[MF] Going Round the World on Clare and My First Time Being Milked

This story happened about 10 or so years ago and was the first time i ever went round the world on a woman in one night. I’ll give you some background so feel free to scroll down to the XXX if you just want the filth (you smutty pervs!!)

I used to go to to the football all the time (i was a season ticket holder) and just down the line of seats were 2 sisters who were also season ticket holders. Over time me and my mates ended up chatting a lot to them particularly as we’d always turn up late and drunk to the match (hey it’s english football we’re always late and drunk!).

Anyhow one day the girls ended up coming back to the pub where we all used to drink and play pool before and after games and we got chatting whilst playing pool. Their names were Clare and Nikki and they were getting pretty flirty as time wore on (bending down low to show some cleavage when playing a shot and stuff). Eventually Clare got chatting with me and we starting talking dirty. It turns out she had used to be a holiday rep with an 18-30 type thing (for those not in the know 18-30 is a UK holiday company where the holiday revolves around drinking and shagging) so i figured she must be game for a fuck. Anyhow later on that night my facebook messenger pinged and it was Clare.

“So do you fancy some fun then?”

Clare knew i was with someone and that obviously didnt bother her so i thinking through my cock as usual i sent back a picture of my dick saying that i was most definitely up for some fun.

Over the course of the next few weeks we sexted a lot on MSN messenger and sent pics and booty called when we had chance.

Finally we got the chance to get together as my girlfriend at the time was going away for a weekend with some mates leaving me home alone. Clare still worked in travel so she booked us a hotel well away from home and we met there on the evening. I’d been shopping earlier in the day and bought some lube, bondage tape and nipple clamps as we’d been talking about how large her nipples were and how she loved having them bitten and pulled.

We met at the hotel and booked in, I’d told her i loved stockings and heels and she’d promised to wear some so i was disappointed when i saw she was wearing jeans and ankle boots, however when we got to the room which was pretty nice and had a nice chaise longue and chair in one corner and a writing desk in another plus a really big bed, she said she was going to get changed and to make myself comfy. I poured us a drink each and she stripped her jeans off to reveal a nice set of purple underwear. She proceeded pulled on a pair of nude stockings and some nice black heels. She popped a short dress on over the top but it was too short and her stocking tops were clearly on display as she moved. She really didnt feel comfortable like this (i thought it was sexy as hell) so she slipped her jeans back on over the stockings and we went down to the bar for a few drinks. We got some beers and sat chatting, to be honest the conversation was a bit stilted and it felt a bit forced at first but after a couple of beers things loosened up a bit. Soon enough i had my hand on her thigh and was lightly scratching inside of it as she wiggled about in her seat. Clare suggested we go back to the room to carry on drinking so we got up and left. Walking down the corridor Clare reached back and grabbed hold of my hard cock through my jeans giving it a rub as we walked.

XXX – filth starts here

We got in the room and set our drinks down, i turned and grabbed hold of Clare pressing her up against the wall. I pressed my body to hers and we kissed, a few weeks of pent up sexual talk got loose and our hands roamed over each others bodies. She began grabbing hold of my cock through my jeans and biting at my bottom lip. I was grabbing at her tits feeling their weight in my hands. i could feel her nipples getting hard through her dress and bra.

“Get those jeans off now” i said. She smiled at me. “Yes sir” she said with a smirk “but you need to be getting your kit off too.”

I quickly stripped my boots, shirt and jeans off as she peeled her jeans off on the bed, she stepped back into her heels and i grabbed her again pushing her back up against the wall. I held her by the throat as we kissed, my other hand sliding down her body and between her legs. She’d now got both of her hands down the front of my underwear, one playing with my balls whilst the other stroked my cock, she was moaning into my mouth as we kissed. My hand got down between her legs and i put my thigh between her legs and pushed her legs open and slid my hand underneath and cupped her pussy. I dragged my nails along the outside of her thong and i felt her hips rock as she tried to get more contact. I’d still got her held tightly by the throat and i pulled our lips apart and she gasped.

“I can’t wait to get inside of you” i whispered to her, nibbling on her ear as i did (something she’d told me got her wet). Her hips rocked against my hand and she was making lovely little moaning sounds.

“Hmmmm i want you cock” she replied.

“Uh-uh not yet” and i took my hand away from her pussy and pulled her knickers to the side, i ran my fingers gently along her pussy and could feel how wet she was, i circled her clit a few times and her hips were rocking trying to get more pressure.

I tightened my grip on her throat, “Tell me you want me” i whispered in her ear.

