This story follows-on from the wonderful
"Outsourcing" by Paco Fear
, from more than ten years ago. Sadly, I have not been able to get in touch with him to seek his input, so please treat this as a respectful but unofficial homage. A very few minor liberties have been taken with dates and ages. This has recently been re-posted to clear up some typos and clarify a couple of episodes.
Dylan speaks
We had been very happily butt-loving for some six or seven months before our standing arrangement had to go on hold when I went off to tennis camp. This was not an excuse for suntans and high jinks like some of the camps I had been on while in High School; it was free to attend, but strictly invitation-only, restricted to people on tennis scholarships, and gathered together the best players from our nearest nine or ten states. The idea was to spot and encourage national-level talent - regardless of how it turned out, even to be invited to attend was quite an honour.
I had been visiting Tom and Merry every fourth weekend, and -- alongside the physical side of things which was truly wonderful -- we had been getting along like the very best of friends, all adults, a slight change - but a good one - from the way I had grown up with them like my big brother and sister. The first two weekends Tom and I didn't go outside at all, and we simply fucked every time he could get it up. Once we got most of the initial thrill out of the way, we settled down to maybe just two or three times each day and the rest of each weekend we all three of us putzed about and spent some of our energy on other things. I stayed clothed most of the time. The nicest thing was that they now saw me not as a guest, but much more like family; I guess them not having seen me for well over a year meant they made a break from the past, when I had been a kid, and they could now see me differently, as an adult. I helped out with chores or their projects; a few times I sat down with my laptop for a few hours when I had had some good ideas for an essay en route there. We (the girls) went on a couple of shopping outings when Merry wanted something for business, and as a special treat another time -- to mark my birthday -- they took me out to a wonderful upmarket restaurant, all dressed up and with a limo ride there.
You must not for a single instant go getting the idea that Tom was losing any interest, energy or imagination as time went on; he was always considerate, inventive and very energetic. We cheerfully discussed our bodies and sensations, and swapped compliments and detailed ideas about different positions, but only when we were warming-up or winding-down, and rarely in front of Merry. He never failed, ever, to make me come with a mind-blowing anal orgasm and -- but only if I asked -- he could send me back to the dorm with a butt sore for a week. I always knew I was his gift to use and get off with, but he was kind of defying orders as my satisfaction always -- always - came first for him. I always took special care of my butt before I visited, trying hard to make it look and smell (and taste !) perfect so that Tom would lick me to a climax or two before getting down to the serious business (to tell the truth, I think he probably would have whatever state it was in). Because he was so skilled, and took so much time and care to make me come every time, I resolved very early on that I would never refuse him anything related to my butt, and I sometimes found myself suggesting positions or moves at the edge of what I guessed was his comfort zone - but it was so worth it ! I like to think that I was pretty active, and every single time I did work really hard to try to give him at least a fraction of what he was doing to me, whether it was a two-hour teaseathon or a three-minute hammering.
Despite all this intimacy, there were some boundaries that we simply respected without ever agreeing them in advance or talking about them later. We never fucked when Merry was not in the house. Although he and I frequently kissed almost all of each other's bodies, it was never ever on the lips. Merry often chipped in to help with a bit of encouragement or spit; she and Tom might check each other's tonsils, but she and I did not - we usually exchanged warm hugs. She did take great enjoyment from spanking my bare butt if she was around any time I was getting excited. Merry would very happily take little Tommy in her mouth before he got into my backside; after our first weekend I never did, although I was very happy working on him with my hands, most times after dribbling spit on him -- but to be honest, little Tommy very rarely had a problem getting up to and staying at his full size. Tom always came inside me, in huge quantities, and always took great care to clean me up properly afterwards. Also, perhaps oddly, Tom only played with my clit maybe twice after that first time; but again, it's not that I ever felt I was missing out on anything.
We only ever did it indoors, but that was for practical reasons; there was no place nearby we could guarantee 100% privacy for an hour, there was a very good chance that if we were discovered it would be by someone we had known at school or met at church when we were younger, plus - if we did have to make a quick exit - because I was still so tight back there it would not be the easiest thing to pull little Tommy out of my tiny butthole in less than about 30 seconds. I had my own bed, in their lovely guest room, but Tom and Merry always slept together each night -- although if Tom woke up early he would always make tea for us all and deliver my mug with a smile and occasionally a gentle hour's worship of my behind.
Physically I was in great shape. Of course I was still training in the gym and on court, and always trying hard to eat well. The supplementary cardio workouts on my special weekends helped too, and I guess the extra hormones and semen rattling around me every fourth weekend just gave me an extra bounce. People -- especially Tom for some weird reason -- often thought of me as "cute", or even "tiny", but I am about 5 feet 9 inches and I guess it was mainly because I have a skinnier frame than most tennis players. I suppose Tom did because he himself was some way over 6 feet and -- of course -- had known me almost all the time I was growing up. The gap between our sessions was also helpful, as it gave my happy but battered hole time to return to normal; after that first time I never used any of the dildoes that Merry had sent me and although Tom always made sure there was enough lube of some sort there, he never stretched me with even a finger before sending little Tommy in. The result was that -- as Tom said at one point -- "Every time is like the first". I went weak at the knees when he said that, and writing it even now, some years later, has made me go a bit faint. One unexpected result of -- I suppose - all those extra hormones was that although my tits had not got any bigger than mid-A my nipples had grown longer and thicker and taken to staying erect all day long, rubbing very pleasantly against my shirt. I was very proud of them. Tom said that he loved their new look, but he did not spoil them with a lot of extra attention. The only downside of this was that I found I had to wear a bra all the time I wasn't in the dorm - before then it had only been maybe twice a week.
I did worry very quietly to myself a number of times in those first few months if I was truly helping or hindering their relationship, but that all changed when Merry took me to a spa for an afternoon. After massages and other stuff our final hour or so was in a sauna on our own, so dropping our robes we sat down opposite each other. It was a long time since we kept any secrets from each other, so it was maybe unusual but completely natural for us both to study the other's body.