Gary And His New Shorts
I think I had a pretty good handle on the closeness of Beth’s family life by the pictures Rosie had on her phone plus the excitement of Beth wanting a pair of shorts for Gary and with his younger sister being present while I sorted them out only enhanced the fact, Beth told me that Rosie was good at needlework and while it only involved picking stitches I guess having her here to witness the event can only be beneficial, especially as she saw my reaction seeing a picture of a naked Gary and his rather nice sized uncut boner.
I had made plenty of juice and was chilling out watching TV in just my tatty old shorts when the back gate opened and an excited Rosie came running down the path followed by her brother Gary, I must say that Rosie did look sweet dressed in a short denim skirt buttoned up the front and a rather small baggy crop top and Gary in just a tee shirt and shorts and I thought he was quite slim for a 16yo. “Hello sir” said Rosie as she slipped her trainers off at the door and ran up to me in her bare feet, “So glad to be back so soon sir” she added as she wrapped her arms around me giving me the best hug possible.
“This is Gary” she said pointing to her brother, I walked across and shook his hand, “Hi Gary, welcome to the mad house” I said noticing him looking down at my shorts, “Wow sir, those are kinda cool sir” he said surveying me.
“Aren’t they simply great Gary” Rosie said excitedly, “You would look great in a pair” she added as they both sat on the sofa and straight away even with Rosie’s knees together I could see the white of her panties.
“Can I get you guys a drink of juice?” I asked politely and while Rosie excitedly said “Yes” Gary just nodded his head, I wasn’t sure if he was aware that Rosie had shown me his photos so I made no reference as I went out to get the drinks.
I took the drinks in and handed them to Gary and Rosie and then went back to get one for myself and as I returned they had drunk half of it and Rosie was reaching across to put it on the side table and in doing so gave me a wonderful view up her skirt, her white panties were tight into her crotch and I could just make out the impression of her lips underneath the thin fabric, she straightened up and smiled knowing that I had been looking and with Gary still looking at my shorts wondering if something like that would work for him, I am sure they had already had a conversation about it and the fact that he was here confirmed his interest.
“So do you have an old pair of Boxers Gary?” I asked and he nodded, “Yes sir, I have them under my shorts sir” he replied and I think Rosie was getting excited knowing her brother was about to remove his shorts, “Show him then Gary” she said in a dominant voice forcing Gary to stand up and pull down his shorts to reveal a rather shabby pair of boxer shorts which had certainly seen better days. “Hmm, I think they will be perfect” I said as I looked at the front and seeing the frayed fly open and the sight of a few pubic hairs showing and just a hint of skin as his cock hung down, they were quite short too which made them even better for the purpose.
His tee shirt hung a bit too low and I felt would impede our work, “Maybe if you slip off your shirt Gary” I asked softly and he looked at Rosie who was nodding her head in approval so Gary pulled his shirt up over his head and handed it to his younger sister who was looking rather pleased as seeing her bother in just an old pair of shorts. I must say that Gary did have a rather good body on him, a smooth chest and just a hint of dark hair creeping out the top of his shorts. “That’s better” I said as I took a seat next to Rosie asking Gary to turn around and face us.
Gary seemed a little nervous which made me wonder if any other males had been this close to him but with the encouragement of his sister he was holding up well as he stood in front of us, “Mum wants a picture when we’re done” said Rosie with a faint giggle and I think being the instructions of his mother Gary wasn’t about to back down, showed total respect for his elders. I could see a bit of movement under his tatty old boxers and I think the last thing HE wanted was to get a boner however for Rosie and me I think it would be an inevitable occurrence, in fact I think Rosie was actually looking forward to it happening especially as she glanced down at my lap to see how it was effecting me.
Gary looked down too when he saw Rosie’s glance and could see the front of my shorts rising and knew it would probably happen to him too, “Is it alright to get a boner sir?” he asked and before I could answer Rosie chipped in, “Of course it is silly” she said smiling which I think put the young lad at ease so he wouldn’t be embarrassed when the inevitable happened.
“Right, lets have a look at these seams” I said softly as I reached out and grabbed the bottom hem of his shorts and not only feeling his thigh on the back of my hand but I also accidentally touched his cock as I grabbed the frayed old cotton, “Oops, sorry” I said as Gary looked down, “It’s ok sir” he said quietly.
