I wasn't getting much joy from a dating site - just a bit of chat, lots of fakes, and the occasional watcher on video. Yes, I thought if everyone else is exposing themselves on cam, why not give it a try? I did get a few viewers - very few, the most was six or seven - nearly all men and I didn't mind. I had liked watching men's erections in sex films and men wanking but over the last few years; more and more I was thinking about what someone else's cock would feel like in my hand, even in my mouth.
Then I had a new contact - a couple - that seemed to be genuine. Over a few days, the chat began to focus on two things - the men wearing women's underwear and the woman watching the men play with each other. The woman showed some pictures and she was hot - late thirties or early forties with neat blonde hair and lots of sexy ideas. It turned out they were just an internet couple - Tracy was in Canada and George was in England - and they had been chatting daily for a while, developing fantasies and a good general relationship. I had some three-way chats with them and also separate chats with each of them. Tracy was going through a divorce, her son was sometimes mentioned in chat but not as much as George's kids - two daughters, nineteen and twenty-one.
George liked dressing up and Tracy encouraged him and asked if I had ever worn women's underwear. I couldn't say I'd never done it but it was a rarity, not a fetish. Then Tracy said she was coming to England to see George (and other friends) and George was really keen for the three of us to get together. I think Tracy had had some threesomes before in Canada. So we planned to meet in London on a Friday evening. Had I got any underwear, they asked. I said no but I could probably get some panties.
On the way home on Thursday, I went to Primark at Westfield in Stratford. They have loads of panties and thongs, and I bought a pack of three and one separate lacy pair - all thongs. (I'll try to add a picture of the thongs later.)
When I got home, I tried the lacy thong on. It was clear that the crotch was too narrow to hide everything on the average male. The other thongs were even skimpier. That night Tracy was flying over, but I did chat with George, and he was excited to see me with the thong, and he showed his cock poking out of some panties. I didn't show him the other thongs - told him I'd bring them all tomorrow. He was impressed that I had bought them myself - he didn't dare buy stuff like that on his own. He said he'd nicked some of his elder daughter's panties and wanted me to try them on.
On Friday, I packed a clean shirt in my office bag and at the end of the day, took a shower in the office and put the lacy thong on. The anticipation gave me quite an erection - fortunately the office was more or less empty as I walked back to my desk. It was a strange feeling, not knowing where the evening would lead, and also not knowing whether I'd enjoy touching another man's cock for the first time - and enjoy having him handle my cock, if we got that far.
The hotel Tracy was staying in was near St Paul's - a few stops away on the London Underground - and I set off to meet up in the hotel bar soon after 7 p.m. It wasn't a mainstream chain hotel - more discreet and down a side street, relatively quiet for London. I found the bar - it was about half full with mostly well-dressed people. Scanning around, I saw a couple across the far side that must be them.
He was wearing jeans with a polo shirt and jumper. Tracy was wearing what can only be described as a "little black number* showing some thigh and some cleavage without being too obvious. She looked every bit as good in the flesh as she did in the pictures she had shared.
We introduced ourselves and sat in a triangle around a small table. A waitress took our drinks order, and we began chatting - just about our journeys, where we lived, etc. I guess George and I were far from the best-looking guys in the room, but the woman we were with was one of the best-looking women there. After a while, George suggested we drink up and move to a place a few minutes walk away.
It was a wine bar with booth-style seating, and he had booked a booth for 8 p.m. Tracy agreed it sounded good and went to powder her nose. As she got up, I had a momentary view right up her skirt - no panties. I looked to see if George had also noticed, but he was at the wrong angle. I smiled at him and said what a lovely woman she was. He agreed and added that he thought it was going to be a good evening for the three of us.
A few minutes later, we were settled into a booth in the wine bar, subdued lighting and soft music gave a cosy ambience, and though the place was busy, the booth afforded some privacy. George showed some pictures of his daughters on his camera - the younger a slim blonde, and the older a curvy brunette. He was obviously proud of them and rightfully so.
