Bareback Escorts
Bareback escorts offer a special service to guys searching for the ultimate pleasure. If you need a bareback escort offering adult work in your area, you can find her here.
You can find a gallery of UK escorts that like bareback. So if you are prepared for an encounter with an escort that likes to get down and dirty, you are in the right place.

You tend to find that the escorts that like bareback are the ones that seriously just like sex. All of it...and with anyone! Get ready to take a wild barebacking ride with this escorts. These ladies mean business when it comes to bareback rding. Prepare yourself. You are about to live out your fantasies as these sexy escorts are ready to get down and dirty.
Raw, bareback sex brings delivers the ultimate physical and emotional sensations. When it comes to blow jobs, a warm mouth beats the feel of latex. A wet inviting pussy definitely cannot be ignored. It is all a pleasure.
Now a tight ass is a tight ass no matter who it belongs to but bareback anal can be a squeeze too far for many girls. If this is somthing you are looking for in a relationship, then we recommend you discuss this openly.
Finding bareback escorts is becoming increasingly difficult. Some might say that is a good thing. Whilst we don't stand in judgment, as long as you are taking the necessary precautions, and that means regular testing, the decision is between two consenting adults.
Let's take a look at just how many bareback escorts in London we can find here.
London bareback escorts
Terry Cole
Age: 21-25
Independent
Hey, I'm Terry 25 years old the escort girl of your hot dreams.Message me on WhatsApp 07771073702GFE full services including a lot of kisses. If you treat me nicely, like a gentleman I promise I will enjoy making you special and we will have much pleasure and fun together....
Leicester
Hi, my name is Terry Cole
Hey, I'm Terry 25 years old the escort girl of your hot dreams.Message me on WhatsApp 07771073702GFE full services including a lot of kisses. If you treat me nicely, like a gentleman I promise I will enjoy making you special and we will have much pleasure and fun together....
Love and kisses Terry Cole
Kara
Age: 26-30
Independent
I’m a 27 year old British girl, I’m a huge party girl who lives for pleasure. I’m a curvy redhead size 14/16. I’m also the life and soul of a party if you want to do shots with anyone or just have a good old conversation I...
Stoke-on-Trent
Hi, my name is Kara
I’m a 27 year old British girl, I’m a huge party girl who lives for pleasure. I’m a curvy redhead size 14/16. I’m also the life and soul of a party if you want to do shots with anyone or just have a good old conversation I...
Love and kisses Kara
Coco
Age: 18-20
Independent
Hello guys!I will welcome you in my nice apartment in town !Call or text me for more details...
Shepherds Bush
Hi, my name is Coco
Hello guys!I will welcome you in my nice apartment in town !Call or text me for more details...
Love and kisses Coco
Wife
Age: 26-30
Independent
Me and my Husband are offering you a Cuck Role play experience, we fuck and suck while you get cucked.You sit in the Cuck chair and watch us Fuck like animals, we can really tailor your cuck experience as you want whether it be just sitting there and enjoying the show or getting humiliated by us and getting shown what you'll never get....
Manchester
Hi, my name is Wife
Me and my Husband are offering you a Cuck Role play experience, we fuck and suck while you get cucked.You sit in the Cuck chair and watch us Fuck like animals, we can really tailor your cuck experience as you want whether it be just sitting there and enjoying the show or getting humiliated by us and getting shown what you'll never get....
Love and kisses Wife
Hi, my name is Yelena
I enjoy meeting new peopls and trying new things ...
Love and kisses Yelena
Joyce
Age: 26-30
Independent
Hello, I’m Joy, your perfect blend of elegance and passion. Whether you're seeking stimulating conversation over dinner or an unforgettable night behind closed doors, I specialize in creating moments that linger long after we part.With a taste for adventure, a natural charm, and curves t...
Burnley
Hi, my name is Joyce
Hello, I’m Joy, your perfect blend of elegance and passion. Whether you're seeking stimulating conversation over dinner or an unforgettable night behind closed doors, I specialize in creating moments that linger long after we part.With a taste for adventure, a natural charm, and curves t...
Love and kisses Joyce
Lealarni
Age: 21-25
Independent
I’m Lealarni . I am25 years old....I'm independent and 100% genuine. I'm always happy and smiling. I am a passionate lover and can be the perfect sexy girlfriend and much more.I would love to make our experience together unforgettable and also love to share fantasies and pleasure with smart,intelligent guys who are not afraid to enjoy the best...