I had a small pair of scissors and was able to start unpicking the stitching up the side of his shorts and due to the age of them it was remarkably easy and I could see him starting to harden up which was causing a bit of a strain on the fabric which if anything helped the stitching to come apart, Rosie was watching intently and smiled when she saw the bulge appearing, “Wow Gary, looking good Bro” she said as I started to pick out the broken threads from the side and before long one side was done which luckily was the side his cock was so we got an instant view of his stiffening cock, Mmm it did look nice and was so tempting but I wanted to get the other side done.
I turned him around so I could get to the other seam and now he was almost facing Rosie who was incredibly happy to have his erection showing on one side of his shorts and as I unstitched the other side Rosie sat there smiling the whole time and I have to say not only was he looking rather good it was also having a very arousing impact on me too and I think it helped that I got a boner too which made him feel better.
I turned him back to face me and now with the shorts all done he looked hot, his cock had risen and with his balls hanging low and his cock pushing up the side of his shorts Rosie was quick to take a few pictures to send to her mum.
“Wow Gary, that looks awesome” I said as he looked down and not only did he see the front of his shorts raised but he saw the front of my shorts raised which I think made him feel so much better, “What do you think Rosie?” I asked and she could hardly contain her excitement, “Wow sir, you done a great job sir” she said looking closely at his bits on full view, “How do they feel Gary” I asked and he seemed rather pleased, “Fells good sir, I like them and they will be great to wear at home” he said with a smile and it seemed her was edging closer to me which I had no problem with because he did have a genuinely nice uncut cock.
I reached forward wrapping my fingers around his shaft, “Um.. what are you doing sir?” he gasped in a concerned voice, “Oh I am just seeing if any adjustment is needed Gary, nothing to worry about” I replied and could see Rosie staring at me to see what I was doing or more importantly what I was about to do remembering my reaction at seeing his pictures. “Are you going to suck it sir?” Rosie asked as I pulled his cock free with the head pointing at me, Gary sighed and was so hard that I don’t think he cared if another male sucked his cock and I looked up at Gary, “I don’t mind you sucking it sir if you want to sir” he said softly and with Rosie looking on I slowly leant forward pulling his skin back to expose his shiny purple head which was oozing his precum.
“Go on sir, this is so hot” Rosie said in encouragement as I started to lick around his swollen head tasting his precum which had a nice taste to it and before long I was running my tongue up and down and all around his solid shaft even sucking on his balls which sent the poor lad into a frenzy as he reached down putting his hands on my shoulders to balance himself, Rosie was so into it that she took a few pics to send her mum who had already replied saying she loved the shorts.
Gary’s knees started to wobble as I started to deepthroat him bobbing my head up and down in a steady rhythm using my tongue to good advantage as I did so and as I cupped his full balls I knew I was in for a pretty big load.
“I’m gonna cum sir, do you want it in your mouth sir.. Mmm yes sir, OMG!!” he cried and before I could even acknowledge his statement I felt his hot creamy cum shooting into my mouth and I had to adjust and swallow damn quick to keep up with the violent spurts hitting the back of my throat. Rosie could see my struggle and I had to pull back as there was so much and bless her if she didn’t get her mouth straight there to take the last couple of spurts, “OMG sir, WOW!” Gary sighed as his sister finished him off sucking the last few drops from his rigid cock and I was guessing that this boy could go on much more but damn, his cum tasted so fucking good and my cock was solid as a rock after sucking that young cock. “Mmm so good sir” sighed Rosie as she sucked the last few drops and finally pulled away sitting back on the sofa and reaching across to get her drink.
I stood up with my cock sticking out the front of me and walked across to get my drink, Gary and Rosie both watched me and then returned to their seat on the sofa finishing off their drinks.
Gary looked up seeing my arousal, “Wow sir, you do look good in those sir” he said as her looked at Rosie for confirmation, “Yes sir, you look awesome sir” she said softly and I wondered what experience Gary had with other males. I walked across the room so her could get a closer look and I saw his eyes widen as he stared at my boner standing up lifting my shorts, “Go on Gary, touch it Bro” Rosie said encouraging him making me think that she was excited seeing two guys together, based on her watching me sucking him confirmed that assessment.
“Is it ok if I touch it sir?” he asked as he reached out wrapping his little hand around the shaft pulling it out into the open, “Wow!” sighed Rosie as she watched her brother start to stroke my boner, he looked up at me as if to ask if he could suck it and with a nod of my head I heard Rosie gasp as Gary wrapped his lips around my swollen head, “OMG, you’re actually sucking him, so cool” she said as she watched her brother bobbing his head up and down and although he was a novice it felt rather good, I think his inexperience gave it an extra edge and my knees started to shake as I felt the back of his throat forcing him to gag and withdraw.
