I’m with the Drummer

It was time to sit back for a while and prepare for a birthday party that came up sooner than I had imagined. The party was my best friend, Lily’s fortieth birthday. The theme was Confused.

Lily wanted the women to turn up looking like men and the men to turn up looking like women. I thought the “men turning into women” thing was going to be most interesting. When she sent the invites out, half the crew burst out laughing, and the other half looked worried for their sexuality. She cornered those in the latter group.

“How is this any different to any other party we have? We theme these things all the time. It is only a bit of fun. It does not mean you are gay or whatever. I don’t allow shitty thoughts like that, and neither does your hostess, Ms Ariel. You may even find yourself turned on.”

A couple of months in the planning and the evening was here. I was looking forward to a little blow out of sorts. My daughter Jo was with me. At age thirteen, she was getting very tall, and in fact, she was already taller than me. Only just though and she looked the same as I did when I was her age, with her skin just one hue darker.

“What are we looking for?”

“Clothes that will fit.”

“I don’t think Dad is going to have anything suitable…well maybe this t-shirt?”

The nondescript grey t-shirt, with the giggle-worthy by line.

“My Wife Is With The Drummer.”

The t-shirt had been a jokey wedding present from Garrett to me, he was a drummer in a band at the time, and a rather sexy one to boot.

“What about legs, though?”

“Someone will have to be big in the bum like you are…and the only person I can think of your friend Robert. Now, Mum, I didn’t want to say anything but the other day when I was sorting out my washing, I found a pair of Rob’s jeans in the laundry. Why would he be taking his pants off in the house?”

“Jo, It is not what you think.”

“Really?”

I had been awaiting this moment. The point where the children would start questioning my motives. My daughter grew to be very headstrong much in the vein of her father.

“Mum? I am not silly. I know you rather fancy Rob and you two did date.”

“How did you know about that?”

“I love looking at old photos. I saw photos of you and Dad when you were sweethearts. But I didn’t know you and Rob were together like that until I came across those ones. Yet you didn’t marry Rob. Why?”

“The time was not right. I had met your father by then, and your father was a better fit. He was in the same career and mind space as me. It worked better for all of us.”

“You still like Rob a lot though, don’t you?”

“Of course. Robert is an ancient and dear friend, and I know why his pants were here. Do you remember that night last year when we had the pool party, and I think Rob ended up sleeping outside in his swimming trunks?”

“I don’t know if I remember but go on.”

“Well, he left them behind. He hasn’t been to the house at all this year, Jo. Rob and his wife broke up.”

“Why do my parents have such difficult lives?”

“We just do. Anyhow the jeans are perfect, and I had better start heading for Lily’s. Are you going to Donna’s tonight?”

“Yep, a sleepover with a few girls from school.”

Donna was Jo’s best friend. She was a raven-haired doll who reminded me a lot of Rob’s ex-wife. Little shivers down the spine as I got in the car and headed for Lily’s household. My husband Garrett had already left. They had a lot more preparation work than I did. I tied my hair up rather severely as I greeted Lily.

“Oh, you are here! Come into the other room, you are the first of the girls to arrive.”

Once we got into her parlour, she produced a box of costume pieces included many a fake beard and moustache.

“Why on earth would you own such a bizarre box of goodies? I didn’t picture you like the dress-up fantasy type.”

“There was a costume place years ago that went out of business. Liquidation sale. I thought the kids would get a kick out of it and they did, but they were afraid of anything resembling gaziantep escort hair. I breed wee weirdos, ha!”

I found a fake beard that was to my liking. Lily was a little disappointed “One could call you a party pooper.”

“Why?”

“Why didn’t you go with the full beard instead of this wee thing?”

“Given I am not a big fan of facial hair on men, I probably wouldn’t want it in on my face either.”

“Didn’t Rob once have a beard and moustache…you still associated with him then?”

“Hardly. When I met Robert, his hair was long.”

“Rob’s hair has been a million different styles. Do you remember all those years ago, we were on holiday in Western Australia? We had been out shopping. The boys went and got makeovers. Garrett cut his short. My Thomas was certainly less woolly than he had been beforehand. Then there was Rob. Wow. I just about fell over backwards, and I know your heart went thump.”

“It did, and he is going to be here tonight. It may be awkward. He hasn’t spoken to me since the soiree last year. Admissions of almost love there and not a word since. I take it he is still living in his apartment?”

“Yes, and I had a hard time convincing him to come. He was not afraid of the dress up palaver. It was more, I think he is a bit ashamed of your little “moment” last year”. He may want to hang out with you. He may not. Is that okay?”

“Of course. Space between us is good. Especially when ex-wife is getting antsy.”

