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
5 habits of women who inspire change
All Woman, Features
5 habits of women who inspire change
ALAISHA THOMAS 
June 1, 2026
SOME women are constantly celebrated for their ability to bounce back from challenges, empower others, and make a meaningful difference in the world a...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Single father loading…
Advice, All Woman, Features
Single father loading…
Christopher Brodber 
June 1, 2026
Counsellor, I was a teen mom who had two children — twins — before my current relationship. Both older kids just graduated high school and will be mig...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Flexibility is not a perk, it’s a necessity for working mothers
All Woman, Features
Flexibility is not a perk, it’s a necessity for working mothers
June 1, 2026
FOR generations, Jamaican women have carried two full-time roles at once — building careers while managing the invisible weight of caregiving, househo...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Here for a good time, not a long time
All Woman, Features, Relationships
Here for a good time, not a long time
JEVAUGHNIE SMITH 
June 1, 2026
HOW does a woman know when a man isn’t truly available, even if he acts like he is? It’s rarely obvious at first. There’s no single moment that confir...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
5 things that draw good girls to bad boys
All Woman, Features, Relationships
5 things that draw good girls to bad boys
Marie BERBICK-BAILEY 
June 1, 2026
ALMOST every woman knows a good girl who fell for the wrong man. She saw all the warning signs but still fell deeply for a ‘bad boy’. She was warned a...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
PCOS renamed: What it means for women
All Woman, Features, Health, ...
PCOS renamed: What it means for women
June 1, 2026
POLYCYSTIC ovary syndrome (PCOS) has been renamed polyendocrine metabolic ovarian syndrome (PMOS), a change that better explains the condition that af...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Menopause in the workplace: Why Jamaica must pay attention
All Woman, Features, Health, ...
Menopause in the workplace: Why Jamaica must pay attention
Dr Astrid Batchelor 
May 31, 2026
WHEN workplaces support women through menopause, they are not just improving staff health and well-being, they are protecting experience, leadership, ...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Natalia Fennell: Helping women reclaim their bodies through movement
All Woman, Features
Natalia Fennell: Helping women reclaim their bodies through movement
Jhordan-Ashlé Newby 
May 25, 2026
FOR many women, pain has become normalised — from crippling cramps to persistent backaches and even heavy bleeding that leaves them exhausted for days...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
❮ ❯
Scroll
Polls
5 habits of women who inspire change
All Woman, ...
5 habits of women who inspire change
ALAISHA THOMAS 
June 1, 2026
SOME women are constantly celebrated for their ability to bounce back from challenges, empower others, and make a meaningful difference in the world a...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Single father loading…
Advice, ...
Single father loading…
Christopher Brodber 
June 1, 2026
Counsellor, I was a teen mom who had two children — twins — before my current relationship. Both older kids just graduated high school and will be mig...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Flexibility is not a perk, it’s a necessity for working mothers
All Woman, ...
Flexibility is not a perk, it’s a necessity for working mothers
June 1, 2026
FOR generations, Jamaican women have carried two full-time roles at once — building careers while managing the invisible weight of caregiving, househo...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Here for a good time, not a long time
All Woman, ...
Here for a good time, not a long time
JEVAUGHNIE SMITH 
June 1, 2026
HOW does a woman know when a man isn’t truly available, even if he acts like he is? It’s rarely obvious at first. There’s no single moment that confir...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
5 things that draw good girls to bad boys
All Woman, ...
5 things that draw good girls to bad boys
Marie BERBICK-BAILEY 
June 1, 2026
ALMOST every woman knows a good girl who fell for the wrong man. She saw all the warning signs but still fell deeply for a ‘bad boy’. She was warned a...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Archives
Polls
Recent Posts
5 habits of women who inspire change
All Woman, ...
5 habits of women who inspire change
ALAISHA THOMAS 
June 1, 2026
SOME women are constantly celebrated for their ability to bounce back from challenges, empower others, and make a meaningful difference in the world a...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Single father loading…
Advice, ...
Single father loading…
Christopher Brodber 
June 1, 2026
Counsellor, I was a teen mom who had two children — twins — before my current relationship. Both older kids just graduated high school and will be mig...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Flexibility is not a perk, it’s a necessity for working mothers
All Woman, ...
Flexibility is not a perk, it’s a necessity for working mothers
June 1, 2026
FOR generations, Jamaican women have carried two full-time roles at once — building careers while managing the invisible weight of caregiving, househo...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
Here for a good time, not a long time
All Woman, ...
Here for a good time, not a long time
JEVAUGHNIE SMITH 
June 1, 2026
HOW does a woman know when a man isn’t truly available, even if he acts like he is? It’s rarely obvious at first. There’s no single moment that confir...
{"xml":"xml"}{"allwoman":"All Woman", "jamaica-observer":"Jamaica Observer"}
5 things that draw good girls to bad boys
All Woman, ...
5 things that draw good girls to bad boys
Marie BERBICK-BAILEY 
June 1, 2026
ALMOST every woman knows a good girl who fell for the wrong man. She saw all the warning signs but still fell deeply for a ‘bad boy’. She was warned a...
{"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