“Am I doing ok sir?” he asked as he got back on it, “Oh yes Gary, you’re doing great” I said in an encouraging voice and with Rosie sitting back on the sofa giving me a nice peek up her denim skirt I was starting to think how he would react if I came in his mouth, I was about to find out.
Actually, Gary was getting into it now and I could see it was turning Rosie on as she started to undo the buttons on her denim skirt and very quickly her skirt was open and she was not only showing her rather skimpy white cotton panties but her hand was going down inside them, Gary saw this in the corner of his eye and I could see the front of his shorts starting to rise.
Gary now had his hands up the back of my shorts and was squeezing my arse cheeks and his fingers were searching inside my crack and the feeling of what he was doing with his mouth and tongue added with the visual of Rosie with her hand down her panties was just too much for me and I could feel my balls tightening and I was ready to unload and just hoped that Gary was ready to receive. I think her felt my cock starting to erupt and seemed ready for the onslaught as I could feel his suction, “OMG YESSSS!” I cried out as the first spurt hit the back of his throat and he did great in swallowing quickly and the sight of me cumming in his mouth spurred Rosie on as she brought herself to orgasm with her little fingers.
Gary did remarkably well as he swallowed the whole load and then still wouldn’t let go as he sucked the last drops from me and I could tell by his murmurings that he was enjoying the experience, Rosie finished and pulled her fingers out and reached up to me and put her sticky fingers into my mouth and I have to say they tasted so sweet. Gary was looking incredibly pleased with himself as he pulled away licking his lips and savouring the aftertaste of his first mouthful of male juice, “Mmm sir, that was so good sir” he sighed as he lay back on the sofa with his stiffened meat standing upright in full view, Rosie looked down at him and it was obvious he was ready for another round, Oh to be 16 again!!
Gary was looking at how his cock stood up in full view of everybody and I could see in his eyes that he loved the shorts and how he would be able to wear them at home, I stood up and finished my drink and although it wasn’t that late I was considering that we all go to bed and told them that they could both sleep in my bed as the spare room wasn’t made up, they both agreed and with all drinks finished we made our way upstairs and with Rosie in just her panties and baggy crop top not only did I get a peek up the inside seeing her little bee stings I also had her arse in front of my face with her panties wedged into her crack, such an arousing sight.
I had made plenty of juice and was chilling out watching TV in just my tatty old shorts when the back gate opened and an excited Rosie came running down the path followed by her brother Gary, I must say that Rosie did look sweet dressed in a short denim skirt buttoned up the front and a rather small baggy crop top and Gary in just a tee shirt and shorts and I thought he was quite slim for a 16yo. “Hello sir” said Rosie as she slipped her trainers off at the door and ran up to me in her bare feet, “So glad to be back so soon sir” she added as she wrapped her arms around me giving me the best hug possible.
“This is Gary” she said pointing to her brother, I walked across and shook his hand, “Hi Gary, welcome to the mad house” I said noticing him looking down at my shorts, “Wow sir, those are kinda cool sir” he said surveying me.
“Aren’t they simply great Gary” Rosie said excitedly, “You would look great in a pair” she added as they both sat on the sofa and straight away even with Rosie’s knees together I could see the white of her panties.
“Can I get you guys a drink of juice?” I asked politely and while Rosie excitedly said “Yes” Gary just nodded his head, I wasn’t sure if he was aware that Rosie had shown me his photos so I made no reference as I went out to get the drinks.
I took the drinks in and handed them to Gary and Rosie and then went back to get one for myself and as I returned they had drunk half of it and Rosie was reaching across to put it on the side table and in doing so gave me a wonderful view up her skirt, her white panties were tight into her crotch and I could just make out the impression of her lips underneath the thin fabric, she straightened up and smiled knowing that I had been looking and with Gary still looking at my shorts wondering if something like that would work for him, I am sure they had already had a conversation about it and the fact that he was here confirmed his interest.
“So do you have an old pair of Boxers Gary?” I asked and he nodded, “Yes sir, I have them under my shorts sir” he replied and I think Rosie was getting excited knowing her brother was about to remove his shorts, “Show him then Gary” she said in a dominant voice forcing Gary to stand up and pull down his shorts to reveal a rather shabby pair of boxer shorts which had certainly seen better days. “Hmm, I think they will be perfect” I said as I looked at the front and seeing the frayed fly open and the sight of a few pubic hairs showing and just a hint of skin as his cock hung down, they were quite short too which made them even better for the purpose.