“And he should hang out with his friends. He is excellent friends with the crew.”

“Someone is at the door.”

“Hang five…”

In fact, it was everybody else. There was suddenly a group of us all changing in the same room. I was glad everyone was well and truly into the confused spirit. We had Lily’s sisters and a few of her cousins. Lily was cheeky because when she was last at my place, she had gone into my room and taken a rubber strap-on dildo.

“Hey Ariel, shove this down your pants.”

“It makes me look like I have a permanent erection.”

“Good! You look raring to go!”

I had invited a makeup artist and hairstylist over so they could attempt to makeover the boys. Not one of the male contingents was particularly effeminate. As we filed out of our room, with champagne in hand, out came the boys…

“So boys, here are your girls. I make no apologies for the makeovers. I did as they wished.”

It was right of them to give me caution. Oh my. The clothing the men had chosen was atrocious, and the makeup was ladled on thick. The room erupted in laughter when we realised how we all looked. Pretty bad! Only one man stood out from the pack. Lily leaned in close.

“Is that a dress of yours?”

“Why, yes. Yes, it is! Wow. He accessorised well. He even has the belt to show off the waist!”

“The makeup is amazing!”

“He has rosy cheeks, pink glossy lips and eyes framed in black eyeliner and mascara. He has the features us girls would die for. High cheekbones, juicy lips and naturally long eyelashes. I was wondering whether I would tag along with tonight, but this definitely helped me make the right choice!”

“How do you mean?”

“Lily, Garrett knows about Rob and I. He was actually incredibly turned on by it. Bunch of perves, we are! Husband is a more attractive prospect.”

The crowd dispersed, the music started, and the party began. I noticed Rob in the room, who was more interested in talking to a group of young girls on the other side of the room with unrealistically huge bulges. Like I could talk.

As Garrett neared me, I got the giggles.

“Well, fuck me, Garrett. You make a woman I would fuck.”

“Do I look…pretty?”

“You are looking pretty damn fine and fuckable I must say. Mind if I partner you tonight? Rob seems keen on the pretty boys in the corner.”

He took my hand, and instead of his standard firm grip, it was such a slight touch. I realised he had manicured nails. He had pink fingernails. I kept telling myself I knew Garrett was a man. Perhaps konya escort not the most masculine man despite the fact he had a nicely defined body. He still does gym and triathlons you see. So to see him take this girl thing so seriously was a real kick. I began to imagine what things we could do. I felt like the luckiest guy, oops sorry, girl with him on my arm. I headed straight for the bar and asked him to sit down. From then onwards, all we did was drink…

I was not really interested in anybody as I was sucked into this drunken vortex of confusion. I kept seeing Garrett as a woman and not a man. Garrett was not a crossdresser to my knowledge. Remember out of all of us, perhaps Garrett and I were the most honest with one another. I knew precisely what floated his boat and vice versa, and I always welcomed anything new. I did glance around the room once or twice. Yep, the rest was pretty awful looking. For once in my life, I didn’t find Robert attractive at all. There was another part of my life slipping away. Guilt by association. A few hours later, I crashed through a door, in a drunken stumble.

“Ariel…we need to find a spare room…”

“You will not address me as Ariel. I am Mistress. I know where the guest room is…follow me.”

I wouldn’t have pulled such a stunt elsewhere. Welcome to Lily Tennant’s residence, a rather large house. We had two floors to go up. The top level had a gym, an office, the “theatre” and the guest bedroom. I opened the door and saw the bed was made.

“Lie on the bed, you sissy.”, I snarled in a demanding tone. Garrett obeyed.

I started sliding my hand up his body, watching my dress inch upwards. There were those athletic legs, relatively hairless because that was more sportsmen like.

I looked down and low and behold, I noticed something very familiar in patent leather black.

“That is a rather sexy pair of heels – tell me how the hell do you manage to not topple over?”

“I have been practising.”

“How naughty, you didn’t tell me…”

Maybe it was the particular batch of cider that circulated around this party. Notes of passionfruit and lime. I had that brazen edge. Damn that rubber dildo could prove dangerous. Garrett, why the fuck did you have to be so damn attractive?

“Do you like taking it up the ass, Miss Bloodwood?”

It was a genuine question, it was nothing something I ever asked him. I never did ass play with him; he only ever did it to me.

“I do Miss. I do like the sensation.”

“How dare you not tell me, did you do it yourself?”

“Yes, Miss. But I had wished you had been there to help me.”

I had never exercised the strap-on option. It was not because Garrett was not interested, I had just never asked him if it floated his boat!

“So what are you going to do then?”

