"Excited for tonight?"
Holly was the third person to ask me that today, and my answer mirrored the first two. "Of course! Not every day you leave your job! I'll miss you guys of course, but I can't wait to be finished now."
All true, of course. I couldn't wait to be finished. I hated the head, and most of the senior leaders, and couldn't wait to move on and take up a leadership role elsewhere. That said, I really would miss my colleagues, as I got on well with all of the teachers and TAs, though with Holly more than most. I really would miss her. We got on like a house on fire, always had, and the fact we had become regular fuck partners over the past six years, with my wonderful wife Erica's blessing of course, meant I'd truly miss seeing her every day.
"Noooo, I know you're excited for this afternoon when you get to finally leave this shithole. Are you excited for tonight?"
I chuckled. "Even more so. Can't beat a night out with you all, and the restaurant we're starting at looks good as well." I paused. "I'm hoping I'll get to say a proper goodbye to a couple of you as well!" I knew Holly would know I meant her and Nat, her best friend at work and someone we'd had several threesomes with over the past couple of years, since Holly had "convinced" me to fuck Nat when she was down about an ex.
She grinned. "I don't know. Might be going home on your own tonight. I might decide to keep that big kingsize bed in my hotel room all for myself!"
I laughed as Holly disappeared round a corner in the corridor, heading up to the school hall whereas I'd stopped at my own classroom. Excellent. I'd been hoping to end up at either her apartment or Nat's house, but a hotel room was perfect. Presumably much closer to where we intended to finish the night out, and as everyone knows, hotel sex just has that extra something about it.
The day itself was fairly dull. The kids had finished the day before so my day was spent emptying my things out of my classroom, sorting a few things I needed to hand over to the people taking on my jobs in school, and making sure I'd given back all my equipment. I'd half hoped for a quick fuck at some point, but with everyone in and out of all the rooms, there was never a chance. Still, the moment came when I could walk out of the school a free man, ready to move on to my next role in September, and Holly combined her peck on the cheek as I hugged her with a quick squeeze of the cock, in a position I don't think anyone else could've seen.
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The meal was as good as we'd been told to expect when the restaurant was suggested, and the drinks and laughter flowed freely. I couldn't have hoped for a more enjoyable time with a staff I'd come to love, aided by a welcome message from the deputy head who apologised that she wouldn't be able to join us after all, and it left pleasant memories of all of the ones who weren't coming out with us afterwards. Luckily, working in a primary school, I was pretty much surrounded by women, a good twenty of them, of varying ages, as well as our gay Teaching Assistant, who had everyone in stitches as usual. Holly, in a demure orange dress, and Nat, in a summery blue one, were there of course, along with Rebecca, recently returned from Maternity Leave and in stunning shape for a new mum, in a black top and skirt, and Cally, eleven years my junior as a very beautiful 24 year old, who'd been my student a good four years ago and been taken on full time in the last couple of years, was wearing a blue blouse and jeans. Anna, a pretty blonde who'd only started recently (and I was a little disappointed not to have more time getting to know) was there too, looking very attractive in a white flowery dress, and my good friend Rhea, more of an older sister to me than anything else, although we'd always jokingly flirted as she knew about how my wife and I lived, but had no intention of cheating on her own husband, had brought her 21 year old daughter Elizabeth out, too, a welcome, and very pretty, in her white top and green combat pants, addition to the group.
Most of us did head out after the meal, at least as far as the local town, where the older members of the group were comfortable, before a few of us were aiming to head out to the clubs afterwards. Again, a great time, with the usual ones performing karaoke and the rest of us drinking and laughing. The flirting had started from the first minute at the restaurant, as that's just how I communicate most of the time, but it began to ramp up as we all enjoyed the effects of the alcohol. I found myself employing my old trick of leaving half finished drinks around, so people thought I was drinking more than I was. The last thing I wanted tonight was to pass out and miss hotel sex with Holly.
As the flirting increased, particularly between me and Holly, stood with her legs either side of mine at the bar for a while, one or two of the older women, who had no idea that my wife actively encourages my sex life with other women, began to throw slightly disapproving looks our way, and we decided to head out to the clubs before too long.