His tee shirt hung a bit too low and I felt would impede our work, “Maybe if you slip off your shirt Gary” I asked softly and he looked at Rosie who was nodding her head in approval so Gary pulled his shirt up over his head and handed it to his younger sister who was looking rather pleased as seeing her bother in just an old pair of shorts. I must say that Gary did have a rather good body on him, a smooth chest and just a hint of dark hair creeping out the top of his shorts. “That’s better” I said as I took a seat next to Rosie asking Gary to turn around and face us.
Gary seemed a little nervous which made me wonder if any other males had been this close to him but with the encouragement of his sister he was holding up well as he stood in front of us, “Mum wants a picture when we’re done” said Rosie with a faint giggle and I think being the instructions of his mother Gary wasn’t about to back down, showed total respect for his elders. I could see a bit of movement under his tatty old boxers and I think the last thing HE wanted was to get a boner however for Rosie and me I think it would be an inevitable occurrence, in fact I think Rosie was actually looking forward to it happening especially as she glanced down at my lap to see how it was effecting me.
Gary looked down too when he saw Rosie’s glance and could see the front of my shorts rising and knew it would probably happen to him too, “Is it alright to get a boner sir?” he asked and before I could answer Rosie chipped in, “Of course it is silly” she said smiling which I think put the young lad at ease so he wouldn’t be embarrassed when the inevitable happened.
“Right, lets have a look at these seams” I said softly as I reached out and grabbed the bottom hem of his shorts and not only feeling his thigh on the back of my hand but I also accidentally touched his cock as I grabbed the frayed old cotton, “Oops, sorry” I said as Gary looked down, “It’s ok sir” he said quietly.
I had a small pair of scissors and was able to start unpicking the stitching up the side of his shorts and due to the age of them it was remarkably easy and I could see him starting to harden up which was causing a bit of a strain on the fabric which if anything helped the stitching to come apart, Rosie was watching intently and smiled when she saw the bulge appearing, “Wow Gary, looking good Bro” she said as I started to pick out the broken threads from the side and before long one side was done which luckily was the side his cock was so we got an instant view of his stiffening cock, Mmm it did look nice and was so tempting but I wanted to get the other side done.
I turned him around so I could get to the other seam and now he was almost facing Rosie who was incredibly happy to have his erection showing on one side of his shorts and as I unstitched the other side Rosie sat there smiling the whole time and I have to say not only was he looking rather good it was also having a very arousing impact on me too and I think it helped that I got a boner too which made him feel better.
I turned him back to face me and now with the shorts all done he looked hot, his cock had risen and with his balls hanging low and his cock pushing up the side of his shorts Rosie was quick to take a few pictures to send to her mum.
“Wow Gary, that looks awesome” I said as he looked down and not only did he see the front of his shorts raised but he saw the front of my shorts raised which I think made him feel so much better, “What do you think Rosie?” I asked and she could hardly contain her excitement, “Wow sir, you done a great job sir” she said looking closely at his bits on full view, “How do they feel Gary” I asked and he seemed rather pleased, “Fells good sir, I like them and they will be great to wear at home” he said with a smile and it seemed her was edging closer to me which I had no problem with because he did have a genuinely nice uncut cock.
I reached forward wrapping my fingers around his shaft, “Um.. what are you doing sir?” he gasped in a concerned voice, “Oh I am just seeing if any adjustment is needed Gary, nothing to worry about” I replied and could see Rosie staring at me to see what I was doing or more importantly what I was about to do remembering my reaction at seeing his pictures. “Are you going to suck it sir?” Rosie asked as I pulled his cock free with the head pointing at me, Gary sighed and was so hard that I don’t think he cared if another male sucked his cock and I looked up at Gary, “I don’t mind you sucking it sir if you want to sir” he said softly and with Rosie looking on I slowly leant forward pulling his skin back to expose his shiny purple head which was oozing his precum.
“Go on sir, this is so hot” Rosie said in encouragement as I started to lick around his swollen head tasting his precum which had a nice taste to it and before long I was running my tongue up and down and all around his solid shaft even sucking on his balls which sent the poor lad into a frenzy as he reached down putting his hands on my shoulders to balance himself, Rosie was so into it that she took a few pics to send her mum who had already replied saying she loved the shorts.