Liverpool
Hi, my name is Lealarni
I’m Lealarni . I am25 years old....I'm independent and 100% genuine. I'm always happy and smiling. I am a passionate lover and can be the perfect sexy girlfriend and much more.I would love to make our experience together unforgettable and also love to share fantasies and pleasure with smart,intelligent guys who are not afraid to enjoy the best...
Love and kisses Lealarni
Tamara
Age: 26-30
Independent
Friendly & Professional Companion in LiverpoolHello, my name is Tamara. I’m a warm, respectful, and discreet companion available in Liverpool and surrounding areas, including St Helens, Warrington, and Huyton.📍 I can also host in the L17 area.✨ Genuine, natural look & real tattoos.💬 Reach out on WhatsApp t...
Liverpool
Hi, my name is Tamara
Friendly & Professional Companion in LiverpoolHello, my name is Tamara. I’m a warm, respectful, and discreet companion available in Liverpool and surrounding areas, including St Helens, Warrington, and Huyton.📍 I can also host in the L17 area.✨ Genuine, natural look & real tattoos.💬 Reach out on WhatsApp t...
Love and kisses Tamara
Hi, my name is Fatima
Hello i'm fatima turk girl all includ in the price ...
Love and kisses Fatima
Hi, my name is Cammie
...
Love and kisses Cammie
Barbo
Age: 26-30
Independent
BARBRO, BBW 💋❤️Service :Incall & OutcallDescriptionHUGE Breasts even bigger Sex drive.I’M NEW. VERY HORNY! Beautiful Lady. FULL SERVICE. LET'S ENJOY our NAUGHTY time together !!I'm a curvy, BBW, plumper if you enjoy the feel of a real womanly body, then meet me.I have a very innocent looking face but you w...
Ballymoney
Hi, my name is Barbo
BARBRO, BBW 💋❤️Service :Incall & OutcallDescriptionHUGE Breasts even bigger Sex drive.I’M NEW. VERY HORNY! Beautiful Lady. FULL SERVICE. LET'S ENJOY our NAUGHTY time together !!I'm a curvy, BBW, plumper if you enjoy the feel of a real womanly body, then meet me.I have a very innocent looking face but you w...
Love and kisses Barbo
Rina
Age: 26-30
Independent
I’m genuine independent. I am a passionate lover and can be the perfect sexy companion and much more!Very friendly and open. I'm ready to make everyone feel comfortable, that's the most important part when you call an escort.I have a great sense of reading people and I will know immediately what are you looking for. Incredible Experien...
Croydon
Hi, my name is Rina
I’m genuine independent. I am a passionate lover and can be the perfect sexy companion and much more!Very friendly and open. I'm ready to make everyone feel comfortable, that's the most important part when you call an escort.I have a great sense of reading people and I will know immediately what are you looking for. Incredible Experien...
Love and kisses Rina
Albina
Age: 18-20
I offer a warm and affectionate Girlfriend Experience,Party,Foot Fetish, Roleplay & Tantric massage. I have fetish for silky lingerie, shimmer stockings, suspenders and high heels.I like nothing more than to show it off! Above all else,I have versatile personality, intuitive, passionate and exciting lover.Perfect companion for any ocasion! I...
Liverpool
Hi, my name is Albina
I offer a warm and affectionate Girlfriend Experience,Party,Foot Fetish, Roleplay & Tantric massage. I have fetish for silky lingerie, shimmer stockings, suspenders and high heels.I like nothing more than to show it off! Above all else,I have versatile personality, intuitive, passionate and exciting lover.Perfect companion for any ocasion! I...
Love and kisses Albina
Barbara
Age: 26-30
If you have never experienced the feeling of being someone special and exciting for other people, now it is the best to give it a go and h...
Manchester
Hi, my name is Barbara
If you have never experienced the feeling of being someone special and exciting for other people, now it is the best to give it a go and h...
Love and kisses Barbara
NAUGHTY CLASSY CHLOE
Age: 46-50
Independent
~ UK FAMOUS HIGH-CLASS MATURE GLAMOROUS LADY SEX DOLL - ENJOY ME FOR WICKED SEX PLAY THAT YOU CAN'T GET AT HOME! ...