He did, however, flick past some other pictures, and Tracy grabbed the phone to have a look. There were pictures of some of George's past girlfriends and some showing him in female underwear. Not just underwear, some makeup and dresses too - he was far more into dressing up than I thought. Tracy was not surprised and asked what he was wearing tonight. He said just knickers and hold-up stockings. He turned the question back on her. Tracy's response was, "A special bra and no panties." She said we'd have to wait and see what was special about the bra. It was my turn next to admit I was wearing a lacy thong.
Tracy sat between George and me, and we were both glancing at her cleavage now and then, hoping to see what her special bra was. By that time we'd finished a bottle of wine, and we were getting into each other fantasies. George said he wanted to try sucking a cock and Tracy was dead keen to see him do it. I said I wanted a threesome - either MMF or MFF. As we talked Tracy revealed some of her sexual adventures - sex clubs, sex parties where she was "the woman" and so on.
She described an occasion where her husband (now ex-husband) took her to a room at a party and blindfolded her. At least six guys came and fucked her in a decent fashion before one fucked her roughly in her ass. She thinks the last one was her husband but had no clue who the others were. Overall she really enjoyed it, apart from the final rough anal.
I could see a bulge in George's trousers after this chat and became conscious that I too was aroused. Wearing a thong with an erection was not comfortable and I could see George trying to discreetly adjust the position of his cock. Tracy giggled and said, "Get your hand in and sort it out."
George replied, "You have a smaller hand - why don't you help?" Tracy was up for it - she leaned across and slid her hand in the waistband of his trousers and adjusted his cock for him - so it was pointing up, not trapped down his leg.
George said, "Thank you, ma'am - I think Harry needs a hand too."
That was typical of George - always pushing and leading on. Given this was our first meeting, whereas George and Tracy went back some time, I was not expecting what happened next. Tracy leaned over and pulled on my belt with one hand and wriggled her other hand down to find my cock - a gentle rub, and she had it pointing up towards my waistband. She said, "Mmm, Harry, you've a nice package," and gave me a little soft kiss on the lips.
I replied, "Well, not sure which turned me on more - your story or just the view I'm enjoying," as my eyes moved between hers and her cleavage.
She smiled and said, "I hope it's both - the girls like to be admired," with a little shake of her boobs. George was quick to say, looking was one thing, feeling them was another.
Tracy was getting in the mood and said, "Well, I've felt both your cocks so I suppose you can each feel my boobs."
Who needed a second invite - not George or I? We each had a hand on a firm tit in no time - on her dress - but I took a chance and slipped my hand inside and felt a very perky nipple. Tracy didn't object but said, "That's nice, Harry, but not too much, there's people around."
She was right, people could walk past the booth and see us fondling her tits.
I enjoyed the feel for a second or two longer and withdrew my hand and said, "Well, we have both felt something new now. I'm a lucky guy." It was a good while since I'd felt such a nice responsive breast and nipple. (My last had been small firm tits on a thirty-five-year-old woman from the Caribbean - her nipples were always perky, but she didn't seem to get much enjoyment from breast and nipple play.)
Tracy smiled and said, "Indeed, I'm sure we'll all feel plenty more before the day is done."
George said, "Mmm, what was Harry's cock like, Tracy, I'm dying to know?"
Tracy turned to me and said, "Shall I tell him or just make him wait and see? I think he should wait. George, you'll have to wait - I'll just say you won't be disappointed."
That made me feel good, and I pulsed my cock to make it twitch in my trousers. George saw my bulge and smiled. Tracy caught the eye of a waiter and ordered more drinks and some bar snacks. The drinks soon arrived, and I noticed the waiter - early twenties with that half handsome, half geeky look - having a good look at Tracy's tits as he leaned across the table to collect the empties.
I said to her, "You've made him happy, bet he's got at least a semi-hard cock now."
Tracy was able to take it all in her stride and said, "Younger or older, I can get a reaction from most men with my cleavage," and she deliberately shook her tits to emphasise the point. Boy, was she right, any man not getting hard looking at her must be impotent or 100% gay.
I took a chance and cupped the breast nearest me. "Don't shake too much and turn to butter."
Tracy laughed and said, "Don't worry, I've shaken a lot more, and the wobble will still be there."
I could feel her nipple and saw she was rubbing George's cock through his jeans. She took a drink and then used her spare hand to feel my crotch and found my cock - that was a good feeling. My imagination started to see her with two naked cocks in her hands, pulling them closer and closer together.
