40 Year Gap Made No Difference

This was in the mid 1980s in Jamaica, in my teens and seriously keen on the female persuasion.

But after my initiation to gay foreplay at the local airport in Kingston, my curiousity to dabble that way again was never far from my thoughts. Balanced  by denial on my part.  

The gay urge was real and I was observing men in my community and wondering..hmm...could he be one? Whilst studying their crotch, thighs, nips, skin tone.

I began finding men equally attractive and sexy as I would normally view females.

Some of us would go to the seaside and local rivers and we guys were in our trunks and sometimes completely naked.

I could not but be turned on. 

Ruddy was my best friend from primary school days and whenever he spoke 121 he was always touching my shoulder.

Never thought Ruddy was giving any gaydar signals but those touches were doing unplanned things to my nether regions.

(In time Ruddy would name one if his sons after my name.)

I've always wondered but never asked.

Despite all this new found gay vibe I was shy by nature so any move by me on guys was a no-no and potentially sexual suicide.

But my next gay experience happened sooner than expected and was literally on my doorstep.

Dudley was a retired policeman but had moved on to be a pioneer in the local private security business. His wife was one of my former teachers at primary school.

Both were respected members of our local community. Dudley was in his late 50s and despite being retired from the police force he still packed a .38.

Despite their long marriage Dudley was known within the community as a bit of a ladies man. Women gravitated to him without any concerns for his respected wife.

Dudley was about 6ft 4, heavy set (250lbs+), dark skinned and because of his police background a bit of bullying snob.

The huge American gas guzzler that he drove around town indeed matched his combustible personality.

As kids we were slightly scared of this monster of man who we nicknamed "Wyatt Earp". Always had a gun in his waist.

Enough of that.

Dudley's wife - saw me in the streets- had asked me to drop off some shopping bags at her house which was next to nine.

Dudley was on the porch when I got to the house and he directed me to go straight in and leave the bags in the kitchen.

Dudley then told me to sit down for a while and have a chat. Before I could sit in one of the single chairs Dudley demanded I sit next to him on the 3 seater so we both were facing the street. 

Dudley asked me straight out which female I was fucking at the moment as we were girls watching from the verandah. He was blunt that way.

I said none but mentioned I was chatting to a girl 2 streets from us.

"You sure you not some batty boy? How come I never see you hanging out with any sexy girls?"

"No!" I replied. Pretending desperately to be outraged by his slurring remarks.

"Who you talking to like that boy"? Was Dudley response.

"Sorry about dat Mr Jones."

"You think me and you is fucking size?" he bellowed 

I didn't answer as I knew this former cop's reputation as a hard tempestuous man.

But Dudley then laughed and put his big left hand around my tensed shoulders pulled me towards him rubbing that hand up and down my side.

"Joke me running youth...just dont renk yourself with me."

Dudley placed my right hand on his crotch. I froze. Whats happening here? Was this a test or temptation? 

So I shifted slightly away from Dudley's
reach.
 
I was thinking "Surely this ladies man was not doing what I think he was doing." 

"How your skin is so smooth boi? Where you tink you going?.... Sit the clart down still."

I was saying nothing at this juncture. I did not know where to start.

Assuming Dudley had his .38 in close proximity I just stayed calm.

"Come with me and close the door behind you" said Dudley as he rose and entered the house heading towards his bedroom.

As I followed suit Dudley had already removed his shirt and sat on his Queen size four poster bed.

Now I could see upfront the power and strength in Dudley's broad upper body.
 
Dudley pulled me towards his lap and asked me if I was scared. 

Shake of the head.

By this time I spotted Dudley's erection and mine was sticking out in tune within my shorts.

Dudley kissed me on the lips and all over my face and neck.

"You like that?" He asked 

To me I didn't know what to feel initially. My thoughts on whether any would come in and find out.

I nodded to Dudley sheepishly.

"TARK bwoy"

I was still in a mixture of fear and excitement. Fear that Dudley's wife may be back and an excitement that yes this was so unexpected.

I kissed Dudley back and started lick his neck as well copying his actions.

Dudley was moaning and then pushed me back and said

"Wait! Looks like you've done dis already with a man?" 

I told Dudley that one of our near neighbour's son did "it" to me at the airport before he flew out.

Dudley started to laugh and said.

"I trained that one good. Is me break him in. But he left the island when his parents found him bed with Bredda Mack"

Small world I thought. Who else in the area had Dudley broken in?

In one swoop Dudley pivoted and my back was now flat on his bed with his body smothering all over.

