Life's journey

Grindr hookups (part 2)

After dropping Van back to his place Sunday night, Jake check Grindr for any new messages. Both the latino guy and aussie guy (who had previously said no) had replied.  Paulo the latino guy said he was keen and available nights after work.  Sam the aussie guy apologized for his initial response and said he would like to meet and see what happens. I told Jake to end them both a selfie of us both as he did with Van, set up an evening after work this week to meet Paulo and to get Sam to commit as I just had a feeling, he was a player.

Wednesday night was locked in quickly for Paulo and we waited for a response from Sam. My first few days back at work after Christmas / New Year break were crazy busy so I looked forward to relaxing and meeting Paulo. Jake moved himself permanently into my bedroom and returned his to the guest room it was prior to his arrival.

A knock on the door around 7.15pm signaled Paulos arrival, Jake open the door wearing only a jock-strap and baseball cap on backwards. Paulo was wearing a tight pure white t-shirt and tight blue knee length jeans. His hair was still wet, presumably from showering after work.  He was a naturally slim build, those tight jeans showing of a petite small firm ass.

Jake gave him the tour inside and out, them escorted him to the bedroom, me following with some drinks. Not wasting any time Jake removed Paulos t-shirt, laid him on the bed remove his shows and socks, followed by his jeans and jocks. That revealed a lean but hard body, no definition, not and once of fat on him, a lovely shade of light brown skin, shaved pubes and a soft cut cock. Paulo look so appetizing.

We laid either side of him and started with some light caressing of his body, his chest, nipples and legs before moving to his cock. His manhood rose to attention pretty quickly, a beautifully shaped 6 inch, average in thickness hard as concrete cock.  Jake asked Paulo if he wanted to top him, the smile said it all. I suggested we use the padded apparatus Jake enjoyed so much when we had Felix's Asian buddies over before Christmas.

I retrieved it from the garage. Set it up on the floor and the end of the bed and Jake took his place on it. Paulo was quite intrigued by the apparatus and took a good look at it. I asked him if he ate ass, “No” was his response, “Well let me open him up for you” I responded, telling him to put his cock in Jakes mouth to keep it alert, erect and ready.

Eagerly I inserted my tongue into Jakes ass pushing deep till he started to moan. I jumped up, rubbed some lube along the length of Paulo’s shaft and took my place on the bed ready for tonight’s entertainment. Paulo fucking technique didn’t exactly start in 1st gear and then progressively move up to 6th gear. He inserted his pole and started trusting at maximum intensity right from the start. I knew Jake would be Ok with this particularly given Paulo’s cock wasn’t massive.

Paulo had huge stamina in that slim, lean body of his, I as getting turned on not by his trusting but watching that small petite ass of his take a different complexion on the in and out motions. I wondered how a decent size cock wouldn’t break him in half. I told him that as soon as he blew he needed to swap places with Jake. He was far from done though, appearing to not take a break as he focused intently on pleasuring Jakes ass. I as hard and ready for Paulo’s ass.

I have never been a clock watcher in sex to see how long someone can last as I don’t see it overly relevant and why would you be watching the clock if you were enjoying yourself anyway?

After was seemed an eternity Paul asked Jake where he should cum. “I want your love juices in me” Jake retorted and soon after Paulo dumped his load as instructed. Paulo got himself comfortable in Jakes position, oh my what a beautiful, stretched ass was then presented to Jake and I, small, firm and hairless. I rubbed some lube along his annus with my finger, then inserted it to open him up, before entering him with my cock, he was so tight, I guess a small ass had to be. I pushed in slow and deep as Jake stood in front of Paulo and fed him his cock. “Let’s take turns JA” Jake said and after a few minutes we swapped positions which we did every 5 minutes or so for the net hour or so. The two cocks of different shapes and fucking styles had Paulo moaning loudly.

Jake and I eventually blew in Paulos face as he wasn’t yet comfortable with having our juices inside him.  

The fact Paulo asked if we could meet again suggested he enjoyed himself. Jake and I were both keen and canvassed some of the things we could collectively do including outdoors (both at our place and other places) and bondage. Paulo said he had never tried outdoors, but would, providing the places were discrete.

Jake and I chatted as we cuddled in bed after Paulo left debating whether we liked Van or Paulo best and if we should even bother with Sam. Jakes view was that we needed to do more with both (i.e.: we hadn’t tested Paulo’s oral skills and Jake hadn’t been fucked by Van) before deciding which was completely logical and fair to both.

Next morning, we had a Grindr message from Sam saying he did want to meet but o first meet just wanted to get to know us without he pressure of sex so he could decide if we were right for him of not.