The drink was having a pleasant effect on all of us, apart from making me need a pee. I excused myself, and George offered to accompany me. I said he shouldn't leave our lovely lady alone, even though the thought of him holding my cock whilst I was pissing was quite appealing. In the gents, I was alone initially and gave my semi-hard cock a few strokes before relaxing to piss. Before I'd finished, a guy came in and used the urinal next to me.
He said, "Saw you having a nice feel of your companion's tits - lucky fellah!"
I replied, "Oh, not as discreet as I thought. But it was a lovely feeling," and I unconsciously started long slow strokes on my cock to ease the last drops of pee out.
He could see me stroking and said, "I think she'll enjoy that later."
I said, "I really hope so," and put my cock away. I took the chance to look down at his cock and reckon he was a seven to eight-incher if he was a grower when erect.
Returning to the table, I found Tracy and George had shifted round so the space was next to George. I sat down and could see George's zip was undone, and Tracy was stroking his cock under the table. I said, "Well, it didn't take you two long to get better acquainted - you've got him good and hard haven't you, Tracy?"
She replied, "He was already hard, thinking about sucking your cock, he said. But he's naughty and dared me to get his cock out for a proper feel." We all laughed and took a drink, but Tracy's hand stayed on George's cock as the chatter continued.
The bar snacks came with some dips. As Tracy was busy with George's cock I dipped a chip in the mayo and offered it to Tracy. Just as Tracy opened her mouth to bite, the mayo dripped off and fell neatly on George's bell end. We all laughed and said things about precum and lube.
Tracy insisted it was my fault so I had to clean it up. I scanned around and reckoned if dropped my serviette and bent to pick it up, I could lick the mayo as my back would shield the view from the rest of the customers. I duly dropped my serviette and fumbled under the table to reach it, ducking my head, my mouth was inches from George's erect cock. Tracy realised what I was up to and moved his cock towards me, the dob of mayo came within reach of my tongue. I licked, and the tip of my tongue brushed the head of his cock - the first time I'd ever licked a cock. I didn't get all the mayo so I had to wrap my lips around his cock head - just briefly - to clean the mayo off before sitting up again.
Both Tracy and George were smiling as I looked up, George said, "Thanks Harry, is there any more mayo?"
Tracy added, "There's more mayo and other dips - this could be fun." We all knew we couldn't carry on with that behaviour in the bar and agreed we'd move on when we'd finished our wine. It was still not ten o'clock, and George suggested going somewhere for some dancing. There are a couple of well-known jazz clubs not far from where we were but I knew you had to book to get in - and they were quite pricey. George was searching for options on his phone and found a pub with live music just a few minutes away in a taxi.
The taxi ride gave Tracy a chance to remark on how she was impressed with me licking George's cock. I asked if she wanted to lick it as well, and she said she'd come all the way from Canada to do that and more. She was sitting between us and she reached out to each of our crotches - my cock was now semi-hard and down my right thigh escaped from the thong I was wearing. Tracy's touch made my cock twitch in my trousers, and she said she wanted to have both our cocks out and see us touch each other. We couldn't do that in the taxi and were dropped off at the pub anyway.
The pub was quite busy, and we could hear music coming from upstairs. We bought some drinks and went up to find a space in a corner. It was a group of three guys and a girl playing a mix of covers and some original material. Tracy was soon swaying to the music so I put our drinks down and started dancing with her. Tracy was a much better dancer than me and attracted a few admiring looks. After a few minutes, she grabbed George and was dancing around both of us. Her breasts were jiggling in a lovely way, and George and I tried to encourage her to spin and bounce around.
Tracy was a good sport and enjoyed both our attention and that of other people. I was getting pretty hot and decided to have a wander around the pub and found there was a garden - ideal for a few minutes cooling down. When I went back upstairs, Tracy and George were back in the corner, very close together with George squeezing her arse. They smiled as I arrived, and I saw Tracy's hand moving from George's cock area. I wondered for a moment if I was going to be playing gooseberry but they both turned and invited me to make a little triangle. My back was screening the inside of the triangle from the rest of the room and Tracy was definitely trying to keep things moving. My right hand was on her arse and when I looked down (over her lovely cleavage) I saw her unzipping George.