I took off the jeans. I was surprised they hadn’t been distended out of shape by the displacement of some six inches of personalised rubber. I hadn’t just shoved the strap-on down my pants. Lily had also grabbed the harness and said I should wear it with that, so it looked natural.

Natural? It had a permanent erection!

“Oh that big boy, I can handle that though.”

Cheeky sod, I thought. When did my husband experiment? Obviously, I was not home at the time!

The dress on Garrett hadn’t quite made it past a certain point then I realised …what underwear did he have on?

“Can you show me your panties?”

Oh my. He had a pair of my underwear as well. Black with a touch of white lace and looking most odd considering there was a rather hard cock under there. I was incredibly turned on by this scenario. It was enough to make us both sober up.

“Raise your legs.”

“Oh Miss, are you going to do that now?”

“Not quite.”

My experiences in being the dominant were somewhat limited. I was more used to being a submissive.

There was all seven inches of Garrett, sprung out of lace confinement. Now, I am not supposed to suck his cock, right?

Too bad, it just looked kayseri escort too damn delicious. He felt so hard. So warm. I heard the coos of sweet joy coming from Garrett, and I was not about to tell him off for it. As I peered up, he was looking down at me. It was a jolt to the system. Garrett was not a man at this point. Everything he did was more feminine than anything else. I doubted I could ever quite look at him the same way ever again. But best I not get him too excited…heck, I was getting too excited.

“I am sorry, sissy, but as per my demands, I had to take you in my mouth. You sounded like you were enjoying it just a bit too much…”

“I have never had a cock in my mouth, I can only imagine, Miss. It must be an enjoyable experience for you. It certainly is for me…”

“See the underwear you were wearing…”

“What do you want me to do with the underwear, Miss?”

“Well, I am going to stuff it in your mouth. You are such a naughty girl. Just think, your cock was rather excited by that pair of underwear.”

“You fucking dirty slut, Miss.”

“Do you really think you should be calling me names like that?”

“No, Miss, but it is true, isn’t it?”

“I guess so…now listen to me and do as I say.”

So I took the lacy panties and shoved them in his mouth. He looked quite silly.

Silence fell, and I could almost see Garrett quivering. Oh, whatever would I do next?

I stayed silent on purpose before three minutes had passed. Maybe it was longer. I do not time these things.

“Whatever you do, do not spit the underwear out.”

I had the lubrication on hand and slapped it all over my rubber dick. I have dreamed of a moment like this, why it had not been done sooner remains a mystery.

“Spread your legs.”

“Yes, Miss.” Oh my, there be that muffled sound.

I squirted the lube onto my fingers and rubbed it around his backside. I slipped a finger in to make sure the way was prepared for what was coming next. I poised myself for entry. It is certainly not as easy as it looks. The angle is everything. I spread his ass cheeks and not one complaint from Miss Bloodwood. Of course, he was mute, he had my panties in his mouth. I inserted my dildo into his ass. I just about orgasmed right there. Freedom suddenly became tightened by a rather delicious backside. I stood a bit more upright.

I paused for a moment to realise what was before me.

The love of my life is on his back with a strap-on in his ass, a rather enormous hard-on, gagged by underwear, with his dress hiked up, heels on, with pink nails and his makeup still perfect.

Banish the thought, Ariel, fuck the living daylights out of him. There were no words, as I plunged my dick deep into his ass. I rocked those hips. It felt so foreign, yet it felt so good. I told him to play with himself, and of course, he obeyed. It proved too much. Two minutes and I heard his teeth bite together.

Next thing I know, his load flew up and hit him right in the face.

“Sorry to ruin your makeup, Sissy.”

“You shouldn’t apologise, Miss. It was my fault.”

There we were a collapsed heap on the bed. That had been incredibly potent. I looked at my watch, and it was only half ten. I had been oblivious to the music getting louder and the talk more raucous.

“Oh shit, Lily’s sister has been staying in here. We didn’t get any on the bed, did we?”

“No, just as well. We had better make the bed before we head back down?”

“I think it is more important you deal with the fact you ejaculated on your own face.”

“I lucky I hit myself on just the cheek. I don’t want to take my makeup off just yet. So how do you suggest we make an appearance, Ariel?”

“So we are back to normal now. I cannot get over the sheer force of that arousal we have…”

“I wish I could wear heels all the time…”

“Why not?”

“Because they don’t make heels suitable for a very tall and muscular man.”

I let out the cutest little giggle. I told him to keep the heels on and don’t he dare take the makeup off until we got home.

It became apparent no one noticed our absence. Such high spirits in the Tennant residence. As per usual, Mr Tennant was snoozing on the sofa along with Rob. Lily was looking rather dashing in a top hat, and she caught my gaze. No words are needed. She knew we were up to no good. It was a pretty fantastic party!