Gary’s knees started to wobble as I started to deepthroat him bobbing my head up and down in a steady rhythm using my tongue to good advantage as I did so and as I cupped his full balls I knew I was in for a pretty big load.
“I’m gonna cum sir, do you want it in your mouth sir.. Mmm yes sir, OMG!!” he cried and before I could even acknowledge his statement I felt his hot creamy cum shooting into my mouth and I had to adjust and swallow damn quick to keep up with the violent spurts hitting the back of my throat. Rosie could see my struggle and I had to pull back as there was so much and bless her if she didn’t get her mouth straight there to take the last couple of spurts, “OMG sir, WOW!” Gary sighed as his sister finished him off sucking the last few drops from his rigid cock and I was guessing that this boy could go on much more but damn, his cum tasted so fucking good and my cock was solid as a rock after sucking that young cock. “Mmm so good sir” sighed Rosie as she sucked the last few drops and finally pulled away sitting back on the sofa and reaching across to get her drink.
I stood up with my cock sticking out the front of me and walked across to get my drink, Gary and Rosie both watched me and then returned to their seat on the sofa finishing off their drinks.
Gary looked up seeing my arousal, “Wow sir, you do look good in those sir” he said as her looked at Rosie for confirmation, “Yes sir, you look awesome sir” she said softly and I wondered what experience Gary had with other males. I walked across the room so her could get a closer look and I saw his eyes widen as he stared at my boner standing up lifting my shorts, “Go on Gary, touch it Bro” Rosie said encouraging him making me think that she was excited seeing two guys together, based on her watching me sucking him confirmed that assessment.
“Is it ok if I touch it sir?” he asked as he reached out wrapping his little hand around the shaft pulling it out into the open, “Wow!” sighed Rosie as she watched her brother start to stroke my boner, he looked up at me as if to ask if he could suck it and with a nod of my head I heard Rosie gasp as Gary wrapped his lips around my swollen head, “OMG, you’re actually sucking him, so cool” she said as she watched her brother bobbing his head up and down and although he was a novice it felt rather good, I think his inexperience gave it an extra edge and my knees started to shake as I felt the back of his throat forcing him to gag and withdraw.
“Am I doing ok sir?” he asked as he got back on it, “Oh yes Gary, you’re doing great” I said in an encouraging voice and with Rosie sitting back on the sofa giving me a nice peek up her denim skirt I was starting to think how he would react if I came in his mouth, I was about to find out.
Actually, Gary was getting into it now and I could see it was turning Rosie on as she started to undo the buttons on her denim skirt and very quickly her skirt was open and she was not only showing her rather skimpy white cotton panties but her hand was going down inside them, Gary saw this in the corner of his eye and I could see the front of his shorts starting to rise.
Gary now had his hands up the back of my shorts and was squeezing my arse cheeks and his fingers were searching inside my crack and the feeling of what he was doing with his mouth and tongue added with the visual of Rosie with her hand down her panties was just too much for me and I could feel my balls tightening and I was ready to unload and just hoped that Gary was ready to receive. I think her felt my cock starting to erupt and seemed ready for the onslaught as I could feel his suction, “OMG YESSSS!” I cried out as the first spurt hit the back of his throat and he did great in swallowing quickly and the sight of me cumming in his mouth spurred Rosie on as she brought herself to orgasm with her little fingers.
Gary did remarkably well as he swallowed the whole load and then still wouldn’t let go as he sucked the last drops from me and I could tell by his murmurings that he was enjoying the experience, Rosie finished and pulled her fingers out and reached up to me and put her sticky fingers into my mouth and I have to say they tasted so sweet. Gary was looking incredibly pleased with himself as he pulled away licking his lips and savouring the aftertaste of his first mouthful of male juice, “Mmm sir, that was so good sir” he sighed as he lay back on the sofa with his stiffened meat standing upright in full view, Rosie looked down at him and it was obvious he was ready for another round, Oh to be 16 again!!
Gary was looking at how his cock stood up in full view of everybody and I could see in his eyes that he loved the shorts and how he would be able to wear them at home, I stood up and finished my drink and although it wasn’t that late I was considering that we all go to bed and told them that they could both sleep in my bed as the spare room wasn’t made up, they both agreed and with all drinks finished we made our way upstairs and with Rosie in just her panties and baggy crop top not only did I get a peek up the inside seeing her little bee stings I also had her arse in front of my face with her panties wedged into her crack, such an arousing sight.
3 years ago