As we said our goodbyes to everyone not heading out, I was pleasantly surprised to find out exactly who was joining us for the club. Holly and Nat were both coming, and I found my hopes that a threesome was in the offing rising quickly. Rebecca, who I'd fucked once before when I'd found her mid-sex with the previous deputy head, was coming out, as was Cally, who'd fucked me on my desk as she finished her student placement. We were joined by Anna and Elizabeth too, Rhea pulling me aside to ask me to "Make sure you show her a good time. I know you would anyway, but I've persuaded her to come with you tonight with a promise you won't forget to make sure she enjoys herself when you're surrounded by the others!"
I thought it was a slightly unusual way of wording what she said, but I of course nodded and hugged my friend goodbye as we piled into a couple of taxis and headed off. Sat between Holly and Nat in the taxi, with Elizabeth in the front, I soon felt a hand on my cock, which immediately rose to attention beneath my jeans. Holly was clearly feeling horny already, and I almost wished we weren't heading to the club first. The ride was about fifteen minutes, and my zip was open, my cock in Holly's hand within the first three or so. Nat reached down to join her best friend shortly after, Holly rubbing slowly along my erection as Nat caressed my freshly shaved balls. Holly leaned in to whisper that I'd have to wait until later for anything more, as she had every intention of keeping me cumming until the morning.
Elizabeth turned as we arrived outside the club, but quickly turned back to the front at the scene in the back seat, her face clearly turning crimson in the driver's light before she quickly opened the door and climbed out, joining Cally, Rebecca and Anna who stood waiting.
I tucked my cock back away, with a kiss for both women, and we all climbed out, my erection tucked under my waistband. The line for the club was long, but knowing it was my Leaving Do, we'd planned ahead and were able to bypass the queue and head straight for the VIP section we'd booked, where champagne and several cocktails awaited us, with several sofas to sit on. The section was quite well separated from the dance floor, offering a small amount of privacy, although anyone who really wanted to would be able to see us all clearly.
After a couple of drinks, and a toast to my new job, we all headed to the dance floor. Holly quickly dropped any pretense at inhibition and was grinding her pert arse against my cock almost immediately, while the others danced around or with us. Rebecca and Cally joined me as Holly moved away to collect another drink, the two blondes both pressing up against me as we danced. I called to Anna and Nat, the other two blondes, and they laughingly came and joined us, surrounding me completely with beautiful blonde women, tits or arses pressed against me from all sides.
As the group broke apart at the end of the song, a couple of the girls heading to the toilet, and the others to the bar, I stepped back up to our VIP section for a glass of champagne. As I sat down with the glass, I saw Holly come up the steps to join me. Instead of sitting down next to me though, she placed her glass on the table, dropped to her knees in front of me and, leaning forward, unzipped my jeans for the second time this evening, pulling my boxers down to release my cock. She wasted no time in wrapping her fingers around me, rubbing me quickly to full mast, and then wrapped her lips around my eight inch erection. She sucked me lovingly for maybe half a minute, before standing up, reaching beneath her dress and pulling her knickers down her legs. She stepped out of what looked to be orange, lacy panties to match her dress, handing them to me with a dirty smile, before climbing onto the seat, straddling me with one leg on each side.
"No cumming. Tell me if you're going to blow," she ordered. A second later, the familiar slick warmth of a sopping wet pussy enveloped my cock, Holly sliding all the way down to my balls with no problem, her soaking wetness a testament to just how horny she was. A loud moan escaped her next to my ear, and she stayed where she was for a few seconds, savouring the feeling of being filled by a big cock.
Presently, though, she began to ride me, bouncing up and down on my erection, the slick walls of her vagina wrapped tightly around my shaft. As she rode my cock, her face against my shoulder so that her moans would be muffled, I saw Elizabeth stop short as she walked into the VIP area. For the second time this evening, my friend's daughter looked away quickly, shocked at the view of Holly bouncing up and down on my cock. This time, though, she didn't go away, and shortly I saw her look back towards us, watching us fuck. I was fairly sure she wouldn't be able to see anything other than Holly bouncing up and down, with Holly's dress covering us from the back. She caught my eye instead and slowly moved towards us and sat down on a sofa nearby, picking up a glass of champagne without breaking eye contact with me.