Not long after my first little foray into playing with couples I had been invited long to a colleague's stag do. We were based down south and I'd just started a new job about six months before. I got on really well with all the guys in the office and one of them decided to invite me to his stag do, a weekend in Southport. Being only about 22/23 I was a lot younger than the others, who were all in their 30s and 40s.
The weekend was lined up with activities, paintballing, quad biking, the usual stuff. We headed up on Friday afternoon in a minibus and meeting a few others there. We were staying in the Scarisbrick Hotel, a famous hotel with a cocktail bar/nightclub downstairs.
The days activities all went well, and then we went back to our hotel to change for the night out. We started off with a bit of a pub crawl and wandering round town. Nothing silly, and we weren't your typical "lads on tour". Just a nice group of mates having a good time and a few drinks. As the night started drawing to a close some of the older guys wanted to head back to bed. A few of the younger ones weren't quite ready yet so decided to hit the hotel nightclub for a few more.
Within minutes a couple of older women arrived at the bar and stood next to us. They started chatting and everything was going well, they were dressed to the nines and looking very sexy.
One particular lady really caught my eye. She was dark haired, blue eyed, quite short at around five foot two, probably late forties, early fifties, and showing the most incredible cleavage! Her dress was clingy, black with sequins, and followed the shape of her boobs, round her tummy and across her gorgeous arse, down to just above the knee. But the most striking part was that she was really REALLY pretty. Like Will's mum from "The Inbetweeners".
Even more surprising than that, she was talking to me!
Sadly, I'd clocked that she was wearing a wedding ring. So, just thinking that she was being nice, and harbouring my own naughty little thoughts to myself, we chatted. We had a laugh, her friends were having a giggle with mine and then a few of us hit the dancefloor. I'm not much of a dancer, but I'd had a few drinks and it was fun. I suppose the pressure was off because I wasn't trying to "pull", but I was dancing with a gorgeous woman and she obviously wanted to dance with me.
Time rattled on a bit and a couple more of my mates went off to their rooms. There was just me and one other guy left with this small group of women. The club was still busy and it had probably just gone midnight. I needed a wee so popped off to the toilets with the last remaining one of my mates.
"Careful boy" he said to me, "they're probably brasses, don't do anything silly and keep your eye on your wallet". As I thought about it it seemed he might have been right.
What happened next could have gone several ways, luckily for me it went the right way.
As my mate himself went off to bed I thought it best to do the same. I walked back through the bar to finish off my drink and call it a night.
As I finished my drink she came back over to me form the dancefloor. "You the last one left?" she asked. I confirmed that the others had all gone and that I was going to do the same. "Oh, that's a shame, I was enjoying dancing with you. Why don't you stay for one more?" she said. I was on my own, with a seed of doubt in my mind, but looking at a glorious vision of older woman. She really was sexy and I had the horn, big time. I'd never been with a prostitute before, it really wasn't my thing, and I didn't fancy the idea of it now either. For a start I didn't have much money left... but, she was fucking gorgeous.
I decided to stay for another drink and offered to buy one for her. Her friends were still dancing, and attracting a lot of attention on the dancefloor, but she said yes and we went to the bar. We started chatting and she started asking questions about where I was staying. "Just upstairs" I said not revealing my room number. "Are you alone?" she asked. I told her that I had a room to myself.
"Let's take these drinks upstairs and see what more fun we can have" she said, close to my ear. Alarm bells were ringing, but she seemed TOTALLY genuine. I had to make a decision, and I didn't know how to bring up the question. I clumsily blurted out "I don't have any money, sorry" with a pathetic look on my face. A look of confusion spread across hers before she suddenly smirked. "You think I'm on the game?" she asked. I had to come clean, after all, why would a gorgeous older woman be hanging around in bars trying to chat up young, drunk tourists? In a moment of clarity and quick thinking, I said exactly those words. Her response was clear and concise. "I come here to pick up blokes because I love young cock, and I want yours". "But what about the wedding ring?" I asked, a little taken aback, but starting to see an incredible opportunity.
"My husband wants me to come home to him, used and smelling of another man. He will fuck me knowing someone has been there before him and he'll get off on it".
This brought back memories of my last encounter with a couple, and the pleasure it had bought them both as the hubby had watched me fuck his wife. I was in!
We went back up to my room, I hid my wallet in the bathroom, just in case I'd got it all horribly wrong, and when I came out she had dropped her dress to reveal some very sexy underwear. A lacy black bra held her gorgeous big boobs. A matching thong shaped her bum and a pair of black stockings came most of the way up her thigh. She was beautiful, and I was hard!
I got out of my clothes in seconds and she pushed me down on to the bed.
"I don't want you to come looking for me, I don't want to see you again, I don't want to stay the night or swap numbers, I just want you to fuck me, are we clear?" she said as she crawled up my body from the foot of the bed.
We were clear, completely fucking clear, and I was beside myself with the horn.
She took my hard cock into her mouth, by this point it was unclear on how much actual fucking I'd be able to do. The thing was going to go off like a cannon! She was extremely skilled, cupping and caressing my balls as she worked my head with her tongue. I'm sure she knew exactly what she was doing because seconds later I'd blown my load deep in her mouth. Fuck knows how she did it, she didn't spill a drop. She swallowed the lot and kept my throbbing hardon in her mouth until I was fully done and had started to subside.
She smiled, and slipped out of her thong, moving further up my body as I lay on the bed. "Now it's my turn" she said and she straddled my face. She was clean shaven and sopping wet. She tasted incredible as my tongue went to work and she started to play with her nipples. She popped off her bra and grabbed my hands, planting them on to her boobs so that I could reach up and tweak her nipples. She was grinding and thrusting on my face, moaning and becoming more animated. I could tell she was enjoying herself, despite my lack of experience of such encounters.
Consequently I was finding myself turned on more and more by the taste, the smell of her, the view up to her gorgeous boobs and the sight of her enjoying me. I started getting hard again.
I thought I was in for the duration, I thought I'd bring her off with my tongue, but as she reached back and started stroking my balls she felt my cock getting hard again.
"Fuck me" she said and she climbed off and presented herself, bent over ready to be taken from behind. I slipped my cock into her, she was wet, and as I fed the whole length in I could feel her tense up and grip around my cock, pushing back to go deeper.
We fucked. We fucked for what felt like ages (it probably wasn't!). We moved positions and every time she came close to climaxing she'd slow down and change around until finally she pinned me down again and rode on top. Grinding on my cock as I worked her nipples. Her panting grew a bit louder and more fast paced. She was looking me straight in the eyes as she clenched around my cock and I fired off another hot sticky load, this time right inside her and she came, pulses of contractions for both her and me, and she collapsed on top of me, both of us breathing hard.
We lay there for a couple of minutes as we recovered and then, quick as a flash, she got up, pulled her knickers on and I watched her get dressed. She was smiling the whole time and had an incredible glint in her eye. With a quick kiss she said thank you and was gone! Just like that. Back to her hubby with my cum dribbling out into her knickers.
At breakfast the next morning everybody was talking about that "group of birds" that were dancing with us. The boys were boasting about how they could've pulled if it hadn't been for this reason or that reason, all of it was bluff and bluster.
Except me. But I didn't say anything...