“Hmmm i want you please” she whimpered as her hips bucked.

I let go of her throat and she sank down onto my fingers, 2 fingers slid effortlessly into her up to my knuckles, she was so wet and hot. She moaned aloud and i began finger fucking her hard up against the wall, her pussy was making super wet noises as i pushed my fingers into her as deep as i could and even then she was pressing down harder onto them. Her hands held my head as we kissed.

“Put your fucking hands down” i commanded “Keep them on the wall”

I felt her moan into my mouth as her hands went back flat against the wall, she bit my bottom lip and pulled at it looking at me.

I could feel her juices on my hand and i pulled my fingers out of her and forced them into her mouth. She sucked eagerly on them and even as i pushed deeper and i felt her gag she kept eye contact with me.

“You dirty fucking bitch, get on the bed now” i pulled her by the hand and pushed over to the bed. She got on and lay back legs spread wide, i knelt on the floor between her legs my face level with her pussy, i inhaled her scent (i adore the smell of a woman’s pussy when she’s really turned on), i kissed all round her upper thighs making sure not to actually lick her just yet. Her hips were moving aorund and she was getting pretty vocal by now almost begging me to lick her. I flicked my tongue across her clit a couple of times and she gasped. Her knickers kept slipping back across her pussy as i was teasing her and they were annoying me so in the end i put my thumbs inside the front and just ripped them open. I pushed my mouth onto her pussy and began french kissing her clit, sucking it up into my mouth, sliding my tongue all round it and humming lightly with it between my lips.

She grabbed hold of my head by 2 handfuls of hair and pulled me hard onto her pussy, she dug her high heels into the bed and began to fuck my face, it was amazing. Her juices were being smeared all round my mouth and chin as i struggled to keep my tongue on her. She was gasping and moaning and her body was jerking all over the place. I pushed 2 fingers inside her (partly to try and keep her still) and they slid in so easily, i pulled them out slightly and pushed 3 in her as i flicked my tongue over her clit, almost immediately i felt her tense and her thighs began to shake as she came, i kept my mouth locked on her pussy for as long as i could until eventually she pushed me off and squeezed her legs shut saying she was too sensitive.

I stood up at the end of the bed and stripped off completely. Clare was lay back, her legs shaking a bit as she still having little aftershocks from cumming. Seeing i was naked now she smiled and opened her legs.

“So are you going to fuck me or what?”

I looked down at her ripped knickers and her wet pussy and not being one to say no to a lady, i grabbed her by the ankles and pulled her to the edge of the bed. She reached down and took hold of my cock and started rubbing it along her pussy, coating the head in her copious juices. I couldnt resist any more and pushed forward into her, she was so wet my cock slid fully in with my first thrust, my stomach hit against her pussy as i was fully inside her. I pulled back out and saw her juices coating my shaft, looking oily and slick. I pulled her legs wider apart and began to fuck her properly. Pushing forward harder with each thrust i began to slam into her, our bodies slapped together with each thrust. Clare pulled her tits out of her bra and began pinching and rolling her nipples in her fingers and verbally encouraging me to fuck her harder.

“Go on, fucking give it to me harder”

I slammed her as hard as i could, the bed was banging against the wall with each thrust. I kept going as she pulled at her nipple with one hand and began rubbing at her clit with the other. I finally felt her legs shaking as she came and i let go and filled her pussy with my cum. Sweat was dripping off me. I pulled my cock out and collapsed on the bed next to her.

“Fucking hell Clare you liked being fucked hard dont you” i laughed trying to get my breath back. “You better believe it, i dont want all this romantic lovey dovey stuff, i want to be fucked hard till I’m sore” she replied.

We lay on the bed chatting for a while. Talking about kinks and experiences and the like. Clare admitted she’d fucked 6 guys one after another when she was a holiday rep “i was on all fours sucking them off in turn and they took turns doing me doggy style”, she also confessed that she’d been air tight on one occasion (something an ex and i had tried once with 2 other guys but that’s a story for another day!) but said it was “hard work trying to get all 3 working in time” and that she ended up “just getting spit roasted by then in turns”. All in all she was a complete dirty bitch and as we lay chatting she began playing with my cock, dragging her nails up it and slowly stroking it. As was to be expected with all the dirty talk and the added stimulation i got hard and she began wanking me off whilst still telling me what a idrty bitch she was. She looked up at me and smiled and lowered her head down and slowly took me into her mouth. I lay back enjoying her sucking on me, she was playing with my balls and pushing herself down on my cock, i took my lead from this and wrapped my one hand in her hair and pushed her head down till i hit the back of her throat, she didnt pull up and kept her head there until i pulled her up and she gasped for breath, looked at me and went straight back down again. i grabbed her hair tighter and thrust up into her mouth, hitting her throat withh the head of my cock, causing her to make those delightful gagging noises. I noticed that she’d opened her legs and was playing with herself as i fucked her throat