She was not a shy reserved girl at all. She eased his cock out and then went for my zipper. Zipper down, hand in, and as I was wearing a skimpy thong, Tracy had my cock out pretty damn quick. George and I were both looking down - Tracy had a cock in each hand - the heads of our cocks were inches apart. George moved his hips in so our cocks nearly touched. Tracy moved her and George reached for my cock, stroked it twice then pulled until my cock touched his - head to head.
This was a first for both of us. Tracy wriggled her arse when she saw us touch cocks. For a moment I thought she was going down on her knees but she thought better of it and said, "I was wet already, now I'm soaked." She held my cock and rubbed it more against George. Then she said, "Come on boys finish your drinks, I can't wait any longer - I want to see you play properly."
A few minutes later we were on a bus which took us close to the hotel where Tracy and George had a room. The bus was a little too busy for us to do much, Tracy sat down while George and I stood close and occasionally brushed each other's crotches - we were both semi-hard and enjoying the view looking down at Tracy's ample cleavage. Being perfect gentlemen when we got to our stop, we let Tracy go first - and both gave her arse a gentle squeeze as she went past.
At the hotel, I offered to go to the bar and get some wine to take to the room, but George said they were already stocked up so the three of us proceeded to the lift together. The lift was quite small and I bumped into Tracy's boobs as she turned round. "Sorry," I said.
"My pleasure," she replied and we chuckled.
In a few seconds, we were exiting at the 7th floor, and Tracy reached for my hand as we headed along the corridor.
The room was not a bad size for a modest London hotel and was all neat and tidy. George headed for the fridge and pulled out an open bottle of white wine and a bottle of fizz. Tracy told him to open the fizz, and soon we were toasting new experiences and a great holiday for Tracy.
George adjusted the lights and got his laptop out on the table in front of a large mirror. Tracy pulled me close as she kicked off her shoes and then kissed me. We kissed enough to get a taste of each other then Tracy withdrew her tongue and asked George to join us. They began kissing, and I started to back off, but George grabbed my arm and said, "Tracy gets so turned on when we just talk about us getting together - she wants to see us in our panties."
I suggested she could help us undress, and she didn't hesitate unbuttoning my shirt while George removed his shoes. I took my shoes and socks off, and we were soon next to each other topless - George was in fair shape, I had a bit more chest hair and a little slimmer. It was time to drop our trousers - George started moving in time to some music coming from the laptop, and it felt a bit like The Full Monty.
We stood side by side facing Tracy - must have looked a strange sight - rotating our hips as we undid belts and then unzipped. As our trousers came down Tracy encouraged us and soon George's pink panties, black stockings, and my maroon thong were visible. We were both semi-hard, my balls poked out of the thong and I could see George's cock bulging.
Stepping out of our trousers I turned to George and said, "Tracy's overdressed don't you think?"
He nodded though Tracy countered, "I've been flashing my cleavage all evening, you two owe me still."
Seemed George and I needed to up our game so I reached to rub his cock through his panties. His cock was hard and after a couple of rubs, the head was poking out the top of his panties, shiny pinkish purple. I felt his hand on my cock and it felt good - strange having a man's hand touch it, but good.
It wasn't long before both our cocks were clear of our panties and in full view for Tracy. She was smiling and licking her lips, sat back in the desk chair her dress was riding up her thighs. I hoped she would keep it going up and show her pussy but she said, "Put your cock heads together, that will look good."
We duly obeyed hardly hesitating, and there we were cock touching cock, and I ran my hand from his cock onto mine and back again. He did the same and then we overlapped our cocks more and took turns rubbing them together. Wow, this was new to me, but it was feeling good - good to know what another man's cock felt like and it was ok to have another man touching my erection.
Tracy said, "Keep going boys, I have been waiting so long to see this." George cupped my balls as I rubbed our cocks together with one hand and brushed his nipples with the other - I knew he liked that from our online chat.
I said, "I wonder how Tracy's nipples are doing - are they tingling yet?"
