All Woman
  • Home
  • Relationships
  • Features
  • Fashion & Beauty
  • Health & Fitness
  • Your Rights
  • Parenting
  • Advice
    • Home
    • Relationships
    • Features
    • Fashion & Beauty
    • Health & Fitness
    • Your Rights
    • Parenting
    • Advice
Women spill the beans: The worst sexual experience I’ve ever had
All Woman, Relationships
October 13, 2016

Women spill the beans: The worst sexual experience I’ve ever had

When it comes to intimacy, many times the success of the coupling is touch and go. Some things go great, so great that some people get entered into the ‘greatest lover’ hall of fame; and sometimes things are so bad, that they leave a bitter taste in the mouth for long after.

What has been your worst romp in the sack? Below, women share:

Allysa:

He had promised that he was great in bed, in fact, he had outlined to me his prowess with his mouth like an interviewee who tries to sell himself during an interview. Needless to say I was captivated, and after hearing him promise time and again that he was the bomb, I relented and we ended up at my place. We had eaten food that he had slathered in pepper sauce before getting naughty; and you can imagine where the story goes after that. He was a voracious feaster, and suffice it to say, I was burning for hours after the experience.

Jennifer:

I was 17 and was in charge of my brothers and sisters while my mother would go to work. This was in the country in the 90s, and we lived in the deep rural area with plenty vegetation. I had a boyfriend, but getting frisky was always difficult as there was always the prying eyes of my young siblings. One day he suggested that we go for a walk in an open field next to the house while the kids were napping. We ended up under a guava tree and started kissing and petting. He got my shirt off, but that was as far as he got before I started feeling intense pain over my legs. The dreaded cow-itch had struck, and I had welts on my body for days. I learnt never to get busy in bushes again.

Sally:

I thought things were getting too boring between my husband and I, so I asked if he was bored too, and he suggested that we try what I later read was the reverse cowgirl. Now I consider myself not quite a prude but definitely not too experimental, and I did tell him that I wasn’t quite comfortable with the logistics of what he was recommending. He insisted though, and I got to climbing. Well all didn’t go as planned. I slipped, landed face down on the floor, and his manhood got a massive twist. He groaned in agony, and though it wasn’t a situation that warranted a hospital visit, he didn’t let me come near him for a few months after that incident.

Johanna:

I have asthma and my boyfriend is quite big – 6’2, while I am quite small – 5 ft. With those dynamics, certain positions won’t work for us. But one night he got super excited and obviously forgot about my size and my condition. He was on top, and at some point his arms must have got tired because he wasn’t supporting himself and I had to bear all his weight. I started wheezing and had to grab my pump for relief when he finally realised what was happening.

Lisa:

I consider myself an equal opportunity lover – I won’t judge you because you may have certain shortcomings. But in this instance, though he had a very wide girth and was packing about 350 pounds, this guy insisted that he was blessed like a donkey. Well, even though logic would dictate that what he was suggesting wasn’t possible, I still decided to give him a chance. We went out a few times before we eventually ended up in bed, and when he undressed, lo and behold, I was proven right. Not only was he not blessed at all, he was a miniature version of the typical man. I hissed my teeth and called a taxi to go home.

