I thought long and hard about where I would take Toby for a meal and in the end picked a local Italian place, notable for its atmosphere and good family cooking, it was still owned by members of the family who had founded it. I tidied my flat up, just in case Toby came back afterwards though I found it difficult to imagine. I live in a bed-sit, well the brochure describes it as a studio flat; basically I live in 1 room with a small bathroom and cupboard sized kitchen (not that I do much cooking). I probably was not that much smaller than Toby's flat, but far more untidy and his was in far better nick.
We had an enjoyable meal, Toby told me stories about his trip, including the visit to the strip club; this was something his business colleagues insist on arranging even though they know he's gay, perhaps they think they can 'catch him out' in some way. I didn't intend to, but found myself telling Toby about Tom getting me to suck off my ex-colleagues. Toby was a surprisingly easy person to talk to and actually listened, making intelligent and interesting comments even though his and my situation were so different. He brought up the idea of another job and I told him about the CV problem, but that I wanted to start looking. He said he'd think about it; I'd not expected him to actually do anything, just listening was fine, and I assumed that his comment was simply a way of being supportive without committing to anything. There was no suggestiveness and no getting of cocks out under the table, not that it would have been possible such a busy restaurant. Afterwards Toby took the initiative, there was no suggestive invitation for coffee, he simply asked me if I'd like to come back to his place for the night. I said yes, but again had the problem of clean clothes for the next morning. I needn't have worried, at Toby's place along with all the toiletries he'd bought me last time there were my dirty clothes left behind (in error) after my first visit, all duly cleaned and pressed.
We showered before going to bed, Toby's bathroom was a small wet room so there was plenty of room for us both in the shower and each took great delight in cleaning the other, making sure that arse, cock and other places were very clean. We went straight to bed, our cocks already clean and hard. Once there, Toby took his time, giving my arse a good tonguing before fucking me. We did nothing new, but there was a sense of getting to know each other's bodies better.
Next morning Toby had a couple of new surprises for me. The first was an invitation to dinner with some of his friends, it was issued slightly tentatively, as if I wouldn't have wanted to meet them. I was put off at first, thinking he didn't want me to come. But he challenged me, asking if I really wanted to come or not and I admitted I did but was worried he didn't want me there. He got up from the breakfast table and came to stand by me, and assured me that he did want me to come, that he wanted his friends to meet me.
The second surprise was another present, a decent phone so that we could stay in touch better; it was one that could send and receive emails, take and send photos. I was a bit gob-smacked, but he explained that it was partly selfish as he was going abroad for a couple of weeks and wanted to make sure we could stay in contact. I was a bit nervous about both the dinner party and his trip abroad, worried that I would mess up the one and that we'd come adrift during the other. After all the trip would give him the opportunity to meet guys far less ordinary than me.
The next week and a half was spent in something of a daze, I certainly didn't manage to concentrate as much as I should at work. I delighted in using my new phone, Toby and I exchanged numerous messages and photos, I collected quite a collection of his cock and became increasingly daring at sending him pictures of mine. Tom spent a large part of the time working on a new project away from the office, so we were kept extremely busy faxing and sending him documents without ever having to deal with his presence, which was something of a relief.
Finally the time came for the dinner at Toby's friends. We'd met up one more time since he'd asked me to accompany him and just before I left him he'd given me another shirt, this time and extremely expensive but casual one for me to wear the dinner. I alternated between being grateful for the shirt and worrying that he didn't think I was capable of dressing suitably for his friends. I needn't have worried.
Claire and Tom lived in a big modern house in the country, the sort my mother used to refer to as millionaires houses; as opposed to the nicer, older ones lived in by the gentry, though these distinctions could not longer be made. The house was very well appointed, but not the sort of place that I would consider. We were shown into a large reception room with a view of a rather bare, well manicured garden. Compared to Toby's flat, the room was a riot of colour, but everything seemed a little fancy for my taste.
When we arrived there were 2 other couples in the room besides Claire and Tom, Rona and William, Charlie (a woman) and Bill. As I understood it, Rona was one of Toby's closest friends and Claire was one of his oldest. Bill and Toby had long-standing business links. From the first I liked Rona and William, Rona was friendly without being pushy and did her best to make me welcome in such new company, William seemed quiet and reserved, standing behind his wife most of the time but always backing her up. Claire was ostensibly friendly, but I found there was an edge to her and she always seemed to be pushing the fact that she was Toby's oldest friend. Charlie was far younger than Bill and, frankly, I couldn't find much to talk to her about apart from her hair and makeup (there was a lot of both). Bill I never really got chance to talk to as he buttonholed Toby as soon as we arrived. As we went into dinner, Toby managed to whisper his apologies to me for being monopolised and trusted that Claire and Rona were making me welcome.
For the first half of the meal things went pretty well. I was sat on Claire's left with Charlie to my left. Toby was at the opposite end of the table facing Bill, who had insisted on sitting next to Charlie, who held his hand throughout the meal. Much alcohol was drunk and towards the end of proceedings, Claire kept pumping me about how Toby and I had first met. She kept on about it, implying that we were keeping something from her. I attempted to give her a sanitised version, but Toby heard and told the truth, as a funny story. Everyone laughed, but I was mortified, the event played into all my uncertainties and I was convinced that everyone was laughing at me and thought me a common trollop.
For me, the party never recovered. Toby picked things up as best he could, but we left as soon as we could. I'd expected a long explanation from Toby, but he simply apologised saying that we were both tired and that he would speak to me in the morning. For the first time since we'd met, I went home without fucking, though he did give me a long warm kiss.
I'd intended to lie awake fretting over the incident, but the combination of stress and copious amounts of alcohol meant that I went out like a light. I was awoken next morning around 10.30am by the sound of my door bell. Now, though the flat is a little grotty, the security system is still pretty good. There's an outer door which you can't get through without being buzzed in and then we each have an inner door, with its own door bell. It was this latter bell which was ringing, so I assumed to was one of my neighbours. I looked through the spy-hole to see Toby. I was in half a mind to not answer except I couldn't quite believe what I was seeing. So I opened the door to confirm things, he was standing there bollock naked, carrying only a bunch of roses, with the words 'I'm sorry' and 'Please fuck me' written on him (in lipstick I subsequently discovered). I let him in before any of the neighbours saw him.
I didn't know whether to be angry or happy. He stood just inside the door and wouldn't do anything else till he'd apologised, explaining that he'd never intended to insult me or belittle me and had hoped that he could make light of our meeting. After all it wasn't something that we could change and he preferred not to hide the circumstances in case someone found out anyway. But he promised to try never to embarrass me in front of his friends and told me that I was welcome to pick an occasion on which to embarrass him.
After the we got down to the proper business (the flowers got left on the floor for later). I was already naked and knelt down and applied myself first to Toby's cock and then to his arse. I tried to be a bit careful, but inevitable some of the lipstick rubbed of on me. I decided to take him at his word and replaced my tongue with a finger up his hole. First one finger then two and finally my cock. My cock is not exceptionally large but Toby's chute felt really tight, I thrust hard and he shouted. I stopped, but he screamed for me to continue. We must have made a lot of noise as we both fucked noisily, finally we both came. Toby couldn't stay long after that, as he had to prepare for his trip, but I was pleased that he'd come. I put on some clothes and popped out to retrieve the running gear which he'd discarded once he'd managed to get into my block. As the shorts were tiny and he wore nothing underneath them, they were barely more decent than his nudity. As he jogged off he admitted to me that that was the first time for a long time that he'd been fucked and that he'd enjoyed it. I was gob-smacked, but Toby didn't give me a chance to press the matter further, he jogged off shouting that he'd email me.