That was enough to get her to undo her dress and slip the top off her shoulders revealing a black lacy bra. It was unusual as there were two red silk circles covering her nipples, soft and thin enough to show her nipples were pretty hard. She provocatively traced around each nipple with a fingertip - if anything making them stick out more. I mimicked her actions on George's nipples and that made him groan softly with pleasure.
George was thrusting his cock back and forth along my cock, and I looked down to see we were both beginning to leak precum. He asked if he could take a picture. I agreed and we both used our phones to capture our first cock on cock encounter. Tracy said we must send her a copy and I said we needed a picture with her as well. She moved down in front of us so her tits were close to our cocks and we clicked another picture or two.
As she began to move back to her seat, George reached to tweak her nipple and was pleasantly surprised when the red silk circle came out in his hand exposing a hard dark pink nipple. Of course, I reached for the other one, and there was Tracy with two long nipples poking through holes in the bra. Wow, I was torn between looking at two cocks or two lovely nipples.
After a bit of tongue kissing and nipple play, Tracy sat back in the chair - but not before shaking the little black dress down below her hips and kicking it away. Now we had a better view of her pussy, all shaved, dark inner lips showing as she spread her legs. She suggested it was time for some cock sucking - I thought, it's now or never, and bent so I could suck George's cock. Not sure what it would feel like, but I went straight to rolling my tongue around his swollen purple knob.
I could taste precum - his seemed to taste much the same as mine, though, it was more exciting to taste his. I gently squeezed his cock and was rewarded with a large drop of precum emerging - I licked it and then swirled my tongue around his knob. I had to try sucking and see how much I could take in my mouth. George's cock was average in length but became noticeably thicker towards the base. Mine is pretty uniform in comparison. I gradually worked more of his cock into my mouth, copying the motions I had seen of many women on porn clips. Only when nearly all of his cock was in did I feel the gag reflex and it was not too difficult to control and take all his cock.
Well, so far so good - my first attempt at cock sucking and it felt good, especially when Tracy said, "Well done Harry, I can see George is enjoying that."
I could feel his cock was still as hard if not harder than when I started. His balls were getting the occasional lick as well. George manoeuvred so he could suck my cock as well and he began as I had licked the head before sucking and working more cock up and down in his mouth. The last woman I had been with did not suck cock so this was my first oral for over a year. It felt as good as any woman who had sucked me. I didn't know how long I would last, especially when I could see Tracy with two fingers sliding in and out of her wet pussy.
We sucked each other for a few minutes, deep sucking alternating with head licks and gentle massaging of each other's balls. I squeezed George's cock so more precum oozed out and showed Tracy I was licking it. I asked if she wanted a taste and she came forward, kissed my mouth, and then briefly licked the head of his cock. George grabbed her hand - the one she had used fingering her cunt - and sucked her fingers. That almost made me cum. I wanted a taste as well, but Tracy was back in her chair and spreading her pussy lips again.
I said to George I was ready to cum and Tracy said she wanted to see. I knelt in front of him where she could see and let him suck and wank me some more. I could feel my balls start pumping and pulled back a little just as the first spurt of cum launched onto his face, the second spurt was stronger leaving several drops on his face and chest. After the third spurt, George put my cock back in his mouth and swallowed the second half of my cum. Tracy's fingers were working overtime on her clit, and her whole pussy was glistening with juice.
I wanted to see George fuck her, but I also wanted to make him cum. I started sucking his rigid cock again, getting a good flavour of precum again. I reached up and touched his nipples - small and erect. I could see Tracy playing with her big nipples too. Fuck, this was like a dream. George's breathing changed, and without warning, he started to fill my mouth with cum. It was my first time swallowing another man's cum - but I kept some in my mouth and when he finished spurting I opened my mouth to show Tracy. She came straight towards me saying save that for me.
Just like cum swapping in porn films, I dripped cum from my mouth into hers. She smiled as she swallowed, leaning back, her breasts were perfect, and I couldn't resist sucking her nipples, hopefully leaving a trace of George's cum on them. Tracy said she wanted to make sure no cum was wasted and gave George's cock and then mine a further suck and squeeze.
We were tired and happy and lay together on the bed, sipping the last of the fizz. I knew it would be a while before I would get hard again, but George was younger, and I didn't think it would be too long before there was some more action.