like I've known her forever even though we've only just met. She's asked me over to her place for a catch up and some drinks tonight which should be nice. She's funny -- she suspects me of misbehaving on holiday after seeing me chat to Miguel in the bar before I left. She doesn't miss a thing! I've denied everything so far but she also seems cool and wouldn't tell anyone so I'll probably give her all the juicy gossip about what really happened after a few drinks!
17th March 2002
Well, what a night last night was. I'm not even sure where to start. Ok, so I got round to Lisa's and she was in this gorgeous outfit, a very tight, very revealing dress. Completely inappropriate and the type of thing Dan would hate me wearing but I'd love to wear! Her tits and figure looked amazing. She invited me in and told me Jack was upstairs but wouldn't disturb us much. Anyway, we had some drinks and, as expected, I eventually told her all about what had happened on holiday and all the fun I'd had with Paulo and Miguel. She was so cool and non-judgemental about it She loved hearing the story and kept telling me how sexy she thought it was and how I should be proud -- not embarrassed -- about how sexual I am. It felt so nice to finally have a friend I can share my naughty side with. She was really touchy feely with me, rubbing my thigh softly as I told her how I'd ridden Paulo's delicious cock in the Cliff Bar while Dan slept. It was clear she was enjoying the story and found what I'd been up to sexy.
Anyway, we had more drinks and then Jack came down and joined us for a bit. He's really nice and good fun so I didn't mind. But I was a bit shocked though when Lisa told him all about what I'd been up to on holiday. I had thought that would stay between us and was worried it would now get back to Dan's dad, and then Dan. But he could see I was embarrassed and swore he wouldn't say a word. He too, said he thought it was really sexy.
That's when Lisa started to rub my thigh some more and started saying how lucky Miguel and Paulo had been. She was smiling and touching me softly and teasingly while Jack watched from the chair opposite. Then her hand slid up my body and she gently started to stroke my tits over my top. I was shocked but it also felt so nice. I have kissed a couple of girls before, just mucking around in a club, but never been touched like this. I hadn't been expecting it at all, but I just sat there, allowing it to happen. I suspect she was seeing how far she could go and think she was encouraged when my nipples hardened through my vest top (I didn't have a bra on) as she smiled and started to massage my tit some more. While she touched me she kept saying things like "Isn't she so sexy Jack?" and Jack would sit and smile and nod in agreement. I was in a bit of shock this was happening and didn't really know how to respond at first. But it was also making me horny.
Eventually she very gently touched my chin, so as to turn my face to hers, and leaned in and very, very softly kissed my lips. It felt really fucking nice. So often men want to just snog your face off, and to have a woman just give a soft sensual kiss felt like such a nice change. I smiled, and so did she, and she leant in and gave me another. Then another. I knew where this was leading and as she leant in next, we both opened our mouths and gave each other a soft sensual snog. It was so lovely, her lips are perfect and as our tongues met and swirled with one another my pussy was getting so wet. Her hand continued to massage my tit and as we eventually broke our kiss she whispered to me, telling me I'm beautiful and asking if she could take my top off. I wanted her to but wasn't sure if we should in front of Jack -- her man, and friend of my boyfriend's dad. She told me she didn't mind if he saw them, so I willingly slid my vest top over my head to reveal my tits and very erect nipples. She smiled and played with them and Jack told me I was fucking gorgeous. Lisa laughed when he said that and told him she agreed but he had to keep his hands to himself -- presumably making it clear that Jack was only going to be allowed to watch what happened and not join in. Look but don't touch!
Her head leant into my boobs and I leant back a little on the sofa as my friend started to expertly lick and tease and suck my tits while her man watched on. Me and Jack occasionally met eyes and smiled at each other as she enjoyed me on his sofa. He was enjoying the show, and I was too. I could see he had a big hard-on in his trousers as he watched his girlfriend play with me. I was really enjoying him watching, there was something sexy about him being there watching that made it feel even naughtier. I've never been watched before (other than, I guess, with Paulo and Miguel on the beach the other day) but I think I like it.
She eventually slid off the sofa and in between my legs and was softly kissing my stomach now, looking up at me, smiling. She asked if she could lift up my skirt and I smiled and nodded. I helped her pull it up and she was pleased to see I had no underwear on, and both her and Jack were able to see my wet bald horny cunt. As she started to kiss up the inside of my thigh, teasingly, it felt soooooooo fucking good. I was so horny, this was so new for me and I was desperate to feel her tongue slide up my slit. She finally started to lick my cunt and it was heavenly. I was so wet and horny and she knew just what to do with her soft sexy tongue.
I was mixed between having my eyes closed and enjoying every second, but also having my eyes open and smiling at Jack, biting my lip a little, watching him watch me get eaten.
Anyway, Lisa really fucking knew how to lick cunt. Honestly, it was so much better than any man has done for me and I came so hard, pushing her head into me, groaning loudly. Mmmm I'm wet now just thinking about it. She was soooooooo good. I lay slumped back on the sofa afterwards, naked, and happy.
She smiled and then got up off the floor, dropping her dress to the floor. She, too, didn't have any underwear on and her body looked so luscious. She straddled me and we kissed softly and tenderly and sensually for quite a while. It was lovely. I played with her boobs as we kissed. This was completely new to me, playing with another woman's tits and I really liked it. They were so nice. Eventually I asked her to lay down on the sofa so I could return the favour.
She tasted really nice and I found myself fingering my (very wet) pussy as I licked her gorgeous cunt. I found myself getting even hornier as I licked her. I think I did a good job as she soon came hard too.
As I sat up, she stayed lying down and beckoned Jack over with her finger, telling him it was his turn now. I moved out the way for him as he walked over. He smiled at me, lifted his top off over his head (he has a very nice body for an older guy), then undid his jeans and his long, hard cock sprung out. It looked very nice I must say. I was really craving cock by this time. I definitely had enjoyed being with a woman but in some ways it just made me hornier for cock. He moved himself between her legs on the sofa and proceeded to fuck her in front of me. I moved round to her face and tits and we kissed some more as her man pounded away at her deliciously tasty cunt. She was groaning into my mouth as she got fucked. Eventually, he groaned too and came inside her. She was very happy.
We all smiled and slumped down a little where we were and all started giggling, almost in disbelief at what had happened. In fact, I'm still not sure I believe it! Eventually we all got dressed, had another drink and then I got a cab home. Like I say, I was desperately horny by this time and craving a good fucking. If the cab driver had been remotely attractive I'd have let him fuck me but unfortunately he wasn't so I waited until I got home and woke Dan up so he could fuck me. He told me after I was like a woman possessed I was so horny. I didn't tell him why, I just said it cos I'd missed him.
So quite a night! I definitely want to do it again sometime. Being with a woman is very different and very, very sexy. I know I'll also always prefer a good dick though but a change was nice. Jack definitely has a good dick, I loved seeing how he fucked her, older men definitely know what they are doing. She's a lucky lady to have him, and vice versa.