Windsor
Hi, my name is NAUGHTY CLASSY CHLOE
~ UK FAMOUS HIGH-CLASS MATURE GLAMOROUS LADY SEX DOLL - ENJOY ME FOR WICKED SEX PLAY THAT YOU CAN'T GET AT HOME! ...
Love and kisses NAUGHTY CLASSY CHLOE
Isis
Age: 21-25
Independent
🔥💋 Hey babe ♥️😘 💋🔥I’m a curvy little bombshell with a gorgeous smile, silky soft skin, and a 🍑 that’ll blow your mind 😍Sweet, naughty, and always full of good vibes — I'm here to melt away your stress and make you feel like a king 👑💦No rush ⏳ No pressure ❌Just pure passion, deep conn...
London
Hi, my name is Isis
🔥💋 Hey babe ♥️😘 💋🔥I’m a curvy little bombshell with a gorgeous smile, silky soft skin, and a 🍑 that’ll blow your mind 😍Sweet, naughty, and always full of good vibes — I'm here to melt away your stress and make you feel like a king 👑💦No rush ⏳ No pressure ❌Just pure passion, deep conn...
Love and kisses Isis
Cherry
Age: 21-25
Independent
A curvy brown haired girl who can meet all your needs, from ugly toe fetish - to custom pics/videos of whatever you need as long as the price is right for us both 🥹 Please don’t be shy with what your wanting from me I’ll do my best to provide a 100% service for you. Pay pigs are my favorite 🐷. ...
Baker Street
Hi, my name is Cherry
A curvy brown haired girl who can meet all your needs, from ugly toe fetish - to custom pics/videos of whatever you need as long as the price is right for us both 🥹 Please don’t be shy with what your wanting from me I’ll do my best to provide a 100% service for you. Pay pigs are my favorite 🐷. ...
Love and kisses Cherry
Ashley
Age: 18-20
Independent
Hedonistic Little submissive slut, all grown up, with a new bag of tricks. Party Girl, Slutty Sugar Baby, Occasional Escort. Submissive with a bratty side.❤️ Perky tits❤️ Petite little body❤️ GFE❤️ Love a hard, bare cock in my pussy and yes you can cum inside me.❤️ Kink Friendly and Submissive❤️...
Kensington and Chelsea
Hi, my name is Ashley
Hedonistic Little submissive slut, all grown up, with a new bag of tricks. Party Girl, Slutty Sugar Baby, Occasional Escort. Submissive with a bratty side.❤️ Perky tits❤️ Petite little body❤️ GFE❤️ Love a hard, bare cock in my pussy and yes you can cum inside me.❤️ Kink Friendly and Submissive❤️...
Love and kisses Ashley
Hi, my name is Bbwcaramel
...
Love and kisses Bbwcaramel
ANTONYA
Age: 26-30
Independent
Hello, I'm a classy, well-mannered companion with a sensual side and a passion for creating unforgettable moments. Whether you're looking for an elegant dinner date, a relaxed evening together, or a more intimate and discreet encounter — I'm here to make you feel truly special.Discretion, hygiene, and mutual respect are my top priorities....
Ilford
Hi, my name is ANTONYA
Hello, I'm a classy, well-mannered companion with a sensual side and a passion for creating unforgettable moments. Whether you're looking for an elegant dinner date, a relaxed evening together, or a more intimate and discreet encounter — I'm here to make you feel truly special.Discretion, hygiene, and mutual respect are my top priorities....
Love and kisses ANTONYA
Diana
Age: 18-20
Independent
Petite Teen ♡ English ♡ Available for outcallsI'm 18 years old, 5ft and slim. Perky tits and a super tight pussy!! text me to arrange a meet xI can meet at your home, hotel etc. I can do car meets, I have my own discreet locations with Gloucester.&nbs...
Gloucester
Hi, my name is Diana
Petite Teen ♡ English ♡ Available for outcallsI'm 18 years old, 5ft and slim. Perky tits and a super tight pussy!! text me to arrange a meet xI can meet at your home, hotel etc. I can do car meets, I have my own discreet locations with Gloucester.&nbs...
Love and kisses Diana
Sarra
Age: 26-30
Independent
🔞PARTY NEW** HOT FOR YOU 💖💚🤩new in town🤩My smile will warm you and my look will win you over and make you return. I offer services to well-mannered and generous gentlemen.🫶🏽l am a sweet and attractive BRUNETTE with a lot of common sense and maximum hygiene.Some of my qualities are: Elegant, refine...
