JollyJohnnyP's blog post - A Sister's Help (Gay fiction including watersports)

I was a regular at the gym, not a fitness fanatic, just keeping myself in trim. I always wore figure hugging lycra tops and thigh length shorts as I enjoyed showing off my physique. I had noticed occasional interested glances from a slim guy in his late 30s but nothing more until one day he appeared with an attractive woman of similar age. I noticed that she too kept glancing my way while they seemed to be having an argument. Eventually the woman came over to the cross trainer I was using, introduced herself as Jill and asked if she could have a word with me. I agreed and we went over to the cafeteria for a chat. She explained that her brother was gay and very much fancied me but he hadn’t the nerve to make a direct approach as, although he suspected, correctly as it happened, that I too was gay, he was frightened of “coming out” to me in case I was straight. He’d talked a lot about me to his sister who finally came along to see this fanciable guy for herself. I thanked her for helping her brother, for her straightforward honesty and explained that he was right in thinking that I was gay. I also explained that I didn’t have a partner and would be willing to spend an evening with Alan, her brother. She asked if I’d mind her being present to which I replied that it wouldn’t bother me and we arranged to meet the following evening at the flat which they shared. Jill had explained that Alan would be very nervous about meeting anywhere other than at their flat and so it was with a high level of curiosity that I arrived at Jill and Alan’s flat at 7 pm the next day.

I had brought with me a holdall containing a variety of clothes from tight lycra gym outfits to softer silky garments, many of which were women’s as I found women’s clothes were generally softer, thinner and more sensuous that male attire. I was dressed in a maroon and blue track suit so as not to arouse too much speculation by the neighbours but once inside I removed the track suit to reveal myself in a very thin tight white semitransparent pair of shorts and matching teeshirt. The outline of my genitals was clearly visible through my shorts, as was the fact that I was wearing nothing underneath. Jill exclaimed at my outfit and showed me into the lounge where Alan was sitting on the sofa, also clad in lycra, so I sat down next to him and felt his thigh rub against mine. I responded with firmer pressure and was pleased to see a growing bulge in the front of his shorts. I ought to mention that Jill was also dressed in lycra, a skirted leotard in pale pink which showed off her breasts to advantage yet the skirt concealed the intimate details of her crotch and whether she was wet between her legs. “Alan, ask him if you can feel his shorts!” were the next words Jill spoke and before Alan could ask I replied, “Of course you can and I’d like to feel yours too.” Suiting action to the words I started stroking Alan’s thigh through his shorts and he was so aroused that he had to reach inside his shorts to adjust the position of his penis which was by now becoming a rampant rod of flesh. As I felt Alan’s hand sliding up my thigh, my penis was also swelling and I decided to provoke Alan even more so I got up and bent over, flaunting my almost naked bottom at him. At this he seemed to lose control and the real Alan revealed himself, lowering his shorts as he stood up and then pulling mine down before reaching for a tube of lubricant. Meanwhile Jill was reclining with the skirt of her leotard raised as she stroked her blatantly moist crotch and whispered, “Go on, Alan, fuck him, fuck him deep!”

I then felt the very moist tip of Alan’s cock touch my puckered rosette and gently push. I pushed back and in a moment my sphincter yielded and his penis slid very deeply inside me before he started a regular fucking motion. Jill was getting very excited at watching her brother fucking another man’s arse and very soon she whispered, “Oh God”, and then uttered a yell of pleasure as she climaxed. Her interest in our activity was still strong, however, and she came over to us, positioned herself so that her mouth could accommodate my penis which she started sucking avidly, obviously enjoying the flavour of the pre-cum which was oozing from my cock. The sight of his sister orally servicing my penis while he was deep inside my arse stimulated Alan even more and he quickened his pace as he felt his spunk rising and it was a thrilling two minutes before his cock exploded inside me as his balls pumped their voluminous contents deep inside my rectum. I orgasmed almost simultaneously and Jill gratefully accepted my entire load in her mouth, obviously enjoying the taste of my semen as she rolled her tongue around her mouth before gratefully swallowing my gift. But she wasn’t satisfied and no sooner had Alan’s now limp cock slipped out of me than I felt her lips and tongue on my anus then a brief break as she told me to push it out. It was obvious that she wanted to drink her brother’s semen too so I obliged and using my rectal muscles I squeezed Alan’s cum out through my anus where it was lapped up by Jill whose tongue continued to give me great pleasure as she did her best to get it inside me so as not to waste a drop of her brother’s semen. It was another 5 minutes before her tongue and my anus parted company and then it was because another part of her anatomy was demanding attention. I had noticed a potty near the sofa when I arrived and wondered why it was there; it now became apparent that it was in case of urgent need which Jill was now experiencing for she dashed to the potty and sat on it without removing her leotard and with a loud gushing sound just emptied her bladder through her already very moist gusset. I too was experiencing a full bladder and asked where the lavatory was. Jill checked that my need was purely urinary before asking me to empty my bladder down inside the front of her leotard which she was pulling clear of her chest revealing a tempting view of her beautiful bounteous breasts which I then proceeded to soak with my piss as I emptied myself as instructed. My piss ran down over her breasts, belly and cunt before joining hers in the potty. I was about to shake off the last drops when I again felt Jill’s mouth around my manhood as she sucked me clean. It was apparent that she enjoyed the taste - and feel - of urine as well as semen which she then confirmed by standing up and drinking our mixed piss from the potty before handing it to Alan who also enjoyed a fresh warm drink.

By now I was blatantly hard again after watching this and I positioned myself behind Alan while Jill passed the lube tube to me. I coated my cock and the inside of Alan’s anus with lube using my fingers before attempting entry which I accomplished with ease thanks to Alan’s assistance and this time it was my turn to pump spunk into a welcoming rectum. He was delightfully tight as he squeezed his anal muscles around my thrusting cock and the inside of his rectum felt lovely and warm as I proceeded to fuck him with enthusiasm. He pushed back with every one of my forward thrusts as he wanted me deep inside him. My arousal was such that it wasn’t long before I was pumping my spunk, filling him with my love cream. My cock softened and slipped out only to have Jill’s mouth engulfing it once more. After ensuring I was clean and not a drop of semen remained to be sucked out, Jill then applied her mouth to Alan’s anus and sucked the rest of my semen out of him as he squeezed it through his anus and into her mouth. We were all well satisfied and I joined Jill on the plastic covered sofa while Alan made coffee for the three of us. I’ve been invited to visit again and next time I shall wear some of my feminine finery and see what their reactions will be. I’m looking forward to next time.