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Connie and i both enjoyed anal play and i often got to fuck her in the ass. In return, she would sometimes insert a small glass plug in my ass while giving me a blowjob. She would twist & turn it, slowly pull it almost out before pushing it back in, creating the most intense feelings.
During one of our sexy sessions, Connie was working me really good, slowly stroking my cock to full attention & occasionally tapping on the butt plug she has slid into my ass earlier. Reaching for my balls and gently tugging on them, she asked if i had ever thought about letting her peg me. Telling her that i absolutely did, i grabbed my cock from her grasp & pointed it towards her mouth, wrapping her lips around the tip, she slowly swirled her tongue around and around, making me groan with pleasure.
It was during this epic BJ i decided to let Connie into another fantasy of mine, one i had never told anyone. She moaned hard around my cock, encouraging me to continue. I began, reminding her in detail of the time we were at the pool party, where everyone got very tipsy and later, handsy with strangers under the water. It was the first time i had touched another guy & played with his cock for a bit.
Connie moaned again and swallowed more of me down her throat, i was getting so giddy with the horn i finally blurted out that, not only did i want her to peg me, i also wanted to try a real cock up my ass. On hearing this, she looked up at me, held my gaze for a second before commencing war on my painfully hard dick. Another minute and i was cumming hard, filling Connies mouth till i stopped twitching. She swallowed & licked her lips, then climbing up beside me to snuggle in.
Later, we relaxed in bed discussing my earlier confession, Connie was very keen to fulfil this fantasy for me as it had also turned her on a lot. She explained that she knew of a guy from one of her extended friend circles that would probably be up for it, and that she would make a discreet enquiry.
Fast forward two days later. Connie returned home from work & burst in to the kitchen where i was making dinner, and said that Robin, the aforementioned guy, would be up for some fun and help us out. She showed me a few pictures of the guy and he looked quite nice. He was tall with an average build, dark hair & eyes to match his olive tanned skin. Connie explained he was English/Greek & had always been gay. I decided to go for it and asked Connie to arrange something before i overthought it and backed out.
Hanging up the phone Connie informed me that Robin would be coming around tomorrow evening & to relax and leave everything to her.
The next evening around 5pm, Connie handed me some warm towels & an anal douche & advised me to go 'get ready'. I went and cleaned up for a bit, then had a long hot shower before heading off to the bedroom. Connie was waiting for me with a glass of red, and she propped me up on the edge of the bed, urging me to enjoy my wine while she gently sucked on my cock for a bit.
Connie then took my glass and motioned for me to lay face down on the bed, i duly followed orders and relaxed while listening to her move around the room. I soon felt her climb up on the bed behind me, she reached over me and tied both my hands forward around the bed frame.
I was enjoying the kinkiness of it all, when i felt a wet sensation on my bum as she poured the lube between my cheeks, then two fingers slowly began work the lube into my ass, pushing inside a little, teasing me. My cock twitched hard but i was now unable to reach for it. I felt a little more pressure on my asshole and Connie finally popped two fingers in side & worked them around, helping to stretch and relax me.
After a couple minutes of this, she withdrew her fingers & replaced them with her strap-on cock. It is one of the silicon real feel dildos, 7" long & 5" around. Another squirt lube landed on my ass, then i felt the tip of the cock being slowly pushed inside, The helmet popped inside and Connie drove forward, sliding that shaft all the way into me, filling me up. I moaned loudly as she began pulling out slowly before firmly stroking into me again and again.
My cock was so swollen now, it throbbed under me, my balls were aching, longing to cum, but i knew that wouldn't be for a while. Connie slowed her efforts & then withdrew her ever erect toy out of me, whispering for me not to move & that Robin would be here. Before she went to let him, a blindfold was placed over my eyes, and she told me how wet she got fucking me, how it was turning her on that she would get to watch a guy fuck me.
I lay there, tied up and temporarily blinded knowing that very soon, i was going to experience a real cock in my ass for the first time. I suddenly got the nerves & questioned what i was doing but also wanting it to happen, badly. I squirmed on the bed, rubbing my cock against the sheets, sending shivers down my body.
The door opened and i heard both footsteps approach the bed. Connie asked Robin to stand near my head & she released one of my hands. Guiding my hand with hers, she gently placed it over Robin's bulge, and squeezed my hand around it. To say i was shocked was an understatement, he was still soft but the size felt really big.
I continued to explore his cock, feeling down the thick shaft & and noticing his balls were a good size too. I commented on it's size & Connie suggested Robin strip down and get it out properly, so i could get a proper old of it. Robin moved briefly and i heard his trousers drop to the floor, then he grabbed my hand and put it back on his cock. Still blind, i explored his cock once more, feeling up and down the long thick shaft and cradling his heavy balls. I guessed he was around 6" and only starting to get hard now.
I stroked slowly but firmly, drawing blood into the now rapidly stiffening cock, I hear Connie breathing heavily, whispering to make it hard baby, wank him for me. I must admit i was really enjoying myself now & my nerves settled. After a couple of minutes or so, Robin now feels very hard in my hand. It had gotten so fat, i couldn't quite touch my fingers around it. It's length had also gained several inches and i was anxious to get a good look at it.
Connie then asked Robin to put on a condom. As he moved to do so, Connie removed my other hand from it's tie, then removing the blindfold. I took a few seconds to adjust to the light, then Connie asked me to slide down to the bottom of the bed. I slid backwards down the sheets, sliding my legs over the end.