Sheffield
Hi, my name is Sarra
🔞PARTY NEW** HOT FOR YOU 💖💚🤩new in town🤩My smile will warm you and my look will win you over and make you return. I offer services to well-mannered and generous gentlemen.🫶🏽l am a sweet and attractive BRUNETTE with a lot of common sense and maximum hygiene.Some of my qualities are: Elegant, refine...
Love and kisses Sarra
SABINA
Age: 21-25
Independent
Hi guys I am here for offer god services, nice and god time for who want to meet me,and fell relax and have a god time with me.I am a friendly, nice girl and no rush. 🙂🥰 I like seriosly Men and clear, and if is interesting about me text me or call me thanks for vizit my profile 🙂🥰😍...
Corby
Hi, my name is SABINA
Hi guys I am here for offer god services, nice and god time for who want to meet me,and fell relax and have a god time with me.I am a friendly, nice girl and no rush. 🙂🥰 I like seriosly Men and clear, and if is interesting about me text me or call me thanks for vizit my profile 🙂🥰😍...
Love and kisses SABINA
Thea
Age: 26-30
Independent
I'm up for doing anything, I don't mind if it's degrading or even violent. I want to be treated like a Fucktoy.I'm also looking for a sugar daddy who would love to turn me into a bimbo.If you are interested please message me. 🫦😈...
Runcorn
Hi, my name is Thea
I'm up for doing anything, I don't mind if it's degrading or even violent. I want to be treated like a Fucktoy.I'm also looking for a sugar daddy who would love to turn me into a bimbo.If you are interested please message me. 🫦😈...
Love and kisses Thea
Hi, my name is Honey
...
Love and kisses Honey
Geliel
Age: 26-30
Independent
Hey guys ,im New here and ready to meet New peope of here , i got thé very Big and long expériences in that work so i know and you will know to im thé only one you can't get as perfect babe escort So Book me now ...
Edmonton
Hi, my name is Geliel
Hey guys ,im New here and ready to meet New peope of here , i got thé very Big and long expériences in that work so i know and you will know to im thé only one you can't get as perfect babe escort So Book me now ...
Love and kisses Geliel
Georgie
Age: 26-30
Independent
Hello and welcome to my page. My names Georgie an independent english escort based in Ipswich and i am here to satisfy all your needs....Sorry guys I DO NOT OFFER ANAL, CIM OR DEEPTHROATWorking over christmas and new year xAVAILABILITYMonday to Sunday 11am - 1amIncalls are IP2 AreaI am a fun loving genuine woman with a my...
Ipswich
Hi, my name is Georgie
Hello and welcome to my page. My names Georgie an independent english escort based in Ipswich and i am here to satisfy all your needs....Sorry guys I DO NOT OFFER ANAL, CIM OR DEEPTHROATWorking over christmas and new year xAVAILABILITYMonday to Sunday 11am - 1amIncalls are IP2 AreaI am a fun loving genuine woman with a my...
Love and kisses Georgie
Izabella
Age: 21-25
Independent
NEW AROUND Beautiful things come in small packages is what they say, so here I am, a stunningly lovely girl! You will find me cute with a great body, great looks and that become and get me a glint in my eyes. For people who are looking for a relaxing time I am the right person.🔥🔥🔥...
Brixton
Hi, my name is Izabella
NEW AROUND Beautiful things come in small packages is what they say, so here I am, a stunningly lovely girl! You will find me cute with a great body, great looks and that become and get me a glint in my eyes. For people who are looking for a relaxing time I am the right person.🔥🔥🔥...
Love and kisses Izabella
Brunette Sexy
Age: 18-20
Love to meet you boys ..brunet sexy in west swindon very discreet and GFE.i offer showers and lot of free parking. im clean and very horny.call me , you will never regret!!! kiss :*...
Luton
Hi, my name is Brunette Sexy
Love to meet you boys ..brunet sexy in west swindon very discreet and GFE.i offer showers and lot of free parking. im clean and very horny.call me , you will never regret!!! kiss :*...
Love and kisses Brunette Sexy
Maria Lopez
Age: 21-25
Independent
I am a high class escort, educated and polite who loves sex and have fun I know it can sound like a dream, but is pure reality… let me make your dream come true ...
London
Hi, my name is Maria Lopez
I am a high class escort, educated and polite who loves sex and have fun I know it can sound like a dream, but is pure reality… let me make your dream come true ...
