Pt1.
Carol had been really friendly since we met checking in at the hotel reception. She was an attractive mature blonde, petite with big boobs and a lovely bubbly personality. She was very excited to have escaped the uk gloom and was looking forward to 10 days of Spanish sunshine. Her husband Ian was a slim man with greying hair, not overly chatty but pleasant and quite good looking.
We bumped into each other a few times during our first day, at breakfast and later at the poolside bar. Carol was obviously ok with me being trans and we arranged to meet in the bar later for drinks.
I picked out one of my new summer mini dresses and some strappy heeled sandals and went down to the hotel bar to meet them.
I soon found them and after we greeted each other Ian went to the bar while Carol and I chatted. The drinks flowed and we all got on really well together. We laughed and chatted about people we had seen around the pool and after a few more drinks Ian went up to their room as he wanted to make sure he had locked their safe.
While he was away Carol began to ask me about being trans.
Who do you like?
Are you into men, real girls or other tgirls?
I answer very openly, telling her that I’m mainly attracted to men, especially more mature men.
She then asks, well how does that work? Can guys have sex with you, have you had an op?
I say well obviously I’ve had a boob op but I’ve had nothing done down below. I don’t know if you realise but there are lots of guys who like girls that will, errrm… how should I put this, take it up the bottom…
Oh, I see she says, I’ve only tried that once. Ian wanted to go up there but it hurt too much. We’ve never tried it since but I think Ian would still like to if I would let him.
I say “I think girls often do anal just to please their man or maybe sometimes for the naughty, taboo aspect. But I do it because I absolutely love it and to me preparing myself for anal sex, douching, is just a part of my dally routine”.
Carol asks what I mean .
“ Well douching is basically squirting water into my bottom and then emptying it out again. If I do this a couple of times then I know I’m totally clean inside.
I usually do this about three times a day so that I’m always clean, it’s also much more hygienic than using loo paper.
But, If I think there’s a chance I might be having sex imminently I’d also use some lube and insert a butt plug to open me up a little bit. Sometimes I’ll keep the plug in for a while as it feels nice having it inside me while I’m walking around.
Before sex I’d remove it, give myself another quick douche and then lube myself, ready to be penetrated”.
Carol says “That really does seem like a lot of effort, I’m not sure I could be bothered with all that”.
I say “Yes it is, but for me it’s worth it as I can’t orgasm without some anal stimulation, guys also expect that I’ll let them cum up my bottom and in my mouth too.
Carol pulls a face and says she’s not keen on Ian cumming in her mouth.
She laughs and says “Poor Ian” !
I laugh too and say “I think a lot of girls feel the same but I actually love the taste of cum”.
Carol jokes “Well maybe we should bring you up to our room one night as a special treat for Ian”.
Ian returns from checking the safe and after a couple of drinks is now a little more chatty. When Carol leaves us to visit the ladies Ian moves closer.
He says “I’m sorry if I’ve been a bit distant but I just want you to know that I think you look fabulous”.
He says he has long been an admirer of tgirls but couldn’t say anything earlier as it would raise too many awkward questions. Some years ago Carol found trans porn on his internet browsing history, It was a big deal at the time as they hadn’t been together long, thankfully all forgotten about now. He says he’s been trying to keep a low profile with me in case it reminds Carol of his affection for tgirls.
Ian says he still likes discreetly looking at trans sites and has occasionally messaged tgirls but so far has never met any.
Smiling I give a little shimmy and say
“Well you’ve met one now!
And actually I’m pretty sure Carol must know you still have an attraction to tgirls. She’s already asked how I’d have sex with a guy and joked that maybe I can come to your room one night, as a treat for you.
You should talk to her, it could be 10 days of Sun, Sangria, and Shemale Sex!
And whatever happens in Torrevieja stays in Torrevieja!
He says “Wow! that would be a dream come true, I’d love it”
I say “Well I’d definitely be up for it but only if it’s all ok with Carol.
The next morning at breakfast I’m fairly sure they have been chatting about me. Carol says that Ian is quite keen for us to all go out later for drinks and maybe a meal. Perhaps we can meet at their room for sundowners first before we go out?
Yes of course I say, that sounds fabulous.