Fair enough I thought, if he meets us and doesn’t like as so be it. Sam said he was on forced leave from work at the moment due to the pandemic and could meet anytime but would prefer a public place first off. Again “fair enough” I thought. Sam lived on the Western or Beachside of the city so we agreed to met on the lawns by the Henley jetty the next night.

Henley square was as busy as always on summers night, the agreed meet time had come and gone, no sign of Sam, no Grindr messages. “He’s a player” I said to Jake and we started to discuss heading home, before a voice from behind said “John?, Jake?” We turned standing behind us was the same guy as per Grindr profile, tanned, blondish hair, aussie surfer type wearing boardie’s and a t-shirt. “Hey Sam” we said simultaneously motioning for him to take a seat beside us.

Jake repeated the same stuff about us, who we were, what we were looking for etc as he had with Van. Sam said he was wary about online meets and hence wanting a public meet first up to ensure we were all legit. He admitted to having little sexual experience with guys (but did with chicks), that he had long perved on half naked guys at the beach and other than the odd handjob had never tried anything, had often fantasized about sex with guys and decided it was time to try the real thing. He seemed quite genuine and was proving my initial suspicions about him wrong.

We said that we had a stay secure, private home and that sexual limitations are 100% respected and that he could drive the pace at which things did or didn’t happen and were happy to show him whatever he wanted.  Jake asked if there was anything in particular, he wanted to try, not surprising sucking a cock was his number one but he also talked about kissing and fucking. He also said he wanted to watch 2 guys have sex in the flesh as he had only ever watched porn. All of the above were easy enough for Jake and I to facilitate and who doesn’t like breaking in a newbie so we were both keen.

We agreed he would come for a swim the next day and get used to our place so he was comfortable before getting into anything sexual.

Never have I seen a more nervous person when I opened the front door to Sam. I had told Jake before not to quite be as forward as he had with Van and Paulo or he would send him running. I poured Sam a lemonade and took him to the pool deck where Jake was sunning himself in his boardie’s. After a chat I suggested that Sam enjoy the pool with Jake, he quickly took of his shirt revealing a nice defined surfers body much like Jakes and jumped into the pool.

I decided it should be my role to initiate any sexual activity as I would be little more discreet with my words and actions. Cautiously I asked Sam, “would you like to try anything tonight?”. “Yes” but nothing too heavy he replied. I suggested we all get naked for a start, so he could feel comfy in our presence. Jake and I did first and the after pregnant pause Sam followed. His naked body was again much like Jakes, some very light hair on his upper chest and legs. His pubic hair had recently been given a trim and his cock around 4 inches cut and flaccid.

“Why don’t you show us how big you are?” I asked motioning that Sam stroke his cock for us. “Only if you guys do” he said nervously.  We all started stroking ourselves, Jake and I were fully erect first, Sam’s nervousness still likely controlling his horniness. To help him out I said “Jake, come and suck me.” Jake came to my chair took my cock I his mouth as he continued to stroke himself.

Sam eyes became fixed on my cock as if appeared and disappeared into and out of Jakes mouth, I watched him intently as Jake went about his work.  When I thought Sam had himself nice and hard I asked “Would you like the same from Jake”?, after a pause he said “Yes” and Jake duly took up the same position taking Sam’s now 8 inch cock into his mouth. “First time?” I asked, he nodded affirmatively, “Enjoy” I responded enjoying his facial expressions and body movements as Jake took him to the edge. “If you don’t want to cum just tap Jake on the shoulder” I advised, “Otherwise let your whole body go.”

Sam exploded in Jakes mouth, Jake spitting it onto the pool deck, smiling back “hope you enjoyed”. “That was fucking better than any girl” Sam claimed, the 3 of us laughed at that one, but it was too true.

Sensing we could take things further I asked, “Would you like to try sucking one of us?”. “I will give it ago but don’t judge me he said” as he took Jakes erection into his hand gave it a few soft jerks then put his tongue on the cock head. “You don’t have to take in in your mouth”, I said, “Just lick the outside of it and enjoy its warmth, texture and hardness". Sam stopped after a few minutes presumably not knowing what to do next. “Would you like to see me cum?” Jake asked. “Yeh man” replied Sam as Jake stood in front of him and put on a masterclass in masturbation until he came all over Sam chest.

“You guys sure know what your doing”, Sam said. I knew that would about do it for the day and pondered the question to him “Would you like to come again?”. “For sure” he responded “but I want to take things slow” putting a disclaimer on the whole thing. “You have our number, message us when you’re ready” we said.

Jake and I now had what some might consider an envious problem. We had met 3 very different guys and enjoyed them for different reasons and in different ways, but did we need 3 regulars. Not really was the clear answer. “It will take care of itself”, Jake mused “we may not hear from one of them again and that saves us making a decision” he added.

“Good thinking” I said.