Love and kisses Maria Lopez
Hi, my name is Naughty Nora
I'm 5ft 7 Curvy Blue eyes Ginger hair ...
Love and kisses Naughty Nora
Hi, my name is Honey
...
Love and kisses Honey
Hi, my name is Hot Lola
...
Love and kisses Hot Lola
Hi, my name is Alice
I do videochat first mints is free !!...
Love and kisses Alice
Hi, my name is Cherie Marshall
...
Love and kisses Cherie Marshall
Zara
Age: 18-20
Independent
This is a special one off taboo meet, seeking an English BWC ahead of my wedding. available on the 21st December in a Milton Keynes hotel Planned for 7pm. If you can make it, feel free to whatsapp me for details.the scenario is that you will enter to find me blindfolded.this will be my first ever meet with a complete st...
Aldgate
Hi, my name is Zara
This is a special one off taboo meet, seeking an English BWC ahead of my wedding. available on the 21st December in a Milton Keynes hotel Planned for 7pm. If you can make it, feel free to whatsapp me for details.the scenario is that you will enter to find me blindfolded.this will be my first ever meet with a complete st...
Love and kisses Zara
Eliza
Age: 31-35
Independent
As a self proclaimed sapiosexual, I relish intellectually stimulating conversations with inspirational insights and thought provoking perceptions. I’m always eager to learn. What can you teach me? We could converse over a glass of wine as you share your wisdom, giving your advice and guidance allowing us to experience a deeper connection....
Aldersgate
Hi, my name is Eliza
As a self proclaimed sapiosexual, I relish intellectually stimulating conversations with inspirational insights and thought provoking perceptions. I’m always eager to learn. What can you teach me? We could converse over a glass of wine as you share your wisdom, giving your advice and guidance allowing us to experience a deeper connection....
Love and kisses Eliza
Mya
Age: 26-30
Independent
I have a very open mind to new things with a very sexy body molded and well exercised oozing of sexiness...
London
Hi, my name is Mya
I have a very open mind to new things with a very sexy body molded and well exercised oozing of sexiness...
Love and kisses Mya
Joanne
Age: 26-30
Independent
Hello I am joanne a indecent women that will keep you company I do so many services and also I have a special even Anal challenge will it be u who will pass come and message me and we will see . I do 3sums too bj. And so much more I even do roleplay domination . So what u waiting for message me to find out if u be the one ...
Northampton
Hi, my name is Joanne
Hello I am joanne a indecent women that will keep you company I do so many services and also I have a special even Anal challenge will it be u who will pass come and message me and we will see . I do 3sums too bj. And so much more I even do roleplay domination . So what u waiting for message me to find out if u be the one ...
Love and kisses Joanne
KATER KIDESS
Age: 26-30
Independent
Hi GUYS, I AM A REAL WOMEN/MUM/WIFE NOT PRETENDING TO BE ANYTHING ELSE, YES I'LL KISS, HUG, CARESS ETC, IM IN NO RUSH AS MY TIME IS YOURS.GFE : IF ITS A TRUE GENUINE GFE YOUR LOOKING FOR THEN I KNOW YOU WILL ENJOY OUR TIME TOGETHER, I'VE BEEN GIVEN THE SAME FEEDBACK FROM ALL OF MY GUESTS THAT I SHOULD SPECIALISE IN THE ULTIMATE GFE....
Anstruther
Hi, my name is KATER KIDESS
Hi GUYS, I AM A REAL WOMEN/MUM/WIFE NOT PRETENDING TO BE ANYTHING ELSE, YES I'LL KISS, HUG, CARESS ETC, IM IN NO RUSH AS MY TIME IS YOURS.GFE : IF ITS A TRUE GENUINE GFE YOUR LOOKING FOR THEN I KNOW YOU WILL ENJOY OUR TIME TOGETHER, I'VE BEEN GIVEN THE SAME FEEDBACK FROM ALL OF MY GUESTS THAT I SHOULD SPECIALISE IN THE ULTIMATE GFE....
Love and kisses KATER KIDESS
Rebecca
Age: 26-30
Independent
So to introduce myself, my name is Juicyrebeccca, some of you may be familiar with some of my work as I have created content and have a extensive online presence 😉, I have been in the adult industry for 5+ years and escort only for a limited time in a year as I have to ensure that I emphasise my career as a content cr...