Later that afternoon I’m sunbathing by the pool in a very skimpy bikini. I can see Ian is watching me while pretending to read his book. Carol appears to be asleep so I give him a little peep show, smoothing sun cream onto my boobs, cupping them and pushing them together. Running my hands down my smooth flat tummy, letting my fingers slide deep inside my bikini bottoms to where Ian knows my soft Shecock must be hidden.
Eventually Carol wakes and packs her beach bag, she waves to me saying she is going up to their room. Once she has left I walk over to Ian and sit on the bottom of his sunbed.
Hi, he says, are you looking forward to drinks later.
“Yes, I’m looking forward to drinks and hopefully some nibbles too” I say.
I look very obviously at his bathing trunks and can clearly see the outline of his cock. I think he’s developing a semi.
“I’m really hoping Carol lets us play this evening. I’d love to suck your cock until it’s really hard and feel it pushing into my mouth. Maybe I could taste your cum too!
Would you like that, to cum in my mouth and watch me swallow it?”
I think Ian is a little shocked but also rather aroused too. He’s definitely got more than a semi now, before he has a chance to reply I say “ok then, I’ll see you later” and standing up I give him a sexy pout as I wiggle off to my room.
After I have showered and moisturised I pick out a floaty wrap dress and some heeled sandals. I have a quick Gin and lemonade to get me in the mood and just before 7pm I head over to Carol and Ian’s room.
Carol answers the door, she is wearing a bright chiffon negligee and Ian is in beach shorts it’s obvious they have showered and are just chilling before dressing to go out.
Hi, she says we were just going to have a drink on the balcony, go through and Ian will get you a Gin.
We sit chatting, enjoying the view and the
last rays of sunshine. After a few minutes Carol says she just needs to put on some after sun lotion, I see her trying to reach her back and say “It’s ok Carol, don’t stretch, I’ll help you”.
I walk over and take the lotion from her as Carol lets the negligee slide off her shoulders onto the back of her chair. I stand close behind, her hair smells of Jasmine and her skin is soft and smooth. I gently begin to rub lotion onto her back, she seems to be enjoying the contact and I think Ian is enjoying watching.
Taking another scoop of lotion in each hand I also massage her shoulders, then slowly begin to move down her front. I reach down applying lotion further and further until eventually Carol’s full heavy breasts are covered in lotion and I’m cupping them, one in each hand.
I’m not used to touching breasts other than my own. So I’m not sure if its the size and weight of Carol’s or the addition of the creamy lotion but I’ve become quite aroused. My shecock has been straining against my skimpy panties and they are no longer able to contain my erection. It’s protruding upwards from my panties hidden only by the sheer fabric of my floaty sundress. My hard shecock is pressed firmly against Carol’s back as I knead and squeeze her huge slippery breasts. It feels very sexy, perhaps I’m discovering my Bisexual side?
Ian is watching intently from across the table, he can see me running my moist slippy fingers over her large puckered nipples, stopping occasionally to gently pinch the swollen sensitive flesh between my thumb and forefinger.
“Does that feel nice” I ask. “Ohhh my god, yes, it feels heavenly” Carol says letting out a long contented sigh.
Ian is still watching and I can see he now has a very obvious erection in his shorts.
Events have moved along much quicker than I could have anticipated and to ensure they keep going in the right direction I feel I need to take the lead.
“Perhaps we will be more comfortable in the bedroom” I suggest, “I’m feeling a little overdressed and I think Ian’s shorts have become a bit restrictive”.
We go through to the bedroom, Carol is already naked and Ian quickly removes his shorts exposing a nicely sized erection. Turning away slightly I slip off my sundress and remove my lacey white bra and panties. I turn back to face them, standing naked in white stilettos, revealing my shecock to them for the first time.
It’s still almost fully erect due to the thick rubber cockring I’m wearing around the base of the shaft and the amazing sensations I’m feeling from the large plug I have inside me.
They both stare at it transfixed.
It’s almost double the size of Ian’s cock and twice as thick.
“Wow” says Carol.
Feeling slightly self conscious I say, “Actually if you don’t mind Carol I’ve had an idea, is it ok if I show you?
Perhaps if you could kneel here on the edge of the bed, yes that’s it, lift your bottom up and drop your head down low. Maybe your legs just a little wider apart, perfect!