“You’re loving that are you?” i asked. Unable to speak with a mouthful of cock she just looked up at me and raised her eyebrows. “Are you wet again you dirty little bitch?” i asked. She simply pulled her fingers out of herself and i could see her juices glistening on them. “Fuck i want to lick you” i said pulling her off my cock “Sit on my face and carry on sucking me”

With that she straddled my head and lowered her pussy down onto my mouth, i was in heaven as i felt her mouth go back to work on my cock, i was having a hard time concentrating on licking her at first. I grabbed hold of her arse and pulled her down onto my mouth and began sucking at her pussy, she was already pretty wet and she began rocking her hips on my face, smearing her juices all around my mouth. I moved my fingers from her pussy up to her arse and began rubbing at her, the juices from her pussy were lubricating my fingers and i slid a finger in her as i sucked at her clit. I felt her mouth come off my cock instantly.

“Oh god yes” she shouted “fucking keep going”

I flicked my tongue over her clit as i fingered her arse, she pretty much stopped sucking me by now and was holding my cock, wanking it as i licked her. I worked a second finger in her arse as i licked her and she began to moan. I knew she was close and i began working my fingers faster in her arse until i felt her shudder as she came. She rolled off me and lay on the bed.

“I want to fuck you up the arse” i told her as i got up off the bed. I went and grabbed the lube I’d bought earlier and walked back to the bed, Clare grabbed hold of it and squirted a huge dollop onto the head of my cock and began wanking me making sure my cock was coated in it “Can’t have that cock hurting me when you stretch my arse out can i” she said with a dirty smile. She knelt on all fours and dropped her head down on the bed “Go gentle at first” she said “it’s been a while”

I took the lube and squirted a load on the crack of her arse and she jumped a bit as it was cold, i took my fingers and began to rub it all around her puckered arsehole, i felt her fingers between her legs as she started to play with herself, i worked a couple of fingers in her arse and she was wimpering and moaning into the bed and pushing back onto my fingers, so i took my cock and put the head right on her rim and pushed slightly, she knew what she was doing and relaxed as i pushed the head of my cock into her, that feeling when it first “pops” inside is amazing. I felt her shake as the head went in and she gasped, i held still for a while then slowly began to ease myself in and out gently at first letting her guide the pace. Within a few minutes I’d go the whole length of my cock embedded up her arse and i could feel her fingers playing with her pussy. I began to slide in and out now, working up the pace each push into her caused her to moan aloud.

“You dirty fucking bitch Clare, you’ve got my whole cock up your arse.”

“I fucking love it” she replied “I love having my arse filled with cock and cum.”

“Oh dont worry I’ll fill you with cum alright” i said as i began to fuck her harder, by now her arse had really opened up and it was obvious that she wanted to be fucked hard. i kept pushing it as deep as i could and each time she moaned aloud as she continued to play with her pussy. I knew i was getting close to cumming.

“Fuck, I’m gona cum” i told her

“Do it, fill my arse you dirty bastard” And so i did, pumping 3 or 4 good pumps of cum deep into her arse as she played on with her pussy. I pulled my cock out and fell onto the bed next to Clare, her head was still down on the bed and she was playing with her pussy, i turned her head to face me, kissed her deeply and pulled at her nipples hard as she came on her fingers. She fell forward onto the bed too as we lay and got our breath back.

After a while Clare got up and said she was going for a shower, i went and got us some more drinks from the mini bar and when Clare came out i got in (the shower was a really tiny one with no hope of getting us both in there at the same time unfortunately!). By the time i got out and dried off i could hear a buzzing noise from the bedroom so i wrapped a towel round myself and walked back into the bedroom to find Clare sat in a chair facing me with her hair still wet and her legs spread and hooked over the arms of the chair and a vibrator in her hand circling her pussy. i dropped the towel and walked over to her. I took hold of her wet hair and leant down and kissed her deeply as she worked the vibrator round her clit. I began to pinch and pull at her nipples and she was moaning into my mouth as i did so. I felt her shudder pretty quickly as she had a little orgasm breathing heavily as i held her head. I went to my overnight bag and got the nipple clamps and lube I’d purchased earlier.