Kensington and Chelsea
Hi, my name is Rebecca
So to introduce myself, my name is Juicyrebeccca, some of you may be familiar with some of my work as I have created content and have a extensive online presence 😉, I have been in the adult industry for 5+ years and escort only for a limited time in a year as I have to ensure that I emphasise my career as a content cr...
Love and kisses Rebecca
Daniela Andreea
Age: 26-30
Independent
❤️❤️❤️ I'm an educated, sophisticated, free spirit. I enjoy a lively debate as much as carnal delight and believe me, I excel in all categories. ❤️❤️❤️ Looks-wise, I have luscious soft kissable lips, my teeth are excellent, a pretty youthful face & a petite size 8 figure! Being a bit of a...
London
Hi, my name is Daniela Andreea
❤️❤️❤️ I'm an educated, sophisticated, free spirit. I enjoy a lively debate as much as carnal delight and believe me, I excel in all categories. ❤️❤️❤️ Looks-wise, I have luscious soft kissable lips, my teeth are excellent, a pretty youthful face & a petite size 8 figure! Being a bit of a...
Love and kisses Daniela Andreea
Emma
Age: 18-20
Independent
Hey , and welcome to my profile! Let’s get to know each other -I am 100% real and natural. What you see is what you get. 💦🔝I like to offer a pleasant company without haste, the services done in full.⭐️😍I am an elegant girl, always with a smile on my face, I like what I do, I do it with pleasure.😈❤️...
East Ham
Hi, my name is Emma
Hey , and welcome to my profile! Let’s get to know each other -I am 100% real and natural. What you see is what you get. 💦🔝I like to offer a pleasant company without haste, the services done in full.⭐️😍I am an elegant girl, always with a smile on my face, I like what I do, I do it with pleasure.😈❤️...
Love and kisses Emma
Evonne
Age: 21-25
This Swedish hottie has some of the sexiest curves around, and she is all natural! Sexy, gorgeous and playful, Evonne is full of surprises and enjoys some niche beautiful brunette is a full girlfriend companion, with an impressive collection of lingerie, props and outfits. Although younger than many other escorts, this brunette seductress is wel...
Waltham Cross
Hi, my name is Evonne
This Swedish hottie has some of the sexiest curves around, and she is all natural! Sexy, gorgeous and playful, Evonne is full of surprises and enjoys some niche beautiful brunette is a full girlfriend companion, with an impressive collection of lingerie, props and outfits. Although younger than many other escorts, this brunette seductress is wel...
Love and kisses Evonne
Eva
Age: 21-25
Eva one of our agency’s top escorts in London. She is breathtakingly gorgeous with her dark hair, hazel eyes, and a tall physique. Eva will captivate you from the moment you lay your eyes on her leaving you wanting nothing more. Hi I’m Eva an insatiable, fun loving party girl, with a body made for sin and an appetite t...
Chelmsford
Hi, my name is Eva
Eva one of our agency’s top escorts in London. She is breathtakingly gorgeous with her dark hair, hazel eyes, and a tall physique. Eva will captivate you from the moment you lay your eyes on her leaving you wanting nothing more. Hi I’m Eva an insatiable, fun loving party girl, with a body made for sin and an appetite t...
Love and kisses Eva
Start your search for bareback escorts
There are plenty of escort girls that enjoy the feel of skin on skin. To find a companions with similar preferences to your own, simply start your search in the escort location pages here.
Find Your Next Bareback Escort
To get started with a search to find your next escort that likes bareback fun, you just need to head over to the nearest city page and use the filter at the top of the page.
When you get to the location page, select the LIKES section of the filter and you will find everything you need.
Some Women Prefer Bareback Sex
It is a fact that you will find plenty of women who prefer sex without a condom. There are a numbe of reasons why this might be the preferred method of intercourse.
Some women prefer the feel of her mans skin. A condom can just feel unnatural inside her.
There are women whose skin can feel irritated after sex with a condom and so prefer a bareback experience.
Apart from the physical aspects of wearing a condom, there are psychological issues that could come into play. When a guys taked out a condom to wrap himself up, it can feel orchestrated and there is a chance that the moment can pass.
We could go on. There are so many issues surrounding this subject.
However, there is one factor you seriously need to consider. That is the need to wear a condom when you do not know someone. One night stands and paid encounters carry a higher risk than normal. I guess you don't need me to tell you that, but I really need to stress this.
We want you guys to be safe.
Be careful out there.