{"website":"website"}{"allwoman":"All Woman"}
0 Comments · Make a comment

HOUSE RULES

  1. We welcome reader comments on the top stories of the day. Some comments may be republished on the website or in the newspaper; email addresses will not be published.
  2. Please understand that comments are moderated and it is not always possible to publish all that have been submitted. We will, however, try to publish comments that are representative of all received.
  3. We ask that comments are civil and free of libellous or hateful material. Also please stick to the topic under discussion.
  4. Please do not write in block capitals since this makes your comment hard to read.
  5. Please don't use the comments to advertise. However, our advertising department can be more than accommodating if emailed: advertising@jamaicaobserver.com.
  6. If readers wish to report offensive comments, suggest a correction or share a story then please email: community@jamaicaobserver.com.
  7. Lastly, read our Terms and Conditions and Privacy Policy
ALSO ON ALL WOMAN
2026: The year of intention
All Woman, Features
2026: The year of intention
ALAISHA THOMAS 
January 5, 2026
FOR many modern women, the new year isn’t about doing more, it’s about doing what’s actually sustainable. The focus has shifted from performance to pr...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
She wants a ring this year
Advice, All Woman, Features
She wants a ring this year
Christopher Brodber 
January 5, 2026
Counselllor, Women are the ones who are usually concerned about timing of proposals, but as the new year starts, I’m realising that my partner and I a...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Can I sue the parents of my child’s bully?
All Woman, Features, Your Rights
Can I sue the parents of my child’s bully?
Margarette Macaulay 
January 5, 2026
My child has been repeatedly bullied at school and I have made several reports, but not much has changed. The school has suspended the offender a few ...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Manipulated into accepting less than
All Woman, Features, Relationships
Manipulated into accepting less than
Lichelle Palmer 
January 5, 2026
IF you’ve ever talked yourself out of something you wanted because a man told you it wasn’t realistic, this piece is for you. It may not have been bec...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Kerry-Ann Stimpson: A passion for brand success
All Woman, Features
Kerry-Ann Stimpson: A passion for brand success
December 29, 2025
AT the heart of JMMB Group’s dynamic marketing strategy is a leader who believes in the power of engaging and empowering employees to be a brand’s bes...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
The proactive woman’s guide to better relationships in 2026
All Woman, Features, Relationships
The proactive woman’s guide to better relationships in 2026
Marie BERBICK-BAILEY 
December 29, 2025
AS someone who has made some unwise relationship choices in my life, I can certainly help you avoid some of those mistakes. Ladies, let’s face it: if ...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Dealing with depression during the holidays
Advice, All Woman, Features
Dealing with depression during the holidays
Christopher Brodber 
December 29, 2025
Counsellor, I am incredibly depressed his holiday season, as this year my marriage ended, and my eldest child also moved away for college and isn’t co...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Krystle Thorpe: Building a life of purpose, one client at a time
All Woman, Features
Krystle Thorpe: Building a life of purpose, one client at a time
December 22, 2025
WITH warmth, grace, and a quiet strength that instantly puts her clients at ease, Krystle Thorpe has become a shining example of what it means to serv...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
❮ ❯
Scroll
Polls
2026: The year of intention
All Woman, ...
2026: The year of intention
ALAISHA THOMAS 
January 5, 2026
FOR many modern women, the new year isn’t about doing more, it’s about doing what’s actually sustainable. The focus has shifted from performance to pr...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
She wants a ring this year
Advice, ...
She wants a ring this year
Christopher Brodber 
January 5, 2026
Counselllor, Women are the ones who are usually concerned about timing of proposals, but as the new year starts, I’m realising that my partner and I a...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Can I sue the parents of my child’s bully?
All Woman, ...
Can I sue the parents of my child’s bully?
Margarette Macaulay 
January 5, 2026
My child has been repeatedly bullied at school and I have made several reports, but not much has changed. The school has suspended the offender a few ...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Manipulated into accepting less than
All Woman, ...
Manipulated into accepting less than
Lichelle Palmer 
January 5, 2026
IF you’ve ever talked yourself out of something you wanted because a man told you it wasn’t realistic, this piece is for you. It may not have been bec...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Kerry-Ann Stimpson: A passion for brand success
All Woman, ...
Kerry-Ann Stimpson: A passion for brand success
December 29, 2025
AT the heart of JMMB Group’s dynamic marketing strategy is a leader who believes in the power of engaging and empowering employees to be a brand’s bes...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Archives
Polls
Recent Posts
2026: The year of intention
All Woman, ...
2026: The year of intention
ALAISHA THOMAS 
January 5, 2026
FOR many modern women, the new year isn’t about doing more, it’s about doing what’s actually sustainable. The focus has shifted from performance to pr...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
She wants a ring this year
Advice, ...
She wants a ring this year
Christopher Brodber 
January 5, 2026
Counselllor, Women are the ones who are usually concerned about timing of proposals, but as the new year starts, I’m realising that my partner and I a...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Can I sue the parents of my child’s bully?
All Woman, ...
Can I sue the parents of my child’s bully?
Margarette Macaulay 
January 5, 2026
My child has been repeatedly bullied at school and I have made several reports, but not much has changed. The school has suspended the offender a few ...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Manipulated into accepting less than
All Woman, ...
Manipulated into accepting less than
Lichelle Palmer 
January 5, 2026
IF you’ve ever talked yourself out of something you wanted because a man told you it wasn’t realistic, this piece is for you. It may not have been bec...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Kerry-Ann Stimpson: A passion for brand success
All Woman, ...
Kerry-Ann Stimpson: A passion for brand success
December 29, 2025
AT the heart of JMMB Group’s dynamic marketing strategy is a leader who believes in the power of engaging and empowering employees to be a brand’s bes...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Archives
All Woman
Jamaica Health, Beauty, Weddings &` Motherhood Stories for the Jamaican Woman.
Sections
  • Relationships
  • Features
  • Fashion
  • Health & Fitness
  • Your Rights
  • Parenting
  • Advice
  • Relationships
  • Features
  • Fashion
  • Health & Fitness
  • Your Rights
  • Parenting
  • Advice
Jamaica Observer, © All Rights Reserved