Ian could you kneel on the floor behind her, yes that’s it”.
I crouch next to them and using both hands I hold Carols soft fleshy buttocks apart. “Ok Ian, can you get your tongue in here and start working on her pussy. Long deep strokes, start with your tongue on her clit, then push it deeper into her pussy, keep going upwards licking up that pussy juice then at the top push your wet tongue right into her bum hole .
That’s it keep going, as deep as you can, get her nice and wet and don’t forget to keep pushing your tongue up her bottom each time. That’s really good Ian, I think she likes that!
Judging by Carols moans its the first time she’s had her pussy and ass eaten out like this, she’s quivering and I think she’s on the verge of an orgasm.
“Keep going Ian hold her cheeks wider apart, that’s it keep both her holes stretched wide open and push your tongue right inside them”
Carol is on her hands and knees on the bed, she moans loudly as Ians tongue again penetrates into her ass, her big breasts swaying below. I kneel on the bed in front of her and gently lift up Carols chin, my fully erect shecock is now pressing against her face. She opens her mouth, her lips stretching around the swollen head and she begins to suck it.
Looking down I see that Ian is now continuously tongue fucking Carol’s bottom while he uses his fingers in her pussy.
“I think she’s wet enough Ian, it’s time to get your cock up her pussy and give her a good fucking”.
Ian stands and pushes his erection into Carol’s gaping wet pussy. He begins to fuck her, slowly at first, holding her hips tightly as he drives his cock up hard, his hips slapping against her fleshy buttocks with each stroke.
Every thrust pushes her mouth further and further onto my Shecock. Her lips are now almost half way down the saliva coated shaft and my engorged cock head is entering her throat.
Carol is being spit roasted and she is loving it, moaning and quivering uncontrollably.
Moving my hand underneath beyond Carol’s swaying breasts I just manage to reach her wet pussy. With my fingertips I find her engorged clit and begin to rub it. I flick my wet fingertips across it, faster and faster, increasing pressure until finally she starts shaking and I feel her warm piss running over my hand as she has a huge squirting orgasm.
She collapses on the wet bed completely spent.
Kneeling in front of Ian I can see his erect cock is slick with her fluid’s, he looks down at me as I take his dripping cock into my mouth. As I lick and suck him clean I taste the salty bitterness of Carol’s piss mixed with her pussy juices and Ian’s sweet precum. His cock is really stiff now, the veins in the shaft are standing out and the glans is purple and very swollen, I don’t think he will be able to hold out much longer without ejaculating.
Moving my mouth away I say “Go on, wank it for me, wank it into my mouth”
Then I hear Carol say “It’s ok I’ll do it” She kneels next to me and taking Ian’s hard cock in her slim fingers she begins to wank him. I wait next to her with my mouth open wide, looking up at Ian, ready to take his cum.
I reach forward gently cupping and squeezing his tight balls as Carol wanks him faster.
“ Give it to me, please” I say “empty your balls into my mouth, let me taste your spunk”.
Carol puts her free hand behind my head pushing my mouth closer, Ian’s fat cock head is now resting on my outstretched tongue as Carol wanks him even faster. She looks up at him.
“Go on honey” she says
“Do it”
“Please”
“Do it for me”
“Fill her mouth up!”
“Make her swallow your cum”.
Finally Ian’s body tenses and he grunts loudly. Carol holds his cock tightly at its base and with our heads pressed together cheek to cheek she watches Ian’s spunk spurting into my open mouth.
There’s so much of it. His thick warm semen covers my tongue and soon fills my mouth. I start to gulp down some of the creamy liquid trying not to let any escape from the corners of my mouth. I savour the taste and the thick texture of the warm semen as I slowly allow it to trickle into my throat. Finally when I’ve swallowed everything I lean forward and lap up the last tasty droplet of spunk hanging from the tip of Ian’s now shrinking cock.
Carol watches smiling, she kisses me, and sucks the droplet from my tongue.
“ Thank you,” She says, “you’re fabulous and that was the most amazing sex ever ”
I reply “Yes, wasn’t it, and we’ve still got the rest of our holiday to look forward to!
I’ll let you two go and get showered again, enjoy the rest of your evening, I’ll see you tomorrow”