We kissed and kissed more then Dudley started biting my neck and shoulders. Being the big softy I squealed.

Mass Dudley pulled back angrily and asked 

"You want me to stop bwoy?"

I shook my head with trepidation.

"Well shut your rawse mout before I have to give you something to squeal about."

The mannequin position was now taken by yours truly. 

This moment with Dudley just felt great and on a different scale to my airport gay virginity break out dalliance years early. 

Dudley was big over. He was not fat in the chubby sense just thick and solid in a humongous way. Everything of his was massive including his ears!

Thus that warm body of Dudley was smothering in a way that I never imagined. 

I felt safe.

Dudley's had a curvy arse. It was round and big! I gripped it.

Despite being relaxed and petted all over by Dudley I was mindful to listen out still for possibly anyone who may pull the front gate and enter.

This was the first time my cock was getting this much attention.

Then Dudley decided to reverse position and it was my turn me to worship his cock.

I hadn't seen a rock solid hard cock until this moment but Dudley's was long, uncut and heavily thick.

This was my first proper cock sucking assignment so I wasn't even sure if I was doing it right. My eyes were running under such force.

But Dudley's strong hand forced my head up and down on his cock and I was close to choking on his long thick contraption.

Dudley then proceeded to lay down on me partly and was rubbing his cock against my thigh. Nice feeling. 

You like all this? He asked

"Yes"

"But wait!!?.....Yes sir!" he demanded 

Affirmative 

His cock rubbing on me was getting faster the sweat was rubbing off bodies like a dripping towel despite the ceiling fan doing it's best cool the situation.

"For a skinny boy your wood (cock) big... Where you get that length from?"

Dudley was making louder groans, the bed was rocking in tune. Then Dudley shot his load all over my thigh whilst talking aggressively about his future sexual plans for me. He then turned over lying on his back and feeling satisfied and happy.

I was blown over by this exhilarating experience.

Job fulfilled.

Never saw this moment coming and suddenly thought...

"Deacon Dudley Jones, that bad ass former cop and reputable love machine of the women was into men!..

..Hallelujah!!!"

Dudley ordered me to get some tissue for him and take a quick shower.

Afterwards, we sat back on the porch as if nothing had happened but knowing full well this was a life changing moment and could not wait for the next sesh.

Dudley admitted candidly about being into men for decades. 

I was thinking maybe that could explain why he and his wife of 25+ years had separate bedrooms in this large six bed bungalow. 

All his 4 children were overseas.

We became really good friends and regular lovers.  But he was more of a dominant figure at all times.

Dudley would take me on drive outs in his suped up power steering tinted Hillman Hunter (family had 3 vehicles).

My parents and immediate acquaintances thought Dudley was just giving me driving lessons only. Dudley was in the driver's seat alright!

When Dudley's wife was overseas most winters I spent a lot time at his home as an administrator of his paper work relating to his justice of the peace and other civil duties in the community.

Dudley would expand on his gay escapades as a young police officer and the times he spent overseas meeting men during training courses in England.

He also surprised me when said there are far more bisexual men in Jamaica than society was willing to accept. Not just in high society but amongst our small town that had a population of close to 8000.

Dudley was a great sounding board to discuss my career ideas and he was quite stern if he wasn't impressed with my other social habits. 

Despite an age gap of over 40 years the unusual friendship between us worked well in its own coverted way. 

Dudley was not stuck in his ways.

I always showed Dudley respect and never over stepped my boundaries to think we were on equal footing.

He showed a personal interest in my well being that was missing from my immediate family.

Dudley loved his horse racing and sometimes I would join him on race days at the local track.

We kept in touch even when I emigrated and Dudley was delighted to continue our sojourn whenever I returned which was regular.

Upon one of my visits to Jamaica in the 1990s Dudley had taken on as admin support, Carl, from a former classmate of mine 

I couldn't help but quickly assume Carl doing more than admin support. 

Even if it was not sexual in later years Dudley and I enjoyed each others company so much that we hated it if there was a third party in close proximity.

One of the things we both enjoyed doing even in my adulthood wmwas massaging his entire body whilst I was naked with a variety of natural oils.

As Dudley would say over the years whenever I saw him...

"You is my prized batty boy ...remember dat"

When Dudley passed his immediate family were a bit miffed when he left me a decent amount of cash in his will.

I didn't take the money though but told his wife to ensure the money went towards funding some of the children in our community's school expenses.

Dudley wife did inquire once. "Tell me something. Dud batty you".

"No miss. . U mad?".

RIP Wyatt Earp and thanks for the memories.