I turned around to get a look at Robin, he smiled at me before looking towards his cock. I followed gaze & saw his giant rod for the first time. A long, thick and tanned dick, a couple inches longer than me, so i guessed maybe 10" or a little more. It was fat too around the middle, maybe 7" and it pointed up and away from his body. He was shaved, which i like and his balls were big and heavy lying in their sack.
Connie at that point had jumped off the bed & moved around the back of me with the lube, generously applying a large dollop to my asshole and rubbing it around. She asked me to then straddle the end of the bed where the corners meet, so i was at an angle easy to access. I was able to prop my self forward on my elbows which left me at a perfect height for Robin.
Connie urged Robin to begin and she stayed round back to watch the proceedings closely. I felt Robin grab my hip in one hand & then felt his hard length run down my ass crack & push through my legs. He began massaging my cock & balls with his large member, and i loved the feeling as it provided a little respite. He then asked if i was ready & when i told him to go ahead, i hear Connie moan again.
I then felt the head of his cock gently push against my back door, i jumped briefly but pushed back to find him, letting him know to carry on. He once again took aim, and this time, pushed a little more firmly than before. I breathed out and pushed back to meet him, causing his fat helmet to pop through the final bit of resistance & my muscle relaxed. Robin could now push forward, and slowly sank further up my ass, getting more inches in until he hit, what felt like another wall deep inside me.
I reached back & felt for his shaft, and indeed he had more to give. He pulled slowly back out, leaving just the tip inside. Connie moaned out that she wanted Robin to fill me completely up. I glanced over my shoulder and she was leaning against the wall behind us, at such an angle that afforded her the best view of that monster sliding into me. I watched as she fingered herself and played with her nipples.
Robin squirted more lube on his cock & once again drove forward, firmly but gently. I guess he had 7" inside me when he hit the wall of resistance again. Advising me to relax, he asked me to count to 10 while breathing and do a long exhale on the last. I began inhaling/exhaling deeply, relaxing my body as much as possible. At the same time i felt Robin push harder now, willing himself forward.
As i was on my last big breath, Robin puled back ever so slightly & drove his hips forward with a great force, causing me to flop forward on the bed with his weight pinning me down, I felt the remaining length of his cock break through and fully fill me to the balls. He pulled in and out a few more times, using all of his 10" before returning to a more standing position.
I heard Connie mumbling to fuck him hard & Robin started fucking me quite firmly, alternating between long slow strokes & shorter more forceful ones. The wet sounds i heard was Connies soaking pussy, she was going to town on herself while staring at my ass get good and fucked.
Robin continued to fuck me for what seemed like more ten minutes, my asshole was sore but in a very good way. His huge fat cock was stretching me open & i loved when he bottomed out & i could fell his balls slapping me. Then he sped up and began pounding me as hard as he could, he was moaning loudly and shouting that he was going to cum. This set Connie off and i heard her panting louder and louder, coming over her fingers stuffed inside her dripping fanny.
A few strokes later, Robin paused & i felt his cock get really hot & expand inside my ass, the feeling as his shaft pulsed, getting stiffer and fatter before sending ropes of cum into the condom. When he was done cumming he slowly pulled out, i looked back and watched as he rolled off the used rubber, which was heavy with cum. I was glad he was wearing it actually haha.
I thought it was over now and he was going to leave but Connie had one more trick up her sleeve. She lay on the bed in front of me and shuffled down till her beautiful swollen horny wet pussy was in front of my face. I got on my knees and leant down, kissing her puffy lips before seeking out her clit with my tongue. Licking her gently to start i go down down on her, savouring her scent & licking up the delicious juices.
Connie moaned and played with my hair, gently guiding me around her pussy, thighs & holes. Then i felt a hand grab my shaft between my legs & realised Robin was still there. He expertly went to work, stroking and jerking my 8", grabbing my balls and playing with them. Faster and faster he worked my cock, the motion causing my balls to swing wildly slapping my legs & his hands.
I soon felt the pressure building up as i continued to lick Connies pussy. Robin worked on my helmet, finding pre-cum oozing out and massaging it into my tip shaft. This sensation suddenly caused me to moan loudly, spasm & start cumming, very hard. I covered the bed in ropes of cum, Robin continued to milk me hard and fast. I buried my face in Connies pussy and drove my tongue deep in her wet hole. Connie came in my mouth and for her second time it was a long one.
I stood up properly and quickly assessed the situation, Connie was laying spent on the bed, her hand gently draped over her pussy, tits heaving up and down with each breath. Robin was sat on the end of the bed & his cock was starting to grow again. I mentioned this to Connie and said we shouldn't let our guest leave in this fashion.
She gave me that wicked smile of hers & threw me some oil from the bedside. Asking Robin to lay back i applied a generous amount to his shaft and worked it all over, making sure to pay attention to his balls. I wanked his big cock slowly, making it good and hard before getting a good fast stroke going. Up and down i jerked him off, with no sowing down. His balls slapped against the back of my hand & he groaned loudly, shutting his eyes tightly.
After a few minuted he announced that he was close, I motioned Connie to move forward and grabbing her hand i placed it on his big bouncing balls. Connie got the idea & quickly began tugging and pulling on the large nuts while i continued to stroke the long shaft. Suddenly i felt Robin tense up again & then the first shot of cum fired out and into the air, several more spurts of hot cum later and with his cock looking angry and red we all collapse on the bed.
Robin left a little while later and we got down to some more fun time. I enjoyed my experience with a large cock and may repeat it one day. Not quite yet though as it's quite uncomfortable to sit ;)
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