Clare’s nipples were pretty big and it wasnt too hard to get the clamps on, they had small chains with butterflies on the end so they could be pulled which she really liked. The chair wasnt really suited for the bondage tape and we ended up wrapping her wrists and ankles and then running the tape under the 4 corners of the chair but it worked well enough to mean that she was restrained enough but not quite as “helpless” as I’d have liked. However i got to work kissing her and pulling at the chains on the clamps, i kept dipping my fingers down to her pussy which was soaked after her little orgasm and kept feeding us her juices from my fingertips. It wasnt long before she was gasping that she was going to cum so i’d lay off the stimulation of her pussy and clit and continue with the kissing and tugging at the clamps.

This carried on for a good 45 minutes with her getting close to orgasm only for me to ease up by which point there was a large wet patch on the chair she was sat on. By now she was depserate to cum and i picked up her vibrator and turned it on as slow as it would go and traced it up and down the inside of her thighs as we kissed. She was biting and pulling at my lips as we kissed and making the most delicious moans and whimpers, finally i ran the vibrator over her pussy and she came within seconds, i’d planned on turning it up slowly but i never even got the chance as she shuddered and her hips convulsed as she cried out.

“Too much, too much” she whimpered as i continued to circle her clit. She was pulling back off the vibrator as she was super sensitive post orgasm. I was tempted to keep going on her and force orgasms but she seemed to genuinely want to stop so i put the vibrator on the bed and unwrapped the bondage tape.

“Now it’s my turn” she said as she got up “Lie down.”

I lay back on the bed and she crawled between my legs and began dragging her nails up my thighs with her head tantalisingly close to my hard cock. I could feel her breath as my cock twitched desperate to feel her warm mouth engulf me. I grabbed her hair but she pulled at my wrist “uh-uh not this time” she said and held my hands down by my side so i couldnt touch her “You just lie back and let me do my thing.”

I lay back and let myself be pleasured, she was really good to be fair, dragging her nails up my thighs and across my balls, gripping my cock at the base of the shaft and flicking her tongue across the really sensitive underside of the head. This girl knew her stuff. Then she squeezed some lube on my cock and began to slowly wank me off, she pushed her tits together and pushed my cock between them giving me a tit wank. I’d never had a decent one before and her large tits felt great wrapped round my cock. Then she slid a finger into my arse, I’d got my eyes closed at the time and wasnt really ready for it, she’d been playing around my perineum but i wasnt expecting her finger inside me. i shot up and she laughed and pushed me down again

“Relax, just go with it, i promise you’ll see stars when you cum”

So i lay back a bit apprehensively and treid to relax my arse as much as i could. She slowly worked her finger in as she sucked on my cock, going deeper with her finger and she went deeper with her mouth. I got to say it was fucking awesome, she got a rhythm going and she began rubbing inside me and i felt my cock getting harder than ever, by now i was lay there in absolute bliss as she sucked and wanked my cock whilst massaging what i later found out was my prostrate. I’ve no idea how long this went on but eventually i could feel myself building up to cum.

“I’m gonna cum” i murmured from beneath my closed eyes and i felt her hand tighten around my cock as she slowed right down and began wanking me full length, this sent me over the dge and i began to cum. Fuck me I’d never cum that hard or that much, spurt after spurt shot out of me all over her tits, she dropped mer mouth over me and began sucking as she continued to wank me whilst pressing in my arse keeping me hard. Eventually after what seemed like an eternity of cumming she pulled her fingers out and my cock began to soften. I lay there dazed as she came up for a kiss

“Good huh” she asked

“My god i think you milked me dry” i replied laughingly “I’ve been round the world on you tonight I think that’s a new one for me.”

“Not for me” she laughed.

By now i was pretty spent so we cleaned up and had a couple of drinks from the mini bar and fell asleep in bed.

I have to admit i was pretty shitty the next morning as i woke up early and she was still fast asleep, so i got dressed a quitely as i could and sneaked out of the hotel room and went home without saying goodbye. Not my finest hour and she was rightly a bit pissed off when she woke and i wasnt there. She did text me and i just replied i had to get back home and didnt want to wake her. To be honest I’d had my fun and i didnt want it to go any further, we continued to see each other at the football but she kept her distance and made the odd barbed comment in passing but i just smiled and let her get on with it, but overall she was a great fuck and it was a night i’ll never forget.

Source: reddit.com/r/gonewildstories/comments/mwpw0h/mf_going_round_the_world_on_clare_and_my_first